Microbial Conditions Ontology contains terms to describe growth conditions in microbiological experiments. The first version is based on gene regulation experiments in Escherichia coli K-12. It is being used in RegulonDB to link growth conditions to gene regulation data. Citlalli Mejía Almonte Víctor Tierrafría Manuel Camacho Socorro Castro Gama Julio Collado Vides composition composition source synonym description Relates an entity in the ontology to the name of the variable that is used to represent it in the code that generates the BFO OWL file from the lispy specification. Really of interest to developers only BFO OWL specification label Relates an entity in the ontology to the term that is used to represent it in the the CLIF specification of BFO2 Person:Alan Ruttenberg Really of interest to developers only BFO CLIF specification label editor preferred label editor preferred label editor preferred term editor preferred term editor preferred term~editor preferred label The concise, meaningful, and human-friendly name for a class or property preferred by the ontology developers. (US-English) PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> editor preferred label editor preferred label editor preferred term editor preferred term editor preferred term~editor preferred label example A phrase describing how a class name should be used. May also include other kinds of examples that facilitate immediate understanding of a class semantics, such as widely known prototypical subclasses or instances of the class. Although essential for high level terms, examples for low level terms (e.g., Affymetrix HU133 array) are not A phrase describing how a term should be used and/or a citation to a work which uses it. May also include other kinds of examples that facilitate immediate understanding, such as widely know prototypes or instances of a class, or cases where a relation is said to hold. PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> example of usage example of usage has curation status PERSON:Alan Ruttenberg PERSON:Bill Bug PERSON:Melanie Courtot OBI_0000281 has curation status has curation status definition definition textual definition English language definitions of what NCI means by the concept. These are limited to 1024 characters. They may also include information about the definition's source and attribution in a form that can easily be interpreted by software. The official OBI definition, explaining the meaning of a class or property. Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions. The official definition, explaining the meaning of a class or property. Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions. 2012-04-05: Barry Smith The official OBI definition, explaining the meaning of a class or property: 'Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions' is terrible. Can you fix to something like: A statement of necessary and sufficient conditions explaining the meaning of an expression referring to a class or property. Alan Ruttenberg Your proposed definition is a reasonable candidate, except that it is very common that necessary and sufficient conditions are not given. Mostly they are necessary, occasionally they are necessary and sufficient or just sufficient. Often they use terms that are not themselves defined and so they effectively can't be evaluated by those criteria. On the specifics of the proposed definition: We don't have definitions of 'meaning' or 'expression' or 'property'. For 'reference' in the intended sense I think we use the term 'denotation'. For 'expression', I think we you mean symbol, or identifier. For 'meaning' it differs for class and property. For class we want documentation that let's the intended reader determine whether an entity is instance of the class, or not. For property we want documentation that let's the intended reader determine, given a pair of potential relata, whether the assertion that the relation holds is true. The 'intended reader' part suggests that we also specify who, we expect, would be able to understand the definition, and also generalizes over human and computer reader to include textual and logical definition. Personally, I am more comfortable weakening definition to documentation, with instructions as to what is desirable. We also have the outstanding issue of how to aim different definitions to different audiences. A clinical audience reading chebi wants a different sort of definition documentation/definition from a chemistry trained audience, and similarly there is a need for a definition that is adequate for an ontologist to work with. PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> DEFINITION definition definition textual definition English language definitions of what NCI means by the concept. These are limited to 1024 characters. They may also include information about the definition's source and attribution in a form that can easily be interpreted by software. NCI DEFINITION PT NCI editor note An administrative note intended for its editor. It may not be included in the publication version of the ontology, so it should contain nothing necessary for end users to understand the ontology. PERSON:Daniel Schober GROUP:OBI:<http://purl.obfoundry.org/obo/obi> IAO:0000116 uberon editor_note true editor_note IAO:0000116 uberon editor_note true editor_note editor note editor note definition editor term editor Name of editor entering the definition in the file. The definition editor is a point of contact for information regarding the term. The definition editor may be, but is not always, the author of the definition, which may have been worked upon by several people Name of editor entering the term in the file. The term editor is a point of contact for information regarding the term. The term editor may be, but is not always, the author of the definition, which may have been worked upon by several people 20110707, MC: label update to term editor and definition modified accordingly. See http://code.google.com/p/information-artifact-ontology/issues/detail?id=115. 20110707, MC: label update to term editor and definition modified accordingly. See https://github.com/information-artifact-ontology/IAO/issues/115. PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> definition editor definition editor term editor term editor alternative term An alternative name for a class or property which means the same thing as the preferred name (semantically equivalent) PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> alternative term alternative term definition source formal citation, e.g. identifier in external database to indicate / attribute source(s) for the definition. Free text indicate / attribute source(s) for the definition. EXAMPLE: Author Name, URI, MeSH Term C04, PUBMED ID, Wiki uri on 31.01.2007 PERSON:Daniel Schober Discussion on obo-discuss mailing-list, see http://bit.ly/hgm99w GROUP:OBI:<http://purl.obolibrary.org/obo/obi> definition source definition source curator note An administrative note of use for a curator but of no use for a user PERSON:Alan Ruttenberg IAO:0000232 uberon curator_notes true curator_notes curator note curator notes imported from For external terms/classes, the ontology from which the term was imported PERSON:Alan Ruttenberg PERSON:Melanie Courtot GROUP:OBI:<http://purl.obolibrary.org/obo/obi> imported from elucidation person:Alan Ruttenberg Person:Barry Smith Primitive terms in a highest-level ontology such as BFO are terms which are so basic to our understanding of reality that there is no way of defining them in a non-circular fashion. For these, therefore, we can provide only elucidations, supplemented by examples and by axioms elucidation has associated axiom(nl) Person:Alan Ruttenberg Person:Alan Ruttenberg An axiom associated with a term expressed using natural language has associated axiom(nl) has associated axiom(fol) Person:Alan Ruttenberg Person:Alan Ruttenberg An axiom expressed in first order logic using CLIF syntax has associated axiom(fol) has axiom label A property created to allow the source NICHD to assign a parent to each concept with the intent of creating a hierarchy that includes only terms in which they are the contributing source. A11 Conceptual Entity Has_NICHD_Parent Has_NICHD_Parent Has_NICHD_Parent A property created to allow the source NICHD to assign a parent to each concept with the intent of creating a hierarchy that includes only terms in which they are the contributing source. NCI Has_NICHD_Parent PT NCI Used to associate the concept defining a particular terminology subset with concepts that belong to this subset. A8 Conceptual Entity Concept Is In Subset Concept_In_Subset Concept_In_Subset Concept_In_Subset Used to associate the concept defining a particular terminology subset with concepts that belong to this subset. NCI Concept_In_Subset PT NCI true NHC0 code code code code PT The semantic type describes the sort of thing or category to which a concept belongs in the context of the UMLS semantic network. P106 Conceptual Entity Semantic Type Semantic_Type In general, applying semantic types aids in allowing users (or computer programs) to draw conclusions about concepts by virtue of the categories to which they have been assigned. We use a set of semantic types developed for the UMLS Metathesaurus. There are currently 134 semantic types in the UMLS. Semantic_Type Semantic_Type The semantic type describes the sort of thing or category to which a concept belongs in the context of the UMLS semantic network. NCI Semantic_Type PT NCI Provides an alternative Preferred Name for use in some NCI systems. P107 Conceptual Entity Display Name Display_Name Display Name Display_Name Display_Name Provides an alternative Preferred Name for use in some NCI systems. NCI Display Name SY NCI Display_Name PT NCI The word or phrase that NCI uses by preference to refer to the concept. P108 Conceptual Entity Preferred Name Preferred_Name Preferred Name Preferred Term Preferred_Name Preferred_Name The word or phrase that NCI uses by preference to refer to the concept. NCI Preferred Name SY NCI Preferred Term SY NCI Preferred_Name PT NCI Concept Unique Identifiers, or CUIs, are concept numbers assigned by the National Library of Medicine (NLM). If a concept in any NCI-maintained knowledgebase exists in the NLM Unified Medical Language System (UMLS), NCI includes the NLM CUI among the information we provide about the concept. P207 Conceptual Entity UMLS CUI UMLS_CUI UMLS_CUI UMLS_CUI Concept Unique Identifiers, or CUIs, are concept numbers assigned by the National Library of Medicine (NLM). If a concept in any NCI-maintained knowledgebase exists in the NLM Unified Medical Language System (UMLS), NCI includes the NLM CUI among the information we provide about the concept. NCI UMLS_CUI PT NCI Contains the FDA Unique Ingredient Identifier, a key component of the new federal drug information model. P319 Conceptual Entity FDA UNII Code FDA_UNII_Code FDA_UNII_Code FDA_UNII_Code Contains the FDA Unique Ingredient Identifier, a key component of the new federal drug information model. NCI FDA_UNII_Code PT NCI This property is used to indicate when a non-EVS entity has contributed to, and has a stake in, a concept. This is used where such entities, within or outside NCI, have indicated the need to be able to track their own concepts. A single concept can have multiple instances of this property if multiple entities have such a defined stake. P322 Conceptual Entity Contributing Source Contributing_Source Contributing_Source Contributing_Source This property is used to indicate when a non-EVS entity has contributed to, and has a stake in, a concept. This is used where such entities, within or outside NCI, have indicated the need to be able to track their own concepts. A single concept can have multiple instances of this property if multiple entities have such a defined stake. NCI Contributing_Source PT NCI English language definitions of what a source other than NCI means by the concept. These are limited to 1024 characters. They include information about the definition's source in a form that can easily be interpreted by software. P325 Conceptual Entity [source] Definition ALT_DEFINITION ALT_DEFINITION ALT_DEFINITION English language definitions of what a source other than NCI means by the concept. These are limited to 1024 characters. They include information about the definition's source in a form that can easily be interpreted by software. NCI ALT_DEFINITION PT NCI The NCBI_Taxon_ID property is used to establish correspondence between the NCI Thesaurus concept representing a taxon (species) and the NCBI/NLM Species Taxonomy ID assigned by the NCBI to that taxon. P331 Conceptual Entity NCBI Taxon ID NCBI_Taxon_ID NCBI_Taxon_ID NCBI_Taxon_ID The NCBI_Taxon_ID property is used to establish correspondence between the NCI Thesaurus concept representing a taxon (species) and the NCBI/NLM Species Taxonomy ID assigned by the NCBI to that taxon. NCI NCBI_Taxon_ID PT NCI true A retired unique concept identifier created and stored as Concept Name by legacy EVS software. Use of these values was long discouraged, but continued as late as 2009 when creation of new values ceased and Concept Name was retired. Legacy values are intended solely to help resolve and update earlier coding. P366 Conceptual Entity Legacy Concept Name Legacy Concept Name Legacy_Concept_Name A retired unique concept identifier created and stored as Concept Name by legacy EVS software. Use of these values was long discouraged, but continued as late as 2009 when creation of new values ceased and Concept Name was retired. Legacy values are intended solely to help resolve and update earlier coding. NCI Legacy Concept Name PT NCI P371 Conceptual Entity NICHD_Hierarchy_Term NICHD NICHD_Hierarchy_Term NICHD_Hierarchy_Term NICHD_Hierarchy_Term PT NCI Design notes are notations made by NCI vocabulary curators. They are intended to provide supplemental, unstructured information to the user or additional insight about the concept. P98 Conceptual Entity DesignNote DesignNote DesignNote DesignNote Design notes are notations made by NCI vocabulary curators. They are intended to provide supplemental, unstructured information to the user or additional insight about the concept. NCI DesignNote PT NCI RO:0002604 quality is_opposite_of true true is_opposite_of is opposite_of Used to connect a class to an adjectival form of its label. For example, a class with label 'intestine' may have a relational adjective 'intestinal'. UBPROP:0000007 uberon has_relational_adjective true has_relational_adjective has_relational_adjective Notes on the how instances of this class vary across species. UBPROP:0000008 uberon taxon_notes true taxon_notes taxon_notes Notes on the how instances of this class vary across species. Notes on how similar or equivalent classes are represented in other ontologies. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000012 uberon external_ontology_notes true external_ontology_notes external_ontology_notes Notes on how similar or equivalent classes are represented in other ontologies. Description may include but is not limited to: an abstract, table of contents, reference to a graphical representation of content or a free-text account of the content. An account of the content of the resource. Description Description The present resource may be derived from the Source resource in whole or in part. Recommended best practice is to reference the resource by means of a string or number conforming to a formal identification system. A reference to a resource from which the present resource is derived. Source Source has_alternative_id has_broad_synonym database_cross_reference Fully qualified synonym, contains the string, term type, source, and an optional source code if appropriate. Each subfield is deliniated to facilitate interpretation by software. FULL_SYN Synonym with Source Data has exact synonym has_exact_synonym Fully qualified synonym, contains the string, term type, source, and an optional source code if appropriate. Each subfield is deliniated to facilitate interpretation by software. NCI FULL_SYN PT NCI Synonym with Source Data SY NCI has_narrow_synonym has_obo_namespace has_related_synonym in_subset shorthand label label BFO:0000051 chebi_ontology has_part false has_part has part RO:0000087 chebi_ontology has_role false false has_role has role c has-biological-role r iff c has-role r and r is a biological role (CHEBI:24432) has biological role chebi_ontology has_functional_parent false false has functional parent chebi_ontology has_parent_hydride false false has parent hydride chebi_ontology is_conjugate_acid_of true false is conjugate acid of chebi_ontology is_conjugate_base_of true false is conjugate base of chebi_ontology is_enantiomer_of true false is enantiomer of chebi_ontology is_substituent_group_from false false is substituent group from chebi_ontology is_tautomer_of true is tautomer of has biological role in Escherichia coli a relation between a continuant and a treatment, in which the continuant is a necessary component of the treatment used in treatment a relation between a continuant and a treatment, in which the continuant is a necessary component of the treatment, specifically in Escherichia coli experiments used in Escherichia coli treatment a relation between a culture medium and an organism, in wich the culture medium contains the minimal necessities for growth of the wild-type of that organism and contains only inorganic salts, a carbon source for that organism, and water. is minimal medium for a relation between a culture medium and an organism, in which the medium contains all the elements that the specific organism needs for growth and is non-selective, so it is used for the general cultivation and maintenance of the organism kept in laboratory culture collections is rich medium for entity Entity Julius Caesar Verdi’s Requiem the Second World War your body mass index BFO 2 Reference: In all areas of empirical inquiry we encounter general terms of two sorts. First are general terms which refer to universals or types:animaltuberculosissurgical procedurediseaseSecond, are general terms used to refer to groups of entities which instantiate a given universal but do not correspond to the extension of any subuniversal of that universal because there is nothing intrinsic to the entities in question by virtue of which they – and only they – are counted as belonging to the given group. Examples are: animal purchased by the Emperortuberculosis diagnosed on a Wednesdaysurgical procedure performed on a patient from Stockholmperson identified as candidate for clinical trial #2056-555person who is signatory of Form 656-PPVpainting by Leonardo da VinciSuch terms, which represent what are called ‘specializations’ in [81 Entity doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example Werner Ceusters 'portions of reality' include 4 sorts, entities (as BFO construes them), universals, configurations, and relations. It is an open question as to whether entities as construed in BFO will at some point also include these other portions of reality. See, for example, 'How to track absolutely everything' at http://www.referent-tracking.com/_RTU/papers/CeustersICbookRevised.pdf An entity is anything that exists or has existed or will exist. (axiom label in BFO2 Reference: [001-001]) entity Entity doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example Werner Ceusters 'portions of reality' include 4 sorts, entities (as BFO construes them), universals, configurations, and relations. It is an open question as to whether entities as construed in BFO will at some point also include these other portions of reality. See, for example, 'How to track absolutely everything' at http://www.referent-tracking.com/_RTU/papers/CeustersICbookRevised.pdf per discussion with Barry Smith An entity is anything that exists or has existed or will exist. (axiom label in BFO2 Reference: [001-001]) continuant Continuant An entity that exists in full at any time in which it exists at all, persists through time while maintaining its identity and has no temporal parts. BFO 2 Reference: Continuant entities are entities which can be sliced to yield parts only along the spatial dimension, yielding for example the parts of your table which we call its legs, its top, its nails. ‘My desk stretches from the window to the door. It has spatial parts, and can be sliced (in space) in two. With respect to time, however, a thing is a continuant.’ [60, p. 240 Continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example, in an expansion involving bringing in some of Ceuster's other portions of reality, questions are raised as to whether universals are continuants A continuant is an entity that persists, endures, or continues to exist through time while maintaining its identity. (axiom label in BFO2 Reference: [008-002]) if b is a continuant and if, for some t, c has_continuant_part b at t, then c is a continuant. (axiom label in BFO2 Reference: [126-001]) if b is a continuant and if, for some t, cis continuant_part of b at t, then c is a continuant. (axiom label in BFO2 Reference: [009-002]) if b is a material entity, then there is some temporal interval (referred to below as a one-dimensional temporal region) during which b exists. (axiom label in BFO2 Reference: [011-002]) (forall (x y) (if (and (Continuant x) (exists (t) (continuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [009-002] (forall (x y) (if (and (Continuant x) (exists (t) (hasContinuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [126-001] (forall (x) (if (Continuant x) (Entity x))) // axiom label in BFO2 CLIF: [008-002] (forall (x) (if (Material Entity x) (exists (t) (and (TemporalRegion t) (existsAt x t))))) // axiom label in BFO2 CLIF: [011-002] continuant Continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. For example, in an expansion involving bringing in some of Ceuster's other portions of reality, questions are raised as to whether universals are continuants A continuant is an entity that persists, endures, or continues to exist through time while maintaining its identity. (axiom label in BFO2 Reference: [008-002]) if b is a continuant and if, for some t, c has_continuant_part b at t, then c is a continuant. (axiom label in BFO2 Reference: [126-001]) if b is a continuant and if, for some t, cis continuant_part of b at t, then c is a continuant. (axiom label in BFO2 Reference: [009-002]) if b is a material entity, then there is some temporal interval (referred to below as a one-dimensional temporal region) during which b exists. (axiom label in BFO2 Reference: [011-002]) (forall (x y) (if (and (Continuant x) (exists (t) (continuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [009-002] (forall (x y) (if (and (Continuant x) (exists (t) (hasContinuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [126-001] (forall (x) (if (Continuant x) (Entity x))) // axiom label in BFO2 CLIF: [008-002] (forall (x) (if (Material Entity x) (exists (t) (and (TemporalRegion t) (existsAt x t))))) // axiom label in BFO2 CLIF: [011-002] occurrent Occurrent BFO 2 Reference: every occurrent that is not a temporal or spatiotemporal region is s-dependent on some independent continuant that is not a spatial region BFO 2 Reference: s-dependence obtains between every process and its participants in the sense that, as a matter of necessity, this process could not have existed unless these or those participants existed also. A process may have a succession of participants at different phases of its unfolding. Thus there may be different players on the field at different times during the course of a football game; but the process which is the entire game s-depends_on all of these players nonetheless. Some temporal parts of this process will s-depend_on on only some of the players. Occurrent doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the sum of a process and the process boundary of another process. Simons uses different terminology for relations of occurrents to regions: Denote the spatio-temporal location of a given occurrent e by 'spn[e]' and call this region its span. We may say an occurrent is at its span, in any larger region, and covers any smaller region. Now suppose we have fixed a frame of reference so that we can speak not merely of spatio-temporal but also of spatial regions (places) and temporal regions (times). The spread of an occurrent, (relative to a frame of reference) is the space it exactly occupies, and its spell is likewise the time it exactly occupies. We write 'spr[e]' and `spl[e]' respectively for the spread and spell of e, omitting mention of the frame. An occurrent is an entity that unfolds itself in time or it is the instantaneous boundary of such an entity (for example a beginning or an ending) or it is a temporal or spatiotemporal region which such an entity occupies_temporal_region or occupies_spatiotemporal_region. (axiom label in BFO2 Reference: [077-002]) Every occurrent occupies_spatiotemporal_region some spatiotemporal region. (axiom label in BFO2 Reference: [108-001]) b is an occurrent entity iff b is an entity that has temporal parts. (axiom label in BFO2 Reference: [079-001]) (forall (x) (if (Occurrent x) (exists (r) (and (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion x r))))) // axiom label in BFO2 CLIF: [108-001] (forall (x) (iff (Occurrent x) (and (Entity x) (exists (y) (temporalPartOf y x))))) // axiom label in BFO2 CLIF: [079-001] occurrent Occurrent doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the sum of a process and the process boundary of another process. per discussion with Barry Smith Simons uses different terminology for relations of occurrents to regions: Denote the spatio-temporal location of a given occurrent e by 'spn[e]' and call this region its span. We may say an occurrent is at its span, in any larger region, and covers any smaller region. Now suppose we have fixed a frame of reference so that we can speak not merely of spatio-temporal but also of spatial regions (places) and temporal regions (times). The spread of an occurrent, (relative to a frame of reference) is the space it exactly occupies, and its spell is likewise the time it exactly occupies. We write 'spr[e]' and `spl[e]' respectively for the spread and spell of e, omitting mention of the frame. An occurrent is an entity that unfolds itself in time or it is the instantaneous boundary of such an entity (for example a beginning or an ending) or it is a temporal or spatiotemporal region which such an entity occupies_temporal_region or occupies_spatiotemporal_region. (axiom label in BFO2 Reference: [077-002]) Every occurrent occupies_spatiotemporal_region some spatiotemporal region. (axiom label in BFO2 Reference: [108-001]) b is an occurrent entity iff b is an entity that has temporal parts. (axiom label in BFO2 Reference: [079-001]) (forall (x) (if (Occurrent x) (exists (r) (and (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion x r))))) // axiom label in BFO2 CLIF: [108-001] (forall (x) (iff (Occurrent x) (and (Entity x) (exists (y) (temporalPartOf y x))))) // axiom label in BFO2 CLIF: [079-001] ic IndependentContinuant a chair a heart a leg a molecule a spatial region an atom an orchestra. an organism the bottom right portion of a human torso the interior of your mouth A continuant that is a bearer of quality and realizable entity entities, in which other entities inhere and which itself cannot inhere in anything. b is an independent continuant = Def. b is a continuant which is such that there is no c and no t such that b s-depends_on c at t. (axiom label in BFO2 Reference: [017-002]) For any independent continuant b and any time t there is some spatial region r such that b is located_in r at t. (axiom label in BFO2 Reference: [134-001]) For every independent continuant b and time t during the region of time spanned by its life, there are entities which s-depends_on b during t. (axiom label in BFO2 Reference: [018-002]) (forall (x t) (if (IndependentContinuant x) (exists (r) (and (SpatialRegion r) (locatedInAt x r t))))) // axiom label in BFO2 CLIF: [134-001] (forall (x t) (if (and (IndependentContinuant x) (existsAt x t)) (exists (y) (and (Entity y) (specificallyDependsOnAt y x t))))) // axiom label in BFO2 CLIF: [018-002] (iff (IndependentContinuant a) (and (Continuant a) (not (exists (b t) (specificallyDependsOnAt a b t))))) // axiom label in BFO2 CLIF: [017-002] independent continuant b is an independent continuant = Def. b is a continuant which is such that there is no c and no t such that b s-depends_on c at t. (axiom label in BFO2 Reference: [017-002]) For any independent continuant b and any time t there is some spatial region r such that b is located_in r at t. (axiom label in BFO2 Reference: [134-001]) For every independent continuant b and time t during the region of time spanned by its life, there are entities which s-depends_on b during t. (axiom label in BFO2 Reference: [018-002]) (forall (x t) (if (IndependentContinuant x) (exists (r) (and (SpatialRegion r) (locatedInAt x r t))))) // axiom label in BFO2 CLIF: [134-001] (forall (x t) (if (and (IndependentContinuant x) (existsAt x t)) (exists (y) (and (Entity y) (specificallyDependsOnAt y x t))))) // axiom label in BFO2 CLIF: [018-002] (iff (IndependentContinuant a) (and (Continuant a) (not (exists (b t) (specificallyDependsOnAt a b t))))) // axiom label in BFO2 CLIF: [017-002] s-region SpatialRegion BFO 2 Reference: Spatial regions do not participate in processes. Spatial region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the union of a spatial point and a spatial line that doesn't overlap the point, or two spatial lines that intersect at a single point. In both cases the resultant spatial region is neither 0-dimensional, 1-dimensional, 2-dimensional, or 3-dimensional. A spatial region is a continuant entity that is a continuant_part_of spaceR as defined relative to some frame R. (axiom label in BFO2 Reference: [035-001]) All continuant parts of spatial regions are spatial regions. (axiom label in BFO2 Reference: [036-001]) (forall (x y t) (if (and (SpatialRegion x) (continuantPartOfAt y x t)) (SpatialRegion y))) // axiom label in BFO2 CLIF: [036-001] (forall (x) (if (SpatialRegion x) (Continuant x))) // axiom label in BFO2 CLIF: [035-001] spatial region Spatial region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the union of a spatial point and a spatial line that doesn't overlap the point, or two spatial lines that intersect at a single point. In both cases the resultant spatial region is neither 0-dimensional, 1-dimensional, 2-dimensional, or 3-dimensional. per discussion with Barry Smith A spatial region is a continuant entity that is a continuant_part_of spaceR as defined relative to some frame R. (axiom label in BFO2 Reference: [035-001]) All continuant parts of spatial regions are spatial regions. (axiom label in BFO2 Reference: [036-001]) (forall (x y t) (if (and (SpatialRegion x) (continuantPartOfAt y x t)) (SpatialRegion y))) // axiom label in BFO2 CLIF: [036-001] (forall (x) (if (SpatialRegion x) (Continuant x))) // axiom label in BFO2 CLIF: [035-001] t-region TemporalRegion Temporal region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the mereological sum of a temporal instant and a temporal interval that doesn't overlap the instant. In this case the resultant temporal region is neither 0-dimensional nor 1-dimensional A temporal region is an occurrent entity that is part of time as defined relative to some reference frame. (axiom label in BFO2 Reference: [100-001]) All parts of temporal regions are temporal regions. (axiom label in BFO2 Reference: [101-001]) Every temporal region t is such that t occupies_temporal_region t. (axiom label in BFO2 Reference: [119-002]) (forall (r) (if (TemporalRegion r) (occupiesTemporalRegion r r))) // axiom label in BFO2 CLIF: [119-002] (forall (x y) (if (and (TemporalRegion x) (occurrentPartOf y x)) (TemporalRegion y))) // axiom label in BFO2 CLIF: [101-001] (forall (x) (if (TemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [100-001] temporal region Temporal region doesn't have a closure axiom because the subclasses don't exhaust all possibilites. An example would be the mereological sum of a temporal instant and a temporal interval that doesn't overlap the instant. In this case the resultant temporal region is neither 0-dimensional nor 1-dimensional per discussion with Barry Smith A temporal region is an occurrent entity that is part of time as defined relative to some reference frame. (axiom label in BFO2 Reference: [100-001]) All parts of temporal regions are temporal regions. (axiom label in BFO2 Reference: [101-001]) Every temporal region t is such that t occupies_temporal_region t. (axiom label in BFO2 Reference: [119-002]) (forall (r) (if (TemporalRegion r) (occupiesTemporalRegion r r))) // axiom label in BFO2 CLIF: [119-002] (forall (x y) (if (and (TemporalRegion x) (occurrentPartOf y x)) (TemporalRegion y))) // axiom label in BFO2 CLIF: [101-001] (forall (x) (if (TemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [100-001] 2d-s-region TwoDimensionalSpatialRegion an infinitely thin plane in space. the surface of a sphere-shaped part of space A two-dimensional spatial region is a spatial region that is of two dimensions. (axiom label in BFO2 Reference: [039-001]) (forall (x) (if (TwoDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [039-001] two-dimensional spatial region A two-dimensional spatial region is a spatial region that is of two dimensions. (axiom label in BFO2 Reference: [039-001]) (forall (x) (if (TwoDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [039-001] st-region SpatiotemporalRegion the spatiotemporal region occupied by a human life the spatiotemporal region occupied by a process of cellular meiosis. the spatiotemporal region occupied by the development of a cancer tumor A spatiotemporal region is an occurrent entity that is part of spacetime. (axiom label in BFO2 Reference: [095-001]) All parts of spatiotemporal regions are spatiotemporal regions. (axiom label in BFO2 Reference: [096-001]) Each spatiotemporal region at any time t projects_onto some spatial region at t. (axiom label in BFO2 Reference: [099-001]) Each spatiotemporal region projects_onto some temporal region. (axiom label in BFO2 Reference: [098-001]) Every spatiotemporal region occupies_spatiotemporal_region itself. Every spatiotemporal region s is such that s occupies_spatiotemporal_region s. (axiom label in BFO2 Reference: [107-002]) (forall (r) (if (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion r r))) // axiom label in BFO2 CLIF: [107-002] (forall (x t) (if (SpatioTemporalRegion x) (exists (y) (and (SpatialRegion y) (spatiallyProjectsOntoAt x y t))))) // axiom label in BFO2 CLIF: [099-001] (forall (x y) (if (and (SpatioTemporalRegion x) (occurrentPartOf y x)) (SpatioTemporalRegion y))) // axiom label in BFO2 CLIF: [096-001] (forall (x) (if (SpatioTemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [095-001] (forall (x) (if (SpatioTemporalRegion x) (exists (y) (and (TemporalRegion y) (temporallyProjectsOnto x y))))) // axiom label in BFO2 CLIF: [098-001] spatiotemporal region A spatiotemporal region is an occurrent entity that is part of spacetime. (axiom label in BFO2 Reference: [095-001]) All parts of spatiotemporal regions are spatiotemporal regions. (axiom label in BFO2 Reference: [096-001]) Each spatiotemporal region at any time t projects_onto some spatial region at t. (axiom label in BFO2 Reference: [099-001]) Each spatiotemporal region projects_onto some temporal region. (axiom label in BFO2 Reference: [098-001]) Every spatiotemporal region s is such that s occupies_spatiotemporal_region s. (axiom label in BFO2 Reference: [107-002]) (forall (r) (if (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion r r))) // axiom label in BFO2 CLIF: [107-002] (forall (x t) (if (SpatioTemporalRegion x) (exists (y) (and (SpatialRegion y) (spatiallyProjectsOntoAt x y t))))) // axiom label in BFO2 CLIF: [099-001] (forall (x y) (if (and (SpatioTemporalRegion x) (occurrentPartOf y x)) (SpatioTemporalRegion y))) // axiom label in BFO2 CLIF: [096-001] (forall (x) (if (SpatioTemporalRegion x) (Occurrent x))) // axiom label in BFO2 CLIF: [095-001] (forall (x) (if (SpatioTemporalRegion x) (exists (y) (and (TemporalRegion y) (temporallyProjectsOnto x y))))) // axiom label in BFO2 CLIF: [098-001] process Process a process of cell-division, \ a beating of the heart a process of meiosis a process of sleeping the course of a disease the flight of a bird the life of an organism your process of aging. p is a process = Def. p is an occurrent that has temporal proper parts and for some time t, p s-depends_on some material entity at t. (axiom label in BFO2 Reference: [083-003]) BFO 2 Reference: The realm of occurrents is less pervasively marked by the presence of natural units than is the case in the realm of independent continuants. Thus there is here no counterpart of ‘object’. In BFO 1.0 ‘process’ served as such a counterpart. In BFO 2.0 ‘process’ is, rather, the occurrent counterpart of ‘material entity’. Those natural – as contrasted with engineered, which here means: deliberately executed – units which do exist in the realm of occurrents are typically either parasitic on the existence of natural units on the continuant side, or they are fiat in nature. Thus we can count lives; we can count football games; we can count chemical reactions performed in experiments or in chemical manufacturing. We cannot count the processes taking place, for instance, in an episode of insect mating behavior.Even where natural units are identifiable, for example cycles in a cyclical process such as the beating of a heart or an organism’s sleep/wake cycle, the processes in question form a sequence with no discontinuities (temporal gaps) of the sort that we find for instance where billiard balls or zebrafish or planets are separated by clear spatial gaps. Lives of organisms are process units, but they too unfold in a continuous series from other, prior processes such as fertilization, and they unfold in turn in continuous series of post-life processes such as post-mortem decay. Clear examples of boundaries of processes are almost always of the fiat sort (midnight, a time of death as declared in an operating theater or on a death certificate, the initiation of a state of war) (iff (Process a) (and (Occurrent a) (exists (b) (properTemporalPartOf b a)) (exists (c t) (and (MaterialEntity c) (specificallyDependsOnAt a c t))))) // axiom label in BFO2 CLIF: [083-003] process p is a process = Def. p is an occurrent that has temporal proper parts and for some time t, p s-depends_on some material entity at t. (axiom label in BFO2 Reference: [083-003]) (iff (Process a) (and (Occurrent a) (exists (b) (properTemporalPartOf b a)) (exists (c t) (and (MaterialEntity c) (specificallyDependsOnAt a c t))))) // axiom label in BFO2 CLIF: [083-003] disposition Disposition an atom of element X has the disposition to decay to an atom of element Y certain people have a predisposition to colon cancer children are innately disposed to categorize objects in certain ways. the cell wall is disposed to filter chemicals in endocytosis and exocytosis BFO 2 Reference: Dispositions exist along a strength continuum. Weaker forms of disposition are realized in only a fraction of triggering cases. These forms occur in a significant number of cases of a similar type. b is a disposition means: b is a realizable entity & b’s bearer is some material entity & b is such that if it ceases to exist, then its bearer is physically changed, & b’s realization occurs when and because this bearer is in some special physical circumstances, & this realization occurs in virtue of the bearer’s physical make-up. (axiom label in BFO2 Reference: [062-002]) If b is a realizable entity then for all t at which b exists, b s-depends_on some material entity at t. (axiom label in BFO2 Reference: [063-002]) (forall (x t) (if (and (RealizableEntity x) (existsAt x t)) (exists (y) (and (MaterialEntity y) (specificallyDepends x y t))))) // axiom label in BFO2 CLIF: [063-002] (forall (x) (if (Disposition x) (and (RealizableEntity x) (exists (y) (and (MaterialEntity y) (bearerOfAt x y t)))))) // axiom label in BFO2 CLIF: [062-002] disposition b is a disposition means: b is a realizable entity & b’s bearer is some material entity & b is such that if it ceases to exist, then its bearer is physically changed, & b’s realization occurs when and because this bearer is in some special physical circumstances, & this realization occurs in virtue of the bearer’s physical make-up. (axiom label in BFO2 Reference: [062-002]) If b is a realizable entity then for all t at which b exists, b s-depends_on some material entity at t. (axiom label in BFO2 Reference: [063-002]) (forall (x t) (if (and (RealizableEntity x) (existsAt x t)) (exists (y) (and (MaterialEntity y) (specificallyDepends x y t))))) // axiom label in BFO2 CLIF: [063-002] (forall (x) (if (Disposition x) (and (RealizableEntity x) (exists (y) (and (MaterialEntity y) (bearerOfAt x y t)))))) // axiom label in BFO2 CLIF: [062-002] realizable RealizableEntity the disposition of this piece of metal to conduct electricity. the disposition of your blood to coagulate the function of your reproductive organs the role of being a doctor the role of this boundary to delineate where Utah and Colorado meet To say that b is a realizable entity is to say that b is a specifically dependent continuant that inheres in some independent continuant which is not a spatial region and is of a type instances of which are realized in processes of a correlated type. (axiom label in BFO2 Reference: [058-002]) All realizable dependent continuants have independent continuants that are not spatial regions as their bearers. (axiom label in BFO2 Reference: [060-002]) (forall (x t) (if (RealizableEntity x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (bearerOfAt y x t))))) // axiom label in BFO2 CLIF: [060-002] (forall (x) (if (RealizableEntity x) (and (SpecificallyDependentContinuant x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (inheresIn x y)))))) // axiom label in BFO2 CLIF: [058-002] realizable entity To say that b is a realizable entity is to say that b is a specifically dependent continuant that inheres in some independent continuant which is not a spatial region and is of a type instances of which are realized in processes of a correlated type. (axiom label in BFO2 Reference: [058-002]) All realizable dependent continuants have independent continuants that are not spatial regions as their bearers. (axiom label in BFO2 Reference: [060-002]) (forall (x t) (if (RealizableEntity x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (bearerOfAt y x t))))) // axiom label in BFO2 CLIF: [060-002] (forall (x) (if (RealizableEntity x) (and (SpecificallyDependentContinuant x) (exists (y) (and (IndependentContinuant y) (not (SpatialRegion y)) (inheresIn x y)))))) // axiom label in BFO2 CLIF: [058-002] 0d-s-region ZeroDimensionalSpatialRegion A zero-dimensional spatial region is a point in space. (axiom label in BFO2 Reference: [037-001]) (forall (x) (if (ZeroDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [037-001] zero-dimensional spatial region A zero-dimensional spatial region is a point in space. (axiom label in BFO2 Reference: [037-001]) (forall (x) (if (ZeroDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [037-001] quality Quality the ambient temperature of this portion of air the color of a tomato the length of the circumference of your waist the mass of this piece of gold. the shape of your nose the shape of your nostril a quality is a specifically dependent continuant that, in contrast to roles and dispositions, does not require any further process in order to be realized. (axiom label in BFO2 Reference: [055-001]) If an entity is a quality at any time that it exists, then it is a quality at every time that it exists. (axiom label in BFO2 Reference: [105-001]) (forall (x) (if (Quality x) (SpecificallyDependentContinuant x))) // axiom label in BFO2 CLIF: [055-001] (forall (x) (if (exists (t) (and (existsAt x t) (Quality x))) (forall (t_1) (if (existsAt x t_1) (Quality x))))) // axiom label in BFO2 CLIF: [105-001] quality (forall (x) (if (exists (t) (and (existsAt x t) (Quality x))) (forall (t_1) (if (existsAt x t_1) (Quality x))))) // axiom label in BFO2 CLIF: [105-001] a quality is a specifically dependent continuant that, in contrast to roles and dispositions, does not require any further process in order to be realized. (axiom label in BFO2 Reference: [055-001]) If an entity is a quality at any time that it exists, then it is a quality at every time that it exists. (axiom label in BFO2 Reference: [105-001]) (forall (x) (if (Quality x) (SpecificallyDependentContinuant x))) // axiom label in BFO2 CLIF: [055-001] sdc SpecificallyDependentContinuant Reciprocal specifically dependent continuants: the function of this key to open this lock and the mutually dependent disposition of this lock: to be opened by this key of one-sided specifically dependent continuants: the mass of this tomato of relational dependent continuants (multiple bearers): John’s love for Mary, the ownership relation between John and this statue, the relation of authority between John and his subordinates. the disposition of this fish to decay the function of this heart: to pump blood the mutual dependence of proton donors and acceptors in chemical reactions [79 the mutual dependence of the role predator and the role prey as played by two organisms in a given interaction the pink color of a medium rare piece of grilled filet mignon at its center the role of being a doctor the shape of this hole. the smell of this portion of mozzarella b is a specifically dependent continuant = Def. b is a continuant & there is some independent continuant c which is not a spatial region and which is such that b s-depends_on c at every time t during the course of b’s existence. (axiom label in BFO2 Reference: [050-003]) Specifically dependent continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. We're not sure what else will develop here, but for example there are questions such as what are promises, obligation, etc. (iff (SpecificallyDependentContinuant a) (and (Continuant a) (forall (t) (if (existsAt a t) (exists (b) (and (IndependentContinuant b) (not (SpatialRegion b)) (specificallyDependsOnAt a b t))))))) // axiom label in BFO2 CLIF: [050-003] specifically dependent continuant b is a specifically dependent continuant = Def. b is a continuant & there is some independent continuant c which is not a spatial region and which is such that b s-depends_on c at every time t during the course of b’s existence. (axiom label in BFO2 Reference: [050-003]) Specifically dependent continuant doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. We're not sure what else will develop here, but for example there are questions such as what are promises, obligation, etc. per discussion with Barry Smith (iff (SpecificallyDependentContinuant a) (and (Continuant a) (forall (t) (if (existsAt a t) (exists (b) (and (IndependentContinuant b) (not (SpatialRegion b)) (specificallyDependsOnAt a b t))))))) // axiom label in BFO2 CLIF: [050-003] fiat-object-part FiatObjectPart or with divisions drawn by cognitive subjects for practical reasons, such as the division of a cake (before slicing) into (what will become) slices (and thus member parts of an object aggregate). However, this does not mean that fiat object parts are dependent for their existence on divisions or delineations effected by cognitive subjects. If, for example, it is correct to conceive geological layers of the Earth as fiat object parts of the Earth, then even though these layers were first delineated in recent times, still existed long before such delineation and what holds of these layers (for example that the oldest layers are also the lowest layers) did not begin to hold because of our acts of delineation.Treatment of material entity in BFOExamples viewed by some as problematic cases for the trichotomy of fiat object part, object, and object aggregate include: a mussel on (and attached to) a rock, a slime mold, a pizza, a cloud, a galaxy, a railway train with engine and multiple carriages, a clonal stand of quaking aspen, a bacterial community (biofilm), a broken femur. Note that, as Aristotle already clearly recognized, such problematic cases – which lie at or near the penumbra of instances defined by the categories in question – need not invalidate these categories. The existence of grey objects does not prove that there are not objects which are black and objects which are white; the existence of mules does not prove that there are not objects which are donkeys and objects which are horses. It does, however, show that the examples in question need to be addressed carefully in order to show how they can be fitted into the proposed scheme, for example by recognizing additional subdivisions [29 the FMA:regional parts of an intact human body. the Western hemisphere of the Earth the division of the brain into regions the division of the planet into hemispheres the dorsal and ventral surfaces of the body the upper and lower lobes of the left lung BFO 2 Reference: Most examples of fiat object parts are associated with theoretically drawn divisions b is a fiat object part = Def. b is a material entity which is such that for all times t, if b exists at t then there is some object c such that b proper continuant_part of c at t and c is demarcated from the remainder of c by a two-dimensional continuant fiat boundary. (axiom label in BFO2 Reference: [027-004]) (forall (x) (if (FiatObjectPart x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y) (and (Object y) (properContinuantPartOfAt x y t)))))))) // axiom label in BFO2 CLIF: [027-004] fiat object part b is a fiat object part = Def. b is a material entity which is such that for all times t, if b exists at t then there is some object c such that b proper continuant_part of c at t and c is demarcated from the remainder of c by a two-dimensional continuant fiat boundary. (axiom label in BFO2 Reference: [027-004]) (forall (x) (if (FiatObjectPart x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y) (and (Object y) (properContinuantPartOfAt x y t)))))))) // axiom label in BFO2 CLIF: [027-004] 1d-s-region OneDimensionalSpatialRegion an edge of a cube-shaped portion of space. A one-dimensional spatial region is a line or aggregate of lines stretching from one point in space to another. (axiom label in BFO2 Reference: [038-001]) (forall (x) (if (OneDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [038-001] one-dimensional spatial region A one-dimensional spatial region is a line or aggregate of lines stretching from one point in space to another. (axiom label in BFO2 Reference: [038-001]) (forall (x) (if (OneDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [038-001] object-aggregate ObjectAggregate a collection of cells in a blood biobank. a swarm of bees is an aggregate of members who are linked together through natural bonds a symphony orchestra an organization is an aggregate whose member parts have roles of specific types (for example in a jazz band, a chess club, a football team) defined by fiat: the aggregate of members of an organization defined through physical attachment: the aggregate of atoms in a lump of granite defined through physical containment: the aggregate of molecules of carbon dioxide in a sealed container defined via attributive delimitations such as: the patients in this hospital the aggregate of bearings in a constant velocity axle joint the aggregate of blood cells in your body the nitrogen atoms in the atmosphere the restaurants in Palo Alto your collection of Meissen ceramic plates. An entity a is an object aggregate if and only if there is a mutually exhaustive and pairwise disjoint partition of a into objects BFO 2 Reference: object aggregates may gain and lose parts while remaining numerically identical (one and the same individual) over time. This holds both for aggregates whose membership is determined naturally (the aggregate of cells in your body) and aggregates determined by fiat (a baseball team, a congressional committee). ISBN:978-3-938793-98-5pp124-158#Thomas Bittner and Barry Smith, 'A Theory of Granular Partitions', in K. Munn and B. Smith (eds.), Applied Ontology: An Introduction, Frankfurt/Lancaster: ontos, 2008, 125-158. b is an object aggregate means: b is a material entity consisting exactly of a plurality of objects as member_parts at all times at which b exists. (axiom label in BFO2 Reference: [025-004]) (forall (x) (if (ObjectAggregate x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y z) (and (Object y) (Object z) (memberPartOfAt y x t) (memberPartOfAt z x t) (not (= y z)))))) (not (exists (w t_1) (and (memberPartOfAt w x t_1) (not (Object w)))))))) // axiom label in BFO2 CLIF: [025-004] object aggregate An entity a is an object aggregate if and only if there is a mutually exhaustive and pairwise disjoint partition of a into objects An entity a is an object aggregate if and only if there is a mutually exhaustive and pairwise disjoint partition of a into objects ISBN:978-3-938793-98-5pp124-158#Thomas Bittner and Barry Smith, 'A Theory of Granular Partitions', in K. Munn and B. Smith (eds.), Applied Ontology: An Introduction, Frankfurt/Lancaster: ontos, 2008, 125-158. b is an object aggregate means: b is a material entity consisting exactly of a plurality of objects as member_parts at all times at which b exists. (axiom label in BFO2 Reference: [025-004]) (forall (x) (if (ObjectAggregate x) (and (MaterialEntity x) (forall (t) (if (existsAt x t) (exists (y z) (and (Object y) (Object z) (memberPartOfAt y x t) (memberPartOfAt z x t) (not (= y z)))))) (not (exists (w t_1) (and (memberPartOfAt w x t_1) (not (Object w)))))))) // axiom label in BFO2 CLIF: [025-004] 3d-s-region ThreeDimensionalSpatialRegion a cube-shaped region of space a sphere-shaped region of space, A three-dimensional spatial region is a spatial region that is of three dimensions. (axiom label in BFO2 Reference: [040-001]) (forall (x) (if (ThreeDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [040-001] three-dimensional spatial region A three-dimensional spatial region is a spatial region that is of three dimensions. (axiom label in BFO2 Reference: [040-001]) (forall (x) (if (ThreeDimensionalSpatialRegion x) (SpatialRegion x))) // axiom label in BFO2 CLIF: [040-001] site Site Manhattan Canyon) a hole in the interior of a portion of cheese a rabbit hole an air traffic control region defined in the airspace above an airport the Grand Canyon the Piazza San Marco the cockpit of an aircraft the hold of a ship the interior of a kangaroo pouch the interior of the trunk of your car the interior of your bedroom the interior of your office the interior of your refrigerator the lumen of your gut your left nostril (a fiat part – the opening – of your left nasal cavity) b is a site means: b is a three-dimensional immaterial entity that is (partially or wholly) bounded by a material entity or it is a three-dimensional immaterial part thereof. (axiom label in BFO2 Reference: [034-002]) (forall (x) (if (Site x) (ImmaterialEntity x))) // axiom label in BFO2 CLIF: [034-002] site b is a site means: b is a three-dimensional immaterial entity that is (partially or wholly) bounded by a material entity or it is a three-dimensional immaterial part thereof. (axiom label in BFO2 Reference: [034-002]) (forall (x) (if (Site x) (ImmaterialEntity x))) // axiom label in BFO2 CLIF: [034-002] object Object atom cell cells and organisms engineered artifacts grain of sand molecule organelle organism planet solid portions of matter star BFO 2 Reference: BFO rests on the presupposition that at multiple micro-, meso- and macroscopic scales reality exhibits certain stable, spatially separated or separable material units, combined or combinable into aggregates of various sorts (for example organisms into what are called ‘populations’). Such units play a central role in almost all domains of natural science from particle physics to cosmology. Many scientific laws govern the units in question, employing general terms (such as ‘molecule’ or ‘planet’) referring to the types and subtypes of units, and also to the types and subtypes of the processes through which such units develop and interact. The division of reality into such natural units is at the heart of biological science, as also is the fact that these units may form higher-level units (as cells form multicellular organisms) and that they may also form aggregates of units, for example as cells form portions of tissue and organs form families, herds, breeds, species, and so on. At the same time, the division of certain portions of reality into engineered units (manufactured artifacts) is the basis of modern industrial technology, which rests on the distributed mass production of engineered parts through division of labor and on their assembly into larger, compound units such as cars and laptops. The division of portions of reality into units is one starting point for the phenomenon of counting. BFO 2 Reference: Each object is such that there are entities of which we can assert unproblematically that they lie in its interior, and other entities of which we can assert unproblematically that they lie in its exterior. This may not be so for entities lying at or near the boundary between the interior and exterior. This means that two objects – for example the two cells depicted in Figure 3 – may be such that there are material entities crossing their boundaries which belong determinately to neither cell. Something similar obtains in certain cases of conjoined twins (see below). BFO 2 Reference: To say that b is causally unified means: b is a material entity which is such that its material parts are tied together in such a way that, in environments typical for entities of the type in question,if c, a continuant part of b that is in the interior of b at t, is larger than a certain threshold size (which will be determined differently from case to case, depending on factors such as porosity of external cover) and is moved in space to be at t at a location on the exterior of the spatial region that had been occupied by b at t, then either b’s other parts will be moved in coordinated fashion or b will be damaged (be affected, for example, by breakage or tearing) in the interval between t and t.causal changes in one part of b can have consequences for other parts of b without the mediation of any entity that lies on the exterior of b. Material entities with no proper material parts would satisfy these conditions trivially. Candidate examples of types of causal unity for material entities of more complex sorts are as follows (this is not intended to be an exhaustive list):CU1: Causal unity via physical coveringHere the parts in the interior of the unified entity are combined together causally through a common membrane or other physical covering\. The latter points outwards toward and may serve a protective function in relation to what lies on the exterior of the entity [13, 47 BFO 2 Reference: an object is a maximal causally unified material entity BFO 2 Reference: ‘objects’ are sometimes referred to as ‘grains’ [74 b is an object means: b is a material entity which manifests causal unity of one or other of the types CUn listed above & is of a type (a material universal) instances of which are maximal relative to this criterion of causal unity. (axiom label in BFO2 Reference: [024-001]) object b is an object means: b is a material entity which manifests causal unity of one or other of the types CUn listed above & is of a type (a material universal) instances of which are maximal relative to this criterion of causal unity. (axiom label in BFO2 Reference: [024-001]) gdc GenericallyDependentContinuant The entries in your database are patterns instantiated as quality instances in your hard drive. The database itself is an aggregate of such patterns. When you create the database you create a particular instance of the generically dependent continuant type database. Each entry in the database is an instance of the generically dependent continuant type IAO: information content entity. the pdf file on your laptop, the pdf file that is a copy thereof on my laptop the sequence of this protein molecule; the sequence that is a copy thereof in that protein molecule. b is a generically dependent continuant = Def. b is a continuant that g-depends_on one or more other entities. (axiom label in BFO2 Reference: [074-001]) (iff (GenericallyDependentContinuant a) (and (Continuant a) (exists (b t) (genericallyDependsOnAt a b t)))) // axiom label in BFO2 CLIF: [074-001] generically dependent continuant b is a generically dependent continuant = Def. b is a continuant that g-depends_on one or more other entities. (axiom label in BFO2 Reference: [074-001]) (iff (GenericallyDependentContinuant a) (and (Continuant a) (exists (b t) (genericallyDependsOnAt a b t)))) // axiom label in BFO2 CLIF: [074-001] function Function the function of a hammer to drive in nails the function of a heart pacemaker to regulate the beating of a heart through electricity the function of amylase in saliva to break down starch into sugar BFO 2 Reference: In the past, we have distinguished two varieties of function, artifactual function and biological function. These are not asserted subtypes of BFO:function however, since the same function – for example: to pump, to transport – can exist both in artifacts and in biological entities. The asserted subtypes of function that would be needed in order to yield a separate monoheirarchy are not artifactual function, biological function, etc., but rather transporting function, pumping function, etc. A function is a disposition that exists in virtue of the bearer’s physical make-up and this physical make-up is something the bearer possesses because it came into being, either through evolution (in the case of natural biological entities) or through intentional design (in the case of artifacts), in order to realize processes of a certain sort. (axiom label in BFO2 Reference: [064-001]) (forall (x) (if (Function x) (Disposition x))) // axiom label in BFO2 CLIF: [064-001] function A function is a disposition that exists in virtue of the bearer’s physical make-up and this physical make-up is something the bearer possesses because it came into being, either through evolution (in the case of natural biological entities) or through intentional design (in the case of artifacts), in order to realize processes of a certain sort. (axiom label in BFO2 Reference: [064-001]) (forall (x) (if (Function x) (Disposition x))) // axiom label in BFO2 CLIF: [064-001] p-boundary ProcessBoundary the boundary between the 2nd and 3rd year of your life. p is a process boundary =Def. p is a temporal part of a process & p has no proper temporal parts. (axiom label in BFO2 Reference: [084-001]) Every process boundary occupies_temporal_region a zero-dimensional temporal region. (axiom label in BFO2 Reference: [085-002]) (forall (x) (if (ProcessBoundary x) (exists (y) (and (ZeroDimensionalTemporalRegion y) (occupiesTemporalRegion x y))))) // axiom label in BFO2 CLIF: [085-002] (iff (ProcessBoundary a) (exists (p) (and (Process p) (temporalPartOf a p) (not (exists (b) (properTemporalPartOf b a)))))) // axiom label in BFO2 CLIF: [084-001] process boundary p is a process boundary =Def. p is a temporal part of a process & p has no proper temporal parts. (axiom label in BFO2 Reference: [084-001]) Every process boundary occupies_temporal_region a zero-dimensional temporal region. (axiom label in BFO2 Reference: [085-002]) (forall (x) (if (ProcessBoundary x) (exists (y) (and (ZeroDimensionalTemporalRegion y) (occupiesTemporalRegion x y))))) // axiom label in BFO2 CLIF: [085-002] (iff (ProcessBoundary a) (exists (p) (and (Process p) (temporalPartOf a p) (not (exists (b) (properTemporalPartOf b a)))))) // axiom label in BFO2 CLIF: [084-001] 1d-t-region OneDimensionalTemporalRegion the temporal region during which a process occurs. BFO 2 Reference: A temporal interval is a special kind of one-dimensional temporal region, namely one that is self-connected (is without gaps or breaks). A one-dimensional temporal region is a temporal region that is extended. (axiom label in BFO2 Reference: [103-001]) (forall (x) (if (OneDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [103-001] one-dimensional temporal region A one-dimensional temporal region is a temporal region that is extended. (axiom label in BFO2 Reference: [103-001]) (forall (x) (if (OneDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [103-001] material MaterialEntity material entity a flame a forest fire a human being a hurricane a photon a puff of smoke a sea wave a tornado an aggregate of human beings. an energy wave an epidemic the undetached arm of a human being An independent continuant that is spatially extended whose identity is independent of that of other entities and can be maintained through time. An independent continuant that is spatially extended whose identity is independent of that of other entities and can be maintained through time. BFO 2 Reference: Material entities (continuants) can preserve their identity even while gaining and losing material parts. Continuants are contrasted with occurrents, which unfold themselves in successive temporal parts or phases [60 BFO 2 Reference: Object, Fiat Object Part and Object Aggregate are not intended to be exhaustive of Material Entity. Users are invited to propose new subcategories of Material Entity. BFO 2 Reference: ‘Matter’ is intended to encompass both mass and energy (we will address the ontological treatment of portions of energy in a later version of BFO). A portion of matter is anything that includes elementary particles among its proper or improper parts: quarks and leptons, including electrons, as the smallest particles thus far discovered; baryons (including protons and neutrons) at a higher level of granularity; atoms and molecules at still higher levels, forming the cells, organs, organisms and other material entities studied by biologists, the portions of rock studied by geologists, the fossils studied by paleontologists, and so on.Material entities are three-dimensional entities (entities extended in three spatial dimensions), as contrasted with the processes in which they participate, which are four-dimensional entities (entities extended also along the dimension of time).According to the FMA, material entities may have immaterial entities as parts – including the entities identified below as sites; for example the interior (or ‘lumen’) of your small intestine is a part of your body. BFO 2.0 embodies a decision to follow the FMA here. Examples: collection of random bacteria, a chair, dorsal surface of the body Material entity [snap:MaterialEntity] subsumes object [snap:Object], fiat object part [snap:FiatObjectPart], and object aggregate [snap:ObjectAggregate], which assume a three level theory of granularity, which is inadequate for some domains, such as biology. A material entity is an independent continuant that has some portion of matter as proper or improper continuant part. (axiom label in BFO2 Reference: [019-002]) Every entity which has a material entity as continuant part is a material entity. (axiom label in BFO2 Reference: [020-002]) every entity of which a material entity is continuant part is also a material entity. (axiom label in BFO2 Reference: [021-002]) (forall (x) (if (MaterialEntity x) (IndependentContinuant x))) // axiom label in BFO2 CLIF: [019-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt x y t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [021-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt y x t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [020-002] material entity A material entity is an independent continuant that has some portion of matter as proper or improper continuant part. (axiom label in BFO2 Reference: [019-002]) Every entity which has a material entity as continuant part is a material entity. (axiom label in BFO2 Reference: [020-002]) every entity of which a material entity is continuant part is also a material entity. (axiom label in BFO2 Reference: [021-002]) (forall (x) (if (MaterialEntity x) (IndependentContinuant x))) // axiom label in BFO2 CLIF: [019-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt x y t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [021-002] (forall (x) (if (and (Entity x) (exists (y t) (and (MaterialEntity y) (continuantPartOfAt y x t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [020-002] cf-boundary ContinuantFiatBoundary b is a continuant fiat boundary = Def. b is an immaterial entity that is of zero, one or two dimensions and does not include a spatial region as part. (axiom label in BFO2 Reference: [029-001]) BFO 2 Reference: In BFO 1.1 the assumption was made that the external surface of a material entity such as a cell could be treated as if it were a boundary in the mathematical sense. The new document propounds the view that when we talk about external surfaces of material objects in this way then we are talking about something fiat. To be dealt with in a future version: fiat boundaries at different levels of granularity.More generally, the focus in discussion of boundaries in BFO 2.0 is now on fiat boundaries, which means: boundaries for which there is no assumption that they coincide with physical discontinuities. The ontology of boundaries becomes more closely allied with the ontology of regions. BFO 2 Reference: a continuant fiat boundary is a boundary of some material entity (for example: the plane separating the Northern and Southern hemispheres; the North Pole), or it is a boundary of some immaterial entity (for example of some portion of airspace). Three basic kinds of continuant fiat boundary can be distinguished (together with various combination kinds [29 Continuant fiat boundary doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the mereological sum of two-dimensional continuant fiat boundary and a one dimensional continuant fiat boundary that doesn't overlap it. The situation is analogous to temporal and spatial regions. Every continuant fiat boundary is located at some spatial region at every time at which it exists (iff (ContinuantFiatBoundary a) (and (ImmaterialEntity a) (exists (b) (and (or (ZeroDimensionalSpatialRegion b) (OneDimensionalSpatialRegion b) (TwoDimensionalSpatialRegion b)) (forall (t) (locatedInAt a b t)))) (not (exists (c t) (and (SpatialRegion c) (continuantPartOfAt c a t)))))) // axiom label in BFO2 CLIF: [029-001] continuant fiat boundary b is a continuant fiat boundary = Def. b is an immaterial entity that is of zero, one or two dimensions and does not include a spatial region as part. (axiom label in BFO2 Reference: [029-001]) Continuant fiat boundary doesn't have a closure axiom because the subclasses don't necessarily exhaust all possibilites. An example would be the mereological sum of two-dimensional continuant fiat boundary and a one dimensional continuant fiat boundary that doesn't overlap it. The situation is analogous to temporal and spatial regions. (iff (ContinuantFiatBoundary a) (and (ImmaterialEntity a) (exists (b) (and (or (ZeroDimensionalSpatialRegion b) (OneDimensionalSpatialRegion b) (TwoDimensionalSpatialRegion b)) (forall (t) (locatedInAt a b t)))) (not (exists (c t) (and (SpatialRegion c) (continuantPartOfAt c a t)))))) // axiom label in BFO2 CLIF: [029-001] immaterial ImmaterialEntity BFO 2 Reference: Immaterial entities are divided into two subgroups:boundaries and sites, which bound, or are demarcated in relation, to material entities, and which can thus change location, shape and size and as their material hosts move or change shape or size (for example: your nasal passage; the hold of a ship; the boundary of Wales (which moves with the rotation of the Earth) [38, 7, 10 immaterial entity 1d-cf-boundary OneDimensionalContinuantFiatBoundary The Equator all geopolitical boundaries all lines of latitude and longitude the line separating the outer surface of the mucosa of the lower lip from the outer surface of the skin of the chin. the median sulcus of your tongue a one-dimensional continuant fiat boundary is a continuous fiat line whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [032-001]) (iff (OneDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (OneDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [032-001] one-dimensional continuant fiat boundary a one-dimensional continuant fiat boundary is a continuous fiat line whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [032-001]) (iff (OneDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (OneDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [032-001] process-profile ProcessProfile On a somewhat higher level of complexity are what we shall call rate process profiles, which are the targets of selective abstraction focused not on determinate quality magnitudes plotted over time, but rather on certain ratios between these magnitudes and elapsed times. A speed process profile, for example, is represented by a graph plotting against time the ratio of distance covered per unit of time. Since rates may change, and since such changes, too, may have rates of change, we have to deal here with a hierarchy of process profile universals at successive levels One important sub-family of rate process profiles is illustrated by the beat or frequency profiles of cyclical processes, illustrated by the 60 beats per minute beating process of John’s heart, or the 120 beats per minute drumming process involved in one of John’s performances in a rock band, and so on. Each such process includes what we shall call a beat process profile instance as part, a subtype of rate process profile in which the salient ratio is not distance covered but rather number of beat cycles per unit of time. Each beat process profile instance instantiates the determinable universal beat process profile. But it also instantiates multiple more specialized universals at lower levels of generality, selected from rate process profilebeat process profileregular beat process profile3 bpm beat process profile4 bpm beat process profileirregular beat process profileincreasing beat process profileand so on.In the case of a regular beat process profile, a rate can be assigned in the simplest possible fashion by dividing the number of cycles by the length of the temporal region occupied by the beating process profile as a whole. Irregular process profiles of this sort, for example as identified in the clinic, or in the readings on an aircraft instrument panel, are often of diagnostic significance. The simplest type of process profiles are what we shall call ‘quality process profiles’, which are the process profiles which serve as the foci of the sort of selective abstraction that is involved when measurements are made of changes in single qualities, as illustrated, for example, by process profiles of mass, temperature, aortic pressure, and so on. b is a process_profile =Def. there is some process c such that b process_profile_of c (axiom label in BFO2 Reference: [093-002]) b process_profile_of c holds when b proper_occurrent_part_of c& there is some proper_occurrent_part d of c which has no parts in common with b & is mutually dependent on b& is such that b, c and d occupy the same temporal region (axiom label in BFO2 Reference: [094-005]) (forall (x y) (if (processProfileOf x y) (and (properContinuantPartOf x y) (exists (z t) (and (properOccurrentPartOf z y) (TemporalRegion t) (occupiesSpatioTemporalRegion x t) (occupiesSpatioTemporalRegion y t) (occupiesSpatioTemporalRegion z t) (not (exists (w) (and (occurrentPartOf w x) (occurrentPartOf w z))))))))) // axiom label in BFO2 CLIF: [094-005] (iff (ProcessProfile a) (exists (b) (and (Process b) (processProfileOf a b)))) // axiom label in BFO2 CLIF: [093-002] process profile b is a process_profile =Def. there is some process c such that b process_profile_of c (axiom label in BFO2 Reference: [093-002]) b process_profile_of c holds when b proper_occurrent_part_of c& there is some proper_occurrent_part d of c which has no parts in common with b & is mutually dependent on b& is such that b, c and d occupy the same temporal region (axiom label in BFO2 Reference: [094-005]) (forall (x y) (if (processProfileOf x y) (and (properContinuantPartOf x y) (exists (z t) (and (properOccurrentPartOf z y) (TemporalRegion t) (occupiesSpatioTemporalRegion x t) (occupiesSpatioTemporalRegion y t) (occupiesSpatioTemporalRegion z t) (not (exists (w) (and (occurrentPartOf w x) (occurrentPartOf w z))))))))) // axiom label in BFO2 CLIF: [094-005] (iff (ProcessProfile a) (exists (b) (and (Process b) (processProfileOf a b)))) // axiom label in BFO2 CLIF: [093-002] r-quality RelationalQuality John’s role of husband to Mary is dependent on Mary’s role of wife to John, and both are dependent on the object aggregate comprising John and Mary as member parts joined together through the relational quality of being married. a marriage bond, an instance of love, an obligation between one person and another. b is a relational quality = Def. for some independent continuants c, d and for some time t: b quality_of c at t & b quality_of d at t. (axiom label in BFO2 Reference: [057-001]) (iff (RelationalQuality a) (exists (b c t) (and (IndependentContinuant b) (IndependentContinuant c) (qualityOfAt a b t) (qualityOfAt a c t)))) // axiom label in BFO2 CLIF: [057-001] relational quality b is a relational quality = Def. for some independent continuants c, d and for some time t: b quality_of c at t & b quality_of d at t. (axiom label in BFO2 Reference: [057-001]) (iff (RelationalQuality a) (exists (b c t) (and (IndependentContinuant b) (IndependentContinuant c) (qualityOfAt a b t) (qualityOfAt a c t)))) // axiom label in BFO2 CLIF: [057-001] 2d-cf-boundary TwoDimensionalContinuantFiatBoundary a two-dimensional continuant fiat boundary (surface) is a self-connected fiat surface whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [033-001]) (iff (TwoDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (TwoDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [033-001] two-dimensional continuant fiat boundary a two-dimensional continuant fiat boundary (surface) is a self-connected fiat surface whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [033-001]) (iff (TwoDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (TwoDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [033-001] 0d-cf-boundary ZeroDimensionalContinuantFiatBoundary the geographic North Pole the point of origin of some spatial coordinate system. the quadripoint where the boundaries of Colorado, Utah, New Mexico, and Arizona meet zero dimension continuant fiat boundaries are not spatial points. Considering the example 'the quadripoint where the boundaries of Colorado, Utah, New Mexico, and Arizona meet' : There are many frames in which that point is zooming through many points in space. Whereas, no matter what the frame, the quadripoint is always in the same relation to the boundaries of Colorado, Utah, New Mexico, and Arizona. a zero-dimensional continuant fiat boundary is a fiat point whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [031-001]) (iff (ZeroDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (ZeroDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [031-001] zero-dimensional continuant fiat boundary zero dimension continuant fiat boundaries are not spatial points. Considering the example 'the quadripoint where the boundaries of Colorado, Utah, New Mexico, and Arizona meet' : There are many frames in which that point is zooming through many points in space. Whereas, no matter what the frame, the quadripoint is always in the same relation to the boundaries of Colorado, Utah, New Mexico, and Arizona. requested by Melanie Courtot a zero-dimensional continuant fiat boundary is a fiat point whose location is defined in relation to some material entity. (axiom label in BFO2 Reference: [031-001]) (iff (ZeroDimensionalContinuantFiatBoundary a) (and (ContinuantFiatBoundary a) (exists (b) (and (ZeroDimensionalSpatialRegion b) (forall (t) (locatedInAt a b t)))))) // axiom label in BFO2 CLIF: [031-001] 0d-t-region ZeroDimensionalTemporalRegion a temporal region that is occupied by a process boundary right now the moment at which a child is born the moment at which a finger is detached in an industrial accident the moment of death. temporal instant. A zero-dimensional temporal region is a temporal region that is without extent. (axiom label in BFO2 Reference: [102-001]) (forall (x) (if (ZeroDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [102-001] zero-dimensional temporal region A zero-dimensional temporal region is a temporal region that is without extent. (axiom label in BFO2 Reference: [102-001]) (forall (x) (if (ZeroDimensionalTemporalRegion x) (TemporalRegion x))) // axiom label in BFO2 CLIF: [102-001] history History A history is a process that is the sum of the totality of processes taking place in the spatiotemporal region occupied by a material entity or site, including processes on the surface of the entity or within the cavities to which it serves as host. (axiom label in BFO2 Reference: [138-001]) history A history is a process that is the sum of the totality of processes taking place in the spatiotemporal region occupied by a material entity or site, including processes on the surface of the entity or within the cavities to which it serves as host. (axiom label in BFO2 Reference: [138-001]) A monocarboxylic acid comprising 1,8-naphthyridin-4-one substituted by carboxylic acid, ethyl and methyl groups at positions 3, 1, and 7, respectively. An orally administered antibacterial, it is used in the treatment of lower urinary-tract infections due to Gram-negative bacteria, including the majority of E. coli, Enterobacter, Klebsiella, and Proteus species. CHEBI:7456 CAS:389-08-2 DrugBank:DB00779 Drug_Central:1875 KEGG:C05079 KEGG:D00183 LINCS:LSM-5590 PDBeChem:NIX PMID:11321869 PMID:12002106 PMID:12399485 PMID:12702698 PMID:14107587 PMID:16107187 PMID:16423473 PMID:16667857 PMID:16803589 PMID:17132068 PMID:17631104 PMID:18788798 PMID:19071706 PMID:28166217 Patent:BE612258 Patent:US3590036 Reaxys:750515 Wikipedia:Nalidixic_Acid colombos:NALIDIXIC_ACID 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid NALIDIXIC ACID Nalidixic acid chebi_ontology 0 1,4-dihydro-1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid 1-Aethyl-7-methyl-1,8-naphthyridin-4-on-3-karbonsaeure 1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid 1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid 1-ethyl-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one-3-carboxylic acid 232.085 232.23530 3-carboxy-1-ethyl-7-methyl-1,8-naphthyridin-4-one C12H12N2O3 CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12 InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17) MHWLWQUZZRMNGJ-UHFFFAOYSA-N acide nalidixique acido nalidixico acidum nalidixicum nalidixic acid CHEBI:100147 nalidixic acid CAS:389-08-2 ChemIDplus CAS:389-08-2 KEGG COMPOUND Drug_Central:1875 DrugCentral PMID:11321869 Europe PMC PMID:12002106 Europe PMC PMID:12399485 Europe PMC PMID:12702698 Europe PMC PMID:14107587 Europe PMC PMID:16107187 Europe PMC PMID:16423473 Europe PMC PMID:16667857 Europe PMC PMID:16803589 Europe PMC PMID:17132068 Europe PMC PMID:17631104 Europe PMC PMID:18788798 Europe PMC PMID:19071706 Europe PMC PMID:28166217 Europe PMC Reaxys:750515 Reaxys 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid IUPAC NALIDIXIC ACID ChEMBL Nalidixic acid KEGG_COMPOUND 0 ChEBI 1,4-dihydro-1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid ChemIDplus 1-Aethyl-7-methyl-1,8-naphthyridin-4-on-3-karbonsaeure ChemIDplus 1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ChEMBL 1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid ChemIDplus 1-ethyl-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one-3-carboxylic acid ChemIDplus 232.085 KEGG_COMPOUND 232.23530 ChEBI 3-carboxy-1-ethyl-7-methyl-1,8-naphthyridin-4-one ChemIDplus C12H12N2O3 KEGG_COMPOUND CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12 ChEBI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17) ChEBI MHWLWQUZZRMNGJ-UHFFFAOYSA-N ChEBI acide nalidixique ChemIDplus acido nalidixico ChemIDplus acidum nalidixicum ChemIDplus nalidixic acid ChemIDplus A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively. CHEBI:102718 CHEBI:3717 CHEBI:41638 Beilstein:3568352 CAS:85721-33-1 DrugBank:DB00537 Drug_Central:659 HMDB:HMDB14677 KEGG:C05349 KEGG:D00186 LINCS:LSM-5226 PDBeChem:CPF PMID:10397494 PMID:10737746 Patent:DE3142854 Patent:US4670444 Reaxys:3568352 Wikipedia:Ciprofloxacin colombos:CIPROFLOXACIN 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid Ciprofloxacin ciprofloxacin chebi_ontology 0 1-CYCLOPROPYL-6-FLUORO-4-OXO-7-PIPERAZIN-1-YL-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID 1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid 1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid 331.133 331.34150 C17H18FN3O3 InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24) MYSWGUAQZAJSOK-UHFFFAOYSA-N OC(=O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O ciprofloxacin ciprofloxacine ciprofloxacino ciprofloxacinum CHEBI:100241 ciprofloxacin Beilstein:3568352 Beilstein CAS:85721-33-1 ChemIDplus CAS:85721-33-1 KEGG COMPOUND Drug_Central:659 DrugCentral PMID:10397494 ChEMBL PMID:10737746 ChEMBL Reaxys:3568352 Reaxys 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid IUPAC Ciprofloxacin KEGG_COMPOUND ciprofloxacin ChEMBL 0 ChEBI 1-CYCLOPROPYL-6-FLUORO-4-OXO-7-PIPERAZIN-1-YL-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID PDBeChem 1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid ChEMBL 1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ChEMBL 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid ChemIDplus 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid ChEMBL 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid ChEMBL 1-cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid ChEMBL 331.133 KEGG_COMPOUND 331.34150 ChEBI C17H18FN3O3 KEGG_COMPOUND InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24) ChEBI MYSWGUAQZAJSOK-UHFFFAOYSA-N ChEBI OC(=O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O ChEBI ciprofloxacin ChemIDplus ciprofloxacine ChemIDplus ciprofloxacino ChemIDplus ciprofloxacinum ChemIDplus A quinolinemonocarboxylic acid with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase. CHEBI:7629 Beilstein:567897 CAS:70458-96-7 DrugBank:DB01059 Drug_Central:1967 Gmelin:1576626 HMDB:HMDB15192 KEGG:C06687 KEGG:D00210 LINCS:LSM-5286 PMID:3317294 PMID:3908074 PMID:6211142 PMID:6224685 PMID:6234465 PMID:6454381 PMID:6461606 Patent:BE863429 Patent:DE2840910 Patent:US4146719 Patent:US4292317 Reaxys:567897 Wikipedia:Norfloxacin colombos:NORFLOXACIN 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid chebi_ontology 0 1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid 1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsaeure 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid 319.133 319.33080 C16H18FN3O3 CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCNCC1 InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23) NFLX OGJPXUAPXNRGGI-UHFFFAOYSA-N norfloxacin norfloxacine norfloxacino norfloxacinum CHEBI:100246 norfloxacin Beilstein:567897 Beilstein CAS:70458-96-7 ChemIDplus CAS:70458-96-7 KEGG COMPOUND Drug_Central:1967 DrugCentral Gmelin:1576626 Gmelin PMID:3317294 Europe PMC PMID:3908074 Europe PMC PMID:6211142 Europe PMC PMID:6224685 Europe PMC PMID:6234465 Europe PMC PMID:6454381 Europe PMC PMID:6461606 Europe PMC Reaxys:567897 Reaxys 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid IUPAC 0 ChEBI 1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid ChemIDplus 1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsaeure ChemIDplus 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid ChemIDplus 319.133 KEGG_COMPOUND 319.33080 ChEBI C16H18FN3O3 KEGG_COMPOUND CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCNCC1 ChEBI InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23) ChEBI NFLX KEGG_DRUG OGJPXUAPXNRGGI-UHFFFAOYSA-N ChEBI norfloxacin KEGG_DRUG norfloxacine ChemIDplus norfloxacino ChemIDplus norfloxacinum ChemIDplus A sulfonamide antibacterial with an oxazole substituent. It has antibiotic activity against a wide range of gram-negative and gram-positive organisms. CHEBI:9343 Beilstein:263871 CAS:127-69-5 DrugBank:DB00263 Drug_Central:2529 Gmelin:864477 KEGG:C07318 KEGG:D00450 LINCS:LSM-3120 PMID:1861917 PMID:4960234 PMID:7356572 Patent:US2430094 Wikipedia:Sulfisoxazole colombos:SULFISOXAZOLE colombos:SULFISOXAZOLE:+UNKNOWN 4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide chebi_ontology 0 267.068 267.30400 3,4-Dimethyl-5-sulfanilamidoisoxazole 3,4-Dimethyl-5-sulfonamidoisoxazole 3,4-Dimethyl-5-sulphanilamidoisoxazole 3,4-Dimethyl-5-sulphonamidoisoxazole 3,4-Dimethylisoxazole-5-sulfanilamide 3,4-Dimethylisoxazole-5-sulphanilamide 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamide 5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole 5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazole 5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazole 5-Sulfanilamido-3,4-dimethylisoxazole 5-Sulphanilamido-3,4-dimethyl-isoxazole C11H13N3O3S Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3 N'-(3,4)Dimethylisoxazol-5-yl-sulphanilamide N(1)-(3,4-dimethyl-5-isoxazolyl)sulfanilamide N(1)-(3,4-dimethyl-5-isoxazolyl)sulphanilamide NHUHCSRWZMLRLA-UHFFFAOYSA-N Sulfadimethylisoxazole Sulfafurazol Sulfaisoxazole Sulfasoxazole Sulfisonazole Sulfisoxasole Sulfisoxazol Sulfofurazole Sulphadimethylisoxazole Sulphafurazol Sulphafurazole Sulphaisoxazole Sulphisoxazol Sulphofurazole sulfafurazole sulfafurazolum CHEBI:102484 sulfisoxazole Beilstein:263871 Beilstein CAS:127-69-5 ChemIDplus CAS:127-69-5 NIST Chemistry WebBook Drug_Central:2529 DrugCentral Gmelin:864477 Gmelin PMID:1861917 Europe PMC PMID:4960234 Europe PMC PMID:7356572 Europe PMC 4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide IUPAC 0 ChEBI 267.068 KEGG_COMPOUND 267.30400 ChEBI 3,4-Dimethyl-5-sulfanilamidoisoxazole ChemIDplus 3,4-Dimethyl-5-sulfonamidoisoxazole ChemIDplus 3,4-Dimethyl-5-sulphanilamidoisoxazole ChemIDplus 3,4-Dimethyl-5-sulphonamidoisoxazole ChemIDplus 3,4-Dimethylisoxazole-5-sulfanilamide ChemIDplus 3,4-Dimethylisoxazole-5-sulphanilamide ChemIDplus 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide NIST_Chemistry_WebBook 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamide ChemIDplus 5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole ChemIDplus 5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazole ChemIDplus 5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazole ChemIDplus 5-Sulfanilamido-3,4-dimethylisoxazole ChemIDplus 5-Sulphanilamido-3,4-dimethyl-isoxazole ChemIDplus C11H13N3O3S KEGG_COMPOUND Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C ChEBI InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3 ChEBI N'-(3,4)Dimethylisoxazol-5-yl-sulphanilamide ChemIDplus N(1)-(3,4-dimethyl-5-isoxazolyl)sulfanilamide ChemIDplus N(1)-(3,4-dimethyl-5-isoxazolyl)sulphanilamide ChemIDplus NHUHCSRWZMLRLA-UHFFFAOYSA-N ChEBI Sulfadimethylisoxazole DrugBank Sulfafurazol DrugBank Sulfaisoxazole DrugBank Sulfasoxazole DrugBank Sulfisonazole DrugBank Sulfisoxasole DrugBank Sulfisoxazol DrugBank Sulfofurazole DrugBank Sulphadimethylisoxazole NIST_Chemistry_WebBook Sulphafurazol DrugBank Sulphafurazole DrugBank Sulphaisoxazole DrugBank Sulphisoxazol DrugBank Sulphofurazole DrugBank sulfafurazole KEGG_DRUG sulfafurazolum ChemIDplus Elementary particle not affected by the strong force having a spin 1/2, a negative elementary charge and a rest mass of 0.000548579903(13) u, or 0.51099906(15) MeV. KEGG:C05359 PMID:21614077 electron chebi_ontology -1 0.000548579903 [*-] beta beta(-) beta-particle e e(-) e- negatron CHEBI:10545 electron PMID:21614077 Europe PMC electron ChEBI electron IUPAC electron KEGG_COMPOUND -1 ChEBI 0.000548579903 ChEBI [*-] ChEBI beta IUPAC beta(-) ChEBI beta-particle IUPAC e IUPAC e(-) UniProt e- KEGG_COMPOUND negatron IUPAC CHEBI:26614 Beilstein:2206312 CAS:488-59-5 Gmelin:561300 KEGG:C06153 PMID:24352657 Reaxys:2206312 scyllo-Inositol scyllo-inositol chebi_ontology (1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol 0 1,3,5/2,4,6-cyclohexanehexol 180.063 180.15588 C6H12O6 CDAISMWEOUEBRE-CDRYSYESSA-N Cocositol InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3+,4+,5-,6- O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O Quercinitol Scyllitol CHEBI:10642 scyllo-inositol Beilstein:2206312 Beilstein CAS:488-59-5 ChemIDplus CAS:488-59-5 KEGG COMPOUND CAS:488-59-5 NIST Chemistry WebBook Gmelin:561300 Gmelin PMID:24352657 Europe PMC Reaxys:2206312 Reaxys scyllo-Inositol KEGG_COMPOUND scyllo-inositol IUPAC scyllo-inositol UniProt (1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol IUPAC 0 ChEBI 1,3,5/2,4,6-cyclohexanehexol IUPAC 180.063 KEGG_COMPOUND 180.15588 ChEBI C6H12O6 KEGG_COMPOUND CDAISMWEOUEBRE-CDRYSYESSA-N ChEBI Cocositol NIST_Chemistry_WebBook InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3+,4+,5-,6- ChEBI O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI Quercinitol ChemIDplus Scyllitol ChemIDplus An organic sodium salt resulting from the replacement of the proton from the carboxy group of benzoic acid by a sodium ion. CAS:532-32-1 KEGG:D02277 PMID:25377186 PMID:25582668 PMID:26585641 PMID:26706697 PMID:26749113 PMID:26870932 PMID:26875563 PMID:26907495 PMID:26951541 PMID:26989415 PMID:27000017 Reaxys:1100243 Wikipedia:Sodium_benzoate colombos:SODIUMBENZOATE colombos:SODIUM_BENZOATE sodium benzoate chebi_ontology 0 144.019 144.103 Benzoic acid, sodium salt C(C=1C=CC=CC1)([O-])=O.[Na+] C7H5NaO2 E211 InChI=1S/C7H6O2.Na/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1 Sodium benzoate WXMKPNITSTVMEF-UHFFFAOYSA-M CHEBI:113455 sodium benzoate CAS:532-32-1 ChemIDplus CAS:532-32-1 KEGG DRUG CAS:532-32-1 NIST Chemistry WebBook PMID:25377186 Europe PMC PMID:25582668 Europe PMC PMID:26585641 Europe PMC PMID:26706697 Europe PMC PMID:26749113 Europe PMC PMID:26870932 Europe PMC PMID:26875563 Europe PMC PMID:26907495 Europe PMC PMID:26951541 Europe PMC PMID:26989415 Europe PMC PMID:27000017 Europe PMC Reaxys:1100243 Reaxys sodium benzoate IUPAC 0 ChEBI 144.019 ChEBI 144.103 ChEBI Benzoic acid, sodium salt ChemIDplus C(C=1C=CC=CC1)([O-])=O.[Na+] ChEBI C7H5NaO2 ChEBI E211 ChEBI InChI=1S/C7H6O2.Na/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1 ChEBI Sodium benzoate KEGG_DRUG WXMKPNITSTVMEF-UHFFFAOYSA-M ChEBI The conjugate base of gamma-amino-beta-hydroxybutyric acid arising from deprotonation of the carboxy group. CAS:352-21-6 KEGG:C03678 4-Amino-3-hydroxybutanoate chebi_ontology -1 118.050 118.11126 C4H8NO3 InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/p-1 NCC(O)CC([O-])=O YQGDEPYYFWUPGO-UHFFFAOYSA-M CHEBI:11955 4-amino-3-hydroxybutanoate CAS:352-21-6 KEGG COMPOUND KEGG:C03678 ChEBI 4-Amino-3-hydroxybutanoate KEGG_COMPOUND -1 ChEBI 118.050 ChEBI 118.11126 ChEBI C4H8NO3 ChEBI InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/p-1 ChEBI NCC(O)CC([O-])=O ChEBI YQGDEPYYFWUPGO-UHFFFAOYSA-M ChEBI D-galacto-hexose D-galactose chebi_ontology 0 180.15588 C6H12O6 D-Gal CHEBI:12936 D-galactose D-galacto-hexose IUPAC D-galactose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 ChEBI D-Gal JCBN A 3-hydroxymonocarboxylic acid that is the 3-hydroxy derivative of 3-butenoic acid. Chemspider:8637633 3-hydroxybut-3-enoic acid chebi_ontology 0 102.032 102.089 C4H6O3 InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h5H,1-2H2,(H,6,7) OC(CC(O)=O)=C YMXHTKKMLXGXDC-UHFFFAOYSA-N CHEBI:131367 3-hydroxy-3-butenoic acid 3-hydroxybut-3-enoic acid IUPAC 0 ChEBI 102.032 ChEBI 102.089 ChEBI C4H6O3 ChEBI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h5H,1-2H2,(H,6,7) ChEBI OC(CC(O)=O)=C ChEBI YMXHTKKMLXGXDC-UHFFFAOYSA-N ChEBI A disaccharide formed by a (1<->1)-glycosidic bond between two hexopyranose units. hexopyranosyl hexopyranoside chebi_ontology CHEBI:131401 hexopyranosyl hexopyranoside hexopyranosyl hexopyranoside IUPAC Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium. chebi_ontology Mycoplasma genitalium metabolites CHEBI:131604 Mycoplasma genitalium metabolite Mycoplasma genitalium metabolites ChEBI A steroid compound with a structure based on a 24-carbon (cholane) skeleton. chebi_ontology C24-steroids CHEBI:131620 C24-steroid C24-steroids ChEBI Any steroid (or derivative) based on a cholane skeleton. chebi_ontology cholane derivatives CHEBI:131657 cholane derivative cholane derivatives ChEBI Any steroid acid anion based on a cholanic acid skeleton. chebi_ontology cholanic acid anions cholanoic acid anions CHEBI:131878 cholanic acid anion cholanic acid anions ChEBI cholanoic acid anions ChEBI An organic anion obtained by deprotonation of any cholanic acid conjugate. chebi_ontology cholanic acid conjugate anions cholanoic acid conjugate anion cholanoic acid conjugate anions CHEBI:131879 cholanic acid conjugate anion cholanic acid conjugate anions SUBMITTER cholanoic acid conjugate anion SUBMITTER cholanoic acid conjugate anions ChEBI A class of carbonyl compound encompassing dicarboxylic acids and any derivatives obtained by substitution of either one or both of the carboxy hydrogens. chebi_ontology dicarboxylic acids and derivatives CHEBI:131927 dicarboxylic acids and O-substituted derivatives dicarboxylic acids and derivatives ChEBI Any quinone in which one or more of the carbons making up the quinone moiety is substituted by a hydroxy group. chebi_ontology hydroxyquinones CHEBI:132130 hydroxyquinone hydroxyquinones ChEBI A naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring. chebi_ontology CHEBI:132142 1,4-naphthoquinones Any naphthoquinone in which the naphthaoquinone moiety is substituted by at least one hydroxy group. Wikipedia:Hydroxynaphthoquinone chebi_ontology hydroxynaphthoquinones CHEBI:132155 hydroxynaphthoquinone hydroxynaphthoquinones ChEBI Any member of the class of 1,4-naphthoquinones in which the naphthoquinone moiety is substituted by at least one hydroxy group. chebi_ontology hydroxy-1,4-naphthoquinones CHEBI:132157 hydroxy-1,4-naphthoquinone hydroxy-1,4-naphthoquinones ChEBI A citrate anion obtained by deprotonation of the three carboxy groups as well as the hydroxy group of citric acid. Chemspider:34552020 2-oxidopropane-1,2,3-tricarboxylate chebi_ontology -4 187.996 188.092 2-oxido-1,2,3-propanetricarboxylate C(=O)([O-])C(CC(=O)[O-])(CC(=O)[O-])[O-] C6H4O7 InChI=1S/C6H7O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h1-2H2,(H,7,8)(H,9,10)(H,11,12)/q-1/p-3 KSXLKRAZYZIYCZ-UHFFFAOYSA-K citric acid tetraanion CHEBI:132362 citrate(4-) 2-oxidopropane-1,2,3-tricarboxylate IUPAC -4 ChEBI 187.996 ChEBI 188.092 ChEBI 2-oxido-1,2,3-propanetricarboxylate ChEBI C(=O)([O-])C(CC(=O)[O-])(CC(=O)[O-])[O-] ChEBI C6H4O7 ChEBI InChI=1S/C6H7O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h1-2H2,(H,7,8)(H,9,10)(H,11,12)/q-1/p-3 ChEBI KSXLKRAZYZIYCZ-UHFFFAOYSA-K ChEBI citric acid tetraanion ChEBI Any aromatic amide obtained by acylation of aniline. KEGG:C01402 PMID:23535982 PMID:23968552 PMID:24273122 PMID:6205897 chebi_ontology 0 120.045 120.12860 C7H6NOR N-phenyl amide N-phenyl amides [*]C(=O)Nc1ccccc1 an anilide CHEBI:13248 anilide PMID:23535982 Europe PMC PMID:23968552 Europe PMC PMID:24273122 Europe PMC PMID:6205897 Europe PMC 0 ChEBI 120.045 ChEBI 120.12860 ChEBI C7H6NOR ChEBI N-phenyl amide ChEBI N-phenyl amides ChEBI [*]C(=O)Nc1ccccc1 ChEBI an anilide UniProt A reagent that lightens or whitens a substrate through chemical reaction. Bleaching reactions usually involve oxidative or reductive processes that degrade colour systems. Bleaching can occur by destroying one or more of the double bonds in the conjugated chain, by cleaving the conjugated chain, or by oxidation of one of the other moieties in the conjugated chain. Their reactivity results in many bleaches having strong bactericidal, disinfecting, and sterilising properties. Wikipedia:Bleach chebi_ontology CHEBI:132717 bleaching agent chebi_ontology aspartate anion aspartic acid anion CHEBI:132943 aspartate aspartate anion ChEBI aspartic acid anion ChEBI A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of any tartaric acid. CHEBI:35396 tartrate chebi_ontology tartaric acid anion tartaric acid anions tartrate anion tartrate anions tartrates CHEBI:132950 tartrate tartrate ChEBI tartaric acid anion ChEBI tartaric acid anions ChEBI tartrate anion ChEBI tartrate anions ChEBI tartrates ChEBI A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of maleic acid. chebi_ontology maleate anion maleate anions maleates maleic acid anion maleic acid anions CHEBI:132951 maleate maleate anion ChEBI maleate anions ChEBI maleates ChEBI maleic acid anion ChEBI maleic acid anions ChEBI An oxo fatty acid anion obtained by deprotonation of the carboxy group of any 3-oxo fatty acid. chebi_ontology *C(CC(=O)[O-])=O -1 3-keto fatty acid anion 3-keto fatty acid anions 86.000 86.046 C3H2O3R a 3-oxo fatty acid CHEBI:133292 3-oxo fatty acid anion *C(CC(=O)[O-])=O ChEBI -1 ChEBI 3-keto fatty acid anion SUBMITTER 3-keto fatty acid anions ChEBI 86.000 ChEBI 86.046 ChEBI C3H2O3R ChEBI a 3-oxo fatty acid UniProt An inorganic oxide that is an oxide of any metal. chebi_ontology metal oxides CHEBI:133331 metal oxide metal oxides ChEBI A quaternary ammonium salt with choline cation and chloride anion. Beilstein:3563126 CAS:67-48-1 PMID:12962717 PMID:17596274 PMID:20396712 PMID:24905385 PMID:25037344 PMID:6196640 PMID:8047569 Reaxys:3563126 Wikipedia:Choline_chloride 2-hydroxy-N,N,N-trimethylethanaminium chloride chebi_ontology (2-Hydroxyethyl)trimethylammonium chloride (beta-Hydroxyethyl)trimethylammonium chloride 0 139.076 139.624 2-Hydroxy-N,N,N,-trimethylethanaminium chloride Bilineurin chloride Biocolina Biocoline C5H14ClNO Chloride de choline Chlorure de choline Choline chlorhydrate Choline hydrochloride Cholini chloridum Cholinium chloride Cloruro de colina Hepacholine InChI=1S/C5H14NO.ClH/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H/q+1;/p-1 Lipotril Luridin chloride Paresan SGMZJAMFUVOLNK-UHFFFAOYSA-M Trimethyl(2-hydroxyethyl)ammonium chloride [Cl-].[N+](CCO)(C)(C)C choline chloride CHEBI:133341 choline chloride Beilstein:3563126 Beilstein CAS:67-48-1 ChemIDplus CAS:67-48-1 NIST Chemistry WebBook PMID:12962717 Europe PMC PMID:17596274 Europe PMC PMID:20396712 Europe PMC PMID:24905385 Europe PMC PMID:25037344 Europe PMC PMID:6196640 Europe PMC PMID:8047569 Europe PMC Reaxys:3563126 Reaxys 2-hydroxy-N,N,N-trimethylethanaminium chloride IUPAC (2-Hydroxyethyl)trimethylammonium chloride ChemIDplus (beta-Hydroxyethyl)trimethylammonium chloride ChemIDplus 0 ChEBI 139.076 ChEBI 139.624 ChEBI 2-Hydroxy-N,N,N,-trimethylethanaminium chloride ChemIDplus Bilineurin chloride ChemIDplus Biocolina ChemIDplus Biocoline ChemIDplus C5H14ClNO ChEBI Chloride de choline ChemIDplus Chlorure de choline ChemIDplus Choline chlorhydrate ChemIDplus Choline hydrochloride ChemIDplus Cholini chloridum ChemIDplus Cholinium chloride ChemIDplus Cloruro de colina ChemIDplus Hepacholine ChemIDplus InChI=1S/C5H14NO.ClH/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H/q+1;/p-1 ChEBI Lipotril ChemIDplus Luridin chloride ChemIDplus Paresan ChemIDplus SGMZJAMFUVOLNK-UHFFFAOYSA-M ChEBI Trimethyl(2-hydroxyethyl)ammonium chloride ChemIDplus [Cl-].[N+](CCO)(C)(C)C ChEBI choline chloride ChEBI An organophosphate oxoanion obtained by the deprotonation of the carboxy and one of the phosphate OH groups as well as protonation of the amino group of glyphosate. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.). chebi_ontology -1 168.006 168.065 C3H7NO5P InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)/p-1 O=C([O-])C[NH2+]CP(=O)(O)[O-] XDDAORKBJWWYJS-UHFFFAOYSA-M glyphosate CHEBI:133673 glyphosate(1-) -1 ChEBI 168.006 ChEBI 168.065 ChEBI C3H7NO5P ChEBI InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)/p-1 ChEBI O=C([O-])C[NH2+]CP(=O)(O)[O-] ChEBI XDDAORKBJWWYJS-UHFFFAOYSA-M ChEBI glyphosate UniProt A tricarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of citric acid. chebi_ontology citrate citrate anions CHEBI:133748 citrate anion citrate ChEBI citrate anions ChEBI A tricarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of pimelic acid. chebi_ontology heptanedioic acid anion heptanedioic acid anions pimelates pimelic acid anion pimelic acid anions CHEBI:133773 pimelate heptanedioic acid anion ChEBI heptanedioic acid anions ChEBI pimelates ChEBI pimelic acid anion ChEBI pimelic acid anions ChEBI chebi_ontology Cu,Zn-SOD inhibitor Cu,Zn-SOD inhibitors Cu-Zn superoxide dismutase inhibitor Cu-Zn superoxide dismutase inhibitors EC 1.15.1.1 (superoxide dismutase) inhibitors EC 1.15.1.1 inhibitor EC 1.15.1.1 inhibitors Fe-SOD inhibitor Fe-SOD inhibitors Mn-SOD inhibitor Mn-SOD inhibitors SOD inhibitor SOD inhibitors SOD-1 inhibitor SOD-1 inhibitors SOD-2 inhibitor SOD-2 inhibitors SOD-3 inhibitor SOD-3 inhibitors SOD-4 inhibitor SOD-4 inhibitors SODF inhibitor SODF inhibitors SODS inhibitor SODS inhibitors copper-zinc superoxide dismutase inhibitor copper-zinc superoxide dismutase inhibitors cuprein inhibitor cuprein inhibitors cytocuprein inhibitor cytocuprein inhibitors erythrocuprein inhibitor erythrocuprein inhibitors ferrisuperoxide dismutase inhibitor ferrisuperoxide dismutase inhibitors hemocuprein inhibitor hemocuprein inhibitors hepatocuprein inhibitor hepatocuprein inhibitors superoxidase dismutase inhibitor superoxidase dismutase inhibitors superoxide dismutase (EC 1.15.1.1) inhibitor superoxide dismutase (EC 1.15.1.1) inhibitors superoxide dismutase I inhibitor superoxide dismutase I inhibitors superoxide dismutase II inhibitor superoxide dismutase II inhibitors superoxide dismutase inhibitor superoxide dismutase inhibitors superoxide:superoxide oxidoreductase inhibitor superoxide:superoxide oxidoreductase inhibitors CHEBI:134084 EC 1.15.1.1 (superoxide dismutase) inhibitor Cu,Zn-SOD inhibitor ChEBI Cu,Zn-SOD inhibitors ChEBI Cu-Zn superoxide dismutase inhibitor ChEBI Cu-Zn superoxide dismutase inhibitors ChEBI EC 1.15.1.1 (superoxide dismutase) inhibitors ChEBI EC 1.15.1.1 inhibitor ChEBI EC 1.15.1.1 inhibitors ChEBI Fe-SOD inhibitor ChEBI Fe-SOD inhibitors ChEBI Mn-SOD inhibitor ChEBI Mn-SOD inhibitors ChEBI SOD inhibitor ChEBI SOD inhibitors ChEBI SOD-1 inhibitor ChEBI SOD-1 inhibitors ChEBI SOD-2 inhibitor ChEBI SOD-2 inhibitors ChEBI SOD-3 inhibitor ChEBI SOD-3 inhibitors ChEBI SOD-4 inhibitor ChEBI SOD-4 inhibitors ChEBI SODF inhibitor ChEBI SODF inhibitors ChEBI SODS inhibitor ChEBI SODS inhibitors ChEBI copper-zinc superoxide dismutase inhibitor ChEBI copper-zinc superoxide dismutase inhibitors ChEBI cuprein inhibitor ChEBI cuprein inhibitors ChEBI cytocuprein inhibitor ChEBI cytocuprein inhibitors ChEBI erythrocuprein inhibitor ChEBI erythrocuprein inhibitors ChEBI ferrisuperoxide dismutase inhibitor ChEBI ferrisuperoxide dismutase inhibitors ChEBI hemocuprein inhibitor ChEBI hemocuprein inhibitors ChEBI hepatocuprein inhibitor ChEBI hepatocuprein inhibitors ChEBI superoxidase dismutase inhibitor ChEBI superoxidase dismutase inhibitors ChEBI superoxide dismutase (EC 1.15.1.1) inhibitor ChEBI superoxide dismutase (EC 1.15.1.1) inhibitors ChEBI superoxide dismutase I inhibitor ChEBI superoxide dismutase I inhibitors ChEBI superoxide dismutase II inhibitor ChEBI superoxide dismutase II inhibitors ChEBI superoxide dismutase inhibitor ChEBI superoxide dismutase inhibitors ChEBI superoxide:superoxide oxidoreductase inhibitor ChEBI superoxide:superoxide oxidoreductase inhibitors ChEBI An L-threonine derivative obtained by formal condensation of the carboxy group of 4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzoic acid with the amino group of N-hydroxy-L-threoninamide. PMCID:PMC3197220 PMID:17335290 PMID:18025458 PMID:20516283 PMID:21171638 PMID:22024823 PMID:26833150 PMID:27330072 PMID:27526195 Reaxys:18777591 colombos:CHIR-090 N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzamide chebi_ontology 0 437.195 437.489 C24H27N3O5 FQYBTYFKOHPWQT-VGSWGCGISA-N InChI=1S/C24H27N3O5/c1-17(28)22(24(30)26-31)25-23(29)21-10-8-19(9-11-21)3-2-18-4-6-20(7-5-18)16-27-12-14-32-15-13-27/h4-11,17,22,28,31H,12-16H2,1H3,(H,25,29)(H,26,30)/t17-,22+/m1/s1 O1CCN(CC1)CC2=CC=C(C=C2)C#CC3=CC=C(C(=O)N[C@@H]([C@H](O)C)C(=O)NO)C=C3 CHEBI:134107 CHIR-090 PMCID:PMC3197220 Europe PMC PMID:17335290 Europe PMC PMID:18025458 Europe PMC PMID:20516283 Europe PMC PMID:21171638 Europe PMC PMID:22024823 Europe PMC PMID:26833150 Europe PMC PMID:27330072 Europe PMC PMID:27526195 Europe PMC Reaxys:18777591 Reaxys N-[(2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzamide IUPAC 0 ChEBI 437.195 ChEBI 437.489 ChEBI C24H27N3O5 ChEBI FQYBTYFKOHPWQT-VGSWGCGISA-N ChEBI InChI=1S/C24H27N3O5/c1-17(28)22(24(30)26-31)25-23(29)21-10-8-19(9-11-21)3-2-18-4-6-20(7-5-18)16-27-12-14-32-15-13-27/h4-11,17,22,28,31H,12-16H2,1H3,(H,25,29)(H,26,30)/t17-,22+/m1/s1 ChEBI O1CCN(CC1)CC2=CC=C(C=C2)C#CC3=CC=C(C(=O)N[C@@H]([C@H](O)C)C(=O)NO)C=C3 ChEBI Any compound that inhibits the biosynthesis of any lipopolysaccharide. chebi_ontology lipopolysaccharide biosynthesis inhibitors CHEBI:134108 lipopolysaccharide biosynthesis inhibitor lipopolysaccharide biosynthesis inhibitors ChEBI An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of UDP-3-O-acyl-N-acetylglucosamine deacetylase (EC 3.5.1.108). Wikipedia:UDP-3-O-N-acetylglucosamine_deacetylase chebi_ontology EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitors EC 3.5.1.108 inhibitor EC 3.5.1.108 inhibitors LpxC deacetylase inhibitor LpxC deacetylase inhibitors LpxC enzyme inhibitor LpxC enzyme inhibitors LpxC inhibitor LpxC inhibitors UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitor UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitors UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitor UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitors UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitor UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitors UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitor UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitors UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitor UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitors UDP-3-O-acyl-GlcNAc deacetylase inhibitor UDP-3-O-acyl-GlcNAc deacetylase inhibitors deacetylase LpxC inhibitor deacetylase LpxC inhibitors CHEBI:134109 EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitor EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitors ChEBI EC 3.5.1.108 inhibitor ChEBI EC 3.5.1.108 inhibitors ChEBI LpxC deacetylase inhibitor ChEBI LpxC deacetylase inhibitors ChEBI LpxC enzyme inhibitor ChEBI LpxC enzyme inhibitors ChEBI LpxC inhibitor ChEBI LpxC inhibitors ChEBI UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-(3-O-(R-3-hydroxymyristoyl))-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-(3-O-acyl)-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitor ChEBI UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitor ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine amidohydrolase inhibitors ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitor ChEBI UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetylglucosamine amidohydrolase inhibitors ChEBI UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitor ChEBI UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase inhibitors ChEBI UDP-3-O-acyl-GlcNAc deacetylase inhibitor ChEBI UDP-3-O-acyl-GlcNAc deacetylase inhibitors ChEBI deacetylase LpxC inhibitor ChEBI deacetylase LpxC inhibitors ChEBI volatile organic compounds Any organic compound having an initial boiling point less than or equal to 250 degreeC (482 degreeF) measured at a standard atmospheric pressure of 101.3 kPa. Wikipedia:Volatile_organic_compound colombos:VOC colombos:VOC:-1+1 chebi_ontology VOC VOCs volatile organic compounds CHEBI:134179 volatile organic compound VOC ChEBI VOCs ChEBI volatile organic compounds ChEBI An alkanesulfonate in which the carbon at position 1 is attached to R, which can represent hydrogens, a carbon chain, or other groups. CHEBI:22318 MetaCyc:Alkanesulfonates chebi_ontology -1 93.972 94.091 C(S([O-])(=O)=O)* CH2O3SR alkanesulfonate oxoanions alkanesulfonates an alkanesulfonate CHEBI:134249 alkanesulfonate oxoanion -1 ChEBI 93.972 ChEBI 94.091 ChEBI C(S([O-])(=O)=O)* ChEBI CH2O3SR ChEBI alkanesulfonate oxoanions ChEBI alkanesulfonates ChEBI an alkanesulfonate UniProt An N-oxide where there are three organic groups bonded to the nitrogen atom. Patent:EP0545208 Patent:EP0757983 Patent:EP0866058 Patent:EP1068179 Patent:US4206204 Patent:WO9950236 chebi_ontology *[N+](*)([O-])* 0 29.998 30.006 NOR3 tertiary amine oxides CHEBI:134363 tertiary amine oxide *[N+](*)([O-])* ChEBI 0 ChEBI 29.998 ChEBI 30.006 ChEBI NOR3 ChEBI tertiary amine oxides ChEBI Any oxo fatty acid in which an oxo substituent is located at position 3. chebi_ontology 3-keto fatty acid 3-keto fatty acids 3-oxo fatty acids CHEBI:134416 3-oxo fatty acid 3-keto fatty acid ChEBI 3-keto fatty acids ChEBI 3-oxo fatty acids ChEBI A class containing any titanium molecular entity that is an oxide of titanium. chebi_ontology titanium oxide CHEBI:134438 titanium oxides titanium oxide ChEBI A nanoparticle composed of any titanium oxide. chebi_ontology CHEBI:134441 titanium oxide nanoparticle A diol in which the two hydroxy groups are on different carbon atoms, usually but not necessarily adjacent. glycols chebi_ontology Glykol a glycol CHEBI:13643 glycol glycols IUPAC Glykol ChEBI a glycol UniProt Organonitrogen compounds that have the general structure R(1)(R(2))C=N(O)OH (R(1),R(2) = H, organyl). They are tautomers of C-nitro compounds. chebi_ontology 0 59.001 59.024 C(*)(=[N+](O)[O-])* CHNO2R2 aci-nitro compounds oxime N-oxide oxime N-oxides CHEBI:136622 aci-nitro compound 0 ChEBI 59.001 ChEBI 59.024 ChEBI C(*)(=[N+](O)[O-])* ChEBI CHNO2R2 ChEBI aci-nitro compounds ChEBI oxime N-oxide ChEBI oxime N-oxides ChEBI An organic group derived from any 3-oxo-Delta(4)-steroid. chebi_ontology 0 94.042 94.111 C1=C(C*)*C(CC1=O)* C6H6O a 3-oxo-Delta4-steroid group CHEBI:136849 3-oxo-Delta(4)-steroid group 0 ChEBI 94.042 ChEBI 94.111 ChEBI C1=C(C*)*C(CC1=O)* ChEBI C6H6O ChEBI a 3-oxo-Delta4-steroid group UniProt A compound that, on administration, undergoes conversion by biochemical (enzymatic), chemical (possibly following an enzymatic step), or physical (e.g. photochemical) activation processes before becoming the active agent for which it is a pro-agent. PMID:26449612 chebi_ontology pro-agents proagent proagents CHEBI:136859 pro-agent PMID:26449612 Europe PMC pro-agents ChEBI proagent ChEBI proagents ChEBI chebi_ontology 5beta steroids 5beta-steroid 5beta-steroids CHEBI:136889 5beta steroid 5beta steroids ChEBI 5beta-steroid ChEBI 5beta-steroids ChEBI A 3-oxo monocarboxylic acid anion that is the conjugate base of acetoacetic acid, arising from deprotonation of the carboxy group. Beilstein:4128534 CAS:141-81-1 KEGG:C00164 MetaCyc:3-KETOBUTYRATE Reaxys:4128534 UM-BBD_compID:c0069 3-oxobutanoate Acetoacetate acetoacetate chebi_ontology -1 101.024 101.08070 Acetoacetate ion(1-) Butanoic acid, 3-oxo-, ion(1-) C4H5O3 CC(=O)CC([O-])=O InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)/p-1 WDJHALXBUFZDSR-UHFFFAOYSA-M CHEBI:13705 acetoacetate Beilstein:4128534 Beilstein CAS:141-81-1 ChemIDplus Reaxys:4128534 Reaxys UM-BBD_compID:c0069 UM-BBD 3-oxobutanoate IUPAC Acetoacetate KEGG_COMPOUND acetoacetate UniProt -1 ChEBI 101.024 ChEBI 101.08070 ChEBI Acetoacetate ion(1-) ChemIDplus Butanoic acid, 3-oxo-, ion(1-) ChemIDplus C4H5O3 ChEBI CC(=O)CC([O-])=O ChEBI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)/p-1 ChEBI WDJHALXBUFZDSR-UHFFFAOYSA-M ChEBI Water-soluble carbon monoxide-releasing molecule. CAS:475473-26-8 PDBeChem:318487530 colombos:CORM-3 chebi_ontology 0 292.591 292.866 C5H2ClNO5Ru Carbon monoxide releasing molecule 3 InChI=1S/C2H3NO2.3CO.ClH.Ru/c3-1-2(4)5;3*1-2;;/h1H2,(H,4,5);;;;1H;/q;;;;;+2/p-2 Tricarbonylchloro(glycinato)ruthenium UQJJDVOKPPHMJI-UHFFFAOYSA-L [Ru+2]1([Cl-])([O-]C(=O)C[N]1)([C]=O)([C]=O)[C]=O CHEBI:137081 CORM 3 CAS:475473-26-8 SUBMITTER PDBeChem:318487530 SUBMITTER 0 SUBMITTER 292.591 SUBMITTER 292.866 SUBMITTER C5H2ClNO5Ru SUBMITTER Carbon monoxide releasing molecule 3 SUBMITTER InChI=1S/C2H3NO2.3CO.ClH.Ru/c3-1-2(4)5;3*1-2;;/h1H2,(H,4,5);;;;1H;/q;;;;;+2/p-2 ChEBI Tricarbonylchloro(glycinato)ruthenium SUBMITTER UQJJDVOKPPHMJI-UHFFFAOYSA-L ChEBI [Ru+2]1([Cl-])([O-]C(=O)C[N]1)([C]=O)([C]=O)[C]=O ChEBI An atom of an element that exhibits properties that are between those of metals and nonmetals, or that has a mixture of them. The term generally includes boron, silicon, germanium, arsenic, antimony, and tellurium, while carbon, aluminium, selenium, polonium, and astatine are less commonly included. Wikipedia:Metalloid chebi_ontology metalloid metalloids CHEBI:137980 metalloid atom metalloid ChEBI metalloids ChEBI A compound formally derived from ammonium by replacing three hydrogen atoms by hydrocarbyl groups. chebi_ontology +1 15.011 15.015 HNR3 [NH+](*)(*)* a tertiary amine CHEBI:137982 tertiary amine(1+) +1 SUBMITTER 15.011 SUBMITTER 15.015 SUBMITTER HNR3 SUBMITTER [NH+](*)(*)* ChEBI a tertiary amine UniProt Any compound that can disrupt the functions of the endocrine (hormone) system PMID:27929035 PMID:28356401 PMID:28526231 Wikipedia:Endocrine_disruptor chebi_ontology endocrine disrupting chemical endocrine disrupting chemicals endocrine disrupting compound endocrine disrupting compounds endocrine disruptors endocrine-disrupting chemical endocrine-disrupting chemicals hormonally active agent hormonally active agents CHEBI:138015 endocrine disruptor PMID:27929035 Europe PMC PMID:28356401 Europe PMC PMID:28526231 Europe PMC endocrine disrupting chemical ChEBI endocrine disrupting chemicals ChEBI endocrine disrupting compound ChEBI endocrine disrupting compounds ChEBI endocrine disruptors ChEBI endocrine-disrupting chemical ChEBI endocrine-disrupting chemicals ChEBI hormonally active agent ChEBI hormonally active agents ChEBI Beilstein:3903503 CAS:302-11-4 Gmelin:239604 carbamate chebi_ontology -1 60.009 60.03212 CH2NO2 Carbamat InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)/p-1 KXDHJXZQYSOELW-UHFFFAOYSA-M Karbamat NC([O-])=O carbamate ion carbamic acid, ion(1-) CHEBI:13941 carbamate Beilstein:3903503 Beilstein CAS:302-11-4 ChemIDplus Gmelin:239604 Gmelin carbamate IUPAC carbamate UniProt -1 ChEBI 60.009 ChEBI 60.03212 ChEBI CH2NO2 ChEBI Carbamat ChEBI InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)/p-1 ChEBI KXDHJXZQYSOELW-UHFFFAOYSA-M ChEBI Karbamat ChEBI NC([O-])=O ChEBI carbamate ion ChemIDplus carbamic acid, ion(1-) ChemIDplus A D-glucose monophosphate in which the phosphate group is attached to position 6. chebi_ontology 0 260.13578 6-O-phosphono-D-glucose C6H13O9P D-glucose 6-(dihydrogen phosphate) CHEBI:14314 D-glucose 6-phosphate 0 ChEBI 260.13578 ChEBI 6-O-phosphono-D-glucose IUPAC C6H13O9P ChEBI D-glucose 6-(dihydrogen phosphate) IUPAC A glycerol monophosphate having the phosphate group located at position 1. CAS:57-03-4 HMDB:HMDB00126 KEGG:C03189 MetaCyc:Glycerol-1-phosphate PMID:1694860 PMID:22770225 PMID:6083437 Reaxys:1723974 Wikipedia:Glycerol_1-phosphate 2,3-dihydroxypropyl dihydrogen phosphate Glycerol 1-phosphate glycerol 1-(dihydrogen phosphate) chebi_ontology 0 1,2,3-propanetriol, 1-(dihydrogen phosphate) 1-glycerophosphate 1-glycerophosphoric acid 1-phosphoglycerol 172.014 172.07370 2,3-dihydroxypropyl dihydrogen phosphate 2,3-hydroxy-1-propyl dihydrogen phosphate 3-glycerophosphate AWUCVROLDVIAJX-UHFFFAOYSA-N C3H9O6P D,L-alpha-glycerol-phosphate DL-Glycerol 3-phosphate DL-Glyceryl 1-phosphate DL-glycerol 1-phosphate InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) OCC(O)COP(O)(O)=O PG alpha-glycerophosphoric acid alpha-phosphoglycerol glycerol alpha-phosphate rac-Glycerol 1-phosphate CHEBI:14336 glycerol 1-phosphate CAS:57-03-4 ChemIDplus CAS:57-03-4 KEGG COMPOUND PMID:1694860 Europe PMC PMID:22770225 Europe PMC PMID:6083437 Europe PMC Reaxys:1723974 Reaxys 2,3-dihydroxypropyl dihydrogen phosphate IUPAC Glycerol 1-phosphate KEGG_COMPOUND glycerol 1-(dihydrogen phosphate) IUPAC 0 ChEBI 1,2,3-propanetriol, 1-(dihydrogen phosphate) ChemIDplus 1-glycerophosphate ChemIDplus 1-glycerophosphoric acid ChemIDplus 1-phosphoglycerol ChEBI 172.014 ChEBI 172.07370 ChEBI 2,3-dihydroxypropyl dihydrogen phosphate ChEBI 2,3-hydroxy-1-propyl dihydrogen phosphate ChemIDplus 3-glycerophosphate ChemIDplus AWUCVROLDVIAJX-UHFFFAOYSA-N ChEBI C3H9O6P ChEBI D,L-alpha-glycerol-phosphate MetaCyc DL-Glycerol 3-phosphate HMDB DL-Glycerol 3-phosphate KEGG_COMPOUND DL-Glyceryl 1-phosphate KEGG_COMPOUND DL-glycerol 1-phosphate MetaCyc InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) ChEBI OCC(O)COP(O)(O)=O ChEBI PG ChEBI alpha-glycerophosphoric acid ChemIDplus alpha-phosphoglycerol ChemIDplus glycerol alpha-phosphate ChemIDplus rac-Glycerol 1-phosphate KEGG_COMPOUND A divalent inorganic anion obtained by removal of both protons from hydrogen sulfide. CAS:18496-25-8 UM-BBD_compID:c0569 sulfanediide sulfide(2-) chebi_ontology -2 31.972 32.06600 InChI=1S/S/q-2 S S(2-) Sulfide UCKMPCXJQFINFW-UHFFFAOYSA-N [S--] sulfide sulphide CHEBI:15138 sulfide(2-) CAS:18496-25-8 ChemIDplus UM-BBD_compID:c0569 UM-BBD sulfanediide IUPAC sulfide(2-) IUPAC -2 ChEBI 31.972 ChEBI 32.06600 ChEBI InChI=1S/S/q-2 ChEBI S ChEBI S(2-) IUPAC Sulfide ChemIDplus UCKMPCXJQFINFW-UHFFFAOYSA-N ChEBI [S--] ChEBI sulfide UniProt sulphide ChEBI Beilstein:5740673 rel-(2R,3R)-2,3-dihydroxybutanedioate chebi_ontology -2 148.07096 C4H4O6 CHEBI:15193 tartrate(2-) Beilstein:5740673 Beilstein rel-(2R,3R)-2,3-dihydroxybutanedioate IUPAC -2 ChEBI 148.07096 ChEBI C4H4O6 ChEBI A molecular entity that can accept an electron, a pair of electrons, an atom or a group from another molecular entity. CHEBI:13699 CHEBI:2377 KEGG:C00028 KEGG:C16722 Acceptor acceptor chebi_ontology A Akzeptor Hydrogen-acceptor Oxidized donor accepteur CHEBI:15339 acceptor Acceptor KEGG_COMPOUND acceptor UniProt A KEGG_COMPOUND Akzeptor ChEBI Hydrogen-acceptor KEGG_COMPOUND Oxidized donor KEGG_COMPOUND accepteur ChEBI A 3-oxo monocarboxylic acid that is butyric acid bearing a 3-oxo substituent. CHEBI:22172 CHEBI:2391 CHEBI:40507 Beilstein:1747690 CAS:541-50-4 DrugBank:DB01762 HMDB:HMDB00060 KEGG:C00164 KNApSAcK:C00007458 LIPID_MAPS_instance:LMFA01060003 MetaCyc:3-KETOBUTYRATE PMID:17190852 PMID:20444635 PMID:21806064 PMID:22382897 PMID:3884391 Reaxys:1747690 UM-BBD_compID:c0069 Wikipedia:Acetoacetic_acid 3-oxobutanoic acid Acetoacetic acid chebi_ontology 0 102.032 102.08864 3-Ketobutyric acid 3-Oxobutanoic acid 3-Oxobutyric acid 3-ketobutanoic acid C4H6O3 CC(=O)CC(O)=O InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) WDJHALXBUFZDSR-UHFFFAOYSA-N beta-Ketobutyric acid CHEBI:15344 acetoacetic acid Beilstein:1747690 Beilstein CAS:541-50-4 ChemIDplus CAS:541-50-4 KEGG COMPOUND LIPID_MAPS_instance:LMFA01060003 LIPID MAPS PMID:17190852 Europe PMC PMID:20444635 Europe PMC PMID:21806064 Europe PMC PMID:22382897 Europe PMC PMID:3884391 Europe PMC Reaxys:1747690 Reaxys UM-BBD_compID:c0069 ChEBI 3-oxobutanoic acid IUPAC Acetoacetic acid KEGG_COMPOUND 0 ChEBI 102.032 KEGG_COMPOUND 102.08864 ChEBI 3-Ketobutyric acid HMDB 3-Oxobutanoic acid KEGG_COMPOUND 3-Oxobutyric acid ChemIDplus 3-ketobutanoic acid ChEBI C4H6O3 KEGG_COMPOUND CC(=O)CC(O)=O ChEBI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) ChEBI WDJHALXBUFZDSR-UHFFFAOYSA-N ChEBI beta-Ketobutyric acid KEGG_COMPOUND A thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit. CHEBI:13294 CHEBI:13295 CHEBI:13298 CHEBI:23355 CHEBI:3771 CHEBI:41597 CHEBI:41631 CHEBI:741566 Beilstein:77809 CAS:85-61-0 DrugBank:DB01992 KEGG:C00010 KNApSAcK:C00007258 PDBeChem:COA PDBeChem:COZ PMID:11923312 PMID:13025483 PMID:15014152 PMID:15893380 PMID:18407920 PMID:19666462 PMID:20351285 PMID:2981478 PMID:7310833 Wikipedia:Coenzyme_A 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} COENZYME A Coenzyme A chebi_ontology 0 3'-phosphoadenosine-(5')diphospho(4')pantatheine 767.115 767.53540 C21H36N7O16P3S CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS CoA CoA-SH CoASH Coenzym A HSCoA InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1 Koenzym A RGJOEKWQDUBAIZ-IBOSZNHHSA-N [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate CHEBI:15346 coenzyme A Beilstein:77809 Beilstein CAS:85-61-0 ChemIDplus CAS:85-61-0 KEGG COMPOUND PMID:11923312 Europe PMC PMID:13025483 Europe PMC PMID:15014152 Europe PMC PMID:15893380 Europe PMC PMID:18407920 Europe PMC PMID:19666462 Europe PMC PMID:20351285 Europe PMC PMID:2981478 Europe PMC PMID:7310833 ChEMBL 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} IUPAC COENZYME A PDBeChem Coenzyme A KEGG_COMPOUND 0 ChEBI 3'-phosphoadenosine-(5')diphospho(4')pantatheine ChEBI 767.115 KEGG_COMPOUND 767.53540 ChEBI C21H36N7O16P3S KEGG_COMPOUND CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCS ChEBI CoA KEGG_COMPOUND CoA-SH KEGG_COMPOUND CoASH ChEBI Coenzym A ChEBI HSCoA ChEBI InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1 ChEBI Koenzym A ChEBI RGJOEKWQDUBAIZ-IBOSZNHHSA-N ChEBI [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate ChEBI An acyl-CoA having acetyl as its S-acetyl component. CHEBI:13712 CHEBI:22192 CHEBI:2408 CHEBI:40470 CAS:72-89-9 ECMDB:ECMDB01206 HMDB:HMDB01206 KEGG:C00024 KNApSAcK:C00007259 PDBeChem:ACO PMID:12527305 PMID:12739170 PMID:15247244 PMID:16101314 PMID:16667687 PMID:16708165 PMID:17189273 PMID:17242360 PMID:17631502 PMID:18613815 PMID:19356710 PMID:19596230 PMID:19914586 PMID:3950616 Reaxys:78145 UM-BBD_compID:c0031 Wikipedia:Acetyl-CoA YMDB:YMDB00312 3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate) Acetyl-CoA chebi_ontology 0 809.126 809.57208 AcCoA Acetyl coenzyme A C23H38N7O17P3S CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1 S-acetyl-CoA S-acetyl-coenzyme A ZSLZBFCDCINBPY-ZSJPKINUSA-N CHEBI:15351 acetyl-CoA CAS:72-89-9 ChemIDplus CAS:72-89-9 KEGG COMPOUND PMID:12527305 Europe PMC PMID:12739170 Europe PMC PMID:15247244 Europe PMC PMID:16101314 Europe PMC PMID:16667687 Europe PMC PMID:16708165 Europe PMC PMID:17189273 Europe PMC PMID:17242360 Europe PMC PMID:17631502 Europe PMC PMID:18613815 Europe PMC PMID:19356710 Europe PMC PMID:19596230 Europe PMC PMID:19914586 Europe PMC PMID:3950616 Europe PMC Reaxys:78145 Reaxys UM-BBD_compID:c0031 ChEBI 3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(acetylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate) IUPAC Acetyl-CoA KEGG_COMPOUND 0 ChEBI 809.126 KEGG_COMPOUND 809.57208 ChEBI AcCoA ChEBI Acetyl coenzyme A KEGG_COMPOUND C23H38N7O17P3S KEGG_COMPOUND CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 ChEBI InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1 ChEBI S-acetyl-CoA ChEBI S-acetyl-coenzyme A ChEBI ZSLZBFCDCINBPY-ZSJPKINUSA-N ChEBI A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function. CHEBI:13985 CHEBI:23212 CHEBI:3665 CHEBI:41524 Beilstein:1736748 CAS:62-49-7 DrugBank:DB00122 Drug_Central:3097 ECMDB:ECMDB00097 Gmelin:324597 HMDB:HMDB00097 KEGG:C00114 KEGG:D07690 KNApSAcK:C00007298 MetaCyc:CHOLINE PDBeChem:CHT PMID:10930630 PMID:12826235 PMID:12946691 PMID:14972364 PMID:16210714 PMID:17087106 PMID:17283071 PMID:17344490 PMID:18204095 PMID:18230680 PMID:18786517 PMID:18786520 PMID:19246089 PMID:20038853 PMID:20446114 PMID:22770225 PMID:22961562 PMID:23095202 PMID:23616508 PMID:23637565 PMID:23733158 PMID:6420466 PMID:7590654 PMID:9517478 Reaxys:1736748 Wikipedia:Choline YMDB:YMDB00227 2-hydroxy-N,N,N-trimethylethanaminium Choline choline chebi_ontology +1 104.108 104.17080 Bilineurine C5H14NO CHOLINE ION C[N+](C)(C)CCO InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 N,N,N-trimethylethanol-ammonium N-trimethylethanolamine OEYIOHPDSNJKLS-UHFFFAOYSA-N trimethylethanolamine CHEBI:15354 choline Beilstein:1736748 Beilstein CAS:62-49-7 ChemIDplus CAS:62-49-7 KEGG COMPOUND Drug_Central:3097 DrugCentral Gmelin:324597 Gmelin PMID:10930630 Europe PMC PMID:12826235 Europe PMC PMID:12946691 Europe PMC PMID:14972364 Europe PMC PMID:16210714 Europe PMC PMID:17087106 Europe PMC PMID:17283071 Europe PMC PMID:17344490 Europe PMC PMID:18204095 Europe PMC PMID:18230680 Europe PMC PMID:18786517 Europe PMC PMID:18786520 Europe PMC PMID:19246089 Europe PMC PMID:20038853 Europe PMC PMID:20446114 Europe PMC PMID:22770225 Europe PMC PMID:22961562 Europe PMC PMID:23095202 Europe PMC PMID:23616508 Europe PMC PMID:23637565 Europe PMC PMID:23733158 Europe PMC PMID:6420466 Europe PMC PMID:7590654 Europe PMC PMID:9517478 Europe PMC Reaxys:1736748 Reaxys 2-hydroxy-N,N,N-trimethylethanaminium IUPAC Choline KEGG_COMPOUND choline UniProt +1 ChEBI 104.108 ChEBI 104.17080 ChEBI Bilineurine KEGG_COMPOUND C5H14NO ChEBI CHOLINE ION PDBeChem C[N+](C)(C)CCO ChEBI InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 ChEBI N,N,N-trimethylethanol-ammonium ChEBI N-trimethylethanolamine ChEBI OEYIOHPDSNJKLS-UHFFFAOYSA-N ChEBI trimethylethanolamine ChEBI A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3. CHEBI:14061 CHEBI:23508 CHEBI:4050 Beilstein:1721406 CAS:3374-22-9 Gmelin:2933 KEGG:C00736 KNApSAcK:C00001351 KNApSAcK:C00007323 PMID:17439666 PMID:25181601 Reaxys:1721406 Wikipedia:Cysteine colombos:CYSTEINE colombos:CYSTEINE:+UNKNOWNg/L Cysteine cysteine chebi_ontology 0 121.020 121.15922 2-Amino-3-mercaptopropionic acid 2-amino-3-mercaptopropanoic acid 2-amino-3-sulfanylpropanoic acid C C3H7NO2S Cys Cystein Hcys InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) NC(CS)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N Zystein cisteina CHEBI:15356 cysteine Cystein ChEBI Hcys IUPAC InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) ChEBI NC(CS)C(O)=O ChEBI XUJNEKJLAYXESH-UHFFFAOYSA-N ChEBI Zystein ChEBI cisteina ChEBI Beilstein:1721406 Beilstein CAS:3374-22-9 ChemIDplus CAS:3374-22-9 KEGG COMPOUND CAS:3374-22-9 NIST Chemistry WebBook Gmelin:2933 Gmelin PMID:17439666 Europe PMC PMID:25181601 Europe PMC Reaxys:1721406 Reaxys Cysteine KEGG_COMPOUND cysteine ChEBI cysteine IUPAC 0 ChEBI 121.020 KEGG_COMPOUND 121.15922 ChEBI 2-Amino-3-mercaptopropionic acid KEGG_COMPOUND 2-amino-3-mercaptopropanoic acid JCBN 2-amino-3-sulfanylpropanoic acid IUPAC C ChEBI C3H7NO2S KEGG_COMPOUND Cys ChEBI A 2-oxo monocarboxylic acid anion that is the conjugate base of pyruvic acid, arising from deprotonation of the carboxy group. CHEBI:14987 CHEBI:26462 Beilstein:3587721 CAS:57-60-3 Gmelin:2502 KEGG:C00022 PMID:17190852 PMID:21603897 PMID:21823181 PMID:21854850 PMID:22006570 PMID:22016370 PMID:22215378 PMID:22311625 PMID:22451307 PMID:22458763 Reaxys:3587721 UM-BBD_compID:c0159 colombos:PYRUVATE 2-oxopropanoate pyruvate chebi_ontology -1 2-oxopropanoate 2-oxopropanoic acid, ion(1-) 87.008 87.05412 C3H3O3 CC(=O)C([O-])=O InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)/p-1 LCTONWCANYUPML-UHFFFAOYSA-M CHEBI:15361 pyruvate Beilstein:3587721 Beilstein CAS:57-60-3 ChemIDplus Gmelin:2502 Gmelin KEGG:C00022 ChEBI PMID:17190852 Europe PMC PMID:21603897 Europe PMC PMID:21823181 Europe PMC PMID:21854850 Europe PMC PMID:22006570 Europe PMC PMID:22016370 Europe PMC PMID:22215378 Europe PMC PMID:22311625 Europe PMC PMID:22451307 Europe PMC PMID:22458763 Europe PMC Reaxys:3587721 Reaxys UM-BBD_compID:c0159 ChEBI 2-oxopropanoate IUPAC pyruvate UniProt -1 ChEBI 2-oxopropanoate ChEBI 2-oxopropanoic acid, ion(1-) ChemIDplus 87.008 ChEBI 87.05412 ChEBI C3H3O3 ChEBI CC(=O)C([O-])=O ChEBI InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)/p-1 ChEBI LCTONWCANYUPML-UHFFFAOYSA-M ChEBI A simple monocarboxylic acid containing two carbons. CHEBI:22169 CHEBI:2387 CHEBI:40486 Beilstein:506007 CAS:64-19-7 Drug_Central:4211 Gmelin:1380 HMDB:HMDB00042 KEGG:C00033 KEGG:D00010 KNApSAcK:C00001176 LIPID_MAPS_instance:LMFA01010002 MetaCyc:ACET PDBeChem:ACT PDBeChem:ACY PMID:12005138 PMID:15107950 PMID:16630552 PMID:16774200 PMID:17190852 PMID:19416101 PMID:19469536 PMID:22153255 PMID:22173419 Reaxys:506007 Wikipedia:Acetic_acid ACETIC ACID Acetic acid acetic acid chebi_ontology 0 60.021 60.05200 AcOH C2H4O2 CC(O)=O CH3-COOH CH3CO2H E 260 E-260 E260 Essigsaeure Ethanoic acid Ethylic acid HOAc INS No. 260 InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) MeCO2H MeCOOH Methanecarboxylic acid QTBSBXVTEAMEQO-UHFFFAOYSA-N acide acetique ethoic acid CHEBI:15366 acetic acid Beilstein:506007 Beilstein CAS:64-19-7 ChemIDplus CAS:64-19-7 KEGG COMPOUND CAS:64-19-7 NIST Chemistry WebBook Drug_Central:4211 DrugCentral Gmelin:1380 Gmelin LIPID_MAPS_instance:LMFA01010002 LIPID MAPS PMID:12005138 Europe PMC PMID:15107950 Europe PMC PMID:16630552 Europe PMC PMID:16774200 Europe PMC PMID:17190852 Europe PMC PMID:19416101 Europe PMC PMID:19469536 Europe PMC PMID:22153255 Europe PMC PMID:22173419 Europe PMC Reaxys:506007 Reaxys ACETIC ACID PDBeChem Acetic acid KEGG_COMPOUND acetic acid IUPAC 0 ChEBI 60.021 KEGG_COMPOUND 60.05200 ChEBI AcOH ChEBI C2H4O2 KEGG_COMPOUND CC(O)=O ChEBI CH3-COOH IUPAC CH3CO2H ChEBI E 260 ChEBI E-260 ChEBI E260 ChEBI Essigsaeure ChEBI Ethanoic acid KEGG_COMPOUND Ethylic acid ChemIDplus HOAc ChEBI INS No. 260 ChEBI InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) ChEBI MeCO2H ChEBI MeCOOH ChEBI Methanecarboxylic acid ChemIDplus QTBSBXVTEAMEQO-UHFFFAOYSA-N ChEBI acide acetique ChemIDplus ethoic acid ChEBI CHEBI:10745 CHEBI:13416 CHEBI:23833 CHEBI:25366 CHEBI:30491 CHEBI:44742 CHEBI:7860 CAS:7782-44-7 Gmelin:485 HMDB:HMDB01377 KEGG:C00007 KEGG:D00003 MetaCyc:OXYGEN-MOLECULE MolBase:750 PDBeChem:OXY PMID:10906528 PMID:16977326 PMID:18210929 PMID:18638417 PMID:19840863 PMID:7710549 PMID:9463773 Wikipedia:Oxygen colombos:OXYGEN dioxygen chebi_ontology 0 31.990 31.99880 Disauerstoff E 948 E-948 E948 InChI=1S/O2/c1-2 MYMOFIZGZYHOMD-UHFFFAOYSA-N O2 O=O OXYGEN MOLECULE Oxygen [OO] dioxygene molecular oxygen CHEBI:15379 dioxygen CAS:7782-44-7 ChemIDplus CAS:7782-44-7 KEGG COMPOUND CAS:7782-44-7 NIST Chemistry WebBook Gmelin:485 Gmelin PMID:10906528 Europe PMC PMID:16977326 Europe PMC PMID:18210929 Europe PMC PMID:18638417 Europe PMC PMID:19840863 Europe PMC PMID:7710549 Europe PMC PMID:9463773 Europe PMC dioxygen IUPAC 0 ChEBI 31.990 KEGG_COMPOUND 31.99880 ChEBI Disauerstoff ChEBI E 948 ChEBI E-948 ChEBI E948 ChEBI InChI=1S/O2/c1-2 ChEBI MYMOFIZGZYHOMD-UHFFFAOYSA-N ChEBI O2 IUPAC O2 KEGG_COMPOUND O2 KEGG_COMPOUND O2 UniProt O=O ChEBI OXYGEN MOLECULE PDBeChem Oxygen KEGG_COMPOUND [OO] MolBase dioxygene ChEBI molecular oxygen ChEBI A sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine. CHEBI:10786 CHEBI:10833 CHEBI:12742 CHEBI:12757 CHEBI:12760 CHEBI:22036 CHEBI:45607 CHEBI:527887 CHEBI:8946 Beilstein:3576439 CAS:29908-03-0 COMe:MOL000172 DrugBank:DB00118 HMDB:HMDB01185 KEGG:C00019 KNApSAcK:C00007347 MetaCyc:S-ADENOSYLMETHIONINE PMID:11017945 PMID:17439666 Reaxys:3919754 Wikipedia:S-Adenosyl_methionine S-Adenosyl-L-methionine S-adenosyl-L-methionine [(3S)-3-amino-3-carboxypropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonium chebi_ontology (3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt +1 399.145 399.44500 Acylcarnitine AdoMet C15H23N6O5S C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1 MEFKEPWMEQBLKI-AIRLBKTGSA-O S-(5'-deoxyadenosin-5'-yl)-L-methionine S-Adenosylmethionine S-adenosylmethionine SAM SAMe [1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium CHEBI:15414 S-adenosyl-L-methionine Beilstein:3576439 Beilstein CAS:29908-03-0 ChemIDplus CAS:29908-03-0 KEGG COMPOUND PMID:11017945 Europe PMC PMID:17439666 Europe PMC Reaxys:3919754 Reaxys S-Adenosyl-L-methionine KEGG_COMPOUND S-adenosyl-L-methionine ChEBI [(3S)-3-amino-3-carboxypropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonium IUPAC (3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt ChemIDplus +1 ChEBI 399.145 ChEBI 399.44500 ChEBI Acylcarnitine KEGG_COMPOUND AdoMet JCBN C15H23N6O5S ChEBI C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12 ChEBI InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1 ChEBI MEFKEPWMEQBLKI-AIRLBKTGSA-O ChEBI S-(5'-deoxyadenosin-5'-yl)-L-methionine JCBN S-Adenosylmethionine KEGG_COMPOUND S-adenosylmethionine ChEBI SAM JCBN SAMe ChemIDplus [1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium IUPAC An adenosine 5'-phosphate in which the 5'-phosphate is a triphosphate group. It is involved in the transportation of chemical energy during metabolic pathways. CHEBI:10789 CHEBI:10841 CHEBI:13236 CHEBI:22249 CHEBI:2359 CHEBI:40938 Beilstein:73010 CAS:56-65-5 DrugBank:DB00171 Drug_Central:91 Gmelin:34857 HMDB:HMDB00538 KEGG:C00002 KEGG:D08646 KNApSAcK:C00001491 PDBeChem:ATP Patent:US3079379 Reaxys:73010 Wikipedia:Adenosine_triphosphate ATP adenosine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 506.996 507.18100 ADENOSINE-5'-TRIPHOSPHATE Adenosine 5'-triphosphate Adenosine triphosphate C10H16N5O13P3 H4atp InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-N CHEBI:15422 ATP Beilstein:73010 Beilstein CAS:56-65-5 ChemIDplus CAS:56-65-5 KEGG COMPOUND Drug_Central:91 DrugCentral Gmelin:34857 Gmelin Reaxys:73010 Reaxys ATP KEGG_COMPOUND adenosine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 506.996 KEGG_COMPOUND 507.18100 ChEBI ADENOSINE-5'-TRIPHOSPHATE PDBeChem Adenosine 5'-triphosphate KEGG_COMPOUND Adenosine triphosphate ChemIDplus C10H16N5O13P3 KEGG_COMPOUND H4atp IUPAC InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI ZKHQWZAMYRWXGA-KQYNXXCUSA-N ChEBI The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain. CHEBI:10792 CHEBI:14344 CHEBI:24368 CHEBI:42964 CHEBI:5460 Beilstein:635782 CAS:56-40-6 DrugBank:DB00145 Drug_Central:1319 ECMDB:ECMDB00123 Gmelin:1808 HMDB:HMDB00123 KEGG:C00037 KEGG:D00011 KNApSAcK:C00001361 MetaCyc:GLY PDBeChem:GLY PMID:10930630 PMID:11019925 PMID:11174716 PMID:11542461 PMID:11806864 PMID:12631515 PMID:12754315 PMID:12770151 PMID:12921899 PMID:15331688 PMID:15388434 PMID:15710237 PMID:16105183 PMID:16151895 PMID:16214212 PMID:16417482 PMID:16444815 PMID:16664855 PMID:16901953 PMID:16918424 PMID:16986325 PMID:16998855 PMID:17154252 PMID:17383967 PMID:17582620 PMID:17970719 PMID:18079355 PMID:18396796 PMID:18440992 PMID:18593588 PMID:18816054 PMID:18840508 PMID:19028609 PMID:19120667 PMID:19449910 PMID:19526731 PMID:19544666 PMID:19738917 PMID:19916621 PMID:19924257 PMID:21751272 PMID:22044190 PMID:22079563 PMID:22234938 PMID:22264337 PMID:22293292 PMID:22401276 PMID:22434786 Reaxys:635782 Wikipedia:Glycine YMDB:YMDB00016 GLYCINE Glycine aminoacetic acid glycine chebi_ontology 0 75.032 75.06664 Aminoacetic acid Aminoessigsaeure C2H5NO2 DHMQDGOQFOQNFH-UHFFFAOYSA-N G Gly Glycin Glycocoll Glykokoll Glyzin H2N-CH2-COOH Hgly InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) Leimzucker NCC(O)=O aminoethanoic acid CHEBI:15428 glycine Beilstein:635782 Beilstein CAS:56-40-6 ChemIDplus CAS:56-40-6 KEGG COMPOUND CAS:56-40-6 NIST Chemistry WebBook Drug_Central:1319 DrugCentral Gmelin:1808 Gmelin PMID:10930630 Europe PMC PMID:11019925 Europe PMC PMID:11174716 Europe PMC PMID:11542461 Europe PMC PMID:11806864 Europe PMC PMID:12631515 Europe PMC PMID:12754315 Europe PMC PMID:12770151 Europe PMC PMID:12921899 Europe PMC PMID:15331688 Europe PMC PMID:15388434 Europe PMC PMID:15710237 Europe PMC PMID:16105183 Europe PMC PMID:16151895 Europe PMC PMID:16214212 Europe PMC PMID:16417482 Europe PMC PMID:16444815 Europe PMC PMID:16664855 Europe PMC PMID:16901953 Europe PMC PMID:16918424 Europe PMC PMID:16986325 Europe PMC PMID:16998855 Europe PMC PMID:17154252 Europe PMC PMID:17383967 Europe PMC PMID:17582620 Europe PMC PMID:17970719 Europe PMC PMID:18079355 Europe PMC PMID:18396796 Europe PMC PMID:18440992 Europe PMC PMID:18593588 Europe PMC PMID:18816054 Europe PMC PMID:18840508 Europe PMC PMID:19028609 Europe PMC PMID:19120667 Europe PMC PMID:19449910 Europe PMC PMID:19526731 Europe PMC PMID:19544666 Europe PMC PMID:19738917 Europe PMC PMID:19916621 Europe PMC PMID:19924257 Europe PMC PMID:21751272 Europe PMC PMID:22044190 Europe PMC PMID:22079563 Europe PMC PMID:22234938 Europe PMC PMID:22264337 Europe PMC PMID:22293292 Europe PMC PMID:22401276 Europe PMC PMID:22434786 Europe PMC Reaxys:635782 Reaxys GLYCINE PDBeChem Glycine KEGG_COMPOUND aminoacetic acid IUPAC glycine IUPAC 0 ChEBI 75.032 KEGG_COMPOUND 75.06664 ChEBI Aminoacetic acid KEGG_COMPOUND Aminoessigsaeure ChEBI C2H5NO2 KEGG_COMPOUND DHMQDGOQFOQNFH-UHFFFAOYSA-N ChEBI G ChEBI Gly KEGG_COMPOUND Glycin ChemIDplus Glycocoll ChemIDplus Glykokoll ChEBI Glyzin ChEBI H2N-CH2-COOH IUPAC Hgly IUPAC InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) ChEBI Leimzucker ChemIDplus NCC(O)=O ChEBI aminoethanoic acid ChEBI aminoethanoic acid JCBN KEGG:C03834 3-Hydroxymonocarboxylic acid chebi_ontology 0 89.024 89.070 C3H5O3R OC([*])CC(O)=O CHEBI:1549 3-hydroxymonocarboxylic acid 3-Hydroxymonocarboxylic acid KEGG_COMPOUND 0 KEGG_COMPOUND 89.024 KEGG_COMPOUND 89.070 KEGG_COMPOUND C3H5O3R KEGG_COMPOUND OC([*])CC(O)=O ChEBI An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of phenylacetic acid. CHEBI:14780 CHEBI:25980 CHEBI:8086 CAS:7532-39-0 HMDB:HMDB06503 KEGG:C00582 KNApSAcK:C00007536 PMID:11260461 PMID:2009287 PMID:2553650 PMID:6142928 PMID:666745 PMID:6838224 PMID:8352646 PMID:9297469 Reaxys:8399067 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(phenylacetyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} Phenylacetyl-CoA Phenylacetyl-coa chebi_ontology 0 885.157 885.66804 C29H42N7O17P3S CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)Cc1ccccc1 Coenzyme A, S-(benzeneacetate) InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1 Phenylacetyl coenzyme A Phenylacetyl-coenzyme A ZIGIFDRJFZYEEQ-CECATXLMSA-N CHEBI:15537 phenylacetyl-CoA CAS:7532-39-0 ChemIDplus PMID:11260461 Europe PMC PMID:2009287 Europe PMC PMID:2553650 Europe PMC PMID:6142928 Europe PMC PMID:666745 Europe PMC PMID:6838224 Europe PMC PMID:8352646 Europe PMC PMID:9297469 Europe PMC Reaxys:8399067 Reaxys 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(phenylacetyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate} IUPAC Phenylacetyl-CoA KEGG_COMPOUND Phenylacetyl-coa ChemIDplus 0 ChEBI 885.157 KEGG_COMPOUND 885.66804 ChEBI C29H42N7O17P3S KEGG_COMPOUND CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)Cc1ccccc1 ChEBI Coenzyme A, S-(benzeneacetate) ChemIDplus InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1 ChEBI Phenylacetyl coenzyme A KEGG_COMPOUND Phenylacetyl-coenzyme A ChemIDplus ZIGIFDRJFZYEEQ-CECATXLMSA-N ChEBI The D-enantiomer of alanine. CHEBI:10840 CHEBI:12899 CHEBI:20893 CHEBI:4087 CHEBI:41756 CHEBI:41798 CHEBI:41848 CHEBI:41877 Beilstein:1720249 CAS:338-69-2 DrugBank:DB01786 ECMDB:ECMDB01310 Gmelin:82157 HMDB:HMDB01310 KEGG:C00133 KNApSAcK:C00019654 MetaCyc:D-ALANINE PDBeChem:DAL PMID:10977898 PMID:1450921 PMID:22005737 PMID:22075031 PMID:22123251 PMID:22313760 PMID:3275662 Reaxys:1720249 YMDB:YMDB00993 D-Alanine D-alanine chebi_ontology (2R)-2-aminopropanoic acid (R)-2-aminopropanoic acid (R)-alanine 0 89.048 89.09322 C3H7NO2 C[C@@H](N)C(O)=O D-2-Aminopropionic acid D-Ala D-Alanin D-alpha-alanine D-alpha-aminopropionic acid DAL InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 QNAYBMKLOCPYGJ-UWTATZPHSA-N CHEBI:15570 D-alanine Beilstein:1720249 Beilstein CAS:338-69-2 ChemIDplus CAS:338-69-2 KEGG COMPOUND CAS:338-69-2 NIST Chemistry WebBook Gmelin:82157 Gmelin PMID:10977898 Europe PMC PMID:1450921 Europe PMC PMID:22005737 Europe PMC PMID:22075031 Europe PMC PMID:22123251 Europe PMC PMID:22313760 Europe PMC PMID:3275662 Europe PMC Reaxys:1720249 Reaxys D-Alanine KEGG_COMPOUND D-alanine IUPAC (2R)-2-aminopropanoic acid IUPAC (R)-2-aminopropanoic acid ChEBI (R)-alanine NIST_Chemistry_WebBook 0 ChEBI 89.048 KEGG_COMPOUND 89.09322 ChEBI C3H7NO2 KEGG_COMPOUND C[C@@H](N)C(O)=O ChEBI D-2-Aminopropionic acid KEGG_COMPOUND D-Ala KEGG_COMPOUND D-Alanin ChEBI D-alpha-alanine NIST_Chemistry_WebBook D-alpha-aminopropionic acid ChEBI DAL PDBeChem InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 ChEBI QNAYBMKLOCPYGJ-UWTATZPHSA-N ChEBI An optically active form of malate having (R)-configuration. CHEBI:11002 CHEBI:18685 KEGG:C00497 MetaCyc:CPD-660 (2R)-2-hydroxybutanedioate chebi_ontology (R)-malate -2 132.006 132.07156 BJEPYKJPYRNKOW-UWTATZPHSA-L C4H4O5 D-malate InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m1/s1 O[C@H](CC([O-])=O)C([O-])=O CHEBI:15588 (R)-malate(2-) KEGG:C00497 ChEBI (2R)-2-hydroxybutanedioate IUPAC (R)-malate UniProt -2 ChEBI 132.006 ChEBI 132.07156 ChEBI BJEPYKJPYRNKOW-UWTATZPHSA-L ChEBI C4H4O5 ChEBI D-malate ChEBI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m1/s1 ChEBI O[C@H](CC([O-])=O)C([O-])=O ChEBI An optically active form of malate having (S)-configuration. CHEBI:11066 CHEBI:13140 CHEBI:18784 Beilstein:4133558 KEGG:C00149 MetaCyc:MAL Reaxys:4133558 (2S)-2-hydroxybutanedioate chebi_ontology (S)-malate -2 132.006 132.07156 BJEPYKJPYRNKOW-REOHCLBHSA-L C4H4O5 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1 L-malate O[C@@H](CC([O-])=O)C([O-])=O CHEBI:15589 (S)-malate(2-) Beilstein:4133558 Beilstein KEGG:C00149 ChEBI Reaxys:4133558 Reaxys (2S)-2-hydroxybutanedioate IUPAC (S)-malate UniProt -2 ChEBI 132.006 ChEBI 132.07156 ChEBI BJEPYKJPYRNKOW-REOHCLBHSA-L ChEBI C4H4O5 ChEBI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1 ChEBI L-malate ChEBI O[C@@H](CC([O-])=O)C([O-])=O ChEBI A C4-dicarboxylate resulting from deprotonation of both carboxy groups of malic acid. CHEBI:14556 CHEBI:25114 Beilstein:3664410 CAS:149-61-1 Gmelin:327305 KEGG:C00711 PMID:17190852 Reaxys:3664410 2-hydroxybutanedioate chebi_ontology -2 132.006 132.07156 BJEPYKJPYRNKOW-UHFFFAOYSA-L C4H4O5 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2 OC(CC([O-])=O)C([O-])=O hydroxybutanedioic acid, ion(2-) mal malate anion malate dianion CHEBI:15595 malate(2-) Beilstein:3664410 Beilstein CAS:149-61-1 ChemIDplus Gmelin:327305 Gmelin KEGG:C00711 ChEBI PMID:17190852 Europe PMC Reaxys:3664410 Reaxys 2-hydroxybutanedioate IUPAC -2 ChEBI 132.006 ChEBI 132.07156 ChEBI BJEPYKJPYRNKOW-UHFFFAOYSA-L ChEBI C4H4O5 ChEBI InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2 ChEBI OC(CC([O-])=O)C([O-])=O ChEBI hydroxybutanedioic acid, ion(2-) ChemIDplus mal IUPAC malate anion ChEBI malate dianion ChEBI CHEBI:18710 CHEBI:358 CHEBI:45866 Beilstein:1725147 Beilstein:4231301 CAS:526-83-0 CAS:87-69-4 Drug_Central:2566 Gmelin:82690 KEGG:C00898 PDBeChem:TLA (2R,3R)-2,3-dihydroxybutanedioic acid L-Tartaric acid chebi_ontology (+)-(R,R)-tartaric acid (+)-L-tartaric acid (+)-Tartaric acid (+)-Weinsaeure (+)-tartaric acid (2R,3R)-2,3-Dihydroxybernsteinsaeure (2R,3R)-2,3-dihydroxysuccinic acid (2R,3R)-Tartaric acid (2R,3R)-tartaric acid (R,R)-(+)-tartaric acid (R,R)-Tartaric acid 0 150.016 150.08684 C4H6O6 FEWJPZIEWOKRBE-JCYAYHJZSA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1 L(+)-TARTARIC ACID L-threaric acid O[C@H]([C@@H](O)C(O)=O)C(O)=O Rechtsweinsaeure Weinsteinsaeure CHEBI:15671 L-tartaric acid Beilstein:1725147 Beilstein Beilstein:4231301 Beilstein CAS:526-83-0 ChemIDplus CAS:87-69-4 ChemIDplus CAS:87-69-4 KEGG COMPOUND CAS:87-69-4 NIST Chemistry WebBook Drug_Central:2566 DrugCentral Gmelin:82690 Gmelin (2R,3R)-2,3-dihydroxybutanedioic acid IUPAC L-Tartaric acid KEGG_COMPOUND (+)-(R,R)-tartaric acid ChemIDplus (+)-L-tartaric acid ChemIDplus (+)-Tartaric acid KEGG_COMPOUND (+)-Weinsaeure ChEBI (+)-tartaric acid IUPAC (2R,3R)-2,3-Dihydroxybernsteinsaeure ChemIDplus (2R,3R)-2,3-dihydroxysuccinic acid ChEBI (2R,3R)-Tartaric acid KEGG_COMPOUND (2R,3R)-tartaric acid IUPAC (R,R)-(+)-tartaric acid NIST_Chemistry_WebBook (R,R)-Tartaric acid KEGG_COMPOUND 0 ChEBI 150.016 KEGG_COMPOUND 150.08684 ChEBI C4H6O6 KEGG_COMPOUND FEWJPZIEWOKRBE-JCYAYHJZSA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1 ChEBI L(+)-TARTARIC ACID PDBeChem L-threaric acid IUPAC O[C@H]([C@@H](O)C(O)=O)C(O)=O ChEBI Rechtsweinsaeure ChEBI Weinsteinsaeure ChemIDplus The D-enantiomer of tartaric acid. CHEBI:18806 CHEBI:446 CHEBI:45873 Beilstein:1725145 Beilstein:4666810 CAS:147-71-7 DrugBank:DB01694 Gmelin:50225 HMDB:HMDB29878 KEGG:C02107 MetaCyc:D-TARTRATE PDBeChem:TAR Reaxys:1725145 (2S,3S)-2,3-dihydroxybutanedioic acid D-Tartaric acid chebi_ontology (-)-(S,S)-tartaric acid (-)-D-tartaric acid (-)-Tartaric acid (-)-Weinsaeure (-)-tartaric acid (2S,3S)-(-)-tartaric acid (2S,3S)-Tartaric acid (2S,3S)-tartaric acid (S,S)-(-)-tartaric acid (S,S)-Tartaric acid 0 150.016 150.08684 C4H6O6 D(-)-TARTARIC ACID D-(-)-tartaric acid D-threaric acid FEWJPZIEWOKRBE-LWMBPPNESA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1 Linksweinsaeure O[C@@H]([C@H](O)C(O)=O)C(O)=O CHEBI:15672 D-tartaric acid Beilstein:1725145 Beilstein Beilstein:4666810 Beilstein CAS:147-71-7 ChemIDplus CAS:147-71-7 KEGG COMPOUND CAS:147-71-7 NIST Chemistry WebBook Gmelin:50225 Gmelin Reaxys:1725145 Reaxys (2S,3S)-2,3-dihydroxybutanedioic acid IUPAC D-Tartaric acid KEGG_COMPOUND (-)-(S,S)-tartaric acid ChemIDplus (-)-D-tartaric acid ChemIDplus (-)-Tartaric acid KEGG_COMPOUND (-)-Weinsaeure ChEBI (-)-tartaric acid IUPAC (2S,3S)-(-)-tartaric acid ChemIDplus (2S,3S)-Tartaric acid KEGG_COMPOUND (2S,3S)-tartaric acid IUPAC (S,S)-(-)-tartaric acid ChemIDplus (S,S)-Tartaric acid KEGG_COMPOUND 0 ChEBI 150.016 KEGG_COMPOUND 150.08684 ChEBI C4H6O6 KEGG_COMPOUND D(-)-TARTARIC ACID PDBeChem D-(-)-tartaric acid ChemIDplus D-threaric acid IUPAC FEWJPZIEWOKRBE-LWMBPPNESA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1 ChEBI Linksweinsaeure ChEBI O[C@@H]([C@H](O)C(O)=O)C(O)=O ChEBI A 2,3-dihydroxybutanedioic acid that has meso configuration. CHEBI:10599 CHEBI:25206 CHEBI:45680 Beilstein:1725146 Beilstein:4666811 CAS:147-73-9 Gmelin:3214 KEGG:C00552 PDBeChem:SRT (2R,3S)-2,3-dihydroxybutanedioic acid meso-Tartaric acid meso-tartaric acid chebi_ontology (2R,3S)-2,3-dihydroxysuccinic acid (2R,3S)-rel-2,3-dihydroxybutanedioic acid (2R,3S)-tartaric acid (R*,S*)-2,3-dihydroxybutanedioic acid 0 150.016 150.08684 C4H6O6 FEWJPZIEWOKRBE-XIXRPRMCSA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2+ Mesoweinsaeure O[C@@H]([C@@H](O)C(O)=O)C(O)=O S,R MESO-TARTARIC ACID erythraric acid internally compensated tartaric acid m-tartaric acid mesotartaric acid unresolvable tartaric acid CHEBI:15673 meso-tartaric acid Beilstein:1725146 Beilstein Beilstein:4666811 Beilstein CAS:147-73-9 ChemIDplus CAS:147-73-9 KEGG COMPOUND CAS:147-73-9 NIST Chemistry WebBook Gmelin:3214 Gmelin (2R,3S)-2,3-dihydroxybutanedioic acid IUPAC meso-Tartaric acid KEGG_COMPOUND meso-tartaric acid IUPAC meso-tartaric acid UniProt (2R,3S)-2,3-dihydroxysuccinic acid ChEBI (2R,3S)-rel-2,3-dihydroxybutanedioic acid ChemIDplus (2R,3S)-tartaric acid IUPAC (R*,S*)-2,3-dihydroxybutanedioic acid ChemIDplus 0 ChEBI 150.016 KEGG_COMPOUND 150.08684 ChEBI C4H6O6 KEGG_COMPOUND FEWJPZIEWOKRBE-XIXRPRMCSA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2+ ChEBI Mesoweinsaeure ChEBI O[C@@H]([C@@H](O)C(O)=O)C(O)=O ChEBI S,R MESO-TARTARIC ACID PDBeChem erythraric acid IUPAC internally compensated tartaric acid NIST_Chemistry_WebBook m-tartaric acid ChEBI mesotartaric acid ChemIDplus unresolvable tartaric acid NIST_Chemistry_WebBook A tetraric acid that is butanedioic acid substituted by hydroxy groups at positions 2 and 3. CHEBI:9404 CAS:87-69-4 Gmelin:27021 KEGG:C00898 KEGG:D00103 KNApSAcK:C00001206 Reaxys:510169 Wikipedia:Tartaric_Acid 2,3-dihydroxybutanedioic acid chebi_ontology (+)-Tartaric acid (2R,3R)-Tartaric acid (R,R)-Tartrate 0 150.016 150.08684 2,3-dihydroxysuccinic acid C4H6O6 FEWJPZIEWOKRBE-UHFFFAOYSA-N InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10) L-Tartaric acid OC(C(O)C(O)=O)C(O)=O Tartaric acid CHEBI:15674 2,3-dihydroxybutanedioic acid CAS:87-69-4 KEGG COMPOUND Gmelin:27021 Gmelin Reaxys:510169 Reaxys 2,3-dihydroxybutanedioic acid IUPAC (+)-Tartaric acid KEGG_COMPOUND (2R,3R)-Tartaric acid KEGG_COMPOUND (R,R)-Tartrate KEGG_COMPOUND 0 ChEBI 150.016 ChEBI 150.08684 ChEBI 2,3-dihydroxysuccinic acid ChEBI C4H6O6 ChEBI FEWJPZIEWOKRBE-UHFFFAOYSA-N ChEBI InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10) ChEBI L-Tartaric acid KEGG_COMPOUND OC(C(O)C(O)=O)C(O)=O ChEBI Tartaric acid KEGG_COMPOUND An imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen. CHEBI:13761 CHEBI:22354 CHEBI:2594 CAS:97-59-6 Drug_Central:4268 HMDB:HMDB00462 KEGG:C01551 KEGG:D00121 KNApSAcK:C00007468 LINCS:LSM-5190 MetaCyc:ALLANTOIN PMID:11157020 PMID:14619112 PMID:17190852 Patent:US2158098 Reaxys:83514 Wikipedia:Allantoin Allantoin N-(2,5-dioxoimidazolidin-4-yl)urea allantoin chebi_ontology (2,5-Dioxo-4-imidazolidinyl)urea 0 158.044 158.11560 2,5-Dioxo-4-imidazolidinyl-urea 4-ureido-2,5-imidazolidinedione 5-Ureido-2,4-imidazolidindione 5-Ureidohydantoin C4H6N4O3 Glyoxyldiureide InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11) N-(2,5-Dioxo-4-imidazolidinyl)urea NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N CHEBI:15676 allantoin CAS:97-59-6 ChemIDplus CAS:97-59-6 KEGG COMPOUND CAS:97-59-6 NIST Chemistry WebBook Drug_Central:4268 DrugCentral PMID:11157020 Europe PMC PMID:14619112 Europe PMC PMID:17190852 Europe PMC Reaxys:83514 Reaxys Allantoin KEGG_COMPOUND N-(2,5-dioxoimidazolidin-4-yl)urea IUPAC allantoin UniProt (2,5-Dioxo-4-imidazolidinyl)urea ChemIDplus 0 ChEBI 158.044 KEGG_COMPOUND 158.11560 ChEBI 2,5-Dioxo-4-imidazolidinyl-urea NIST_Chemistry_WebBook 4-ureido-2,5-imidazolidinedione HMDB 5-Ureido-2,4-imidazolidindione ChemIDplus 5-Ureidohydantoin KEGG_COMPOUND C4H6N4O3 KEGG_COMPOUND Glyoxyldiureide KEGG_COMPOUND InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11) ChEBI N-(2,5-Dioxo-4-imidazolidinyl)urea HMDB NC(=O)NC1NC(=O)NC1=O ChEBI POJWUDADGALRAB-UHFFFAOYSA-N ChEBI Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals. CHEBI:13755 CHEBI:22305 CHEBI:2561 KEGG:C01370 Wikipedia:Aldose Aldose chebi_ontology 0 90.07790 C2H4O2(CH2O)n aldoses an aldose CHEBI:15693 aldose Aldose KEGG_COMPOUND 0 ChEBI 90.07790 ChEBI C2H4O2(CH2O)n ChEBI aldoses ChEBI an aldose UniProt Any alpha-amino acid having L-configuration at the alpha-carbon. CHEBI:13072 CHEBI:13243 CHEBI:13797 CHEBI:21224 CHEBI:6175 KEGG:C00151 L-alpha-amino acid L-alpha-amino acids chebi_ontology 0 74.024 74.05870 C2H4NO2R L-2-Amino acid L-Amino acid L-alpha-amino acids N[C@@H]([*])C(O)=O CHEBI:15705 L-alpha-amino acid L-alpha-amino acid IUPAC L-alpha-amino acids IUPAC 0 ChEBI 74.024 ChEBI 74.05870 ChEBI C2H4NO2R ChEBI L-2-Amino acid KEGG_COMPOUND L-Amino acid KEGG_COMPOUND L-alpha-amino acids ChEBI N[C@@H]([*])C(O)=O ChEBI A pyrimidine ribonucleoside 5'-triphosphate having uracil as the nucleobase. CHEBI:13510 CHEBI:27233 CHEBI:9850 Beilstein:71520 CAS:63-39-8 DrugBank:DB04005 Drug_Central:3639 Gmelin:307896 KEGG:C00075 PDBeChem:UTP UTP uridine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 483.969 484.14116 5'-UTP C9H15N2O15P3 H4utp InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O PGAVKCOVUIYSFO-XVFCMESISA-N Uridine 5'-triphosphate Uridine triphosphate uridine 5'-triphosphoric acid CHEBI:15713 UTP Beilstein:71520 Beilstein CAS:63-39-8 ChemIDplus CAS:63-39-8 KEGG COMPOUND Drug_Central:3639 DrugCentral Gmelin:307896 Gmelin UTP KEGG_COMPOUND uridine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 483.969 KEGG_COMPOUND 484.14116 ChEBI 5'-UTP ChemIDplus C9H15N2O15P3 KEGG_COMPOUND H4utp ChEBI InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 ChEBI O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O ChEBI PGAVKCOVUIYSFO-XVFCMESISA-N ChEBI Uridine 5'-triphosphate KEGG_COMPOUND Uridine triphosphate KEGG_COMPOUND uridine 5'-triphosphoric acid ChemIDplus A tertiary amine oxide resulting from the oxidation of the amino group of trimethylamine. CHEBI:15262 CHEBI:15263 CHEBI:27126 CHEBI:9733 Beilstein:1734787 CAS:1184-78-7 Gmelin:1839 HMDB:HMDB00925 KEGG:C01104 MetaCyc:TRIMENTHLAMINE-N-O PDBeChem:TMO PMID:12683801 PMID:1453985 PMID:17697669 PMID:19425246 PMID:22770225 PMID:3170512 PMID:3674879 Reaxys:1734787 Wikipedia:Trimethylamine_oxide N,N-dimethylmethanamine oxide Trimethylamine N-oxide trimethylamine N-oxide chebi_ontology (CH3)3NO 0 75.068 75.110 C3H9NO C[N+](C)([O-])C InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3 Me3N(+)O(-) Me3N(O) N(CH3)3O TMAO Trimethylaminoxid UYPYRKYUKCHHIB-UHFFFAOYSA-N trimethylamine oxide trimethyloxamine CHEBI:15724 trimethylamine N-oxide Beilstein:1734787 Beilstein CAS:1184-78-7 ChemIDplus CAS:1184-78-7 KEGG COMPOUND CAS:1184-78-7 NIST Chemistry WebBook Gmelin:1839 Gmelin PMID:12683801 Europe PMC PMID:1453985 Europe PMC PMID:17697669 Europe PMC PMID:19425246 Europe PMC PMID:22770225 Europe PMC PMID:3170512 Europe PMC PMID:3674879 Europe PMC Reaxys:1734787 Reaxys N,N-dimethylmethanamine oxide IUPAC Trimethylamine N-oxide KEGG_COMPOUND trimethylamine N-oxide UniProt (CH3)3NO IUPAC 0 ChEBI 75.068 ChEBI 75.110 ChEBI C3H9NO ChEBI C[N+](C)([O-])C ChEBI InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3 ChEBI Me3N(+)O(-) ChEBI Me3N(O) ChEBI N(CH3)3O ChEBI TMAO NIST_Chemistry_WebBook Trimethylaminoxid ChEBI UYPYRKYUKCHHIB-UHFFFAOYSA-N ChEBI trimethylamine oxide NIST_Chemistry_WebBook trimethyloxamine ChemIDplus A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it. CHEBI:13676 CHEBI:14887 CHEBI:26262 CHEBI:57489 CHEBI:8406 KEGG:C00226 Primary alcohol chebi_ontology 0 1-Alcohol 31.018 31.03390 CH3OR [H]C([H])(O)[*] a primary alcohol primary alcohols CHEBI:15734 primary alcohol Primary alcohol KEGG_COMPOUND 0 ChEBI 1-Alcohol KEGG_COMPOUND 31.018 ChEBI 31.03390 ChEBI CH3OR ChEBI [H]C([H])(O)[*] ChEBI a primary alcohol UniProt primary alcohols ChEBI A monocarboxylic acid anion that is the conjugate base of formic acid. Induces severe metabolic acidosis and ocular injury in human subjects. CHEBI:14276 CHEBI:24081 Beilstein:1901205 CAS:71-47-6 Gmelin:1006 HMDB:HMDB00142 KEGG:C00058 MetaCyc:FORMATE PMID:17190852 PMID:3946945 Reaxys:1901205 UM-BBD_compID:c0106 Wikipedia:Formate colombos:FORMATE formate chebi_ontology -1 44.998 45.01744 BDAGIHXWWSANSR-UHFFFAOYSA-M CHO2 HCO2 anion InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1 [H]C([O-])=O aminate formiate formic acid, ion(1-) formylate hydrogen carboxylate methanoate CHEBI:15740 formate Beilstein:1901205 Beilstein CAS:71-47-6 ChemIDplus CAS:71-47-6 NIST Chemistry WebBook Gmelin:1006 Gmelin PMID:17190852 Europe PMC PMID:3946945 Europe PMC Reaxys:1901205 Reaxys UM-BBD_compID:c0106 ChEBI formate IUPAC formate UniProt -1 ChEBI 44.998 ChEBI 45.01744 ChEBI BDAGIHXWWSANSR-UHFFFAOYSA-M ChEBI CHO2 ChEBI HCO2 anion NIST_Chemistry_WebBook InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1 ChEBI [H]C([O-])=O ChEBI aminate ChEBI formiate ChEBI formic acid, ion(1-) ChemIDplus formylate ChEBI hydrogen carboxylate ChEBI methanoate ChEBI An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. CHEBI:22943 CHEBI:26807 CHEBI:45639 CHEBI:9304 Beilstein:1754069 CAS:110-15-6 DrugBank:DB00139 Drug_Central:2487 ECMDB:ECMDB00254 Gmelin:2785 HMDB:HMDB00254 KEGG:C00042 KNApSAcK:C00001205 LIPID_MAPS_instance:LMFA01170043 MetaCyc:SUC PDBeChem:SIN PMID:17439666 Reaxys:1754069 Wikipedia:Succinic_acid YMDB:YMDB00338 SUCCINIC ACID Succinic acid butanedioic acid succinic acid chebi_ontology 0 1,2-ethanedicarboxylic acid 118.027 118.08800 Bernsteinsaeure Butandisaeure Butanedionic acid C4H6O4 Dihydrofumaric acid E363 Ethylenesuccinic acid HOOC-CH2-CH2-COOH InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8) KDYFGRWQOYBRFD-UHFFFAOYSA-N OC(=O)CCC(O)=O acide butanedioique acide succinique acidum succinicum amber acid asuccin spirit of amber CHEBI:15741 succinic acid Beilstein:1754069 Beilstein CAS:110-15-6 ChemIDplus CAS:110-15-6 KEGG COMPOUND CAS:110-15-6 NIST Chemistry WebBook Drug_Central:2487 DrugCentral Gmelin:2785 Gmelin LIPID_MAPS_instance:LMFA01170043 LIPID MAPS PMID:17439666 Europe PMC Reaxys:1754069 Reaxys SUCCINIC ACID PDBeChem Succinic acid KEGG_COMPOUND butanedioic acid IUPAC succinic acid IUPAC 0 ChEBI 1,2-ethanedicarboxylic acid ChemIDplus 118.027 KEGG_COMPOUND 118.08800 ChEBI Bernsteinsaeure ChEBI Butandisaeure ChemIDplus Butanedionic acid KEGG_COMPOUND C4H6O4 KEGG_COMPOUND Dihydrofumaric acid HMDB E363 ChEBI Ethylenesuccinic acid KEGG_COMPOUND HOOC-CH2-CH2-COOH IUPAC InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8) ChEBI KDYFGRWQOYBRFD-UHFFFAOYSA-N ChEBI OC(=O)CCC(O)=O ChEBI acide butanedioique ChEBI acide succinique ChEBI acidum succinicum ChemIDplus amber acid NIST_Chemistry_WebBook asuccin NIST_Chemistry_WebBook spirit of amber ChEBI A primary amino compound obtained by formal decarboxylation of the amino acid tyrosine. CHEBI:15276 CHEBI:27174 CHEBI:9799 Beilstein:1099914 CAS:51-67-2 Drug_Central:2784 Gmelin:82946 HMDB:HMDB00306 KEGG:C00483 KNApSAcK:C00001435 LINCS:LSM-19016 MetaCyc:TYRAMINE PDBeChem:AEF PMID:11919655 PMID:12183041 PMID:12811595 PMID:15000446 PMID:15848803 PMID:18422653 PMID:18970430 PMID:19137318 PMID:19189084 PMID:21570963 PMID:21628600 PMID:21651557 PMID:21679153 PMID:21850574 PMID:21909937 PMID:22735334 PMID:3137238 Reaxys:1099914 Wikipedia:Tyramine 4-(2-aminoethyl)phenol Tyramine chebi_ontology 0 137.084 137.17900 2-(p-Hydroxyphenyl)ethylamine 4-Hydroxy-beta-phenylethylamine 4-Hydroxyphenylethylamine 4-hydroxyphenethylamine C8H11NO DZGWFCGJZKJUFP-UHFFFAOYSA-N InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 NCCc1ccc(O)cc1 Tyramin beta-(4-Hydroxyphenyl)ethylamine p-(2-Aminoethyl)phenol p-(2-aminoethyl)phenol p-hydroxyphenethylamine p-hydroxyphenylethylamine p-tyramine CHEBI:15760 tyramine Beilstein:1099914 ChemIDplus CAS:51-67-2 ChemIDplus CAS:51-67-2 KEGG COMPOUND CAS:51-67-2 NIST Chemistry WebBook Drug_Central:2784 DrugCentral Gmelin:82946 Gmelin PMID:11919655 Europe PMC PMID:12183041 Europe PMC PMID:12811595 Europe PMC PMID:15000446 Europe PMC PMID:15848803 Europe PMC PMID:18422653 Europe PMC PMID:18970430 Europe PMC PMID:19137318 Europe PMC PMID:19189084 Europe PMC PMID:21570963 Europe PMC PMID:21628600 Europe PMC PMID:21651557 Europe PMC PMID:21679153 Europe PMC PMID:21850574 Europe PMC PMID:21909937 Europe PMC PMID:22735334 Europe PMC PMID:3137238 Europe PMC Reaxys:1099914 Reaxys 4-(2-aminoethyl)phenol IUPAC Tyramine KEGG_COMPOUND 0 ChEBI 137.084 KEGG_COMPOUND 137.17900 ChEBI 2-(p-Hydroxyphenyl)ethylamine KEGG_COMPOUND 4-Hydroxy-beta-phenylethylamine HMDB 4-Hydroxyphenylethylamine HMDB 4-hydroxyphenethylamine ChEBI C8H11NO KEGG_COMPOUND DZGWFCGJZKJUFP-UHFFFAOYSA-N ChEBI InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 ChEBI NCCc1ccc(O)cc1 ChEBI Tyramin ChemIDplus beta-(4-Hydroxyphenyl)ethylamine HMDB p-(2-Aminoethyl)phenol HMDB p-(2-aminoethyl)phenol ChEBI p-hydroxyphenethylamine HMDB p-hydroxyphenylethylamine HMDB p-tyramine HMDB Any N-acyl-amino acid in which the amino acid moiety has D configuration. CHEBI:12474 CHEBI:21631 CHEBI:7224 chebi_ontology 0 101.011 101.06080 C3H3NO3R2 OC(=O)[C@@H]([*])NC([*])=O CHEBI:15778 N-acyl-D-amino acid 0 ChEBI 101.011 ChEBI 101.06080 ChEBI C3H3NO3R2 ChEBI OC(=O)[C@@H]([*])NC([*])=O ChEBI An N-acyl-D-glucosamine 6-phosphate that is the N-acetyl derivative of D-glucosamine 6-phosphate. It is a component of the aminosugar metabolism. CHEBI:12456 CHEBI:12564 CHEBI:21521 CHEBI:7127 DrugBank:DB03951 HMDB:HMDB01062 KEGG:C00357 KNApSAcK:C00019661 PMID:17077487 PMID:8125098 PMID:8747459 Reaxys:2337906 2-acetamido-2-deoxy-D-glucopyranose 6-(dihydrogen phosphate) N-Acetyl-D-glucosamine 6-phosphate N-acetyl-D-glucosamine 6-phosphate chebi_ontology 0 2-acetamido-2-deoxy-6-O-phosphono-D-glucopyranose 301.056 301.18774 BRGMHAYQAZFZDJ-RTRLPJTCSA-N C8H16NO9P CC(=O)N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1 CHEBI:15784 N-acetyl-D-glucosamine 6-phosphate PMID:17077487 Europe PMC PMID:8125098 Europe PMC PMID:8747459 Europe PMC Reaxys:2337906 Reaxys 2-acetamido-2-deoxy-D-glucopyranose 6-(dihydrogen phosphate) IUPAC N-Acetyl-D-glucosamine 6-phosphate KEGG_COMPOUND N-acetyl-D-glucosamine 6-phosphate ChEBI 0 ChEBI 2-acetamido-2-deoxy-6-O-phosphono-D-glucopyranose ChEBI 301.056 KEGG_COMPOUND 301.18774 ChEBI BRGMHAYQAZFZDJ-RTRLPJTCSA-N ChEBI C8H16NO9P KEGG_COMPOUND CC(=O)N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O ChEBI InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1 ChEBI A D-alpha-amino acid that is the D-isomer of arginine. CHEBI:12917 CHEBI:20917 CHEBI:4106 CHEBI:41855 Beilstein:1725412 CAS:157-06-2 DrugBank:DB04027 Gmelin:364938 HMDB:HMDB03416 KEGG:C00792 MetaCyc:CPD-220 PDBeChem:DAR PMID:15540275 PMID:15723827 PMID:16912865 PMID:19651461 PMID:22518022 Reaxys:1725412 D-Arginine D-arginine chebi_ontology (2R)-2-amino-5-(carbamimidamido)pentanoic acid (2R)-2-amino-5-guanidinopentanoic acid (R)-2-amino-5-guanidinopentanoic acid 0 174.112 174.20100 C6H14N4O2 D-2-Amino-5-guanidinovaleric acid D-Arginin DAR InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1 N[C@H](CCCNC(N)=N)C(O)=O ODKSFYDXXFIFQN-SCSAIBSYSA-N CHEBI:15816 D-arginine Beilstein:1725412 Beilstein CAS:157-06-2 ChemIDplus CAS:157-06-2 KEGG COMPOUND CAS:157-06-2 NIST Chemistry WebBook Gmelin:364938 Gmelin PMID:15540275 Europe PMC PMID:15723827 Europe PMC PMID:16912865 Europe PMC PMID:19651461 Europe PMC PMID:22518022 Europe PMC Reaxys:1725412 Reaxys D-Arginine KEGG_COMPOUND D-arginine IUPAC (2R)-2-amino-5-(carbamimidamido)pentanoic acid IUPAC (2R)-2-amino-5-guanidinopentanoic acid JCBN (R)-2-amino-5-guanidinopentanoic acid ChEBI 0 ChEBI 174.112 ChEBI 174.20100 ChEBI C6H14N4O2 ChEBI D-2-Amino-5-guanidinovaleric acid KEGG_COMPOUND D-Arginin ChEBI DAR PDBeChem InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1 ChEBI N[C@H](CCCNC(N)=N)C(O)=O ChEBI ODKSFYDXXFIFQN-SCSAIBSYSA-N ChEBI Fructose is a levorotatory monosaccharide and an isomer of glucose. Although fructose is a hexose (6 carbon sugar), it generally exists as a 5-member hemiketal ring (a furanose). CHEBI:12923 CHEBI:20929 CHEBI:4118 CAS:57-48-7 HMDB:HMDB00660 KEGG:C00095 MetaCyc:FRU PDBeChem:FRU PMID:22735334 D-arabino-hex-2-ulose D-fructose chebi_ontology 0 180.15588 C6H12O6 D-Fru D-arabino-Hexulose D-laevulose Fruit sugar Laevulose Levulose CHEBI:15824 D-fructose CAS:57-48-7 ChemIDplus CAS:57-48-7 KEGG COMPOUND PMID:22735334 Europe PMC D-arabino-hex-2-ulose IUPAC D-fructose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 KEGG_COMPOUND D-Fru JCBN D-arabino-Hexulose KEGG_COMPOUND D-laevulose ChEBI Fruit sugar KEGG_COMPOUND Laevulose ChEBI Levulose KEGG_COMPOUND CHEBI:13918 CHEBI:3178 CHEBI:49515 Beilstein:3587179 CAS:24959-67-9 Gmelin:14908 KEGG:C00720 KEGG:C01324 PDBeChem:BR Bromide bromide bromide(1-) chebi_ontology -1 78.918 79.90400 BROMIDE ION Br Br(-) Br- CPELXLSAUQHCOX-UHFFFAOYSA-M InChI=1S/BrH/h1H/p-1 [Br-] bromine anion CHEBI:15858 bromide Beilstein:3587179 Beilstein CAS:24959-67-9 ChemIDplus CAS:24959-67-9 KEGG COMPOUND CAS:24959-67-9 NIST Chemistry WebBook Gmelin:14908 Gmelin Bromide KEGG_COMPOUND bromide IUPAC bromide UniProt bromide(1-) IUPAC -1 ChEBI 78.918 KEGG_COMPOUND 79.90400 ChEBI BROMIDE ION PDBeChem Br KEGG_COMPOUND Br(-) IUPAC Br- KEGG_COMPOUND CPELXLSAUQHCOX-UHFFFAOYSA-M ChEBI InChI=1S/BrH/h1H/p-1 ChEBI [Br-] ChEBI bromine anion NIST_Chemistry_WebBook A fatty acid with a chain length ranging from C13 to C22. CHEBI:13655 CHEBI:14529 CHEBI:25075 CHEBI:6528 KEGG:C00638 Long-chain fatty acid chebi_ontology 0 44.998 CHO2R Higher fatty acid LCFA LCFAs OC([*])=O long-chain fatty acids CHEBI:15904 long-chain fatty acid Long-chain fatty acid KEGG_COMPOUND 0 ChEBI 44.998 ChEBI CHO2R ChEBI Higher fatty acid KEGG_COMPOUND LCFA ChEBI LCFAs ChEBI OC([*])=O ChEBI long-chain fatty acids ChEBI An organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins. CHEBI:13905 CHEBI:22882 CHEBI:22884 CHEBI:3108 CHEBI:41236 Beilstein:86838 CAS:58-85-5 COMe:MOL000144 DrugBank:DB00121 Drug_Central:373 Gmelin:1918703 HMDB:HMDB00030 KEGG:C00120 KEGG:D00029 KNApSAcK:C00000756 LINCS:LSM-3994 MetaCyc:BIOTIN PDBeChem:BTN PMID:11435506 PMID:11800048 PMID:12055344 PMID:12803839 PMID:15012185 PMID:15202718 PMID:15272000 PMID:15899401 PMID:16419467 PMID:16676358 PMID:16677798 PMID:16769720 PMID:17297119 PMID:18452485 PMID:18509457 PMID:19319844 PMID:19727438 PMID:19928962 PMID:20967359 PMID:20974274 PMID:21248194 PMID:21356565 PMID:21373679 PMID:21596550 PMID:21871906 PMID:25515858 Reaxys:86838 Wikipedia:Biotin 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid BIOTIN Biotin chebi_ontology (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid (3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid 0 244.088 244.31172 5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid C10H16N2O3S Coenzyme R D-(+)-biotin D-Biotin InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 Vitamin H YBJHBAHKTGYVGT-ZKWXMUAHSA-N [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 biotina biotine biotinum cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid vitamin B7 CHEBI:15956 biotin Beilstein:86838 Beilstein CAS:58-85-5 ChemIDplus CAS:58-85-5 KEGG COMPOUND CAS:58-85-5 NIST Chemistry WebBook Drug_Central:373 DrugCentral Gmelin:1918703 Gmelin PMID:11435506 Europe PMC PMID:11800048 Europe PMC PMID:12055344 Europe PMC PMID:12803839 Europe PMC PMID:15012185 Europe PMC PMID:15202718 Europe PMC PMID:15272000 Europe PMC PMID:15899401 Europe PMC PMID:16419467 Europe PMC PMID:16676358 Europe PMC PMID:16677798 Europe PMC PMID:16769720 Europe PMC PMID:17297119 Europe PMC PMID:18452485 Europe PMC PMID:18509457 Europe PMC PMID:19319844 Europe PMC PMID:19727438 Europe PMC PMID:19928962 Europe PMC PMID:20967359 Europe PMC PMID:20974274 Europe PMC PMID:21248194 Europe PMC PMID:21356565 Europe PMC PMID:21373679 Europe PMC PMID:21596550 Europe PMC PMID:21871906 Europe PMC PMID:25515858 Europe PMC Reaxys:86838 Reaxys 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid IUPAC BIOTIN PDBeChem Biotin KEGG_COMPOUND (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid HMDB (3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid HMDB 0 ChEBI 244.088 KEGG_COMPOUND 244.31172 ChEBI 5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid HMDB C10H16N2O3S KEGG_COMPOUND Coenzyme R KEGG_COMPOUND D-(+)-biotin NIST_Chemistry_WebBook D-Biotin KEGG_COMPOUND InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 ChEBI Vitamin H KEGG_COMPOUND YBJHBAHKTGYVGT-ZKWXMUAHSA-N ChEBI [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 ChEBI biotina ChemIDplus biotine ChemIDplus biotinum ChemIDplus cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid HMDB cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid HMDB cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid HMDB vitamin B7 NIST_Chemistry_WebBook Any mono-phosphorylated D-hexose having a chain of six carbon atoms in the molecule. CHEBI:12992 CHEBI:4196 KEGG:C02672 D-Hexose phosphate D-hexose phosphate chebi_ontology CHEBI:15965 D-hexose phosphate D-Hexose phosphate KEGG_COMPOUND D-hexose phosphate UniProt An sn-glycerol 3-phosphate having unsubstituted hydroxy groups. CHEBI:10648 CHEBI:12843 CHEBI:12848 CHEBI:26705 CHEBI:42793 Beilstein:1723975 CAS:17989-41-2 KEGG:C00093 KNApSAcK:C00007288 MetaCyc:GLYCEROL-3P PDBeChem:G3P PDBeChem:GP9 PMID:16745347 PMID:1694860 PMID:19049970 Reaxys:1723975 (2R)-2,3-dihydroxypropyl dihydrogen phosphate sn-Glycerol 3-phosphate sn-glycerol 3-(dihydrogen phosphate) chebi_ontology (R)-glycerol 1-phosphate 0 172.014 172.07372 AWUCVROLDVIAJX-GSVOUGTGSA-N C3H9O6P D-(glycerol 1-phosphate) D-Glycerol 1-phosphate Glycerol-3-phosphate Glycerophosphoric acid InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1 L-(glycerol 3-phosphate) OC[C@@H](O)COP(O)(O)=O Phosphorsaeure-mono-((R)-2,3-dihydroxy-propylester) SN-GLYCEROL-3-PHOSPHATE phosphoric acid mono-((R)-2,3-dihydroxy-propyl) ester sn-Gro-1-P CHEBI:15978 sn-glycerol 3-phosphate Beilstein:1723975 Beilstein CAS:17989-41-2 KEGG COMPOUND PMID:16745347 Europe PMC PMID:1694860 Europe PMC PMID:19049970 Europe PMC Reaxys:1723975 Reaxys (2R)-2,3-dihydroxypropyl dihydrogen phosphate IUPAC sn-Glycerol 3-phosphate KEGG_COMPOUND sn-glycerol 3-(dihydrogen phosphate) IUPAC (R)-glycerol 1-phosphate ChEBI 0 ChEBI 172.014 KEGG_COMPOUND 172.07372 ChEBI AWUCVROLDVIAJX-GSVOUGTGSA-N ChEBI C3H9O6P KEGG_COMPOUND D-(glycerol 1-phosphate) CBN D-Glycerol 1-phosphate KEGG_COMPOUND Glycerol-3-phosphate KEGG_COMPOUND Glycerophosphoric acid KEGG_COMPOUND InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1 ChEBI L-(glycerol 3-phosphate) CBN OC[C@@H](O)COP(O)(O)=O ChEBI Phosphorsaeure-mono-((R)-2,3-dihydroxy-propylester) ChEBI SN-GLYCEROL-3-PHOSPHATE PDBeChem phosphoric acid mono-((R)-2,3-dihydroxy-propyl) ester ChEBI sn-Gro-1-P KEGG_COMPOUND An N-acyl-D-glucosamine phosphate having the phosphate group placed at the 6-position. CHEBI:12477 CHEBI:21636 CHEBI:7227 KEGG:C04136 N-Acyl-D-glucosamine 6-phosphate chebi_ontology 0 286.033 286.15320 C7H13NO9PR N-acyl-D-glucosamine 6-phosphates O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1NC([*])=O CHEBI:15993 N-acyl-D-glucosamine 6-phosphate N-Acyl-D-glucosamine 6-phosphate KEGG_COMPOUND 0 ChEBI 286.033 ChEBI 286.15320 ChEBI C7H13NO9PR ChEBI N-acyl-D-glucosamine 6-phosphates ChEBI O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1NC([*])=O ChEBI CHEBI:13342 CHEBI:24451 CHEBI:42934 CHEBI:5234 Beilstein:1201437 Beilstein:74004 CAS:86-01-1 DrugBank:DB04137 KEGG:C00044 KNApSAcK:C00007223 PDBeChem:GTP GTP guanosine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 5'-GTP 522.991 523.18062 C10H16N5O14P3 GUANOSINE-5'-TRIPHOSPHATE Guanosine 5'-triphosphate H4gtp InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XKMLYUALXHKNFT-UUOKFMHZSA-N guanosine 5'-triphosphoric acid guanosine triphosphate CHEBI:15996 GTP Beilstein:1201437 ChemIDplus Beilstein:74004 Beilstein CAS:86-01-1 ChemIDplus CAS:86-01-1 KEGG COMPOUND GTP KEGG_COMPOUND guanosine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 5'-GTP ChemIDplus 522.991 KEGG_COMPOUND 523.18062 ChEBI C10H16N5O14P3 KEGG_COMPOUND GUANOSINE-5'-TRIPHOSPHATE PDBeChem Guanosine 5'-triphosphate KEGG_COMPOUND H4gtp ChEBI InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 ChEBI Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI XKMLYUALXHKNFT-UUOKFMHZSA-N ChEBI guanosine 5'-triphosphoric acid ChemIDplus guanosine triphosphate ChemIDplus The D-enantiomer of glucaric acid. CHEBI:20982 CHEBI:4155 Beilstein:1728113 CAS:87-73-0 Gmelin:604332 HMDB:HMDB29881 KEGG:C00818 MetaCyc:D-GLUCARATE PMID:18384797 PMID:21269605 PMID:24333274 Reaxys:1728113 Wikipedia:Saccharic_acid (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid D-Glucaric acid D-glucaric acid chebi_ontology 0 210.038 210.13880 C6H10O8 D-(+)-saccharic acid D-Glucosaccharic acid D-Saccharic acid DSLZVSRJTYRBFB-LLEIAEIESA-N Glucaric acid InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1 L-Gularic acid O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O saccharic acid CHEBI:16002 D-glucaric acid Beilstein:1728113 Beilstein CAS:87-73-0 ChemIDplus CAS:87-73-0 KEGG COMPOUND CAS:87-73-0 NIST Chemistry WebBook Gmelin:604332 Gmelin PMID:18384797 Europe PMC PMID:21269605 Europe PMC PMID:24333274 Europe PMC Reaxys:1728113 Reaxys (2R,3S,4S,5S)-2,3,4,5-tetrahydroxyhexanedioic acid IUPAC D-Glucaric acid KEGG_COMPOUND D-glucaric acid ChEBI D-glucaric acid IUPAC 0 ChEBI 210.038 KEGG_COMPOUND 210.13880 ChEBI C6H10O8 KEGG_COMPOUND D-(+)-saccharic acid HMDB D-Glucosaccharic acid KEGG_COMPOUND D-Saccharic acid KEGG_COMPOUND DSLZVSRJTYRBFB-LLEIAEIESA-N ChEBI Glucaric acid KEGG_COMPOUND InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1 ChEBI L-Gularic acid KEGG_COMPOUND O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O ChEBI saccharic acid NIST_Chemistry_WebBook An optically active form of lactate having (R)-configuration. CHEBI:11001 CHEBI:18684 Beilstein:4655978 Gmelin:362716 KEGG:C00256 MetaCyc:D-LACTATE Reaxys:4655978 (2R)-2-hydroxypropanoate (R)-lactate chebi_ontology -1 89.024 89.07000 C3H5O3 C[C@@H](O)C([O-])=O D-2-hydroxypropanoate D-2-hydroxypropionate D-lactate InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m1/s1 JVTAAEKCZFNVCJ-UWTATZPHSA-M CHEBI:16004 (R)-lactate Beilstein:4655978 Beilstein Gmelin:362716 Gmelin KEGG:C00256 ChEBI Reaxys:4655978 Reaxys (2R)-2-hydroxypropanoate IUPAC (R)-lactate UniProt -1 ChEBI 89.024 ChEBI 89.07000 ChEBI C3H5O3 ChEBI C[C@@H](O)C([O-])=O ChEBI D-2-hydroxypropanoate ChEBI D-2-hydroxypropionate ChEBI D-lactate ChEBI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m1/s1 ChEBI JVTAAEKCZFNVCJ-UWTATZPHSA-M ChEBI A ketotriose consisting of acetone bearing hydroxy substituents at positions 1 and 3. The simplest member of the class of ketoses and the parent of the class of glycerones. CHEBI:14340 CHEBI:24354 CHEBI:39809 CHEBI:5453 Beilstein:1740268 CAS:96-26-4 DrugBank:DB01775 HMDB:HMDB01882 KEGG:C00184 KEGG:D07841 MetaCyc:DIHYDROXYACETONE PDBeChem:2HA PMID:20936361 PMID:21549029 PMID:21598406 PMID:23543734 PMID:23554234 PMID:23748086 PMID:24209782 Reaxys:1740268 Wikipedia:Dihydroxyacetone 1,3-dihydroxypropan-2-one DIHYDROXYACETONE Dihydroxyacetone dihydroxyacetone chebi_ontology 0 1,3-Dihydroxy-2-propanone 1,3-Dihydroxyacetone 1,3-Dihydroxydimethyl ketone 1,3-Dihydroxypropan-2-one 1,3-Dihydroxypropanone 1,3-propanediol-2-one 90.032 90.078 Bis(hydroxymethyl) ketone C(CO)(CO)=O C3H6O3 DHA Glycerone InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2 RXKJFZQQPQGTFL-UHFFFAOYSA-N alpha,alpha'-dihydroxyacetone CHEBI:16016 dihydroxyacetone Beilstein:1740268 Beilstein CAS:96-26-4 ChemIDplus CAS:96-26-4 KEGG COMPOUND CAS:96-26-4 NIST Chemistry WebBook PMID:20936361 Europe PMC PMID:21549029 Europe PMC PMID:21598406 Europe PMC PMID:23543734 Europe PMC PMID:23554234 Europe PMC PMID:23748086 Europe PMC PMID:24209782 Europe PMC Reaxys:1740268 Reaxys 1,3-dihydroxypropan-2-one IUPAC DIHYDROXYACETONE PDBeChem Dihydroxyacetone KEGG_COMPOUND dihydroxyacetone UniProt 0 ChEBI 1,3-Dihydroxy-2-propanone KEGG_COMPOUND 1,3-Dihydroxyacetone KEGG_COMPOUND 1,3-Dihydroxydimethyl ketone ChemIDplus 1,3-Dihydroxypropan-2-one KEGG_COMPOUND 1,3-Dihydroxypropanone ChemIDplus 1,3-propanediol-2-one ChEBI 90.032 ChEBI 90.078 ChEBI Bis(hydroxymethyl) ketone HMDB C(CO)(CO)=O ChEBI C3H6O3 ChEBI DHA ChEBI Glycerone KEGG_COMPOUND InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2 ChEBI RXKJFZQQPQGTFL-UHFFFAOYSA-N ChEBI alpha,alpha'-dihydroxyacetone HMDB A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase. CHEBI:12056 CHEBI:13234 CHEBI:13235 CHEBI:13736 CHEBI:13740 CHEBI:22242 CHEBI:22245 CHEBI:2356 CHEBI:40510 CHEBI:40726 CHEBI:40786 CHEBI:40826 CHEBI:47222 Beilstein:54612 CAS:61-19-8 COMe:MOL000174 DrugBank:DB00131 Drug_Central:92 Gmelin:38561 HMDB:HMDB00045 KEGG:C00020 KEGG:D02769 KNApSAcK:C00019347 LINCS:LSM-5914 MetaCyc:AMP PDBeChem:AMP PMID:11307758 PMID:12020809 PMID:12181610 PMID:15148540 PMID:15946677 PMID:16091942 PMID:16250233 PMID:16295522 PMID:17439666 PMID:22215671 PMID:22624049 PMID:2559771 Reaxys:54612 Wikipedia:Adenylic_acid 5'-adenylic acid AMP chebi_ontology 0 347.063 347.22120 5'-AMP 5'-Adenosine monophosphate 5'-Adenylic acid 5'-O-phosphonoadenosine ADENOSINE MONOPHOSPHATE Adenosine 5'-monophosphate Adenosine 5'-phosphate Adenosine-5'-monophosphoric acid Adenylate Adenylic acid Ado5'P C10H14N5O7P InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O PAdo UDMBCSSLTHHNCD-KQYNXXCUSA-N adenosine 5'-(dihydrogen phosphate) adenosine phosphate adenosine-5'P adenosini phosphas fosfato de adenosina pA phosphate d'adenosine CHEBI:16027 AMP Beilstein:54612 Beilstein CAS:61-19-8 ChemIDplus CAS:61-19-8 KEGG COMPOUND Drug_Central:92 DrugCentral Gmelin:38561 Gmelin PMID:11307758 Europe PMC PMID:12020809 Europe PMC PMID:12181610 Europe PMC PMID:15148540 Europe PMC PMID:15946677 Europe PMC PMID:16091942 Europe PMC PMID:16250233 Europe PMC PMID:16295522 Europe PMC PMID:17439666 Europe PMC PMID:22215671 Europe PMC PMID:22624049 Europe PMC PMID:2559771 Europe PMC Reaxys:54612 Reaxys 5'-adenylic acid IUPAC AMP KEGG_COMPOUND 0 ChEBI 347.063 KEGG_COMPOUND 347.22120 ChEBI 5'-AMP KEGG_COMPOUND 5'-Adenosine monophosphate KEGG_COMPOUND 5'-Adenylic acid KEGG_COMPOUND 5'-O-phosphonoadenosine CBN ADENOSINE MONOPHOSPHATE PDBeChem Adenosine 5'-monophosphate KEGG_COMPOUND Adenosine 5'-phosphate KEGG_COMPOUND Adenosine-5'-monophosphoric acid HMDB Adenylate KEGG_COMPOUND Adenylic acid KEGG_COMPOUND Ado5'P CBN C10H14N5O7P KEGG_COMPOUND InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI PAdo CBN UDMBCSSLTHHNCD-KQYNXXCUSA-N ChEBI adenosine 5'-(dihydrogen phosphate) CBN adenosine phosphate ChemIDplus adenosine phosphate WHO_MedNet adenosine-5'P CBN adenosini phosphas WHO_MedNet fosfato de adenosina WHO_MedNet pA ChEBI phosphate d'adenosine WHO_MedNet An aminopyrimidine that is pyrimidin-2-one having the amino group located at position 4. CHEBI:14066 CHEBI:23531 CHEBI:4072 CHEBI:41732 Beilstein:2637 CAS:71-30-7 Gmelin:82472 HMDB:HMDB00630 KEGG:C00380 KNApSAcK:C00001498 MetaCyc:CYTOSINE PDBeChem:CYT PMID:14253484 PMID:22770225 PMID:7877593 Reaxys:2637 Wikipedia:Cytosine 4-aminopyrimidin-2(1H)-one Cytosine cytosine chebi_ontology 0 111.043 111.10212 4-amino-2(1H)-pyrimidinone 4-amino-2-hydroxypyrimidine C C4H5N3O Cyt Cytosin InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8) Nc1cc[nH]c(=O)n1 OPTASPLRGRRNAP-UHFFFAOYSA-N Zytosin CHEBI:16040 cytosine Beilstein:2637 Beilstein CAS:71-30-7 ChemIDplus CAS:71-30-7 KEGG COMPOUND CAS:71-30-7 NIST Chemistry WebBook Gmelin:82472 Gmelin PMID:14253484 Europe PMC PMID:22770225 Europe PMC PMID:7877593 Europe PMC Reaxys:2637 Reaxys 4-aminopyrimidin-2(1H)-one IUPAC Cytosine KEGG_COMPOUND cytosine UniProt 0 ChEBI 111.043 KEGG_COMPOUND 111.10212 ChEBI 4-amino-2(1H)-pyrimidinone NIST_Chemistry_WebBook 4-amino-2-hydroxypyrimidine NIST_Chemistry_WebBook C ChEBI C4H5N3O KEGG_COMPOUND Cyt CBN Cytosin ChEBI InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8) ChEBI Nc1cc[nH]c(=O)n1 ChEBI OPTASPLRGRRNAP-UHFFFAOYSA-N ChEBI Zytosin ChEBI A monoatomic monoanion resulting from the addition of an electron to any halogen atom. CHEBI:14384 CHEBI:5605 KEGG:C00462 halide ions chebi_ontology -1 0.0 HX Halide X [*-] a halide anion halide anions halide(1-) halides halogen anion CHEBI:16042 halide anion halide ions IUPAC -1 ChEBI 0.0 ChEBI 0.0 ChEBI HX KEGG_COMPOUND Halide KEGG_COMPOUND X KEGG_COMPOUND [*-] ChEBI a halide anion UniProt halide anions ChEBI halide(1-) ChEBI halides ChEBI halogen anion ChEBI CHEBI:12479 CHEBI:12583 CHEBI:21641 CHEBI:57625 CHEBI:7229 KEGG:C00625 N-Acyl-D-mannosamine chebi_ontology 0 206.066 206.17330 C7H12NO6R OC[C@H](O)[C@H](O)[C@@H](O)[C@@H](NC([*])=O)C=O an N-acyl-D-mannosamine CHEBI:16062 N-acyl-D-mannosamine N-Acyl-D-mannosamine KEGG_COMPOUND 0 ChEBI 206.066 ChEBI 206.17330 ChEBI C7H12NO6R ChEBI OC[C@H](O)[C@H](O)[C@@H](O)[C@@H](NC([*])=O)C=O ChEBI an N-acyl-D-mannosamine UniProt A cyclic dicarboximide in which the two carboacyl groups on nitrogen together with the nitogen itself form a 1H-pyrrole-2,5-dione structure. CHEBI:14560 CHEBI:6654 CAS:541-59-3 KEGG:C07272 MetaCyc:MALEIMIDE PMID:11961142 Reaxys:106910 Wikipedia:Maleimide 1H-pyrrole-2,5-dione Maleimide chebi_ontology 0 2,5-Pyrroledione 97.016 97.07210 C4H3NO2 InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) Maleic imide O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N CHEBI:16072 maleimide CAS:541-59-3 ChemIDplus CAS:541-59-3 KEGG COMPOUND CAS:541-59-3 NIST Chemistry WebBook PMID:11961142 Europe PMC Reaxys:106910 Reaxys 1H-pyrrole-2,5-dione IUPAC Maleimide KEGG_COMPOUND 0 ChEBI 2,5-Pyrroledione KEGG_COMPOUND 97.016 ChEBI 97.07210 ChEBI C4H3NO2 ChEBI InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) ChEBI Maleic imide ChemIDplus O=C1NC(=O)C=C1 ChEBI PEEHTFAAVSWFBL-UHFFFAOYSA-N ChEBI A gamma-amino acid comprising 4-aminobutyric acid having a 2-hydroxy substituent. CHEBI:1780 CHEBI:20311 Beilstein:1721708 Beilstein:1752568 CAS:352-21-6 Drug_Central:1263 KEGG:C03678 KEGG:D00174 4-amino-3-hydroxybutanoic acid gamma-Amino-beta-hydroxybutyric acid gamma-amino-beta-hydroxybutyric acid chebi_ontology 0 119.058 119.11920 3-hydroxy-GABA 4-Amino-3-hydroxybutanoic acid 4-amino-3-hydroxybutyric acid C4H9NO3 GABOB InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8) NCC(O)CC(O)=O YQGDEPYYFWUPGO-UHFFFAOYSA-N CHEBI:16080 gamma-amino-beta-hydroxybutyric acid Beilstein:1721708 Beilstein Beilstein:1752568 Beilstein CAS:352-21-6 ChemIDplus CAS:352-21-6 KEGG COMPOUND Drug_Central:1263 DrugCentral 4-amino-3-hydroxybutanoic acid IUPAC gamma-Amino-beta-hydroxybutyric acid KEGG_COMPOUND gamma-amino-beta-hydroxybutyric acid UniProt 0 ChEBI 119.058 KEGG_COMPOUND 119.11920 ChEBI 3-hydroxy-GABA ChemIDplus 4-Amino-3-hydroxybutanoic acid KEGG_COMPOUND 4-amino-3-hydroxybutyric acid ChemIDplus C4H9NO3 KEGG_COMPOUND GABOB KEGG_COMPOUND InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8) ChEBI NCC(O)CC(O)=O ChEBI YQGDEPYYFWUPGO-UHFFFAOYSA-N ChEBI A divalent inorganic anion obtained by removal of both protons from thiosulfuric acid. CHEBI:15242 CHEBI:45922 CHEBI:9569 CAS:14383-50-7 Gmelin:2031 PDBeChem:THJ sulfurothioate thiosulfate trioxidosulfidosulfate(2-) chebi_ontology -2 111.929 112.13020 DHCDFWKWKRSZHF-UHFFFAOYSA-L Hyposulfite InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 O3S2 S2O3 S2O3(2-) TETRATHIONATE Thiosulfate [O-]S([S-])(=O)=O [SO3S](2-) thiosulfate ion(2-) thiosulphate trioxido-1kappa(3)O-disulfate(S--S)(2-) CHEBI:16094 thiosulfate(2-) CAS:14383-50-7 ChemIDplus Gmelin:2031 Gmelin sulfurothioate IUPAC thiosulfate IUPAC trioxidosulfidosulfate(2-) IUPAC -2 ChEBI 111.929 ChEBI 112.13020 ChEBI DHCDFWKWKRSZHF-UHFFFAOYSA-L ChEBI Hyposulfite KEGG_COMPOUND InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 ChEBI O3S2 ChEBI S2O3 ChEBI S2O3(2-) IUPAC TETRATHIONATE PDBeChem Thiosulfate KEGG_COMPOUND [O-]S([S-])(=O)=O ChEBI [SO3S](2-) IUPAC thiosulfate ion(2-) ChemIDplus thiosulphate ChemIDplus trioxido-1kappa(3)O-disulfate(S--S)(2-) IUPAC An azane that consists of a single nitrogen atom covelently bonded to three hydrogen atoms. CHEBI:13405 CHEBI:13406 CHEBI:13407 CHEBI:13771 CHEBI:22533 CHEBI:44269 CHEBI:44284 CHEBI:44404 CHEBI:7434 Beilstein:3587154 CAS:7664-41-7 Drug_Central:4625 Gmelin:79 HMDB:HMDB00051 KEGG:C00014 KEGG:D02916 KNApSAcK:C00007267 MetaCyc:AMMONIA MolBase:930 PDBeChem:NH3 PMID:110589 PMID:11139349 PMID:11540049 PMID:11746427 PMID:11783653 PMID:13753780 PMID:14663195 PMID:15092448 PMID:15094021 PMID:15554424 PMID:15969015 PMID:16008360 PMID:16050680 PMID:16348008 PMID:16349403 PMID:16614889 PMID:16664306 PMID:16842901 PMID:17025297 PMID:17439666 PMID:17569513 PMID:17737668 PMID:18670398 PMID:22002069 PMID:22081570 PMID:22088435 PMID:22100291 PMID:22130175 PMID:22150211 PMID:22240068 PMID:22290316 PMID:22342082 PMID:22385337 PMID:22443779 PMID:22560242 Reaxys:3587154 Wikipedia:Ammonia AMMONIA Ammonia ammonia azane chebi_ontology 0 17.027 17.03056 Ammoniak H3N InChI=1S/H3N/h1H3 NH3 QGZKDVFQNNGYKY-UHFFFAOYSA-N R-717 [H]N([H])[H] [NH3] ammoniac amoniaco spirit of hartshorn CHEBI:16134 ammonia Beilstein:3587154 Beilstein CAS:7664-41-7 ChemIDplus CAS:7664-41-7 KEGG COMPOUND CAS:7664-41-7 NIST Chemistry WebBook Drug_Central:4625 DrugCentral Gmelin:79 Gmelin PMID:110589 Europe PMC PMID:11139349 Europe PMC PMID:11540049 Europe PMC PMID:11746427 Europe PMC PMID:11783653 Europe PMC PMID:13753780 Europe PMC PMID:14663195 Europe PMC PMID:15092448 Europe PMC PMID:15094021 Europe PMC PMID:15554424 Europe PMC PMID:15969015 Europe PMC PMID:16008360 Europe PMC PMID:16050680 Europe PMC PMID:16348008 Europe PMC PMID:16349403 Europe PMC PMID:16614889 Europe PMC PMID:16664306 Europe PMC PMID:16842901 Europe PMC PMID:17025297 Europe PMC PMID:17439666 Europe PMC PMID:17569513 Europe PMC PMID:17737668 Europe PMC PMID:18670398 Europe PMC PMID:22002069 Europe PMC PMID:22081570 Europe PMC PMID:22088435 Europe PMC PMID:22100291 Europe PMC PMID:22130175 Europe PMC PMID:22150211 Europe PMC PMID:22240068 Europe PMC PMID:22290316 Europe PMC PMID:22342082 Europe PMC PMID:22385337 Europe PMC PMID:22443779 Europe PMC PMID:22560242 Europe PMC Reaxys:3587154 Reaxys AMMONIA PDBeChem Ammonia KEGG_COMPOUND ammonia IUPAC azane IUPAC 0 ChEBI 17.027 KEGG_COMPOUND 17.03056 ChEBI Ammoniak ChemIDplus H3N KEGG_COMPOUND InChI=1S/H3N/h1H3 ChEBI NH3 IUPAC NH3 KEGG_COMPOUND NH3 UniProt QGZKDVFQNNGYKY-UHFFFAOYSA-N ChEBI R-717 ChEBI [H]N([H])[H] ChEBI [NH3] MolBase ammoniac ChEBI amoniaco ChEBI spirit of hartshorn ChemIDplus A sulfur hydride consisting of s single sulfur atom bonded to two hydrogen atoms. A highly poisonous, flammable gas with a characteristic odour of rotten eggs, it is often produced by bacterial decomposition of organic matter in the absence of oxygen. CHEBI:13356 CHEBI:14414 CHEBI:24639 CHEBI:43058 CHEBI:45489 CHEBI:5787 Beilstein:3535004 CAS:7783-06-4 Drug_Central:4260 Gmelin:303 KEGG:C00283 KNApSAcK:C00007266 MolBase:1709 PDBeChem:H2S PMID:11788560 PMID:14654297 PMID:15003943 PMID:15607739 PMID:16446402 PMID:18098324 PMID:18524810 PMID:18948540 PMID:19695225 PMID:22004989 PMID:22378060 PMID:22448627 PMID:22473176 PMID:22486842 PMID:22520971 PMID:22787557 UM-BBD_compID:c0239 Wikipedia:Hydrogen_sulfide Hydrogen sulfide dihydridosulfur dihydrogen(sulfide) hydrogen sulfide sulfane chebi_ontology 0 33.988 34.08188 H2S HYDROSULFURIC ACID Hydrogen-sulfide InChI=1S/H2S/h1H2 RWSOTUBLDIXVET-UHFFFAOYSA-N Schwefelwasserstoff Sulfide [H]S[H] [SH2] acide sulfhydrique dihydrogen monosulfide dihydrogen sulfide hydrogen monosulfide hydrogen sulphide hydrogene sulfure sulfure d'hydrogene CHEBI:16136 hydrogen sulfide Beilstein:3535004 Beilstein CAS:7783-06-4 ChemIDplus CAS:7783-06-4 KEGG COMPOUND CAS:7783-06-4 NIST Chemistry WebBook Drug_Central:4260 DrugCentral Gmelin:303 Gmelin PMID:11788560 Europe PMC PMID:14654297 Europe PMC PMID:15003943 Europe PMC PMID:15607739 Europe PMC PMID:16446402 Europe PMC PMID:18098324 Europe PMC PMID:18524810 Europe PMC PMID:18948540 Europe PMC PMID:19695225 Europe PMC PMID:22004989 Europe PMC PMID:22378060 Europe PMC PMID:22448627 Europe PMC PMID:22473176 Europe PMC PMID:22486842 Europe PMC PMID:22520971 Europe PMC PMID:22787557 Europe PMC UM-BBD_compID:c0239 ChEBI Hydrogen sulfide KEGG_COMPOUND dihydridosulfur IUPAC dihydrogen(sulfide) IUPAC hydrogen sulfide IUPAC sulfane IUPAC 0 ChEBI 33.988 KEGG_COMPOUND 34.08188 ChEBI H2S IUPAC H2S KEGG_COMPOUND H2S KEGG_COMPOUND HYDROSULFURIC ACID PDBeChem Hydrogen-sulfide KEGG_COMPOUND InChI=1S/H2S/h1H2 ChEBI RWSOTUBLDIXVET-UHFFFAOYSA-N ChEBI Schwefelwasserstoff ChemIDplus Sulfide KEGG_COMPOUND [H]S[H] ChEBI [SH2] MolBase acide sulfhydrique ChemIDplus dihydrogen monosulfide NIST_Chemistry_WebBook dihydrogen sulfide NIST_Chemistry_WebBook hydrogen monosulfide NIST_Chemistry_WebBook hydrogen sulphide ChemIDplus hydrogene sulfure ChemIDplus sulfure d'hydrogene ChEBI The simplest member of the class of benzoates that is the conjugate base of benzoic acid, comprising a benzoic acid core with a proton missing to give a charge of -1. CHEBI:13879 CHEBI:22717 Beilstein:1862486 CAS:766-76-7 Gmelin:2945 HMDB:HMDB01870 KEGG:C00180 MetaCyc:BENZOATE Reaxys:1862486 UM-BBD_compID:c0121 benzoate chebi_ontology -1 121.029 121.11340 Benzenecarboxylate Benzeneformate Benzenemethanoate C7H5O2 InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)/p-1 Phenylcarboxylate Phenylformate WPYMKLBDIGXBTP-UHFFFAOYSA-M [O-]C(=O)c1ccccc1 benzoate anion benzoic acid, ion(1-) CHEBI:16150 benzoate Beilstein:1862486 Beilstein CAS:766-76-7 ChemIDplus CAS:766-76-7 NIST Chemistry WebBook Gmelin:2945 Gmelin KEGG:C00180 ChEBI Reaxys:1862486 Reaxys UM-BBD_compID:c0121 ChEBI benzoate IUPAC benzoate UniProt -1 ChEBI 121.029 ChEBI 121.11340 ChEBI Benzenecarboxylate HMDB Benzeneformate HMDB Benzenemethanoate HMDB C7H5O2 ChEBI InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)/p-1 ChEBI Phenylcarboxylate HMDB Phenylformate HMDB WPYMKLBDIGXBTP-UHFFFAOYSA-M ChEBI [O-]C(=O)c1ccccc1 ChEBI benzoate anion NIST_Chemistry_WebBook benzoic acid, ion(1-) ChemIDplus An N-acyl-amino acid in which amino acid specified is glycine. CHEBI:12484 CHEBI:21660 CHEBI:7238 KEGG:C02055 MetaCyc:CPD-426 N-Acylglycine chebi_ontology 0 102.019 102.06880 C3H4NO3R OC(=O)CNC([*])=O CHEBI:16180 N-acylglycine N-Acylglycine KEGG_COMPOUND 0 ChEBI 102.019 ChEBI 102.06880 ChEBI C3H4NO3R ChEBI OC(=O)CNC([*])=O ChEBI A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC). CHEBI:14585 CHEBI:25220 CHEBI:6811 Beilstein:1718732 CAS:74-82-8 Gmelin:59 HMDB:HMDB02714 KEGG:C01438 MetaCyc:CH4 PDBeChem:CH3 PMID:17791569 PMID:23104415 PMID:23353606 PMID:23376302 PMID:23397538 PMID:23718889 PMID:23739479 PMID:23742231 PMID:23756351 PMID:24132456 PMID:24161402 PMID:24259373 Patent:FR994032 Patent:US2583090 Reaxys:1718732 UM-BBD_compID:c0095 Wikipedia:Methane Methane methane tetrahydridocarbon chebi_ontology 0 16.031 16.04246 CH4 InChI=1S/CH4/h1H4 Methan VNWKTOKETHGBQD-UHFFFAOYSA-N [H]C([H])([H])[H] marsh gas metano methyl hydride CHEBI:16183 methane Beilstein:1718732 ChemIDplus CAS:74-82-8 ChemIDplus CAS:74-82-8 KEGG COMPOUND CAS:74-82-8 NIST Chemistry WebBook Gmelin:59 Gmelin PMID:17791569 Europe PMC PMID:23104415 Europe PMC PMID:23353606 Europe PMC PMID:23376302 Europe PMC PMID:23397538 Europe PMC PMID:23718889 Europe PMC PMID:23739479 Europe PMC PMID:23742231 Europe PMC PMID:23756351 Europe PMC PMID:24132456 Europe PMC PMID:24161402 Europe PMC PMID:24259373 Europe PMC Reaxys:1718732 Reaxys UM-BBD_compID:c0095 UM-BBD Methane KEGG_COMPOUND methane ChEBI methane IUPAC methane UniProt tetrahydridocarbon IUPAC 0 ChEBI 16.031 KEGG_COMPOUND 16.04246 ChEBI CH4 IUPAC CH4 KEGG_COMPOUND InChI=1S/CH4/h1H4 ChEBI Methan ChEBI VNWKTOKETHGBQD-UHFFFAOYSA-N ChEBI [H]C([H])([H])[H] ChEBI marsh gas NIST_Chemistry_WebBook metano ChEBI methyl hydride ChemIDplus A sulfur oxoanion obtained by deprotonation of both OH groups of sulfuric acid. CHEBI:15135 CHEBI:45687 CHEBI:9335 Beilstein:3648446 CAS:14808-79-8 Gmelin:2120 HMDB:HMDB01448 KEGG:C00059 KEGG:D05963 MetaCyc:SULFATE PDBeChem:SO4 PMID:11200094 PMID:11452993 PMID:11581495 PMID:11798107 PMID:12166931 PMID:12668033 PMID:14597181 PMID:15093386 PMID:15984785 PMID:16186560 PMID:16345535 PMID:16347366 PMID:16348007 PMID:16483812 PMID:16534979 PMID:16656509 PMID:16742508 PMID:16742518 PMID:17120760 PMID:17420092 PMID:17439666 PMID:17709180 PMID:18398178 PMID:18815700 PMID:18846414 PMID:19047345 PMID:19244483 PMID:19544990 PMID:19628332 PMID:19812358 Reaxys:3648446 Wikipedia:Sulfate Sulfate sulfate tetraoxidosulfate(2-) tetraoxosulfate(2-) tetraoxosulfate(VI) chebi_ontology -2 95.952 96.06360 InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 O4S QAOWNCQODCNURD-UHFFFAOYSA-L SO4(2-) SULFATE ION Sulfate anion(2-) Sulfate dianion Sulfate(2-) Sulfuric acid ion(2-) [O-]S([O-])(=O)=O [SO4](2-) sulphate sulphate ion CHEBI:16189 sulfate Beilstein:3648446 Beilstein CAS:14808-79-8 ChemIDplus CAS:14808-79-8 NIST Chemistry WebBook Gmelin:2120 Gmelin PMID:11200094 Europe PMC PMID:11452993 Europe PMC PMID:11581495 Europe PMC PMID:11798107 Europe PMC PMID:12166931 Europe PMC PMID:12668033 Europe PMC PMID:14597181 Europe PMC PMID:15093386 Europe PMC PMID:15984785 Europe PMC PMID:16186560 Europe PMC PMID:16345535 Europe PMC PMID:16347366 Europe PMC PMID:16348007 Europe PMC PMID:16483812 Europe PMC PMID:16534979 Europe PMC PMID:16656509 Europe PMC PMID:16742508 Europe PMC PMID:16742518 Europe PMC PMID:17120760 Europe PMC PMID:17420092 Europe PMC PMID:17439666 Europe PMC PMID:17709180 Europe PMC PMID:18398178 Europe PMC PMID:18815700 Europe PMC PMID:18846414 Europe PMC PMID:19047345 Europe PMC PMID:19244483 Europe PMC PMID:19544990 Europe PMC PMID:19628332 Europe PMC PMID:19812358 Europe PMC Reaxys:3648446 Reaxys Sulfate KEGG_COMPOUND sulfate IUPAC sulfate UniProt tetraoxidosulfate(2-) IUPAC tetraoxosulfate(2-) IUPAC tetraoxosulfate(VI) IUPAC -2 ChEBI 95.952 ChEBI 96.06360 ChEBI InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)/p-2 ChEBI O4S ChEBI QAOWNCQODCNURD-UHFFFAOYSA-L ChEBI SO4(2-) IUPAC SULFATE ION PDBeChem Sulfate anion(2-) HMDB Sulfate dianion HMDB Sulfate(2-) HMDB Sulfuric acid ion(2-) HMDB [O-]S([O-])(=O)=O ChEBI [SO4](2-) IUPAC sulphate ChEBI sulphate ion ChEBI A carbonyl group with two C-bound amine groups. CHEBI:15292 CHEBI:27218 CHEBI:46379 CHEBI:9888 Beilstein:635724 CAS:57-13-6 DrugBank:DB03904 Drug_Central:4264 ECMDB:ECMDB04172 Gmelin:1378 HMDB:HMDB00294 KEGG:C00086 KEGG:D00023 KNApSAcK:C00007314 MetaCyc:UREA PDBeChem:URE PMID:18037357 PMID:22770225 Reaxys:635724 UM-BBD_compID:c0165 Wikipedia:Urea YMDB:YMDB00003 UREA Urea urea chebi_ontology 0 60.032 60.05534 CH4N2O Carbamide E927b H2NC(O)NH2 Harnstoff InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) Karbamid NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N carbamide carbonyldiamide ur uree CHEBI:16199 urea Beilstein:635724 Beilstein CAS:57-13-6 ChemIDplus CAS:57-13-6 KEGG COMPOUND CAS:57-13-6 NIST Chemistry WebBook Drug_Central:4264 DrugCentral Gmelin:1378 Gmelin PMID:18037357 Europe PMC PMID:22770225 Europe PMC Reaxys:635724 Reaxys UM-BBD_compID:c0165 UM-BBD UREA PDBeChem Urea KEGG_COMPOUND urea IUPAC urea UniProt 0 ChEBI 60.032 KEGG_COMPOUND 60.05534 ChEBI CH4N2O KEGG_COMPOUND Carbamide KEGG_COMPOUND E927b ChEBI H2NC(O)NH2 ChEBI Harnstoff NIST_Chemistry_WebBook InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) ChEBI Karbamid ChEBI NC(N)=O ChEBI XSQUKJJJFZCRTK-UHFFFAOYSA-N ChEBI carbamide ChEBI carbonyldiamide NIST_Chemistry_WebBook ur IUPAC uree ChEBI A divalent inorganic anion obtained by removal of both protons from phosphonic acid CHEBI:14820 CHEBI:39856 CHEBI:8154 Gmelin:1618 KEGG:C06701 MetaCyc:PHOSPHONATE PDBeChem:2PO hydridotrioxidophosphate(2-) hydridotrioxophosphate(2-) chebi_ontology -2 79.966 79.97990 ABLZXFCXXLZCGV-UHFFFAOYSA-L HO3P InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-2 PHO3(2-) PHOSPHONATE Phosphonate [H]P([O-])([O-])=O [PHO3](2-) phosphonate CHEBI:16215 phosphonate(2-) Gmelin:1618 Gmelin hydridotrioxidophosphate(2-) IUPAC hydridotrioxophosphate(2-) IUPAC -2 ChEBI 79.966 ChEBI 79.97990 ChEBI ABLZXFCXXLZCGV-UHFFFAOYSA-L ChEBI HO3P ChEBI InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-2 ChEBI PHO3(2-) IUPAC PHOSPHONATE PDBeChem Phosphonate KEGG_COMPOUND [H]P([O-])([O-])=O ChEBI [PHO3](2-) IUPAC phosphonate IUPAC phosphonate UniProt An optically active glycerol 1-phosphate having (S)-configuration. CHEBI:12844 CHEBI:26702 CHEBI:26703 CHEBI:39668 CHEBI:5450 Beilstein:1723976 CAS:5746-57-6 KEGG:C00623 MetaCyc:SN-GLYCEROL-1-PHOSPHATE PDBeChem:1GP PMID:15066037 PMID:16428851 PMID:8586635 Reaxys:1723976 (2S)-2,3-dihydroxypropyl dihydrogen phosphate sn-Glycerol 1-phosphate sn-glycerol 1-(dihydrogen phosphate) chebi_ontology 0 172.014 172.07372 AWUCVROLDVIAJX-VKHMYHEASA-N C3H9O6P D-(glycerol 3-phosphate) InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1 L-(glycerol 1-phosphate) L-Glycerol 1-phosphate OC[C@H](O)COP(O)(O)=O SN-GLYCEROL-1-PHOSPHATE sn-Gro-1-P CHEBI:16221 sn-glycerol 1-phosphate Beilstein:1723976 Beilstein CAS:5746-57-6 KEGG COMPOUND PMID:15066037 Europe PMC PMID:16428851 Europe PMC PMID:8586635 Europe PMC Reaxys:1723976 Reaxys (2S)-2,3-dihydroxypropyl dihydrogen phosphate IUPAC sn-Glycerol 1-phosphate KEGG_COMPOUND sn-glycerol 1-(dihydrogen phosphate) IUPAC 0 ChEBI 172.014 KEGG_COMPOUND 172.07372 ChEBI AWUCVROLDVIAJX-VKHMYHEASA-N ChEBI C3H9O6P KEGG_COMPOUND D-(glycerol 3-phosphate) CBN InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1 ChEBI L-(glycerol 1-phosphate) CBN L-Glycerol 1-phosphate KEGG_COMPOUND OC[C@H](O)COP(O)(O)=O ChEBI SN-GLYCEROL-1-PHOSPHATE PDBeChem sn-Gro-1-P KEGG_COMPOUND A 2-aminopurine carrying a 6-oxo substituent. CHEBI:14371 CHEBI:14372 CHEBI:24443 CHEBI:42948 CHEBI:5563 Beilstein:147911 CAS:73-40-5 DrugBank:DB02377 Gmelin:431879 HMDB:HMDB00132 KEGG:C00242 KNApSAcK:C00001501 MetaCyc:GUANINE PDBeChem:GUN PMID:22770225 PMID:8070089 Reaxys:147911 Wikipedia:Guanine 2-amino-1,9-dihydro-6H-purin-6-one GUANINE Guanine guanine chebi_ontology 0 151.049 151.126 2-Amino-6-hydroxypurine 2-amino-6-oxopurine C12=C(N=C(NC1=O)N)NC=N2 C5H5N5O G Gua InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) UYTPUPDQBNUYGX-UHFFFAOYSA-N CHEBI:16235 guanine Beilstein:147911 Beilstein CAS:73-40-5 ChemIDplus CAS:73-40-5 KEGG COMPOUND CAS:73-40-5 NIST Chemistry WebBook Gmelin:431879 Gmelin PMID:22770225 Europe PMC PMID:8070089 Europe PMC Reaxys:147911 Reaxys 2-amino-1,9-dihydro-6H-purin-6-one IUPAC GUANINE PDBeChem Guanine KEGG_COMPOUND guanine UniProt 0 ChEBI 151.049 ChEBI 151.126 ChEBI 2-Amino-6-hydroxypurine KEGG_COMPOUND 2-amino-6-oxopurine ChEBI C12=C(N=C(NC1=O)N)NC=N2 ChEBI C5H5N5O ChEBI C5H5N5O KEGG_COMPOUND G ChEBI Gua CBN InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) ChEBI UYTPUPDQBNUYGX-UHFFFAOYSA-N ChEBI A primary alcohol that is ethane in which one of the hydrogens is substituted by a hydroxy group. CHEBI:14222 CHEBI:23978 CHEBI:30878 CHEBI:30880 CHEBI:42377 CHEBI:44594 CHEBI:4879 Beilstein:1718733 CAS:64-17-5 DrugBank:DB00898 Drug_Central:1076 Gmelin:787 HMDB:HMDB00108 KEGG:C00469 KEGG:D00068 KEGG:D06542 KNApSAcK:C00019560 MetaCyc:ETOH MolBase:858 MolBase:859 PDBeChem:EOH PDBeChem:OHE PMID:11046114 PMID:11090978 PMID:11198720 PMID:11200745 PMID:11262320 PMID:11303910 PMID:11333032 PMID:11505026 PMID:11590970 PMID:11728426 PMID:11750186 PMID:11754521 PMID:11810019 PMID:11826039 PMID:11981228 PMID:12824058 PMID:12829422 PMID:12888778 PMID:12946583 PMID:14674846 PMID:15019421 PMID:15239123 PMID:15285839 PMID:15464411 PMID:15465973 PMID:15749123 PMID:15900217 PMID:15902919 PMID:16084479 PMID:16133132 PMID:16352430 PMID:16390872 PMID:16737463 PMID:16891664 PMID:16934862 PMID:17043811 PMID:17190852 PMID:17663926 PMID:17687877 PMID:18095657 PMID:18249266 PMID:18320157 PMID:18347649 PMID:18408978 PMID:18411066 PMID:18456322 PMID:18513832 PMID:18922656 PMID:18925476 PMID:19280886 PMID:19359288 PMID:19384566 PMID:19458312 PMID:19851413 PMID:19901811 PMID:21600756 PMID:21762181 PMID:21881875 PMID:21967628 PMID:22019193 PMID:22222864 PMID:22261437 PMID:22286266 PMID:22306018 PMID:22331491 PMID:22336593 Reaxys:1718733 UM-BBD_compID:c0038 Wikipedia:Ethanol colombos:ETHANOL ETHANOL Ethanol ethanol chebi_ontology 0 1-hydroxyethane 46.042 46.06844 Aethanol Aethylalkohol Alkohol C2H5OH C2H6O CCO Dehydrated ethanol EtOH Ethyl alcohol InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 LFQSCWFLJHTTHZ-UHFFFAOYSA-N Methylcarbinol [CH2Me(OH)] [OEtH] alcohol alcohol etilico alcool ethylique etanol hydroxyethane spiritus vini CHEBI:16236 ethanol Beilstein:1718733 Beilstein CAS:64-17-5 ChemIDplus CAS:64-17-5 KEGG COMPOUND CAS:64-17-5 NIST Chemistry WebBook Drug_Central:1076 DrugCentral Gmelin:787 Gmelin PMID:11046114 Europe PMC PMID:11090978 Europe PMC PMID:11198720 Europe PMC PMID:11200745 Europe PMC PMID:11262320 Europe PMC PMID:11303910 Europe PMC PMID:11333032 Europe PMC PMID:11505026 Europe PMC PMID:11590970 Europe PMC PMID:11728426 Europe PMC PMID:11750186 Europe PMC PMID:11754521 Europe PMC PMID:11810019 Europe PMC PMID:11826039 Europe PMC PMID:11981228 Europe PMC PMID:12824058 Europe PMC PMID:12829422 Europe PMC PMID:12888778 Europe PMC PMID:12946583 Europe PMC PMID:14674846 Europe PMC PMID:15019421 Europe PMC PMID:15239123 Europe PMC PMID:15285839 Europe PMC PMID:15464411 Europe PMC PMID:15465973 Europe PMC PMID:15749123 Europe PMC PMID:15900217 Europe PMC PMID:15902919 Europe PMC PMID:16084479 Europe PMC PMID:16133132 Europe PMC PMID:16352430 Europe PMC PMID:16390872 Europe PMC PMID:16737463 Europe PMC PMID:16891664 Europe PMC PMID:16934862 Europe PMC PMID:17043811 Europe PMC PMID:17190852 Europe PMC PMID:17663926 Europe PMC PMID:17687877 Europe PMC PMID:18095657 Europe PMC PMID:18249266 Europe PMC PMID:18320157 Europe PMC PMID:18347649 Europe PMC PMID:18408978 Europe PMC PMID:18411066 Europe PMC PMID:18456322 Europe PMC PMID:18513832 Europe PMC PMID:18922656 Europe PMC PMID:18925476 Europe PMC PMID:19280886 Europe PMC PMID:19359288 Europe PMC PMID:19384566 Europe PMC PMID:19458312 Europe PMC PMID:19851413 Europe PMC PMID:19901811 Europe PMC PMID:21600756 Europe PMC PMID:21762181 Europe PMC PMID:21881875 Europe PMC PMID:21967628 Europe PMC PMID:22019193 Europe PMC PMID:22222864 Europe PMC PMID:22261437 Europe PMC PMID:22286266 Europe PMC PMID:22306018 Europe PMC PMID:22331491 Europe PMC PMID:22336593 Europe PMC Reaxys:1718733 Reaxys UM-BBD_compID:c0038 ChEBI ETHANOL PDBeChem Ethanol KEGG_COMPOUND ethanol ChEBI ethanol IUPAC ethanol UniProt 0 ChEBI 1-hydroxyethane ChemIDplus 46.042 KEGG_COMPOUND 46.06844 ChEBI Aethanol ChemIDplus Aethylalkohol ChemIDplus Alkohol ChemIDplus C2H5OH ChEBI C2H6O KEGG_COMPOUND CCO ChEBI Dehydrated ethanol KEGG_DRUG EtOH ChemIDplus Ethyl alcohol KEGG_COMPOUND InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 ChEBI LFQSCWFLJHTTHZ-UHFFFAOYSA-N ChEBI Methylcarbinol KEGG_COMPOUND [CH2Me(OH)] MolBase [OEtH] MolBase alcohol NIST_Chemistry_WebBook alcohol etilico ChEBI alcool ethylique ChemIDplus etanol ChEBI hydroxyethane ChemIDplus spiritus vini ChEBI An inorganic peroxide consisting of two hydroxy groups joined by a covalent oxygen-oxygen single bond. CHEBI:13354 CHEBI:13355 CHEBI:24637 CHEBI:44812 CHEBI:5586 Beilstein:3587191 CAS:7722-84-1 Drug_Central:3281 Gmelin:509 HMDB:HMDB03125 KEGG:C00027 KEGG:D00008 MetaCyc:HYDROGEN-PEROXIDE MolBase:932 PDBeChem:PEO PMID:10455187 PMID:10557015 PMID:10849784 PMID:11033421 PMID:11105916 PMID:11318558 PMID:11387393 PMID:11809417 PMID:11864786 PMID:11893576 PMID:12867293 PMID:12934880 PMID:14679422 PMID:15028418 PMID:15133946 PMID:15298493 PMID:16337875 PMID:16463018 PMID:16864869 PMID:17020896 PMID:17179007 PMID:17610934 PMID:17948137 PMID:18179203 PMID:18182702 PMID:18306736 PMID:18443210 PMID:18592736 PMID:19107210 PMID:19229032 PMID:19297450 PMID:19509065 PMID:26352695 PMID:26365231 PMID:7548021 PMID:7581816 PMID:8048546 PMID:8375042 PMID:8451754 PMID:9051670 PMID:9100841 PMID:9168257 PMID:9202721 PMID:9558114 Reaxys:3587191 Wikipedia:Hydrogen_peroxide colombos:H2O2 HYDROGEN PEROXIDE Hydrogen peroxide bis(hydridooxygen)(O--O) dihydrogen peroxide dihydrogen(peroxide) dioxidane hydrogen peroxide chebi_ontology 0 34.005 34.01468 H2O2 HOOH InChI=1S/H2O2/c1-2/h1-2H MHAJPDPJQMAIIY-UHFFFAOYSA-N Oxydol [H]OO[H] [OH(OH)] dihydrogen dioxide perhydrol CHEBI:16240 hydrogen peroxide Beilstein:3587191 Beilstein CAS:7722-84-1 ChemIDplus CAS:7722-84-1 KEGG COMPOUND CAS:7722-84-1 NIST Chemistry WebBook Drug_Central:3281 DrugCentral Gmelin:509 Gmelin PMID:10455187 Europe PMC PMID:10557015 Europe PMC PMID:10849784 Europe PMC PMID:11033421 Europe PMC PMID:11105916 Europe PMC PMID:11318558 Europe PMC PMID:11387393 Europe PMC PMID:11809417 Europe PMC PMID:11864786 Europe PMC PMID:11893576 Europe PMC PMID:12867293 Europe PMC PMID:12934880 Europe PMC PMID:14679422 Europe PMC PMID:15028418 Europe PMC PMID:15133946 Europe PMC PMID:15298493 Europe PMC PMID:16337875 Europe PMC PMID:16463018 Europe PMC PMID:16864869 Europe PMC PMID:17020896 Europe PMC PMID:17179007 Europe PMC PMID:17610934 Europe PMC PMID:17948137 Europe PMC PMID:18179203 Europe PMC PMID:18182702 Europe PMC PMID:18306736 Europe PMC PMID:18443210 Europe PMC PMID:18592736 Europe PMC PMID:19107210 Europe PMC PMID:19229032 Europe PMC PMID:19297450 Europe PMC PMID:19509065 Europe PMC PMID:26352695 Europe PMC PMID:26365231 Europe PMC PMID:7548021 Europe PMC PMID:7581816 Europe PMC PMID:8048546 Europe PMC PMID:8375042 Europe PMC PMID:8451754 Europe PMC PMID:9051670 Europe PMC PMID:9100841 Europe PMC PMID:9168257 Europe PMC PMID:9202721 Europe PMC PMID:9558114 Europe PMC Reaxys:3587191 Reaxys HYDROGEN PEROXIDE PDBeChem Hydrogen peroxide KEGG_COMPOUND bis(hydridooxygen)(O--O) IUPAC dihydrogen peroxide IUPAC dihydrogen(peroxide) IUPAC dioxidane IUPAC hydrogen peroxide IUPAC 0 ChEBI 34.005 KEGG_COMPOUND 34.01468 ChEBI H2O2 KEGG_COMPOUND H2O2 KEGG_COMPOUND H2O2 UniProt HOOH IUPAC InChI=1S/H2O2/c1-2/h1-2H ChEBI MHAJPDPJQMAIIY-UHFFFAOYSA-N ChEBI Oxydol KEGG_COMPOUND [H]OO[H] ChEBI [OH(OH)] MolBase dihydrogen dioxide IUPAC perhydrol MetaCyc A pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3'-, 4'-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. CHEBI:11704 CHEBI:14991 CHEBI:26472 CHEBI:45280 CHEBI:8696 Beilstein:317313 CAS:117-39-5 DrugBank:DB04216 Drug_Central:3514 Gmelin:579210 HMDB:HMDB05794 KEGG:C00389 KNApSAcK:C00004631 LINCS:LSM-4199 LIPID_MAPS_instance:LMPK12110004 MetaCyc:CPD-520 PDBeChem:QUE PMID:16226777 PMID:17015250 PMID:17135030 PMID:17426744 PMID:18096136 PMID:18484521 PMID:18549926 PMID:18564899 PMID:18579649 PMID:18785622 PMID:19461927 PMID:22920589 PMID:23342112 PMID:23359794 PMID:27565033 PMID:27589790 PMID:27591927 PMID:27704720 Patent:KR20120121684 Patent:US2013012577 Reaxys:317313 Wikipedia:Quercetin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one Quercetin chebi_ontology 0 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 3,3',4',5,7-pentahydroxyflavone 3,5,7,3',4'-PENTAHYDROXYFLAVONE 3,5,7,3',4'-Pentahydroxyflavone 302.043 302.23570 C15H10O7 InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H Oc1cc(O)c2c(c1)oc(-c1ccc(O)c(O)c1)c(O)c2=O REFJWTPEDVJJIY-UHFFFAOYSA-N sophoretin xanthaurine CHEBI:16243 quercetin Beilstein:317313 Beilstein CAS:117-39-5 ChemIDplus CAS:117-39-5 KEGG COMPOUND Drug_Central:3514 DrugCentral Gmelin:579210 Gmelin LIPID_MAPS_instance:LMPK12110004 LIPID MAPS PMID:16226777 Europe PMC PMID:17015250 Europe PMC PMID:17135030 Europe PMC PMID:17426744 Europe PMC PMID:18096136 Europe PMC PMID:18484521 Europe PMC PMID:18549926 Europe PMC PMID:18564899 Europe PMC PMID:18579649 Europe PMC PMID:18785622 Europe PMC PMID:19461927 Europe PMC PMID:22920589 Europe PMC PMID:23342112 Europe PMC PMID:23359794 Europe PMC PMID:27565033 Europe PMC PMID:27589790 Europe PMC PMID:27591927 Europe PMC PMID:27704720 Europe PMC Reaxys:317313 Reaxys 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one IUPAC Quercetin KEGG_COMPOUND 0 ChEBI 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one ChEBI 3,3',4',5,7-pentahydroxyflavone ChEBI 3,5,7,3',4'-PENTAHYDROXYFLAVONE PDBeChem 3,5,7,3',4'-Pentahydroxyflavone KEGG_COMPOUND 302.043 KEGG_COMPOUND 302.23570 ChEBI C15H10O7 KEGG_COMPOUND InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H ChEBI Oc1cc(O)c2c(c1)oc(-c1ccc(O)c(O)c1)c(O)c2=O ChEBI REFJWTPEDVJJIY-UHFFFAOYSA-N ChEBI sophoretin ChEBI xanthaurine ChEBI A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a halogen atom. CHEBI:14385 CHEBI:24467 CHEBI:5608 KEGG:C01812 chebi_ontology 0 C2H3O2X OC(=O)C* CHEBI:16277 haloacetic acid 0 ChEBI C2H3O2X ChEBI OC(=O)C* ChEBI A purine 2'-deoxyribonucleoside 5'-triphosphate having adenine as the nucleobase. CHEBI:10491 CHEBI:14069 CHEBI:19238 CHEBI:42290 CAS:1927-31-7 DrugBank:DB03222 KEGG:C00131 2'-deoxyadenosine 5'-(tetrahydrogen triphosphate) dATP chebi_ontology 0 2'-Deoxyadenosine 5'-triphosphate 2'-deoxyadenosine 5'-triphosphate 491.001 491.18160 C10H16N5O12P3 Deoxyadenosine 5'-triphosphate Deoxyadenosine triphosphate InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1 Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 SUYVUBYJARFZHO-RRKCRQDMSA-N CHEBI:16284 dATP CAS:1927-31-7 KEGG COMPOUND 2'-deoxyadenosine 5'-(tetrahydrogen triphosphate) IUPAC dATP KEGG_COMPOUND 0 ChEBI 2'-Deoxyadenosine 5'-triphosphate KEGG_COMPOUND 2'-deoxyadenosine 5'-triphosphate ChEBI 491.001 KEGG_COMPOUND 491.18160 ChEBI C10H16N5O12P3 KEGG_COMPOUND Deoxyadenosine 5'-triphosphate KEGG_COMPOUND Deoxyadenosine triphosphate KEGG_COMPOUND InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1 ChEBI Nc1ncnc2n(cnc12)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 ChEBI SUYVUBYJARFZHO-RRKCRQDMSA-N ChEBI The D-enantiomer of tryptophan. CHEBI:13028 CHEBI:21110 CHEBI:42157 CHEBI:42206 CHEBI:42235 CHEBI:42297 CHEBI:4257 Beilstein:86198 CAS:153-94-6 DrugBank:DB03225 Gmelin:83743 HMDB:HMDB13609 KEGG:C00525 MetaCyc:D-TRYPTOPHAN PDBeChem:DTR PMID:21560237 PMID:22156410 PMID:22336999 PMID:24097941 Reaxys:86198 YMDB:YMDB00998 D-TRYPTOPHAN D-Tryptophan D-tryptophan chebi_ontology (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid (R)-tryptophan 0 204.090 204.22526 C11H12N2O2 DTR InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 N[C@H](Cc1c[nH]c2ccccc12)C(O)=O QIVBCDIJIAJPQS-SECBINFHSA-N CHEBI:16296 D-tryptophan Beilstein:86198 Beilstein CAS:153-94-6 ChemIDplus CAS:153-94-6 KEGG COMPOUND Gmelin:83743 Gmelin PMID:21560237 Europe PMC PMID:22156410 Europe PMC PMID:22336999 Europe PMC PMID:24097941 Europe PMC Reaxys:86198 Reaxys D-TRYPTOPHAN PDBeChem D-Tryptophan KEGG_COMPOUND D-tryptophan IUPAC (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC (R)-tryptophan ChemIDplus 0 ChEBI 204.090 KEGG_COMPOUND 204.22526 ChEBI C11H12N2O2 KEGG_COMPOUND DTR PDBeChem InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1 ChEBI N[C@H](Cc1c[nH]c2ccccc12)C(O)=O ChEBI QIVBCDIJIAJPQS-SECBINFHSA-N ChEBI The nitrogen oxoanion formed by loss of a proton from nitrous acid. CHEBI:14658 CHEBI:44396 CHEBI:7585 CAS:14797-65-0 Gmelin:977 KEGG:C00088 PDBeChem:NO2 Wikipedia:Nitrite colombos:NO2 Nitrite dioxidonitrate(1-) dioxonitrate(1-) dioxonitrate(III) nitrite chebi_ontology -1 45.993 46.00554 IOVCWXUNBOPUCH-UHFFFAOYSA-M InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1 NITRITE ION NO2 NO2(-) Nitrit [NO2](-) [O-]N=O nitrite anion nitrite(1-) nitrous acid, ion(1-) CHEBI:16301 nitrite CAS:14797-65-0 ChemIDplus CAS:14797-65-0 NIST Chemistry WebBook Gmelin:977 Gmelin Nitrite KEGG_COMPOUND dioxidonitrate(1-) IUPAC dioxonitrate(1-) IUPAC dioxonitrate(III) IUPAC nitrite IUPAC nitrite UniProt -1 ChEBI 45.993 ChEBI 46.00554 ChEBI IOVCWXUNBOPUCH-UHFFFAOYSA-M ChEBI InChI=1S/HNO2/c2-1-3/h(H,2,3)/p-1 ChEBI NITRITE ION PDBeChem NO2 ChEBI NO2 ChEBI NO2(-) IUPAC Nitrit ChEBI [NO2](-) IUPAC [O-]N=O ChEBI nitrite anion ChemIDplus nitrite(1-) ChemIDplus nitrous acid, ion(1-) ChemIDplus A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond. CHEBI:13734 CHEBI:22237 CHEBI:2472 CHEBI:40558 CHEBI:40825 CHEBI:40906 Beilstein:93029 CAS:58-61-7 DrugBank:DB00640 Drug_Central:90 ECMDB:ECMDB00050 Gmelin:53385 HMDB:HMDB00050 KEGG:C00212 KEGG:D00045 KNApSAcK:C00007444 LINCS:LSM-28568 MetaCyc:ADENOSINE PDBeChem:ADN PMID:11213237 PMID:11820865 PMID:11978011 PMID:16183671 PMID:16917093 PMID:17190852 PMID:18000974 PMID:323854 Reaxys:93029 Wikipedia:Adenosine YMDB:YMDB00058 ADENOSINE Adenosine adenosine chebi_ontology (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 0 267.097 267.24152 6-Amino-9-beta-D-ribofuranosyl-9H-purine 9-beta-D-Ribofuranosidoadenine 9-beta-D-Ribofuranosyl-9H-purin-6-amine 9-beta-D-ribofuranosyl-9H-purin-6-amine Ade-Rib Adenine Deoxyribonucleoside Adenocard Adenocor Adenoscan Adenosin Adenyldeoxyriboside Ado C10H13N5O4 Deoxyadenosine Desoxyadenosine InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N beta-D-Adenosine CHEBI:16335 adenosine Beilstein:93029 Beilstein CAS:58-61-7 ChemIDplus CAS:58-61-7 KEGG COMPOUND CAS:58-61-7 NIST Chemistry WebBook Drug_Central:90 DrugCentral Gmelin:53385 Gmelin PMID:11213237 Europe PMC PMID:11820865 Europe PMC PMID:11978011 Europe PMC PMID:16183671 Europe PMC PMID:16917093 Europe PMC PMID:17190852 Europe PMC PMID:18000974 Europe PMC PMID:323854 Europe PMC Reaxys:93029 Reaxys ADENOSINE PDBeChem Adenosine KEGG_COMPOUND adenosine IUPAC adenosine UniProt (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol DrugBank 0 ChEBI 267.097 KEGG_COMPOUND 267.24152 ChEBI 6-Amino-9-beta-D-ribofuranosyl-9H-purine ChemIDplus 9-beta-D-Ribofuranosidoadenine ChemIDplus 9-beta-D-Ribofuranosyl-9H-purin-6-amine ChemIDplus 9-beta-D-ribofuranosyl-9H-purin-6-amine ChEBI Ade-Rib CBN Adenine Deoxyribonucleoside DrugBank Adenocard DrugBank Adenocor DrugBank Adenoscan DrugBank Adenosin ChEBI Adenyldeoxyriboside DrugBank Ado CBN C10H13N5O4 KEGG_COMPOUND Deoxyadenosine DrugBank Desoxyadenosine DrugBank InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O ChEBI OIRDTQYFTABQOQ-KQYNXXCUSA-N ChEBI beta-D-Adenosine ChemIDplus A bile acid that is 5beta-cholan-24-oic acid bearing three alpha-hydroxy substituents at position 3, 7 and 12. CHEBI:1694 CHEBI:20223 CHEBI:23210 CHEBI:41494 Beilstein:2822009 CAS:81-25-4 DrugBank:DB02659 Drug_Central:3096 HMDB:HMDB00619 KEGG:C00695 LINCS:LSM-5541 LIPID_MAPS_instance:LMST04010001 MetaCyc:CHOLATE PDBeChem:CHD PMID:22770225 Reaxys:2822009 Wikipedia:Cholic_Acid colombos:CHOLIC_ACID 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid CHOLIC ACID Cholic acid chebi_ontology (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid 0 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid 408.288 408.57140 BHQCQFFYRZLCQQ-OELDTZBJSA-N C24H40O5 Cholsaeure InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O CHEBI:16359 cholic acid Beilstein:2822009 ChemIDplus CAS:81-25-4 ChemIDplus CAS:81-25-4 KEGG COMPOUND CAS:81-25-4 NIST Chemistry WebBook Drug_Central:3096 DrugCentral LIPID_MAPS_instance:LMST04010001 LIPID MAPS PMID:22770225 Europe PMC Reaxys:2822009 Reaxys 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid IUPAC CHOLIC ACID PDBeChem Cholic acid KEGG_COMPOUND (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid NIST_Chemistry_WebBook 0 ChEBI 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate KEGG_COMPOUND 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid KEGG_COMPOUND 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid NIST_Chemistry_WebBook 408.288 KEGG_COMPOUND 408.57140 ChEBI BHQCQFFYRZLCQQ-OELDTZBJSA-N ChEBI C24H40O5 KEGG_COMPOUND Cholsaeure ChEBI InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O ChEBI An optically active form of cysteine having D-configuration. CHEBI:12919 CHEBI:20921 CHEBI:4111 CHEBI:41887 Beilstein:1721407 CAS:921-01-7 DrugBank:DB03201 ECMDB:ECMDB03417 Gmelin:363236 HMDB:HMDB03417 KEGG:C00793 KNApSAcK:C00007323 PDBeChem:DCY PMID:13761469 PMID:23340406 PMID:24800864 Reaxys:1721407 YMDB:YMDB00913 D-CYSTEINE D-Cysteine D-cysteine chebi_ontology (2S)-2-amino-3-mercaptopropanoic acid (2S)-2-amino-3-sulfanylpropanoic acid (S)-2-amino-3-mercaptopropanoic acid 0 121.020 121.15922 C3H7NO2S D-Amino-3-mercaptopropionic acid D-Cystein D-Zystein DCY InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 N[C@H](CS)C(O)=O XUJNEKJLAYXESH-UWTATZPHSA-N CHEBI:16375 D-cysteine Beilstein:1721407 Beilstein CAS:921-01-7 ChemIDplus CAS:921-01-7 KEGG COMPOUND Gmelin:363236 Gmelin PMID:13761469 Europe PMC PMID:23340406 Europe PMC PMID:24800864 Europe PMC Reaxys:1721407 Reaxys D-CYSTEINE PDBeChem D-Cysteine KEGG_COMPOUND D-cysteine IUPAC (2S)-2-amino-3-mercaptopropanoic acid JCBN (2S)-2-amino-3-sulfanylpropanoic acid IUPAC (S)-2-amino-3-mercaptopropanoic acid ChEBI 0 ChEBI 121.020 KEGG_COMPOUND 121.15922 ChEBI C3H7NO2S KEGG_COMPOUND D-Amino-3-mercaptopropionic acid KEGG_COMPOUND D-Cystein ChEBI D-Zystein ChEBI DCY PDBeChem InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1 ChEBI N[C@H](CS)C(O)=O ChEBI XUJNEKJLAYXESH-UWTATZPHSA-N ChEBI CHEBI:14121 CHEBI:37072 CHEBI:4426 KEGG:C00677 2'-deoxynucleoside 5'-(tetrahydrogen triphosphate) chebi_ontology 0 2'-deoxyribonucleoside 5'-triphosphates 356.954 357.06290 C5H12O12P3R Deoxynucleoside triphosphate O[C@H]1C[C@H]([*])O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O CHEBI:16381 2'-deoxyribonucleoside 5'-triphosphate 2'-deoxynucleoside 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 2'-deoxyribonucleoside 5'-triphosphates ChEBI 356.954 ChEBI 357.06290 ChEBI C5H12O12P3R ChEBI Deoxynucleoside triphosphate KEGG_COMPOUND O[C@H]1C[C@H]([*])O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O ChEBI An optically active form of threonine having D-configuration. CHEBI:13027 CHEBI:21107 CHEBI:42146 CHEBI:42196 CHEBI:42224 CHEBI:4254 CHEBI:45935 CHEBI:45990 Beilstein:1721643 Beilstein:4656043 CAS:632-20-2 DrugBank:DB03700 ECMDB:ECMDB21519 Gmelin:874136 HMDB:HMDB13775 KEGG:C00820 PDBeChem:DTH PMID:15375647 PMID:17081141 PMID:22176976 Reaxys:1721643 YMDB:YMDB00802 D-THREONINE D-Threonine D-threonine chebi_ontology (2R,3S)-2-amino-3-hydroxybutanoic acid 0 119.058 119.11920 AYFVYJQAPQTCCC-STHAYSLISA-N C4H9NO3 C[C@H](O)[C@@H](N)C(O)=O D-2-Amino-3-hydroxybutyric acid D-Threonin DTH InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 CHEBI:16398 D-threonine Beilstein:1721643 ChemIDplus Beilstein:4656043 Beilstein CAS:632-20-2 ChemIDplus CAS:632-20-2 KEGG COMPOUND Gmelin:874136 Gmelin PMID:15375647 Europe PMC PMID:17081141 Europe PMC PMID:22176976 Europe PMC Reaxys:1721643 Reaxys D-THREONINE PDBeChem D-Threonine KEGG_COMPOUND D-threonine IUPAC (2R,3S)-2-amino-3-hydroxybutanoic acid IUPAC 0 ChEBI 119.058 KEGG_COMPOUND 119.11920 ChEBI AYFVYJQAPQTCCC-STHAYSLISA-N ChEBI C4H9NO3 KEGG_COMPOUND C[C@H](O)[C@@H](N)C(O)=O ChEBI D-2-Amino-3-hydroxybutyric acid HMDB D-2-Amino-3-hydroxybutyric acid KEGG_COMPOUND D-Threonin ChEBI DTH PDBeChem InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 ChEBI A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group. CHEBI:24802 CHEBI:5905 Beilstein:143358 CAS:87-51-4 DrugBank:DB07950 Gmelin:143197 HMDB:HMDB00197 KEGG:C00954 KNApSAcK:C00000100 PDBeChem:IAC PMID:13610897 PMID:23545355 PMID:24285754 Reaxys:143358 Wikipedia:Indole-3-acetic_acid colombos:IAA 1H-indol-3-ylacetic acid Indole-3-acetic acid chebi_ontology (Indol-3-yl)acetate (indol-3-yl)acetic acid 0 175.063 175.18400 2-(indol-3-yl)ethanoic acid 3-Indolylessigsaeure C10H9NO2 IAA IES InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13) Indoleacetic acid OC(=O)Cc1c[nH]c2ccccc12 SEOVTRFCIGRIMH-UHFFFAOYSA-N heteroauxin CHEBI:16411 indole-3-acetic acid Beilstein:143358 Beilstein CAS:87-51-4 ChemIDplus CAS:87-51-4 KEGG COMPOUND CAS:87-51-4 NIST Chemistry WebBook Gmelin:143197 Gmelin PMID:13610897 Europe PMC PMID:23545355 Europe PMC PMID:24285754 Europe PMC Reaxys:143358 Reaxys 1H-indol-3-ylacetic acid IUPAC Indole-3-acetic acid KEGG_COMPOUND (Indol-3-yl)acetate KEGG_COMPOUND (indol-3-yl)acetic acid UniProt 0 ChEBI 175.063 ChEBI 175.18400 ChEBI 2-(indol-3-yl)ethanoic acid ChEBI 3-Indolylessigsaeure ChEBI C10H9NO2 ChEBI IAA KEGG_COMPOUND IAA NIST_Chemistry_WebBook IES ChEBI InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13) ChEBI Indoleacetic acid KEGG_COMPOUND OC(=O)Cc1c[nH]c2ccccc12 ChEBI SEOVTRFCIGRIMH-UHFFFAOYSA-N ChEBI heteroauxin NIST_Chemistry_WebBook An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. CHEBI:13748 CHEBI:22277 CHEBI:2539 Beilstein:635807 CAS:302-72-7 Drug_Central:4306 Gmelin:2449 KEGG:C01401 PMID:17439666 PMID:22264337 Reaxys:635807 Wikipedia:Alanine colombos:ALANINE 2-aminopropanoic acid Alanine alanine chebi_ontology 0 2-Aminopropanoic acid 2-Aminopropionic acid 89.048 89.09322 A ALA Alanin C3H7NO2 CC(N)C(O)=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) QNAYBMKLOCPYGJ-UHFFFAOYSA-N alanina CHEBI:16449 alanine Beilstein:635807 Beilstein CAS:302-72-7 ChemIDplus CAS:302-72-7 KEGG COMPOUND CAS:302-72-7 NIST Chemistry WebBook Drug_Central:4306 DrugCentral Gmelin:2449 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:635807 Reaxys 2-aminopropanoic acid IUPAC Alanine KEGG_COMPOUND alanine IUPAC alanine UniProt 0 ChEBI 2-Aminopropanoic acid KEGG_COMPOUND 2-Aminopropionic acid KEGG_COMPOUND 89.048 KEGG_COMPOUND 89.09322 ChEBI A ChEBI ALA ChEBI Alanin ChEBI C3H7NO2 KEGG_COMPOUND CC(N)C(O)=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) ChEBI QNAYBMKLOCPYGJ-UHFFFAOYSA-N ChEBI alanina ChEBI A monocarboxylic acid anion that is the conjugate base of pantothenic acid, obtained by deprotonation of the carboxy group. CHEBI:14739 CHEBI:25846 PMID:21463532 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate pantothenate chebi_ontology -1 218.103 218.22700 C9H16NO5 CC(C)(CO)C(O)C(=O)NCCC([O-])=O GHOKWGTUZJEAQD-UHFFFAOYSA-M InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/p-1 N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alaninate CHEBI:16454 pantothenate PMID:21463532 Europe PMC 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate IUPAC pantothenate UniProt -1 ChEBI 218.103 ChEBI 218.22700 ChEBI C9H16NO5 ChEBI CC(C)(CO)C(O)C(=O)NCCC([O-])=O ChEBI GHOKWGTUZJEAQD-UHFFFAOYSA-M ChEBI InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/p-1 ChEBI N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alaninate ChEBI An L-alpha-amino acid that is the L-isomer of arginine. CHEBI:13077 CHEBI:21235 CHEBI:42927 CHEBI:6185 Beilstein:1725413 CAS:74-79-3 DrugBank:DB00125 Drug_Central:1549 ECMDB:ECMDB00517 Gmelin:83283 HMDB:HMDB00517 KEGG:C00062 KEGG:D02982 KNApSAcK:C00001340 MetaCyc:ARG PDBeChem:ARG PDBeChem:GND PMID:10848923 PMID:11139824 PMID:11300497 PMID:11898853 PMID:12812828 PMID:15016745 PMID:15465805 PMID:16056256 PMID:16416365 PMID:17168727 PMID:17439666 PMID:19030957 PMID:21600268 PMID:21814794 PMID:22179117 PMID:22243793 PMID:22251130 PMID:22361732 PMID:22425811 PMID:22428068 PMID:22439203 PMID:22553931 PMID:22619480 PMID:22626826 PMID:22652429 PMID:22667467 PMID:22709481 PMID:8070089 Reaxys:1725413 Wikipedia:L-arginine YMDB:YMDB00592 L-Arginine L-arginine chebi_ontology (2S)-2-amino-5-(carbamimidamido)pentanoic acid (2S)-2-amino-5-guanidinopentanoic acid (S)-2-Amino-5-guanidinovaleric acid (S)-2-amino-5-guanidinopentanoic acid 0 174.112 174.20100 Arg C6H14N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1 L-(+)-arginine L-Arg L-Arginin N[C@@H](CCCNC(N)=N)C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-N R arginine CHEBI:16467 L-arginine Beilstein:1725413 ChemIDplus CAS:74-79-3 ChemIDplus CAS:74-79-3 KEGG COMPOUND CAS:74-79-3 NIST Chemistry WebBook Drug_Central:1549 DrugCentral Gmelin:83283 Gmelin PMID:10848923 Europe PMC PMID:11139824 Europe PMC PMID:11300497 Europe PMC PMID:11898853 Europe PMC PMID:12812828 Europe PMC PMID:15016745 Europe PMC PMID:15465805 Europe PMC PMID:16056256 Europe PMC PMID:16416365 Europe PMC PMID:17168727 Europe PMC PMID:17439666 Europe PMC PMID:19030957 Europe PMC PMID:21600268 Europe PMC PMID:21814794 Europe PMC PMID:22179117 Europe PMC PMID:22243793 Europe PMC PMID:22251130 Europe PMC PMID:22361732 Europe PMC PMID:22425811 Europe PMC PMID:22428068 Europe PMC PMID:22439203 Europe PMC PMID:22553931 Europe PMC PMID:22619480 Europe PMC PMID:22626826 Europe PMC PMID:22652429 Europe PMC PMID:22667467 Europe PMC PMID:22709481 Europe PMC PMID:8070089 Europe PMC Reaxys:1725413 Reaxys L-Arginine KEGG_COMPOUND L-arginine IUPAC (2S)-2-amino-5-(carbamimidamido)pentanoic acid IUPAC (2S)-2-amino-5-guanidinopentanoic acid JCBN (S)-2-Amino-5-guanidinovaleric acid KEGG_COMPOUND (S)-2-amino-5-guanidinopentanoic acid ChEBI 0 ChEBI 174.112 KEGG_COMPOUND 174.20100 ChEBI Arg DrugBank C6H14N4O2 KEGG_COMPOUND InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1 ChEBI L-(+)-arginine NIST_Chemistry_WebBook L-Arg DrugBank L-Arginin ChEBI N[C@@H](CCCNC(N)=N)C(O)=O ChEBI ODKSFYDXXFIFQN-BYPYZUCNSA-N ChEBI R MetaCyc arginine KEGG_DRUG A nitrogen oxide which is a free radical, each molecule of which consists of one nitrogen and one oxygen atom. CHEBI:14657 CHEBI:25546 CHEBI:44452 CHEBI:7583 CAS:10102-43-9 DrugBank:DB00435 Gmelin:451 KEGG:C00533 KEGG:D00074 MolBase:943 PDBeChem:NO Reaxys:3587257 Wikipedia:Nitric_oxide Nitric oxide nitric oxide oxidonitrogen(.) oxoazanyl chebi_ontology (.)NO (NO)(.) 0 29.998 30.00614 EDRF InChI=1S/NO/c1-2 MWUXSHHQAYIFBG-UHFFFAOYSA-N NO NO(.) Nitrogen monoxide Stickstoff(II)-oxid Stickstoffmonoxid [NO] [N]=O endothelium-derived relaxing factor mononitrogen monoxide monoxido de nitrogeno monoxyde d'azote nitrogen monooxide nitrogen monoxide nitrosyl oxido de nitrogeno(II) oxido nitrico oxyde azotique oxyde nitrique CHEBI:16480 nitric oxide CAS:10102-43-9 ChemIDplus CAS:10102-43-9 KEGG COMPOUND CAS:10102-43-9 NIST Chemistry WebBook Gmelin:451 Gmelin Reaxys:3587257 Reaxys Nitric oxide KEGG_COMPOUND nitric oxide UniProt oxidonitrogen(.) IUPAC oxoazanyl IUPAC (.)NO ChEBI (NO)(.) IUPAC 0 ChEBI 29.998 KEGG_COMPOUND 30.00614 ChEBI EDRF ChEBI InChI=1S/NO/c1-2 ChEBI MWUXSHHQAYIFBG-UHFFFAOYSA-N ChEBI NO KEGG_COMPOUND NO KEGG_COMPOUND NO(.) IUPAC Nitrogen monoxide KEGG_COMPOUND Stickstoff(II)-oxid ChEBI Stickstoffmonoxid ChEBI [NO] MolBase [N]=O ChEBI endothelium-derived relaxing factor ChEBI mononitrogen monoxide ChemIDplus monoxido de nitrogeno ChEBI monoxyde d'azote ChEBI nitrogen monooxide IUPAC nitrogen monoxide IUPAC nitrosyl IUPAC oxido de nitrogeno(II) ChEBI oxido nitrico ChEBI oxyde azotique ChEBI oxyde nitrique ChEBI Any neuraminic acid carrying an N-acyl substituent. CHEBI:12485 CHEBI:21664 CHEBI:7240 KEGG:C00591 5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid chebi_ontology 0 294.083 294.23530 C10H16NO9R N-Acylneuraminate N-acylneuraminic acids [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC([*])=O)C(O)=O)[C@H](O)[C@H](O)CO CHEBI:16498 N-acylneuraminic acid 5-alkanamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid IUPAC 0 ChEBI 294.083 ChEBI 294.23530 ChEBI C10H16NO9R ChEBI N-Acylneuraminate KEGG_COMPOUND N-acylneuraminic acids ChEBI [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC([*])=O)C(O)=O)[C@H](O)[C@H](O)CO ChEBI CHEBI:11397 CHEBI:19258 CHEBI:839 KEGG:C04283 2'-Deoxyribonucleoside triphosphate 2'-deoxyribonucleoside triphosphate chebi_ontology 2'-deoxyribonucleoside triphosphates C5H12O12P3R CHEBI:16516 2'-deoxyribonucleoside triphosphate 2'-Deoxyribonucleoside triphosphate KEGG_COMPOUND 2'-deoxyribonucleoside triphosphate UniProt 2'-deoxyribonucleoside triphosphates ChEBI C5H12O12P3R KEGG_COMPOUND The R-enantiomer of serine. CHEBI:13019 CHEBI:143888 CHEBI:21090 CHEBI:42262 CHEBI:4245 Beilstein:1721403 CAS:312-84-5 DrugBank:DB03929 ECMDB:ECMDB03406 Gmelin:1041392 HMDB:HMDB03406 KEGG:C00740 MetaCyc:D-SERINE PDBeChem:DSN PMID:11864625 PMID:12850593 PMID:19212759 PMID:19217074 PMID:21295046 PMID:21914633 PMID:21956571 PMID:22117694 PMID:22128843 PMID:22266400 PMID:22280157 PMID:22362148 PMID:22369458 PMID:22445805 PMID:22465696 PMID:22486999 Reaxys:1721403 YMDB:YMDB00284 D-SERINE D-Serine D-serine chebi_ontology (2R)-2-amino-3-hydroxypropanoic acid (R)-2-Amino-3-hydroxy-propionic acid (R)-2-amino-3-hydroxypropanoic acid 0 105.043 105.09262 C3H7NO3 D-Serin DSN InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 MTCFGRXMJLQNBG-UWTATZPHSA-N N[C@H](CO)C(O)=O CHEBI:16523 D-serine Beilstein:1721403 Beilstein CAS:312-84-5 ChemIDplus CAS:312-84-5 KEGG COMPOUND CAS:312-84-5 NIST Chemistry WebBook Gmelin:1041392 Gmelin PMID:11864625 Europe PMC PMID:12850593 Europe PMC PMID:19212759 Europe PMC PMID:19217074 Europe PMC PMID:21295046 Europe PMC PMID:21914633 Europe PMC PMID:21956571 Europe PMC PMID:22117694 Europe PMC PMID:22128843 Europe PMC PMID:22266400 Europe PMC PMID:22280157 Europe PMC PMID:22362148 Europe PMC PMID:22369458 Europe PMC PMID:22445805 Europe PMC PMID:22465696 Europe PMC PMID:22486999 Europe PMC Reaxys:1721403 Reaxys D-SERINE PDBeChem D-Serine KEGG_COMPOUND D-serine IUPAC (2R)-2-amino-3-hydroxypropanoic acid IUPAC (R)-2-Amino-3-hydroxy-propionic acid ChEMBL (R)-2-amino-3-hydroxypropanoic acid ChEBI 0 ChEBI 105.043 KEGG_COMPOUND 105.09262 ChEBI C3H7NO3 KEGG_COMPOUND D-Serin ChEBI DSN PDBeChem InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 ChEBI MTCFGRXMJLQNBG-UWTATZPHSA-N ChEBI N[C@H](CO)C(O)=O ChEBI A one-carbon compound with formula CO2 in which the carbon is attached to each oxygen atom by a double bond. A colourless, odourless gas under normal conditions, it is produced during respiration by all animals, fungi and microorganisms that depend directly or indirectly on living or decaying plants for food. CHEBI:13282 CHEBI:13283 CHEBI:13284 CHEBI:13285 CHEBI:23011 CHEBI:3283 CHEBI:48829 Beilstein:1900390 CAS:124-38-9 Drug_Central:4256 Gmelin:989 HMDB:HMDB01967 KEGG:C00011 KEGG:D00004 MetaCyc:CARBON-DIOXIDE MolBase:752 PDBeChem:CO2 PMID:10826146 PMID:11094503 PMID:11584085 PMID:11802652 PMID:14639145 PMID:15050588 PMID:16591971 PMID:16656478 PMID:16659660 PMID:17190796 PMID:17448243 PMID:17878298 PMID:17884085 PMID:19043767 PMID:19259576 PMID:19854893 PMID:23384758 PMID:23828359 PMID:24258718 PMID:8482095 PMID:8818713 PMID:8869828 PMID:9611769 PMID:9730350 Reaxys:1900390 UM-BBD_compID:c0131 Wikipedia:Carbon_dioxide colombos:CO2 CARBON DIOXIDE Carbon dioxide carbon dioxide dioxidocarbon chebi_ontology 0 43.990 44.00950 CO2 CURLTUGMZLYLDI-UHFFFAOYSA-N E 290 E-290 E290 InChI=1S/CO2/c2-1-3 O=C=O R-744 [CO2] carbonic anhydride CHEBI:16526 carbon dioxide Beilstein:1900390 Beilstein CAS:124-38-9 ChemIDplus CAS:124-38-9 KEGG COMPOUND CAS:124-38-9 NIST Chemistry WebBook Drug_Central:4256 DrugCentral Gmelin:989 Gmelin PMID:10826146 Europe PMC PMID:11094503 Europe PMC PMID:11584085 Europe PMC PMID:11802652 Europe PMC PMID:14639145 Europe PMC PMID:15050588 Europe PMC PMID:16591971 Europe PMC PMID:16656478 Europe PMC PMID:16659660 Europe PMC PMID:17190796 Europe PMC PMID:17448243 Europe PMC PMID:17878298 Europe PMC PMID:17884085 Europe PMC PMID:19043767 Europe PMC PMID:19259576 Europe PMC PMID:19854893 Europe PMC PMID:23384758 Europe PMC PMID:23828359 Europe PMC PMID:24258718 Europe PMC PMID:8482095 Europe PMC PMID:8818713 Europe PMC PMID:8869828 Europe PMC PMID:9611769 Europe PMC PMID:9730350 Europe PMC Reaxys:1900390 Reaxys UM-BBD_compID:c0131 UM-BBD CARBON DIOXIDE PDBeChem Carbon dioxide KEGG_COMPOUND carbon dioxide IUPAC dioxidocarbon IUPAC 0 ChEBI 43.990 KEGG_COMPOUND 44.00950 ChEBI CO2 KEGG_COMPOUND CO2 KEGG_COMPOUND CO2 UniProt CURLTUGMZLYLDI-UHFFFAOYSA-N ChEBI E 290 ChEBI E-290 ChEBI E290 ChEBI InChI=1S/CO2/c2-1-3 ChEBI O=C=O ChEBI R-744 ChEBI [CO2] MolBase carbonic anhydride UM-BBD A dicarboxylic acid dianion that is the conjugate base of galactarate(1-). CHEBI:12929 CHEBI:14285 CHEBI:20944 CHEBI:24135 Beilstein:3909240 Gmelin:1065131 MetaCyc:D-GALACTARATE Reaxys:3909240 (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioate meso-galactarate chebi_ontology -2 208.022 208.12292 C6H8O8 DSLZVSRJTYRBFB-DUHBMQHGSA-L InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-2/t1-,2+,3+,4- O[C@@H]([C@@H](O)[C@H](O)C([O-])=O)[C@@H](O)C([O-])=O galactarate CHEBI:16537 galactarate(2-) Beilstein:3909240 Beilstein Gmelin:1065131 Gmelin Reaxys:3909240 Reaxys (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioate IUPAC meso-galactarate IUPAC -2 ChEBI 208.022 ChEBI 208.12292 ChEBI C6H8O8 ChEBI DSLZVSRJTYRBFB-DUHBMQHGSA-L ChEBI InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-2/t1-,2+,3+,4- ChEBI O[C@@H]([C@@H](O)[C@H](O)C([O-])=O)[C@@H](O)C([O-])=O ChEBI galactarate UniProt A trehalose in which both glucose residues have alpha-configuration at the anomeric carbon. CHEBI:10202 CHEBI:12281 CHEBI:12284 CHEBI:12287 CHEBI:15251 CHEBI:22365 CHEBI:46211 Beilstein:1292766 CAS:99-20-7 Gmelin:2145829 HMDB:HMDB00975 KEGG:C01083 KEGG:G00293 KNApSAcK:C00001152 LINCS:LSM-37121 MetaCyc:TREHALOSE PDBeChem:TRE PMID:17439666 Reaxys:1292766 Wikipedia:Trehalose alpha,alpha-Trehalose alpha,alpha-trehalose alpha-D-glucopyranosyl alpha-D-glucopyranoside chebi_ontology (Glc)2 0 342.116 342.29648 C12H22O11 D-(+)-trehalose HDTRYLNUVZCQOY-LIZSDCNHSA-N InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O TREHALOSE Trehalose alpha,alpha'-Trehalose alpha-D-Glcp-(1<->1)-alpha-D-Glcp alpha-D-Trehalose alpha-D-glucopyranosyl-alpha-D-glucopyranoside alpha-trehalose ergot sugar mycose CHEBI:16551 alpha,alpha-trehalose Beilstein:1292766 Beilstein CAS:99-20-7 ChemIDplus CAS:99-20-7 KEGG COMPOUND CAS:99-20-7 NIST Chemistry WebBook Gmelin:2145829 Gmelin PMID:17439666 Europe PMC Reaxys:1292766 Reaxys alpha,alpha-Trehalose KEGG_COMPOUND alpha,alpha-trehalose UniProt alpha-D-glucopyranosyl alpha-D-glucopyranoside IUPAC (Glc)2 KEGG_GLYCAN 0 ChEBI 342.116 KEGG_COMPOUND 342.29648 ChEBI C12H22O11 KEGG_COMPOUND D-(+)-trehalose NIST_Chemistry_WebBook HDTRYLNUVZCQOY-LIZSDCNHSA-N ChEBI InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 ChEBI OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI TREHALOSE PDBeChem Trehalose KEGG_COMPOUND alpha,alpha'-Trehalose KEGG_COMPOUND alpha-D-Glcp-(1<->1)-alpha-D-Glcp JCBN alpha-D-Trehalose NIST_Chemistry_WebBook alpha-D-glucopyranosyl-alpha-D-glucopyranoside NIST_Chemistry_WebBook alpha-trehalose NIST_Chemistry_WebBook ergot sugar NIST_Chemistry_WebBook mycose NIST_Chemistry_WebBook An aminobenzoate that is the conjugate base of anthranilic acid, obtained by deprotonation of the carboxy group. CHEBI:13841 CHEBI:22575 Beilstein:3904977 Gmelin:131077 HMDB:HMDB01123 KEGG:C00108 MetaCyc:ANTHRANILATE Reaxys:3904977 UM-BBD_compID:c0345 2-aminobenzoate anthranilate chebi_ontology -1 136.040 136.12808 C7H6NO2 InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 Nc1ccccc1C([O-])=O RWZYAGGXGHYGMB-UHFFFAOYSA-M CHEBI:16567 anthranilate Beilstein:3904977 Beilstein Gmelin:131077 Gmelin KEGG:C00108 ChEBI Reaxys:3904977 Reaxys UM-BBD_compID:c0345 ChEBI 2-aminobenzoate IUPAC anthranilate UniProt -1 ChEBI 136.040 ChEBI 136.12808 ChEBI C7H6NO2 ChEBI InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 ChEBI Nc1ccccc1C([O-])=O ChEBI RWZYAGGXGHYGMB-UHFFFAOYSA-M ChEBI A triamine that is the 1,5,10-triaza derivative of decane. CHEBI:15095 CHEBI:15097 CHEBI:26732 CHEBI:26733 CHEBI:45647 CHEBI:9218 Beilstein:1698591 CAS:124-20-9 DrugBank:DB03566 Gmelin:454510 HMDB:HMDB01257 KEGG:C00315 KNApSAcK:C00001431 LINCS:LSM-37075 MetaCyc:SPERMIDINE PDBeChem:SPD PMID:22770225 Reaxys:1698591 Wikipedia:Spermidine N-(3-aminopropyl)butane-1,4-diamine SPERMIDINE Spermidine chebi_ontology 0 1,5,10-triazadecane 145.158 145.24598 4-azaoctamethylenediamine 4-azaoctane-1,8-diamine ATHGHQPFGPMSJY-UHFFFAOYSA-N C7H19N3 InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 N-(3-Aminopropyl)-1,4-butane-diamine NCCCCNCCCN Spermidin CHEBI:16610 spermidine Beilstein:1698591 ChemIDplus CAS:124-20-9 ChemIDplus CAS:124-20-9 KEGG COMPOUND Gmelin:454510 Gmelin PMID:22770225 Europe PMC Reaxys:1698591 Reaxys N-(3-aminopropyl)butane-1,4-diamine IUPAC SPERMIDINE PDBeChem Spermidine KEGG_COMPOUND 0 ChEBI 1,5,10-triazadecane ChemIDplus 145.158 KEGG_COMPOUND 145.24598 ChEBI 4-azaoctamethylenediamine ChemIDplus 4-azaoctane-1,8-diamine IUBMB ATHGHQPFGPMSJY-UHFFFAOYSA-N ChEBI C7H19N3 KEGG_COMPOUND InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 ChEBI N-(3-Aminopropyl)-1,4-butane-diamine KEGG_COMPOUND NCCCCNCCCN ChEBI Spermidin ChEBI The L-enantiomer of methionine. CHEBI:13141 CHEBI:21360 CHEBI:43990 CHEBI:6271 CAS:63-68-3 DrugBank:DB00134 Drug_Central:3347 ECMDB:ECMDB00696 Gmelin:26935 HMDB:HMDB00696 KEGG:C00073 KEGG:D00019 KNApSAcK:C00001379 MetaCyc:MET PDBeChem:MET_LFOH PMID:16575097 PMID:21683740 PMID:21946918 PMID:22200379 PMID:22370952 PMID:22448874 PMID:22517898 PMID:24126240 PMID:24939187 PMID:5764336 Reaxys:1722294 YMDB:YMDB00318 L-Methionine L-methionine chebi_ontology (2S)-2-amino-4-(methylsulfanyl)butanoic acid (S)-2-amino-4-(methylthio)butanoic acid (S)-2-amino-4-(methylthio)butyric acid (S)-methionine 0 149.051 149.21238 C5H11NO2S CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 L-(-)-methionine L-Methionin L-alpha-amino-gamma-methylmercaptobutyric acid M METHIONINE Met Methionine CHEBI:16643 L-methionine CAS:63-68-3 ChemIDplus CAS:63-68-3 KEGG COMPOUND CAS:63-68-3 NIST Chemistry WebBook Drug_Central:3347 DrugCentral Gmelin:26935 Gmelin PMID:16575097 Europe PMC PMID:21683740 Europe PMC PMID:21946918 Europe PMC PMID:22200379 Europe PMC PMID:22370952 Europe PMC PMID:22448874 Europe PMC PMID:22517898 Europe PMC PMID:24126240 Europe PMC PMID:24939187 Europe PMC PMID:5764336 Europe PMC Reaxys:1722294 Reaxys L-Methionine KEGG_COMPOUND L-methionine IUPAC (2S)-2-amino-4-(methylsulfanyl)butanoic acid IUPAC (S)-2-amino-4-(methylthio)butanoic acid ChemIDplus (S)-2-amino-4-(methylthio)butyric acid ChemIDplus (S)-methionine ChEBI 0 ChEBI 149.051 KEGG_COMPOUND 149.21238 ChEBI C5H11NO2S KEGG_COMPOUND CSCC[C@H](N)C(O)=O ChEBI FFEARJCKVFRZRR-BYPYZUCNSA-N ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 ChEBI L-(-)-methionine NIST_Chemistry_WebBook L-Methionin ChEBI L-alpha-amino-gamma-methylmercaptobutyric acid NIST_Chemistry_WebBook M ChEBI METHIONINE PDBeChem Met ChEBI Methionine KEGG_COMPOUND Methionine KEGG_DRUG Any member of the class of organooxygen compounds that is a polyhydroxy-aldehyde or -ketone or a lactol resulting from their intramolecular condensation (monosaccharides); substances derived from these by reduction of the carbonyl group (alditols), by oxidation of one or more hydroxy groups to afford the corresponding aldehydes, ketones, or carboxylic acids, or by replacement of one or more hydroxy group(s) by a hydrogen atom; and polymeric products arising by intermolecular acetal formation between two or more such molecules (disaccharides, polysaccharides and oligosaccharides). Carbohydrates contain only carbon, hydrogen and oxygen atoms; prior to any oxidation or reduction, most have the empirical formula Cm(H2O)n. Compounds obtained from carbohydrates by substitution, etc., are known as carbohydrate derivatives and may contain other elements. Cyclitols are generally not regarded as carbohydrates. CHEBI:15131 CHEBI:23008 CHEBI:9318 Wikipedia:Carbohydrate carbohydrate carbohydrates chebi_ontology Kohlenhydrat Kohlenhydrate carbohidrato carbohidratos glucide glucides glucido glucidos hydrates de carbone saccharide saccharides saccharidum CHEBI:16646 carbohydrate carbohydrate IUPAC carbohydrates IUPAC Kohlenhydrat ChEBI Kohlenhydrate ChEBI carbohidrato IUPAC carbohidratos IUPAC glucide ChEBI glucides ChEBI glucido ChEBI glucidos ChEBI hydrates de carbone ChEBI saccharide IUPAC saccharides IUPAC saccharidum ChEBI The 1-O-phospho derivative of L-fuculose. CHEBI:13104 CHEBI:13105 CHEBI:21296 Beilstein:1881578 KEGG:C01099 KNApSAcK:C00019651 6-deoxy-L-lyxo-hex-2-ulose 1-(dihydrogen phosphate) 6-deoxy-L-tagatose 1-(dihydrogen phosphate) chebi_ontology 0 244.035 244.13638 6-deoxy-1-O-phosphono-L-tagatose C6H13O8P C[C@H](O)[C@@H](O)[C@@H](O)C(=O)COP(O)(O)=O InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/t3-,5+,6-/m0/s1 KNYGWWDTPGSEPD-LFRDXLMFSA-N CHEBI:16647 L-fuculose 1-phosphate Beilstein:1881578 Beilstein 6-deoxy-L-lyxo-hex-2-ulose 1-(dihydrogen phosphate) IUPAC 6-deoxy-L-tagatose 1-(dihydrogen phosphate) IUPAC 0 ChEBI 244.035 ChEBI 244.13638 ChEBI 6-deoxy-1-O-phosphono-L-tagatose IUPAC C6H13O8P ChEBI C[C@H](O)[C@@H](O)[C@@H](O)C(=O)COP(O)(O)=O ChEBI InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/t3-,5+,6-/m0/s1 ChEBI KNYGWWDTPGSEPD-LFRDXLMFSA-N ChEBI An optically active form of lactate having (S)-configuration. CHEBI:11065 CHEBI:12411 CHEBI:18783 Beilstein:4655977 Gmelin:324523 KEGG:C00186 MetaCyc:L-LACTATE Reaxys:4655977 UM-BBD_compID:c0152 (2S)-2-hydroxypropanoate (S)-lactate chebi_ontology (+)-lactate -1 89.024 89.07000 C3H5O3 C[C@H](O)C([O-])=O InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m0/s1 JVTAAEKCZFNVCJ-REOHCLBHSA-M L(+)-lactate L-(+)-lactate L-lactate CHEBI:16651 (S)-lactate Beilstein:4655977 Beilstein Gmelin:324523 Gmelin KEGG:C00186 ChEBI Reaxys:4655977 Reaxys UM-BBD_compID:c0152 ChEBI (2S)-2-hydroxypropanoate IUPAC (S)-lactate UniProt (+)-lactate ChEBI -1 ChEBI 89.024 ChEBI 89.07000 ChEBI C3H5O3 ChEBI C[C@H](O)C([O-])=O ChEBI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m0/s1 ChEBI JVTAAEKCZFNVCJ-REOHCLBHSA-M ChEBI L(+)-lactate ChEBI L-(+)-lactate ChEBI L-lactate UM-BBD A glycerate that is the conjugate base of D-glyceric acid, obtained by deprotonation of the carboxy group. CHEBI:10999 CHEBI:12985 CHEBI:21027 Beilstein:6114954 Gmelin:1146853 HMDB:HMDB00139 KEGG:C00258 MetaCyc:GLYCERATE Reaxys:6114954 (2R)-2,3-dihydroxypropanoate D-glycerate chebi_ontology (R)-glycerate (R)-glycerate anion -1 105.019 105.06940 C3H5O4 InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/p-1/t2-/m1/s1 OC[C@@H](O)C([O-])=O RBNPOMFGQQGHHO-UWTATZPHSA-M alpha,beta-Hydroxypropionate CHEBI:16659 D-glycerate Beilstein:6114954 Beilstein Gmelin:1146853 Gmelin KEGG:C00258 ChEBI Reaxys:6114954 Reaxys (2R)-2,3-dihydroxypropanoate IUPAC D-glycerate UniProt (R)-glycerate HMDB (R)-glycerate anion ChEBI -1 ChEBI 105.019 ChEBI 105.06940 ChEBI C3H5O4 ChEBI InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/p-1/t2-/m1/s1 ChEBI OC[C@@H](O)C([O-])=O ChEBI RBNPOMFGQQGHHO-UWTATZPHSA-M ChEBI alpha,beta-Hydroxypropionate HMDB Amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. X = OH, OR, NH2, NHR, etc. CHEBI:14753 CHEBI:25906 CHEBI:7990 KEGG:C00012 Peptide peptides chebi_ontology (C2H2NOR)nC2H3NOR 0 Peptid peptido peptidos CHEBI:16670 peptide Peptide KEGG_COMPOUND peptides IUPAC (C2H2NOR)nC2H3NOR ChEBI 0 ChEBI Peptid ChEBI peptido ChEBI peptidos ChEBI A pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase. CHEBI:13508 CHEBI:13509 CHEBI:27231 CHEBI:46362 CHEBI:46382 CHEBI:47721 CHEBI:9849 Beilstein:47486 CAS:58-97-9 DrugBank:DB03685 Gmelin:310455 HMDB:HMDB00288 KEGG:C00105 KNApSAcK:C00007311 MetaCyc:UMP PDBeChem:U5PrF10 PDBeChem:UrF10 PMID:22735334 PMID:2559771 Reaxys:47486 Wikipedia:Uridine_monophosphate 5'-uridylic acid UMP chebi_ontology 0 324.036 324.18136 5'-UMP 5'Uridylic acid C9H13N2O9P DJJCXFVJDGTHFX-XVFCMESISA-N InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O URIDINE-5'-MONOPHOSPHATE Uridine 5'-monophosphate Uridine monophosphate Uridylic acid pU uridine 5'-(dihydrogen phosphate) uridine 5'-phosphate uridine 5'-phosphoric acid uridylate CHEBI:16695 UMP Beilstein:47486 Beilstein CAS:58-97-9 ChemIDplus CAS:58-97-9 KEGG COMPOUND Gmelin:310455 Gmelin PMID:22735334 Europe PMC PMID:2559771 Europe PMC Reaxys:47486 Reaxys 5'-uridylic acid IUPAC UMP KEGG_COMPOUND 0 ChEBI 324.036 KEGG_COMPOUND 324.18136 ChEBI 5'-UMP ChemIDplus 5'Uridylic acid KEGG_COMPOUND C9H13N2O9P KEGG_COMPOUND DJJCXFVJDGTHFX-XVFCMESISA-N ChEBI InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 ChEBI O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O ChEBI URIDINE-5'-MONOPHOSPHATE PDBeChem Uridine 5'-monophosphate KEGG_COMPOUND Uridine monophosphate KEGG_COMPOUND Uridylic acid KEGG_COMPOUND pU CBN pU ChEBI uridine 5'-(dihydrogen phosphate) ChemIDplus uridine 5'-phosphate ChemIDplus uridine 5'-phosphoric acid ChemIDplus uridylate ChEBI A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-5 of the ribose ring is mono-, di-, tri- or tetra-phosphorylated. CHEBI:14674 CHEBI:25603 CHEBI:7650 KEGG:C01117 Nucleoside 5'-phosphate chebi_ontology 0 196.014 196.09510 C5H9O6PR2 O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O nucleoside 5'-phosphates CHEBI:16701 nucleoside 5'-phosphate Nucleoside 5'-phosphate KEGG_COMPOUND 0 ChEBI 196.014 ChEBI 196.09510 ChEBI C5H9O6PR2 ChEBI O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O ChEBI nucleoside 5'-phosphates ChEBI A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics. CHEBI:20705 CHEBI:2172 Beilstein:15080 Beilstein:959078 CAS:551-16-6 Gmelin:1876702 KEGG:C02954 PDBeChem:X1E PMID:12569987 PMID:1384868 PMID:14687482 PMID:1701026 PMID:20970923 PMID:21614893 PMID:24293403 PMID:24389703 PMID:24631718 PMID:25057428 PMID:26852849 PMID:26986755 PMID:6166603 Patent:US2941995 Reaxys:15080 Wikipedia:6-APA 6-Aminopenicillanic acid 6-amino-2,2-dimethylpenam-3alpha-carboxylic acid chebi_ontology (+)-6-aminopenicillanic acid (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 216.057 216.25856 6-APA 6-Aminopenicillamine acid 6-Aminopenicillanate 6-Apa 6-Aps 6beta-aminopenicillanic acid Aminopenicillanic acid C8H12N2O3S InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 NGHVIOIJCVXTGV-ALEPSDHESA-N Penicin Penin Phenacyl 6-aminopenicillinate [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N)C(O)=O CHEBI:16705 6-aminopenicillanic acid Beilstein:15080 Beilstein Beilstein:959078 Beilstein CAS:551-16-6 ChemIDplus CAS:551-16-6 KEGG COMPOUND Gmelin:1876702 Gmelin PMID:12569987 Europe PMC PMID:1384868 Europe PMC PMID:14687482 Europe PMC PMID:1701026 Europe PMC PMID:20970923 Europe PMC PMID:21614893 Europe PMC PMID:24293403 Europe PMC PMID:24389703 Europe PMC PMID:24631718 Europe PMC PMID:25057428 Europe PMC PMID:26852849 Europe PMC PMID:26986755 Europe PMC PMID:6166603 Europe PMC Reaxys:15080 Reaxys 6-Aminopenicillanic acid KEGG_COMPOUND 6-amino-2,2-dimethylpenam-3alpha-carboxylic acid IUPAC (+)-6-aminopenicillanic acid ChEBI (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC 0 ChEBI 216.057 KEGG_COMPOUND 216.25856 ChEBI 6-APA ChEBI 6-Aminopenicillamine acid ChemIDplus 6-Aminopenicillanate KEGG_COMPOUND 6-Apa ChemIDplus 6-Aps ChemIDplus 6beta-aminopenicillanic acid ChEBI Aminopenicillanic acid ChemIDplus C8H12N2O3S KEGG_COMPOUND InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 ChEBI NGHVIOIJCVXTGV-ALEPSDHESA-N ChEBI Penicin ChemIDplus Penin ChemIDplus Phenacyl 6-aminopenicillinate ChemIDplus [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N)C(O)=O ChEBI The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. CHEBI:13733 CHEBI:22236 CHEBI:2470 CHEBI:40579 Beilstein:608603 CAS:73-24-5 DrugBank:DB00173 Drug_Central:89 Gmelin:3903 HMDB:HMDB00034 KEGG:C00147 KEGG:D00034 KNApSAcK:C00001490 MetaCyc:ADENINE PDBeChem:ADE PMID:17439666 PMID:8070089 Reaxys:608603 Wikipedia:Adenine colombos:ADENINE 9H-purin-6-amine ADENINE Adenine adenine chebi_ontology 0 135.054 135.12690 6-Aminopurine A Ade Adenin C5H5N5 GFFGJBXGBJISGV-UHFFFAOYSA-N InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) Nc1ncnc2[nH]cnc12 CHEBI:16708 adenine Beilstein:608603 Beilstein CAS:73-24-5 ChemIDplus CAS:73-24-5 KEGG COMPOUND CAS:73-24-5 NIST Chemistry WebBook Drug_Central:89 DrugCentral Gmelin:3903 Gmelin PMID:17439666 Europe PMC PMID:8070089 Europe PMC Reaxys:608603 Reaxys 9H-purin-6-amine IUPAC ADENINE PDBeChem Adenine KEGG_COMPOUND adenine UniProt 0 ChEBI 135.054 KEGG_COMPOUND 135.12690 ChEBI 6-Aminopurine KEGG_COMPOUND A ChEBI Ade CBN Adenin NIST_Chemistry_WebBook C5H5N5 KEGG_COMPOUND GFFGJBXGBJISGV-UHFFFAOYSA-N ChEBI InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) ChEBI Nc1ncnc2[nH]cnc12 ChEBI A six-carbon aromatic annulene in which each carbon atom donates one of its two 2p electrons into a delocalised pi system. A toxic, flammable liquid byproduct of coal distillation, it is used as an industrial solvent. Benzene is a carcinogen that also damages bone marrow and the central nervous system. CHEBI:13876 CHEBI:22703 CHEBI:3025 CHEBI:41187 Beilstein:969212 CAS:71-43-2 Gmelin:1671 HMDB:HMDB01505 KEGG:C01407 PDBeChem:BNZ PMID:11684179 PMID:11993966 PMID:12857942 PMID:14677922 PMID:15468289 PMID:15935818 PMID:16161967 PMID:17373369 PMID:18072742 PMID:18407866 PMID:18409691 PMID:18836923 PMID:19228219 PMID:21325737 PMID:23088855 PMID:23222815 PMID:23534829 PMID:6353911 PMID:8124204 Reaxys:969212 UM-BBD_compID:c0142 Wikipedia:Benzene BENZENE Benzene benzene chebi_ontology 0 78.047 78.11184 Benzen Benzine Benzol Bicarburet of hydrogen C6H6 Coal naphtha InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H Mineral naphtha Phene Pyrobenzol Pyrobenzole UHOVQNZJYSORNB-UHFFFAOYSA-N [6]annulene benzole c1ccccc1 cyclohexatriene phenyl hydride CHEBI:16716 benzene Beilstein:969212 Beilstein CAS:71-43-2 ChemIDplus CAS:71-43-2 KEGG COMPOUND CAS:71-43-2 NIST Chemistry WebBook Gmelin:1671 Gmelin PMID:11684179 Europe PMC PMID:11993966 Europe PMC PMID:12857942 Europe PMC PMID:14677922 Europe PMC PMID:15468289 Europe PMC PMID:15935818 Europe PMC PMID:16161967 Europe PMC PMID:17373369 Europe PMC PMID:18072742 Europe PMC PMID:18407866 Europe PMC PMID:18409691 Europe PMC PMID:18836923 Europe PMC PMID:19228219 Europe PMC PMID:21325737 Europe PMC PMID:23088855 Europe PMC PMID:23222815 Europe PMC PMID:23534829 Europe PMC PMID:6353911 Europe PMC PMID:8124204 Europe PMC Reaxys:969212 Reaxys UM-BBD_compID:c0142 UM-BBD BENZENE PDBeChem Benzene KEGG_COMPOUND benzene ChEBI benzene IUPAC benzene UniProt 0 ChEBI 78.047 KEGG_COMPOUND 78.11184 ChEBI Benzen IUPAC Benzine UM-BBD Benzol ChemIDplus Bicarburet of hydrogen ChemIDplus C6H6 KEGG_COMPOUND Coal naphtha ChemIDplus InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H ChEBI Mineral naphtha ChemIDplus Phene ChemIDplus Pyrobenzol ChemIDplus Pyrobenzole ChemIDplus UHOVQNZJYSORNB-UHFFFAOYSA-N ChEBI [6]annulene NIST_Chemistry_WebBook benzole NIST_Chemistry_WebBook c1ccccc1 ChEBI cyclohexatriene UM-BBD phenyl hydride UM-BBD CHEBI:12909 CHEBI:13625 CHEBI:20906 CHEBI:4097 KEGG:C00405 D-alpha-amino acid D-alpha-amino acids chebi_ontology 0 74.024 74.05870 C2H4NO2R D-Amino acid D-alpha-amino acids N[C@H]([*])C(O)=O CHEBI:16733 D-alpha-amino acid D-alpha-amino acid ChEBI D-alpha-amino acids IUPAC 0 ChEBI 74.024 ChEBI 74.024 KEGG_COMPOUND 74.05870 ChEBI C2H4NO2R ChEBI C2H4NO2R KEGG_COMPOUND D-Amino acid KEGG_COMPOUND D-alpha-amino acids ChEBI N[C@H]([*])C(O)=O ChEBI A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively. CHEBI:23094 CHEBI:3588 CHEBI:3593 Beilstein:3219887 CAS:474-25-9 DrugBank:DB06777 Drug_Central:4361 HMDB:HMDB00518 KEGG:C02528 KEGG:D00163 LINCS:LSM-5353 LIPID_MAPS_instance:LMST04010032 PDBeChem:JN3 PMID:11530998 PMID:16037564 PMID:24448653 PMID:24464484 Reaxys:3219887 Wikipedia:Chenodiol 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid Chenodeoxycholic acid chebi_ontology 0 392.293 392.57200 3alpha,7alpha-Dihydroxy-5beta-cholanic acid 7alpha-hydroxylithocholic acid C24H40O4 CDCA Chenix Chenodiol InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 RUDATBOHQWOJDD-BSWAIDMHSA-N [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O anthropodeoxycholic acid anthropodesoxycholic acid chenic acid gallodesoxycholic acid CHEBI:16755 chenodeoxycholic acid Beilstein:3219887 Beilstein CAS:474-25-9 ChemIDplus CAS:474-25-9 KEGG COMPOUND Drug_Central:4361 DrugCentral LIPID_MAPS_instance:LMST04010032 LIPID MAPS PMID:11530998 Europe PMC PMID:16037564 Europe PMC PMID:24448653 Europe PMC PMID:24464484 Europe PMC Reaxys:3219887 Reaxys 3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid IUPAC Chenodeoxycholic acid KEGG_COMPOUND 0 ChEBI 392.293 KEGG_COMPOUND 392.57200 ChEBI 3alpha,7alpha-Dihydroxy-5beta-cholanic acid KEGG_COMPOUND 7alpha-hydroxylithocholic acid ChemIDplus C24H40O4 KEGG_COMPOUND CDCA IUPHAR Chenix ChemIDplus Chenodiol KEGG_COMPOUND InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 ChEBI RUDATBOHQWOJDD-BSWAIDMHSA-N ChEBI [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O ChEBI anthropodeoxycholic acid ChemIDplus anthropodesoxycholic acid ChemIDplus chenic acid ChemIDplus gallodesoxycholic acid ChemIDplus A purine ribonucleoside 5'-diphosphate having adenine as the nucleobase. CHEBI:13222 CHEBI:22244 CHEBI:2342 CHEBI:40553 Beilstein:67722 CAS:20398-34-9 CAS:58-64-0 COMe:MOL000173 DrugBank:DB03431 Gmelin:88452 KEGG:C00008 KEGG:G11113 KNApSAcK:C00019353 PDBeChem:ADP PMID:16295522 Reaxys:67722 ADP adenosine 5'-(trihydrogen diphosphate) chebi_ontology 0 427.029 427.20110 5'-adenylphosphoric acid ADENOSINE-5'-DIPHOSPHATE Adenosine 5'-diphosphate C10H15N5O10P2 H3adp InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XTWYTFMLZFPYCI-KQYNXXCUSA-N CHEBI:16761 ADP Beilstein:67722 Beilstein CAS:20398-34-9 KEGG COMPOUND CAS:58-64-0 ChemIDplus CAS:58-64-0 KEGG COMPOUND Gmelin:88452 Gmelin PMID:16295522 Europe PMC Reaxys:67722 Reaxys ADP KEGG_COMPOUND adenosine 5'-(trihydrogen diphosphate) IUPAC 0 ChEBI 427.029 KEGG_COMPOUND 427.20110 ChEBI 5'-adenylphosphoric acid ChemIDplus ADENOSINE-5'-DIPHOSPHATE PDBeChem Adenosine 5'-diphosphate KEGG_COMPOUND C10H15N5O10P2 KEGG_COMPOUND H3adp IUPAC InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI XTWYTFMLZFPYCI-KQYNXXCUSA-N ChEBI CHEBI:13370 CHEBI:25199 CHEBI:25200 CHEBI:49640 CHEBI:5714 KEGG:C00703 PDBeChem:HG UM-BBD_compID:c0096 mercury(2+) mercury(2+) ion mercury(II) cation chebi_ontology +2 200.59000 201.971 BQPIGGFYSBELGY-UHFFFAOYSA-N Hg Hg(2+) Hg2+ InChI=1S/Hg/q+2 MERCURY (II) ION Mercuric ion [Hg++] mercuric ion mercury(2+) ion mercury(II) mercury(II) cation CHEBI:16793 mercury(2+) UM-BBD_compID:c0096 ChEBI mercury(2+) IUPAC mercury(2+) ion IUPAC mercury(II) cation IUPAC +2 ChEBI 200.59000 ChEBI 201.971 KEGG_COMPOUND BQPIGGFYSBELGY-UHFFFAOYSA-N ChEBI Hg KEGG_COMPOUND Hg(2+) IUPAC Hg(2+) UniProt Hg2+ KEGG_COMPOUND InChI=1S/Hg/q+2 ChEBI MERCURY (II) ION PDBeChem Mercuric ion KEGG_COMPOUND [Hg++] ChEBI mercuric ion ChEBI mercury(2+) ion ChEBI mercury(II) ChEBI mercury(II) cation ChEBI A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4. CHEBI:14590 CHEBI:25229 CHEBI:6829 Beilstein:636185 CAS:59-51-8 Gmelin:3117 KEGG:C01733 KEGG:D04983 PMID:16702333 PMID:22264337 PMID:2543976 Reaxys:636185 UM-BBD_compID:c0094 Wikipedia:Methionine colombos:METHIONINE Methionine methionine chebi_ontology 0 149.051 149.21238 2-Amino-4-(methylthio)butyric acid 2-amino-4-(methylsulfanyl)butanoic acid 2-amino-4-(methylthio)butanoic acid C5H11NO2S CSCCC(N)C(O)=O DL-Methionine FFEARJCKVFRZRR-UHFFFAOYSA-N Hmet InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) M Met Methionin Racemethionine alpha-amino-gamma-methylmercaptobutyric acid metionina CHEBI:16811 methionine Beilstein:636185 Beilstein CAS:59-51-8 ChemIDplus CAS:59-51-8 KEGG COMPOUND CAS:59-51-8 NIST Chemistry WebBook Gmelin:3117 Gmelin PMID:16702333 Europe PMC PMID:22264337 Europe PMC PMID:2543976 Europe PMC Reaxys:636185 Reaxys UM-BBD_compID:c0094 UM-BBD Methionine KEGG_COMPOUND methionine ChEBI methionine IUPAC 0 ChEBI 149.051 KEGG_COMPOUND 149.21238 ChEBI 2-Amino-4-(methylthio)butyric acid KEGG_COMPOUND 2-amino-4-(methylsulfanyl)butanoic acid IUPAC 2-amino-4-(methylthio)butanoic acid JCBN C5H11NO2S KEGG_COMPOUND CSCCC(N)C(O)=O ChEBI DL-Methionine KEGG_DRUG FFEARJCKVFRZRR-UHFFFAOYSA-N ChEBI Hmet IUPAC InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) ChEBI M ChEBI Met ChEBI Methionin ChEBI Racemethionine KEGG_DRUG alpha-amino-gamma-methylmercaptobutyric acid NIST_Chemistry_WebBook metionina ChEBI The L-enantiomer of tryptophan. CHEBI:13178 CHEBI:184633 CHEBI:21407 CHEBI:45988 CHEBI:46086 CHEBI:46125 CHEBI:46225 CHEBI:6310 Beilstein:86197 CAS:73-22-3 DrugBank:DB00150 Drug_Central:2780 ECMDB:ECMDB00929 Gmelin:51434 HMDB:HMDB00929 KEGG:C00078 KEGG:D00020 KNApSAcK:C00001396 MetaCyc:TRP PDBeChem:TRP PMID:11395471 PMID:11750787 PMID:11888576 PMID:12766158 PMID:12830226 PMID:12871129 PMID:15206750 PMID:16740930 PMID:16934873 PMID:17127472 PMID:17177562 PMID:17430113 PMID:17585690 PMID:17690425 PMID:17826001 PMID:18234569 PMID:18419734 PMID:18949702 PMID:19896323 PMID:21856896 PMID:22071091 PMID:22162421 PMID:22299628 PMID:22386992 PMID:22402312 PMID:22415302 PMID:22415306 PMID:2917974 Reaxys:86197 Wikipedia:Tryptophan YMDB:YMDB00126 L-Tryptophan L-tryptophan chebi_ontology (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid (S)-alpha-Amino-beta-(3-indolyl)-propionic acid (S)-alpha-amino-1H-indole-3-propanoic acid (S)-tryptophan 0 204.090 204.22526 C11H12N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 L-(-)-tryptophan L-beta-3-indolylalanine N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O QIVBCDIJIAJPQS-VIFPVBQESA-N TRYPTOPHAN Trp Tryptophan W tryptophan CHEBI:16828 L-tryptophan Beilstein:86197 Beilstein CAS:73-22-3 ChemIDplus CAS:73-22-3 KEGG COMPOUND CAS:73-22-3 NIST Chemistry WebBook Drug_Central:2780 DrugCentral Gmelin:51434 Gmelin PMID:11395471 Europe PMC PMID:11750787 Europe PMC PMID:11888576 Europe PMC PMID:12766158 Europe PMC PMID:12830226 Europe PMC PMID:12871129 Europe PMC PMID:15206750 Europe PMC PMID:16740930 Europe PMC PMID:16934873 Europe PMC PMID:17127472 Europe PMC PMID:17177562 Europe PMC PMID:17430113 Europe PMC PMID:17585690 Europe PMC PMID:17690425 Europe PMC PMID:17826001 Europe PMC PMID:18234569 Europe PMC PMID:18419734 Europe PMC PMID:18949702 Europe PMC PMID:19896323 Europe PMC PMID:21856896 Europe PMC PMID:22071091 Europe PMC PMID:22162421 Europe PMC PMID:22299628 Europe PMC PMID:22386992 Europe PMC PMID:22402312 Europe PMC PMID:22415302 Europe PMC PMID:22415306 Europe PMC PMID:2917974 Europe PMC Reaxys:86197 Reaxys L-Tryptophan KEGG_COMPOUND L-tryptophan ChEBI L-tryptophan IUPAC (2S)-2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC (S)-alpha-Amino-beta-(3-indolyl)-propionic acid KEGG_COMPOUND (S)-alpha-amino-1H-indole-3-propanoic acid NIST_Chemistry_WebBook (S)-tryptophan NIST_Chemistry_WebBook 0 ChEBI 204.090 KEGG_COMPOUND 204.22526 ChEBI C11H12N2O2 KEGG_COMPOUND InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 ChEBI L-(-)-tryptophan NIST_Chemistry_WebBook L-beta-3-indolylalanine NIST_Chemistry_WebBook N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O ChEBI QIVBCDIJIAJPQS-VIFPVBQESA-N ChEBI TRYPTOPHAN PDBeChem Trp ChEBI Tryptophan KEGG_COMPOUND W ChEBI tryptophan KEGG_DRUG A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine. CHEBI:12402 CHEBI:14327 CHEBI:24334 CHEBI:42873 CHEBI:43049 CHEBI:5437 CAS:70-18-8 DrugBank:DB00143 Drug_Central:1312 HMDB:HMDB00125 KEGG:C00051 KEGG:D00014 KNApSAcK:C00001518 MetaCyc:GLUTATHIONE PDBeChem:GSH PMID:17439666 PMID:4200890 PMID:4745654 Reaxys:1729812 Wikipedia:Glutathione Glutathione L-gamma-glutamyl-L-cysteinylglycine chebi_ontology 0 307.084 307.32300 5-L-Glutamyl-L-cysteinylglycine C10H17N3O6S GSH Glutathione-SH InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N Reduced glutathione gamma-L-Glutamyl-L-cysteinyl-glycine CHEBI:16856 glutathione CAS:70-18-8 ChemIDplus CAS:70-18-8 KEGG COMPOUND Drug_Central:1312 DrugCentral PMID:17439666 Europe PMC PMID:4200890 Europe PMC PMID:4745654 Europe PMC Reaxys:1729812 Reaxys Glutathione KEGG_COMPOUND L-gamma-glutamyl-L-cysteinylglycine IUPAC 0 ChEBI 307.084 KEGG_COMPOUND 307.32300 ChEBI 5-L-Glutamyl-L-cysteinylglycine KEGG_COMPOUND C10H17N3O6S KEGG_COMPOUND GSH KEGG_COMPOUND Glutathione-SH HMDB InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 ChEBI N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine KEGG_COMPOUND N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O ChEBI RWSXRVCMGQZWBV-WDSKDSINSA-N ChEBI Reduced glutathione KEGG_COMPOUND gamma-L-Glutamyl-L-cysteinyl-glycine KEGG_COMPOUND An optically active form of threonine having L-configuration. CHEBI:13175 CHEBI:21403 CHEBI:42083 CHEBI:45843 CHEBI:45983 CHEBI:6308 Beilstein:1721646 CAS:72-19-5 DrugBank:DB00156 Drug_Central:4254 ECMDB:ECMDB00167 Gmelin:82510 HMDB:HMDB00167 KEGG:C00188 KEGG:D00041 KNApSAcK:C00001394 PDBeChem:THR PMID:11964235 PMID:12523390 PMID:16659349 PMID:17379183 PMID:22289691 PMID:22342587 PMID:22513921 PMID:22770225 PMID:24671569 Reaxys:1721646 UM-BBD_compID:c0413 Wikipedia:Threonine YMDB:YMDB00214 L-Threonine L-threonine chebi_ontology (2S)-threonine (2S,3R)-(-)-Threonine (2S,3R)-2-amino-3-hydroxybutanoic acid 0 119.058 119.11920 2-Amino-3-hydroxybutyric acid AYFVYJQAPQTCCC-GBXIJSLDSA-N C4H9NO3 C[C@@H](O)[C@H](N)C(O)=O InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 L-(-)-Threonine L-2-Amino-3-hydroxybutyric acid L-Threonin L-alpha-amino-beta-hydroxybutyric acid T THREONINE Thr CHEBI:16857 L-threonine Beilstein:1721646 Beilstein CAS:72-19-5 ChemIDplus CAS:72-19-5 KEGG COMPOUND CAS:72-19-5 NIST Chemistry WebBook Drug_Central:4254 DrugCentral Gmelin:82510 Gmelin PMID:11964235 Europe PMC PMID:12523390 Europe PMC PMID:16659349 Europe PMC PMID:17379183 Europe PMC PMID:22289691 Europe PMC PMID:22342587 Europe PMC PMID:22513921 Europe PMC PMID:22770225 Europe PMC PMID:24671569 Europe PMC Reaxys:1721646 Reaxys UM-BBD_compID:c0413 UM-BBD L-Threonine KEGG_COMPOUND L-threonine IUPAC (2S)-threonine ChemIDplus (2S,3R)-(-)-Threonine HMDB (2S,3R)-2-amino-3-hydroxybutanoic acid IUPAC 0 ChEBI 119.058 KEGG_COMPOUND 119.11920 ChEBI 2-Amino-3-hydroxybutyric acid KEGG_COMPOUND AYFVYJQAPQTCCC-GBXIJSLDSA-N ChEBI C4H9NO3 KEGG_COMPOUND C[C@@H](O)[C@H](N)C(O)=O ChEBI InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 ChEBI L-(-)-Threonine DrugBank L-2-Amino-3-hydroxybutyric acid HMDB L-Threonin ChEBI L-alpha-amino-beta-hydroxybutyric acid NIST_Chemistry_WebBook T ChEBI THREONINE PDBeChem Thr ChEBI CHEBI:13401 CHEBI:13662 CHEBI:14675 CHEBI:25606 CHEBI:7428 CHEBI:7652 KEGG:C00454 Nucleoside diphosphate chebi_ontology 0 292.983 293.08240 C5H11O10P2R NDP O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O nucleoside diphosphates CHEBI:16862 nucleoside diphosphate Nucleoside diphosphate KEGG_COMPOUND 0 ChEBI 292.983 ChEBI 293.08240 ChEBI C5H11O10P2R ChEBI NDP KEGG_COMPOUND O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O ChEBI nucleoside diphosphates ChEBI An optically active form of methionine having D-configuration. CHEBI:13005 CHEBI:21065 CHEBI:4215 CHEBI:44071 Beilstein:1722293 CAS:348-67-4 DrugBank:DB02893 ECMDB:ECMDB21203 Gmelin:26934 KEGG:C00855 MetaCyc:CPD-218 PDBeChem:MED PMID:15375647 PMID:20431016 PMID:20872028 PMID:21480759 PMID:21750343 PMID:21924333 PMID:22192214 PMID:22304623 PMID:318639 Reaxys:1722293 YMDB:YMDB00816 D-METHIONINE D-Methionine D-methionine chebi_ontology (2R)-2-amino-4-(methylsulfanyl)butanoic acid (R)-2-amino-4-(methylthio)butanoic acid (R)-methionine 0 149.051 149.21238 C5H11NO2S CSCC[C@@H](N)C(O)=O D-2-Amino-4-(methylthio)butyric acid D-Methionin FFEARJCKVFRZRR-SCSAIBSYSA-N InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 MED CHEBI:16867 D-methionine Beilstein:1722293 Beilstein CAS:348-67-4 ChemIDplus CAS:348-67-4 KEGG COMPOUND CAS:348-67-4 NIST Chemistry WebBook Gmelin:26934 Gmelin PMID:15375647 Europe PMC PMID:20431016 Europe PMC PMID:20872028 Europe PMC PMID:21480759 Europe PMC PMID:21750343 Europe PMC PMID:21924333 Europe PMC PMID:22192214 Europe PMC PMID:22304623 Europe PMC PMID:318639 Europe PMC Reaxys:1722293 Reaxys D-METHIONINE PDBeChem D-Methionine KEGG_COMPOUND D-methionine IUPAC (2R)-2-amino-4-(methylsulfanyl)butanoic acid IUPAC (R)-2-amino-4-(methylthio)butanoic acid JCBN (R)-methionine ChemIDplus 0 ChEBI 149.051 KEGG_COMPOUND 149.21238 ChEBI C5H11NO2S KEGG_COMPOUND CSCC[C@@H](N)C(O)=O ChEBI D-2-Amino-4-(methylthio)butyric acid KEGG_COMPOUND D-Methionin ChEBI FFEARJCKVFRZRR-SCSAIBSYSA-N ChEBI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 ChEBI MED PDBeChem CHEBI:10649 CHEBI:12849 CHEBI:35141 CHEBI:35772 CAS:27082-31-1 KEGG:C03189 glycerol dihydrogen phosphate chebi_ontology C3H9O6P glycerophosphoric acid sn-Glyceryl phosphate CHEBI:16890 glycerol monophosphate CAS:27082-31-1 ChemIDplus glycerol dihydrogen phosphate IUPAC C3H9O6P KEGG_COMPOUND glycerophosphoric acid ChemIDplus sn-Glyceryl phosphate KEGG_COMPOUND A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom. CHEBI:24421 CHEBI:42767 CHEBI:5509 Beilstein:741891 CAS:298-12-4 DrugBank:DB04343 Gmelin:25752 HMDB:HMDB00119 KEGG:C00048 KNApSAcK:C00001186 MetaCyc:GLYOX PDBeChem:GLV PMID:11479160 PMID:16396466 PMID:22580421 PMID:23790896 Reaxys:741891 Wikipedia:Glyoxylic_acid GLYOXYLIC ACID Glyoxylic acid oxoacetic acid chebi_ontology 0 74.000 74.03548 C2H2O3 Glyoxalate Glyoxalsaeure Glyoxylate Glyoxylsaeure HHLFWLYXYJOTON-UHFFFAOYSA-N InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) [H]C(=O)C(O)=O alpha-ketoacetic acid formylformic acid oxalaldehydic acid oxoethanoic acid CHEBI:16891 glyoxylic acid Beilstein:741891 Beilstein CAS:298-12-4 ChemIDplus CAS:298-12-4 KEGG COMPOUND CAS:298-12-4 NIST Chemistry WebBook Gmelin:25752 Gmelin PMID:11479160 Europe PMC PMID:16396466 Europe PMC PMID:22580421 Europe PMC PMID:23790896 Europe PMC Reaxys:741891 Reaxys GLYOXYLIC ACID PDBeChem Glyoxylic acid KEGG_COMPOUND oxoacetic acid IUPAC 0 ChEBI 74.000 KEGG_COMPOUND 74.03548 ChEBI C2H2O3 KEGG_COMPOUND Glyoxalate KEGG_COMPOUND Glyoxalsaeure ChEBI Glyoxylate KEGG_COMPOUND Glyoxylsaeure ChEBI HHLFWLYXYJOTON-UHFFFAOYSA-N ChEBI InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) ChEBI [H]C(=O)C(O)=O ChEBI alpha-ketoacetic acid NIST_Chemistry_WebBook formylformic acid NIST_Chemistry_WebBook oxalaldehydic acid ChemIDplus oxoethanoic acid ChemIDplus The parent compound of the pyrimidines; a diazine having the two nitrogens at the 1- and 3-positions. CHEBI:14982 CHEBI:44847 CHEBI:8675 Beilstein:103894 CAS:289-95-2 Gmelin:49324 KEGG:C00396 PDBeChem:P1R PMID:8070089 PYRIMIDINE Pyrimidine pyrimidine chebi_ontology 0 1,3-Diazin 1,3-Diazine 80.037 80.08804 C4H4N2 CZPWVGJYEJSRLH-UHFFFAOYSA-N InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H Metadiazine Pyrimidin Pyrimidine base c1cncnc1 m-diazine CHEBI:16898 pyrimidine Beilstein:103894 Beilstein CAS:289-95-2 ChemIDplus CAS:289-95-2 KEGG COMPOUND CAS:289-95-2 NIST Chemistry WebBook Gmelin:49324 Gmelin PMID:8070089 Europe PMC PYRIMIDINE PDBeChem Pyrimidine KEGG_COMPOUND pyrimidine IUPAC pyrimidine UniProt 0 ChEBI 1,3-Diazin ChEBI 1,3-Diazine KEGG_COMPOUND 80.037 KEGG_COMPOUND 80.08804 ChEBI C4H4N2 KEGG_COMPOUND CZPWVGJYEJSRLH-UHFFFAOYSA-N ChEBI InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H ChEBI Metadiazine KEGG_COMPOUND Pyrimidin ChEBI Pyrimidine base KEGG_COMPOUND c1cncnc1 ChEBI m-diazine NIST_Chemistry_WebBook A ketohexose bisphosphate that is D-fructose substituted by phosphate groups at positions 1 and 6. CHEBI:12924 CHEBI:4120 CAS:488-69-7 HMDB:HMDB01058 KEGG:C00354 MetaCyc:FRUCTOSE-16-DIPHOSPHATE PMID:13150027 PMID:4610358 Reaxys:1729954 D-fructose 1,6-bis(dihydrogen phosphate) chebi_ontology 0 1,6-di-O-phosphono-D-fructose 339.996 340.11568 C6H14O12P2 D-Fructose 1,6-bisphosphate D-fructose-1,6-diphosphate Harden-Young ester InChI=1S/C6H14O12P2/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t3-,5-,6-/m1/s1 XPYBSIWDXQFNMH-UYFOZJQFSA-N [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O fructose-1,6-diphosphate CHEBI:16905 keto-D-fructose 1,6-bisphosphate CAS:488-69-7 KEGG COMPOUND PMID:13150027 Europe PMC PMID:4610358 Europe PMC Reaxys:1729954 Reaxys D-fructose 1,6-bis(dihydrogen phosphate) IUPAC 0 ChEBI 1,6-di-O-phosphono-D-fructose ChEBI 339.996 KEGG_COMPOUND 340.11568 ChEBI C6H14O12P2 KEGG_COMPOUND D-Fructose 1,6-bisphosphate KEGG_COMPOUND D-fructose-1,6-diphosphate ChEBI Harden-Young ester HMDB InChI=1S/C6H14O12P2/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t3-,5-,6-/m1/s1 ChEBI XPYBSIWDXQFNMH-UYFOZJQFSA-N ChEBI [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O ChEBI fructose-1,6-diphosphate ChEBI A monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves. CHEBI:26597 CHEBI:45521 CHEBI:9006 Beilstein:774890 CAS:69-72-7 DrugBank:DB00936 Drug_Central:2416 Gmelin:3418 HMDB:HMDB01895 KEGG:C00805 KEGG:D00097 KNApSAcK:C00000206 LINCS:LSM-4763 MetaCyc:CPD-110 PDBeChem:SAL PMID:11016405 PMID:12865403 PMID:1650428 PMID:19400653 PMID:19816125 PMID:22770225 PMID:3425858 Reaxys:774890 Wikipedia:Salicylic_Acid 2-hydroxybenzoic acid Salicylic acid chebi_ontology 0 138.032 138.12070 2-HYDROXYBENZOIC ACID 2-carboxyphenol C7H6O3 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) OC(=O)c1ccccc1O YGSDEFSMJLZEOE-UHFFFAOYSA-N o-Hydroxybenzoic acid o-carboxyphenol o-hydroxybenzoic acid CHEBI:16914 salicylic acid Beilstein:774890 Beilstein CAS:69-72-7 ChemIDplus CAS:69-72-7 KEGG COMPOUND CAS:69-72-7 NIST Chemistry WebBook Drug_Central:2416 DrugCentral Gmelin:3418 Gmelin PMID:11016405 Europe PMC PMID:12865403 Europe PMC PMID:1650428 Europe PMC PMID:19400653 Europe PMC PMID:19816125 Europe PMC PMID:22770225 Europe PMC PMID:3425858 Europe PMC Reaxys:774890 Reaxys 2-hydroxybenzoic acid IUPAC Salicylic acid KEGG_COMPOUND 0 ChEBI 138.032 ChEBI 138.12070 ChEBI 2-HYDROXYBENZOIC ACID PDBeChem 2-carboxyphenol NIST_Chemistry_WebBook C7H6O3 ChEBI InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) ChEBI OC(=O)c1ccccc1O ChEBI YGSDEFSMJLZEOE-UHFFFAOYSA-N ChEBI o-Hydroxybenzoic acid KEGG_COMPOUND o-carboxyphenol NIST_Chemistry_WebBook o-hydroxybenzoic acid NIST_Chemistry_WebBook A tricarboxylic acid trianion, obtained by deprotonation of the three carboxy groups of citric acid. CHEBI:13999 CHEBI:23321 CHEBI:42563 Beilstein:1884707 CAS:126-44-3 Gmelin:4239 KEGG:C00158 PDBeChem:FLC Reaxys:1884707 2-hydroxypropane-1,2,3-tricarboxylate chebi_ontology -3 189.004 189.09970 2-hydroxy-1,2,3-propanetricarboxylate 2-hydroxy-1,2,3-propanetricarboxylate(3-) 2-hydroxy-1,2,3-propanetricarboxylic acid, ion(3-) 2-hydroxytricarballylate C6H5O7 CITRATE ANION InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/p-3 KRKNYBCHXYNGOX-UHFFFAOYSA-K OC(CC([O-])=O)(CC([O-])=O)C([O-])=O cit cit(3-) citrate CHEBI:16947 citrate(3-) Beilstein:1884707 Beilstein CAS:126-44-3 ChemIDplus Gmelin:4239 Gmelin KEGG:C00158 ChEBI Reaxys:1884707 Reaxys 2-hydroxypropane-1,2,3-tricarboxylate IUPAC -3 ChEBI 189.004 ChEBI 189.09970 ChEBI 2-hydroxy-1,2,3-propanetricarboxylate ChEBI 2-hydroxy-1,2,3-propanetricarboxylate(3-) ChemIDplus 2-hydroxy-1,2,3-propanetricarboxylic acid, ion(3-) ChemIDplus 2-hydroxytricarballylate ChEBI C6H5O7 ChEBI CITRATE ANION PDBeChem InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/p-3 ChEBI KRKNYBCHXYNGOX-UHFFFAOYSA-K ChEBI OC(CC([O-])=O)(CC([O-])=O)C([O-])=O ChEBI cit IUPAC cit(3-) ChEBI citrate UniProt A naturally-occurring beta-amino acid comprising propionic acid with the amino group in the 3-position. CHEBI:10343 CHEBI:12389 CHEBI:22821 CHEBI:41050 Beilstein:906793 CAS:107-95-9 DrugBank:DB03107 Gmelin:49614 HMDB:HMDB00056 KEGG:C00099 KEGG:D07561 KNApSAcK:C00001333 MetaCyc:B-ALANINE PDBeChem:BAL PMID:11139233 PMID:11850512 PMID:12107759 PMID:12887142 PMID:14363188 PMID:16934791 PMID:18528519 PMID:18613640 PMID:19239140 PMID:19955842 PMID:20199122 PMID:20386120 PMID:20479615 PMID:20994958 PMID:22735334 Reaxys:906793 Wikipedia:Beta-Alanine 3-aminopropanoic acid BETA-ALANINE beta-Alanine beta-alanine chebi_ontology 0 3-Aminopropionic acid 3-aminopropanoic acid 89.048 89.09322 C3H7NO2 H-beta-Ala-OH InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N bAla beta-aminopropionic acid omega-aminopropionic acid CHEBI:16958 beta-alanine Beilstein:906793 Beilstein CAS:107-95-9 ChemIDplus CAS:107-95-9 KEGG COMPOUND CAS:107-95-9 NIST Chemistry WebBook Gmelin:49614 Gmelin PMID:11139233 Europe PMC PMID:11850512 Europe PMC PMID:12107759 Europe PMC PMID:12887142 Europe PMC PMID:14363188 Europe PMC PMID:16934791 Europe PMC PMID:18528519 Europe PMC PMID:18613640 Europe PMC PMID:19239140 Europe PMC PMID:19955842 Europe PMC PMID:20199122 Europe PMC PMID:20386120 Europe PMC PMID:20479615 Europe PMC PMID:20994958 Europe PMC PMID:22735334 Europe PMC Reaxys:906793 Reaxys 3-aminopropanoic acid IUPAC BETA-ALANINE PDBeChem beta-Alanine KEGG_COMPOUND beta-alanine IUPAC 0 ChEBI 3-Aminopropionic acid KEGG_COMPOUND 3-aminopropanoic acid ChEBI 89.048 KEGG_COMPOUND 89.09322 ChEBI C3H7NO2 KEGG_COMPOUND H-beta-Ala-OH ChEBI InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) ChEBI NCCC(O)=O ChEBI UCMIRNVEIXFBKS-UHFFFAOYSA-N ChEBI bAla ChEBI beta-aminopropionic acid NIST_Chemistry_WebBook omega-aminopropionic acid ChEBI CHEBI:14426 CHEBI:24752 CHEBI:43202 CHEBI:5821 Beilstein:6755837 CAS:31282-04-9 KEGG:C01925 PDBeChem:HYG colombos:HYGROMYCIN_B (1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-beta-D-talopyranoside HYGROMYCIN B Hygromycin B chebi_ontology 0 527.233 527.52010 Antibiotic A-396-II C20H37N3O13 CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@@]4(O[C@H](C(N)CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O GRRNUXAQVGOGFE-NZSRVPFOSA-N InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1 O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-O-beta-D-talopyranosyl-(1->5)-2-deoxy-N(3)-methyl-D-streptamine CHEBI:16976 hygromycin B Beilstein:6755837 Beilstein CAS:31282-04-9 ChemIDplus CAS:31282-04-9 KEGG COMPOUND (1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-beta-D-talopyranoside IUPAC HYGROMYCIN B PDBeChem Hygromycin B KEGG_COMPOUND 0 ChEBI 527.233 KEGG_COMPOUND 527.52010 ChEBI Antibiotic A-396-II KEGG_COMPOUND C20H37N3O13 KEGG_COMPOUND CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@@]4(O[C@H](C(N)CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O ChEBI GRRNUXAQVGOGFE-NZSRVPFOSA-N ChEBI InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1 ChEBI O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2-3)-O-beta-D-talopyranosyl-(1->5)-2-deoxy-N(3)-methyl-D-streptamine ChEBI The L-enantiomer of alanine. CHEBI:13069 CHEBI:21216 CHEBI:40734 CHEBI:40735 CHEBI:46308 CHEBI:6171 Beilstein:1720248 CAS:56-41-7 DrugBank:DB00160 Drug_Central:4255 ECMDB:ECMDB00161 Gmelin:49628 HMDB:HMDB00161 KEGG:C00041 KEGG:D00012 KNApSAcK:C00001332 MetaCyc:ALPHA-ALANINE PDBeChem:ALA_LFOH PMID:18235971 PMID:22735334 PMID:3275662 Reaxys:1720248 Wikipedia:Alanine YMDB:YMDB00154 L-Alanine L-alanine chebi_ontology (2S)-2-aminopropanoic acid (S)-2-aminopropanoic acid (S)-alanine 0 89.048 89.09322 A ALANINE Ala C3H7NO2 C[C@H](N)C(O)=O InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 L-2-Aminopropionic acid L-Alanin L-alpha-Alanine L-alpha-alanine QNAYBMKLOCPYGJ-REOHCLBHSA-N CHEBI:16977 L-alanine Beilstein:1720248 Beilstein CAS:56-41-7 ChemIDplus CAS:56-41-7 KEGG COMPOUND CAS:56-41-7 NIST Chemistry WebBook Drug_Central:4255 DrugCentral Gmelin:49628 Gmelin PMID:18235971 Europe PMC PMID:22735334 Europe PMC PMID:3275662 Europe PMC Reaxys:1720248 Reaxys L-Alanine KEGG_COMPOUND L-alanine IUPAC (2S)-2-aminopropanoic acid IUPAC (S)-2-aminopropanoic acid ChEBI (S)-alanine NIST_Chemistry_WebBook 0 ChEBI 89.048 KEGG_COMPOUND 89.09322 ChEBI A ChEBI ALANINE PDBeChem Ala NIST_Chemistry_WebBook C3H7NO2 KEGG_COMPOUND C[C@H](N)C(O)=O ChEBI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 ChEBI L-2-Aminopropionic acid KEGG_COMPOUND L-Alanin ChEBI L-alpha-Alanine KEGG_COMPOUND L-alpha-alanine NIST_Chemistry_WebBook QNAYBMKLOCPYGJ-REOHCLBHSA-N ChEBI A ribose in which the chiral carbon atom furthest away from the aldehyde group (C4') has the same configuration as in D-glyceraldehyde. CHEBI:13011 CHEBI:21078 DrugBank:DB01936 PMID:24404872 PMID:24752650 D-ribo-pentose D-ribose chebi_ontology 0 150.12990 C5H10O5 D-Rib CHEBI:16988 D-ribose PMID:24404872 Europe PMC PMID:24752650 Europe PMC D-ribo-pentose IUPAC D-ribose IUPAC 0 ChEBI 150.12990 ChEBI C5H10O5 ChEBI D-Rib JCBN The simplest member of the class of propane-1,2-diols, consisting of propane in which a hydrogen at position 1 and a hydrogen at position 2 are substituted by hydroxy groups. A colourless, viscous, hygroscopic, low-melting (-59degreeC) and high-boiling (188degreeC) liquid with low toxicity, it is used as a solvent, emulsifying agent, and antifreeze. CHEBI:14899 CHEBI:8469 CAS:57-55-6 DrugBank:DB01839 Drug_Central:4024 HMDB:HMDB01881 KEGG:C00583 KEGG:D00078 KNApSAcK:C00007410 LINCS:LSM-36856 PMID:15665701 PMID:16078503 PMID:18346395 PMID:18845115 PMID:21616561 Reaxys:1340498 Wikipedia:Propylene_glycol Propane-1,2-diol propane-1,2-diol chebi_ontology 0 1,2-Propanediol 1,2-Propylenglykol 1,2-dihydroxypropane 2-hydroxypropanol 76.052 76.09442 C3H8O2 CC(O)CO CH3CH(OH)CH2OH DNIAPMSPPWPWGF-UHFFFAOYSA-N HOCH2CH(OH)CH3 HOCH2CH(OH)Me InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3 MeCH(OH)CH2OH PPD Propylene glycol alpha-propyleneglycol isopropylene glycol methyl glycol methylethyl glycol methylethylene glycol monopropylene glycol CHEBI:16997 propane-1,2-diol CAS:57-55-6 ChemIDplus CAS:57-55-6 KEGG COMPOUND CAS:57-55-6 NIST Chemistry WebBook Drug_Central:4024 DrugCentral PMID:15665701 Europe PMC PMID:16078503 Europe PMC PMID:18346395 Europe PMC PMID:18845115 Europe PMC PMID:21616561 Europe PMC Reaxys:1340498 Reaxys Propane-1,2-diol KEGG_COMPOUND propane-1,2-diol IUPAC propane-1,2-diol UniProt 0 ChEBI 1,2-Propanediol KEGG_COMPOUND 1,2-Propylenglykol ChemIDplus 1,2-dihydroxypropane ChemIDplus 2-hydroxypropanol ChemIDplus 76.052 KEGG_COMPOUND 76.09442 ChEBI C3H8O2 KEGG_COMPOUND CC(O)CO ChEBI CH3CH(OH)CH2OH ChEBI DNIAPMSPPWPWGF-UHFFFAOYSA-N ChEBI HOCH2CH(OH)CH3 ChEBI HOCH2CH(OH)Me ChEBI InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3 ChEBI MeCH(OH)CH2OH ChEBI PPD ChEBI Propylene glycol KEGG_COMPOUND alpha-propyleneglycol ChemIDplus isopropylene glycol ChemIDplus methyl glycol ChEBI methylethyl glycol ChemIDplus methylethylene glycol ChemIDplus monopropylene glycol ChemIDplus An N-acylneuraminic acid where the N-acyl group is specified as acetyl. CHEBI:21620 CHEBI:7214 Beilstein:2951361 CAS:131-48-6 KEGG:C00270 KNApSAcK:C00019584 PMID:14960498 PMID:16209099 PMID:16624269 PMID:18487279 PMID:19329108 PMID:7508418 Reaxys:1398688 Wikipedia:N-acetylneuraminic_acid 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid N-Acetylneuraminic acid chebi_ontology 0 309.106 309.26990 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid Aceneuramic acid C11H19NO9 InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 Neu5Ac NeuAc O-sialic acid SQVRNKJHWKZAKO-LUWBGTNYSA-N [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO aceneuramic acid acide aceneuramique acidium aceneuramicum acido aceneuramico CHEBI:17012 N-acetylneuraminic acid Beilstein:2951361 Beilstein CAS:131-48-6 ChemIDplus CAS:131-48-6 KEGG COMPOUND PMID:14960498 Europe PMC PMID:16209099 Europe PMC PMID:16624269 Europe PMC PMID:18487279 Europe PMC PMID:19329108 Europe PMC PMID:7508418 Europe PMC Reaxys:1398688 Reaxys 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid IUPAC N-Acetylneuraminic acid KEGG_COMPOUND 0 ChEBI 309.106 KEGG_COMPOUND 309.26990 ChEBI 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid KEGG_COMPOUND Aceneuramic acid ChemIDplus C11H19NO9 KEGG_COMPOUND InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 ChEBI Neu5Ac KEGG_COMPOUND NeuAc ChEBI O-sialic acid MetaCyc SQVRNKJHWKZAKO-LUWBGTNYSA-N ChEBI [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO ChEBI aceneuramic acid ChemIDplus acide aceneuramique ChemIDplus acidium aceneuramicum ChemIDplus acido aceneuramico ChemIDplus A C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. CHEBI:14896 CHEBI:18798 CHEBI:26269 CHEBI:439 CHEBI:45786 CHEBI:8453 Beilstein:1915950 CAS:57-83-0 DrugBank:DB00396 Drug_Central:2279 Gmelin:708590 HMDB:HMDB01830 KEGG:C00410 KEGG:D00066 MetaCyc:PROGESTERONE PDBeChem:STR PMID:10438974 PMID:9506942 Reaxys:1915950 Wikipedia:Progesterone colombos:PROGESTERONE PROGESTERONE Progesterone pregn-4-ene-3,20-dione progesterone chebi_ontology (S)-4-Pregnene-3,20-dione (S)-Pregn-4-en-3,20-dione (S)-Progesterone 0 17alpha-progesterone 314.225 314.46170 4-Pregnene-3,20-dione Agolutin Akrolutin C21H30O2 Crinone Delta(4)-pregnene-3,20-dione Gelbkoerperhormon InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 Progesteron RJKFOVLPORLFTN-LEKSSAKUSA-N [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O corpus luteum hormone luteohormone CHEBI:17026 progesterone Beilstein:1915950 Beilstein CAS:57-83-0 ChemIDplus CAS:57-83-0 KEGG COMPOUND CAS:57-83-0 NIST Chemistry WebBook Drug_Central:2279 DrugCentral Gmelin:708590 Gmelin PMID:10438974 Europe PMC PMID:9506942 Europe PMC Reaxys:1915950 Reaxys PROGESTERONE PDBeChem Progesterone KEGG_COMPOUND pregn-4-ene-3,20-dione IUPAC progesterone UniProt (S)-4-Pregnene-3,20-dione KEGG_COMPOUND (S)-Pregn-4-en-3,20-dione KEGG_COMPOUND (S)-Progesterone KEGG_COMPOUND 0 ChEBI 17alpha-progesterone NIST_Chemistry_WebBook 314.225 KEGG_COMPOUND 314.46170 ChEBI 4-Pregnene-3,20-dione KEGG_COMPOUND Agolutin NIST_Chemistry_WebBook Akrolutin ChEBI C21H30O2 KEGG_COMPOUND Crinone ChemIDplus Delta(4)-pregnene-3,20-dione ChEBI Gelbkoerperhormon ChEBI InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 ChEBI Progesteron ChEBI RJKFOVLPORLFTN-LEKSSAKUSA-N ChEBI [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])C(C)=O ChEBI corpus luteum hormone ChemIDplus luteohormone ChemIDplus The 2-dehydro-3-deoxy derivative of D-gluconic acid. CHEBI:1059 CHEBI:11550 CHEBI:19530 CAS:17510-99-5 KEGG:C00204 PDBeChem:KDG Reaxys:1724592 3-deoxy-D-erythro-hex-2-ulosonic acid chebi_ontology 0 178.048 178.14000 2-Dehydro-3-deoxy-D-gluconate 2-Keto-3-deoxy-D-gluconate 2-dehydro-3-deoxy-D-gluconate 3-Deoxy-2-oxo-D-gluconate 3-deoxy-D-erythro-2-hexulosonic acid C6H10O6 InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/t3-,5+/m0/s1 OC[C@@H](O)[C@@H](O)CC(=O)C(O)=O WPAMZTWLKIDIOP-WVZVXSGGSA-N CHEBI:17032 2-dehydro-3-deoxy-D-gluconic acid CAS:17510-99-5 ChemIDplus Reaxys:1724592 Reaxys 3-deoxy-D-erythro-hex-2-ulosonic acid IUPAC 0 ChEBI 178.048 KEGG_COMPOUND 178.14000 ChEBI 2-Dehydro-3-deoxy-D-gluconate KEGG_COMPOUND 2-Keto-3-deoxy-D-gluconate KEGG_COMPOUND 2-dehydro-3-deoxy-D-gluconate ChEBI 3-Deoxy-2-oxo-D-gluconate ChemIDplus 3-deoxy-D-erythro-2-hexulosonic acid ChemIDplus C6H10O6 KEGG_COMPOUND InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/t3-,5+/m0/s1 ChEBI OC[C@@H](O)[C@@H](O)CC(=O)C(O)=O ChEBI WPAMZTWLKIDIOP-WVZVXSGGSA-N ChEBI The D-enantiomer of glutamine. CHEBI:12980 CHEBI:21024 CHEBI:4184 Beilstein:1723796 CAS:5959-95-5 DrugBank:DB02174 ECMDB:ECMDB03423 Gmelin:1318700 HMDB:HMDB03423 KEGG:C00819 MetaCyc:GLUTAMIDE PDBeChem:DGN PMID:21048866 PMID:21182880 PMID:22291598 PMID:3697715 PMID:7197365 Patent:WO2011109119 Reaxys:1723796 YMDB:YMDB00990 D-Glutamine D-glutamine chebi_ontology (2R)-2,5-diamino-5-oxopentanoic acid (2R)-2-amino-4-carbamoylbutanoic acid (R)-2,5-diamino-5-oxopentanoic acid 0 146.069 146.14458 C5H10N2O3 D-2-Aminoglutaramic acid D-Glutamin D-Glutaminsaeure-5-amid DGN InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1 N[C@H](CCC(N)=O)C(O)=O ZDXPYRJPNDTMRX-GSVOUGTGSA-N CHEBI:17061 D-glutamine Beilstein:1723796 Beilstein CAS:5959-95-5 ChemIDplus CAS:5959-95-5 KEGG COMPOUND Gmelin:1318700 Gmelin PMID:21048866 Europe PMC PMID:21182880 Europe PMC PMID:22291598 Europe PMC PMID:3697715 Europe PMC PMID:7197365 Europe PMC Reaxys:1723796 Reaxys D-Glutamine KEGG_COMPOUND D-glutamine IUPAC (2R)-2,5-diamino-5-oxopentanoic acid IUPAC (2R)-2-amino-4-carbamoylbutanoic acid JCBN (R)-2,5-diamino-5-oxopentanoic acid ChEBI 0 ChEBI 146.069 KEGG_COMPOUND 146.14458 ChEBI C5H10N2O3 KEGG_COMPOUND D-2-Aminoglutaramic acid KEGG_COMPOUND D-Glutamin ChEBI D-Glutaminsaeure-5-amid ChEBI DGN PDBeChem InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1 ChEBI N[C@H](CCC(N)=O)C(O)=O ChEBI ZDXPYRJPNDTMRX-GSVOUGTGSA-N ChEBI CHEBI:13431 CHEBI:8749 KEGG:C00375 chebi_ontology 0 30.034 30.04920 CH4NR NC[*] RCH2NH2 primary aliphatic amines CHEBI:17062 primary aliphatic amine 0 ChEBI 30.034 ChEBI 30.04920 ChEBI CH4NR ChEBI NC[*] ChEBI RCH2NH2 ChEBI RCH2NH2 KEGG_COMPOUND primary aliphatic amines ChEBI A amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class CHEBI:15119 CHEBI:26784 CHEBI:45745 CHEBI:9284 Beilstein:74498 CAS:57-92-1 DrugBank:DB01082 Drug_Central:2481 HMDB:HMDB15214 KEGG:C00413 KEGG:D08531 MetaCyc:STREPTOMYCIN PDBeChem:SRY PMID:11228320 PMID:11905029 PMID:12118520 PMID:13030054 PMID:13116094 PMID:13136149 PMID:13596285 PMID:13691614 PMID:13985260 PMID:13990247 PMID:14623118 PMID:14828344 PMID:14852338 PMID:14939639 PMID:15081082 PMID:15137533 PMID:15207172 PMID:15686853 PMID:15736038 PMID:16904706 PMID:17105735 PMID:17238915 PMID:17429930 PMID:18173084 PMID:18916143 PMID:19052412 PMID:19335957 PMID:21350946 PMID:21362244 PMID:21593257 PMID:21937264 PMID:22101040 Pesticides:streptomycin Reaxys:74498 Wikipedia:Streptomycin colombos:STREPTOMYCIN colombos:STREPTOMYCIN:+UNKNOWN N,N'''-[(1R,2R,3S,4R,5R,6S)-4-{5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranosyloxy}-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine STREPTOMYCIN chebi_ontology 0 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside 581.266 581.57434 C21H39N7O12 CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]1NC(N)=N InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 Kantrex SM UCSJYZPVAKXKNQ-HZYVHMACSA-N [2-deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1->2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1->4)-{N',N'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine} streomycin streptomycin CHEBI:17076 streptomycin Beilstein:74498 Beilstein CAS:57-92-1 ChemIDplus CAS:57-92-1 KEGG COMPOUND Drug_Central:2481 DrugCentral PMID:11228320 Europe PMC PMID:11905029 Europe PMC PMID:12118520 Europe PMC PMID:13030054 Europe PMC PMID:13116094 Europe PMC PMID:13136149 Europe PMC PMID:13596285 Europe PMC PMID:13691614 Europe PMC PMID:13985260 Europe PMC PMID:13990247 Europe PMC PMID:14623118 Europe PMC PMID:14828344 Europe PMC PMID:14852338 Europe PMC PMID:14939639 Europe PMC PMID:15081082 Europe PMC PMID:15137533 Europe PMC PMID:15207172 Europe PMC PMID:15686853 Europe PMC PMID:15736038 Europe PMC PMID:16904706 Europe PMC PMID:17105735 Europe PMC PMID:17238915 Europe PMC PMID:17429930 Europe PMC PMID:18173084 Europe PMC PMID:18916143 Europe PMC PMID:19052412 Europe PMC PMID:19335957 Europe PMC PMID:21350946 Europe PMC PMID:21362244 Europe PMC PMID:21593257 Europe PMC PMID:21937264 Europe PMC PMID:22101040 Europe PMC Pesticides:streptomycin Alan Wood's Pesticides Reaxys:74498 Reaxys N,N'''-[(1R,2R,3S,4R,5R,6S)-4-{5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-formyl-alpha-L-lyxofuranosyloxy}-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine IUPAC STREPTOMYCIN PDBeChem 0 ChEBI 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside ChemIDplus 581.266 KEGG_COMPOUND 581.57434 ChEBI C21H39N7O12 KEGG_COMPOUND CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]1NC(N)=N ChEBI InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1 ChEBI Kantrex DrugBank SM KEGG_DRUG UCSJYZPVAKXKNQ-HZYVHMACSA-N ChEBI [2-deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1->2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1->4)-{N',N'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine} IUPAC streomycin ChEBI streptomycin KEGG_DRUG A compound in which a carbonyl group is bonded to two carbon atoms: R2C=O (neither R may be H). CHEBI:13427 CHEBI:13646 CHEBI:24974 CHEBI:6127 CHEBI:8742 KEGG:C01450 Wikipedia:Ketone Ketone ketones chebi_ontology 0 27.995 COR2 Keton R-CO-R' [*]C([*])=O a ketone cetone ketones CHEBI:17087 ketone Ketone KEGG_COMPOUND ketones IUPAC 0 ChEBI 27.995 ChEBI COR2 ChEBI Keton ChEBI R-CO-R' KEGG_COMPOUND [*]C([*])=O ChEBI a ketone UniProt cetone ChEBI ketones ChEBI The L-enantiomer of serine. CHEBI:13167 CHEBI:21387 CHEBI:45440 CHEBI:45451 CHEBI:45590 CHEBI:45597 CHEBI:45677 CHEBI:6301 Beilstein:1721404 CAS:56-45-1 DrugBank:DB00133 Drug_Central:4127 ECMDB:ECMDB00187 Gmelin:2570 HMDB:HMDB00187 KEGG:C00065 KEGG:D00016 KNApSAcK:C00001393 MetaCyc:SER PDBeChem:SER PMID:1650428 PMID:17439666 PMID:19062365 PMID:21956576 PMID:22265470 PMID:22393170 PMID:22547037 PMID:22566084 PMID:22566694 Reaxys:1721404 Wikipedia:L-serine YMDB:YMDB00112 L-Serine L-serine chebi_ontology (2S)-2-amino-3-hydroxypropanoic acid (S)-(-)-serine (S)-2-amino-3-hydroxypropanoic acid (S)-alpha-Amino-beta-hydroxypropionic acid (S)-serine 0 105.043 105.09262 C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 L-(-)-serine L-2-Amino-3-hydroxypropionic acid L-3-Hydroxy-2-aminopropionic acid L-3-Hydroxy-alanine L-Ser L-Serin MTCFGRXMJLQNBG-REOHCLBHSA-N N[C@@H](CO)C(O)=O S SERINE Ser Serine beta-Hydroxy-L-alanine beta-Hydroxyalanine CHEBI:17115 L-serine Beilstein:1721404 Beilstein CAS:56-45-1 ChemIDplus CAS:56-45-1 KEGG COMPOUND CAS:56-45-1 NIST Chemistry WebBook Drug_Central:4127 DrugCentral Gmelin:2570 Gmelin PMID:1650428 Europe PMC PMID:17439666 Europe PMC PMID:19062365 Europe PMC PMID:21956576 Europe PMC PMID:22265470 Europe PMC PMID:22393170 Europe PMC PMID:22547037 Europe PMC PMID:22566084 Europe PMC PMID:22566694 Europe PMC Reaxys:1721404 Reaxys L-Serine KEGG_COMPOUND L-serine IUPAC (2S)-2-amino-3-hydroxypropanoic acid IUPAC (S)-(-)-serine NIST_Chemistry_WebBook (S)-2-amino-3-hydroxypropanoic acid NIST_Chemistry_WebBook (S)-alpha-Amino-beta-hydroxypropionic acid HMDB (S)-serine ChemIDplus 0 ChEBI 105.043 KEGG_COMPOUND 105.09262 ChEBI C3H7NO3 KEGG_COMPOUND InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 ChEBI L-(-)-serine NIST_Chemistry_WebBook L-2-Amino-3-hydroxypropionic acid KEGG_COMPOUND L-3-Hydroxy-2-aminopropionic acid HMDB L-3-Hydroxy-alanine KEGG_COMPOUND L-Ser DrugBank L-Serin ChEBI MTCFGRXMJLQNBG-REOHCLBHSA-N ChEBI N[C@@H](CO)C(O)=O ChEBI S ChEBI SERINE PDBeChem Ser ChEBI Serine KEGG_COMPOUND beta-Hydroxy-L-alanine HMDB beta-Hydroxyalanine HMDB A short-chain fatty acid anion that is the conjugate base of hexanoic acid (also known as caproic acid). CHEBI:14398 CHEBI:24569 Beilstein:3601453 CAS:151-33-7 ECMDB:ECMDB21229 Gmelin:326340 KEGG:C01585 MetaCyc:HEXANOATE hexanoate chebi_ontology -1 1-hexanoate 1-pentacarboxylate 1-pentanecarboxylate 115.076 115.15034 C6H11O2 CCCCCC([O-])=O CH3-[CH2]4-COO(-) FUZZWVXGSFPDMH-UHFFFAOYSA-M InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1 butylacetate caproate capronate hexoate hexylate n-caproate n-hexanoate n-hexoate n-hexylate nPnCO2 anion pentanecarboxylate pentylformate CHEBI:17120 hexanoate Beilstein:3601453 Beilstein CAS:151-33-7 Beilstein Gmelin:326340 Gmelin KEGG:C01585 ChEBI hexanoate IUPAC hexanoate UniProt -1 ChEBI 1-hexanoate ChEBI 1-pentacarboxylate ChEBI 1-pentanecarboxylate ChEBI 115.076 ChEBI 115.15034 ChEBI C6H11O2 ChEBI CCCCCC([O-])=O ChEBI CH3-[CH2]4-COO(-) IUPAC FUZZWVXGSFPDMH-UHFFFAOYSA-M ChEBI InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1 ChEBI butylacetate ChEBI caproate ChEBI capronate ChEBI hexoate ChEBI hexylate ChEBI n-caproate ChEBI n-hexanoate ChEBI n-hexoate ChEBI n-hexylate ChEBI nPnCO2 anion NIST_Chemistry_WebBook pentanecarboxylate ChEBI pentylformate ChEBI An amino-acid betaine that is butanoate substituted with a hydroxy group at position C-3 and a trimethylammonium group at C-4. CHEBI:11817 CHEBI:13947 CHEBI:20047 CHEBI:23038 Beilstein:1866665 CAS:461-06-3 DrugBank:DB02648 KEGG:C00487 MetaCyc:DL-CARNITINE PMID:22770225 PMID:23868375 Patent:US4255449 Patent:US4315944 Reaxys:1866665 Wikipedia:Carnitine 3-hydroxy-4-(trimethylammonio)butanoate carnitine chebi_ontology 0 161.105 161.19894 C7H15NO3 C[N+](C)(C)CC(O)CC([O-])=O D,L-carnitine InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3 PHIQHXFUZVPYII-UHFFFAOYSA-N CHEBI:17126 carnitine Beilstein:1866665 Beilstein CAS:461-06-3 ChemIDplus KEGG:C00487 ChEBI PMID:22770225 Europe PMC PMID:23868375 Europe PMC Reaxys:1866665 Reaxys 3-hydroxy-4-(trimethylammonio)butanoate IUPAC carnitine UniProt 0 ChEBI 161.105 ChEBI 161.19894 ChEBI C7H15NO3 ChEBI C[N+](C)(C)CC(O)CC([O-])=O ChEBI D,L-carnitine MetaCyc InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3 ChEBI PHIQHXFUZVPYII-UHFFFAOYSA-N ChEBI CHEBI:13367 CHEBI:5598 CAS:15181-46-1 Gmelin:1455 KEGG:C11481 PDBeChem:SO3 hydrogen(trioxidosulfate)(1-) hydrogensulfite(1-) hydrogentrioxosulfate(1-) hydrogentrioxosulfate(IV) hydroxidodioxidosulfate(1-) monohydrogentrioxosulfate chebi_ontology -1 80.965 81.07214 Bisulfite HO3S HSO3(-) HSO3- Hydrogen sulfite InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-1 LSNNMFCWUKXFEE-UHFFFAOYSA-M OS([O-])=O [SO2(OH)](-) bisulfite bisulphite hydrogen sulfite(1-) hydrosulfite anion CHEBI:17137 hydrogensulfite CAS:15181-46-1 ChemIDplus CAS:15181-46-1 KEGG COMPOUND Gmelin:1455 Gmelin hydrogen(trioxidosulfate)(1-) IUPAC hydrogensulfite(1-) IUPAC hydrogentrioxosulfate(1-) IUPAC hydrogentrioxosulfate(IV) IUPAC hydroxidodioxidosulfate(1-) IUPAC monohydrogentrioxosulfate IUPAC -1 ChEBI 80.965 KEGG_COMPOUND 81.07214 ChEBI Bisulfite KEGG_COMPOUND HO3S KEGG_COMPOUND HSO3(-) IUPAC HSO3- KEGG_COMPOUND Hydrogen sulfite KEGG_COMPOUND InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-1 ChEBI LSNNMFCWUKXFEE-UHFFFAOYSA-M ChEBI OS([O-])=O ChEBI [SO2(OH)](-) IUPAC bisulfite ChemIDplus bisulphite ChemIDplus hydrogen sulfite(1-) ChemIDplus hydrosulfite anion ChemIDplus CHEBI:13833 CHEBI:22559 CHEBI:2728 KEGG:C02811 PDBeChem:TDC colombos:ANHYDROTETRACYCLIN (4S,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide Anhydrotetracycline chebi_ontology 0 426.143 426.41936 C22H22N2O7 CXCVEERYMJZMMM-DOCRCCHOSA-N InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1 [H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C CHEBI:17146 anhydrotetracycline (4S,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide IUPAC Anhydrotetracycline KEGG_COMPOUND 0 ChEBI 426.143 KEGG_COMPOUND 426.41936 ChEBI C22H22N2O7 KEGG_COMPOUND CXCVEERYMJZMMM-DOCRCCHOSA-N ChEBI InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1 ChEBI [H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C ChEBI A four-carbon alkane-alpha,omega-diamine. It is obtained by the breakdown of amino acids and is responsible for the foul odour of putrefying flesh. CHEBI:14972 CHEBI:26405 CHEBI:45092 CHEBI:8650 Beilstein:605282 CAS:110-60-1 DrugBank:DB01917 ECMDB:ECMDB01414 Gmelin:1715 HMDB:HMDB01414 KEGG:C00134 KNApSAcK:C00001428 MetaCyc:PUTRESCINE PDBeChem:PUT PMID:12053479 PMID:15453685 PMID:16346523 PMID:18721677 PMID:22735334 PMID:24331418 PMID:24820075 PMID:24864091 Reaxys:605282 Wikipedia:Putrescine YMDB:YMDB00132 Putrescine butane-1,4-diamine chebi_ontology 0 1,4-Butanediamine 1,4-DIAMINOBUTANE 1,4-butylenediamine 1,4-tetramethylenediamine 88.100 88.15150 Butane-1,4-diamine C4H12N2 H2N(CH2)4NH2 InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2 KIDHWZJUCRJVML-UHFFFAOYSA-N NCCCCN Putrescin Putreszin Tetramethylendiamin Tetramethylenediamine butylenediamine putrescina CHEBI:17148 putrescine Beilstein:605282 Beilstein CAS:110-60-1 ChemIDplus CAS:110-60-1 KEGG COMPOUND CAS:110-60-1 NIST Chemistry WebBook Gmelin:1715 Gmelin PMID:12053479 Europe PMC PMID:15453685 Europe PMC PMID:16346523 Europe PMC PMID:18721677 Europe PMC PMID:22735334 Europe PMC PMID:24331418 Europe PMC PMID:24820075 Europe PMC PMID:24864091 Europe PMC Reaxys:605282 Reaxys Putrescine KEGG_COMPOUND butane-1,4-diamine IUPAC 0 ChEBI 1,4-Butanediamine KEGG_COMPOUND 1,4-DIAMINOBUTANE PDBeChem 1,4-butylenediamine ChemIDplus 1,4-tetramethylenediamine NIST_Chemistry_WebBook 88.100 KEGG_COMPOUND 88.15150 ChEBI Butane-1,4-diamine KEGG_COMPOUND C4H12N2 KEGG_COMPOUND H2N(CH2)4NH2 NIST_Chemistry_WebBook InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2 ChEBI KIDHWZJUCRJVML-UHFFFAOYSA-N ChEBI NCCCCN ChEBI Putrescin ChEBI Putreszin ChEBI Tetramethylendiamin ChEBI Tetramethylenediamine KEGG_COMPOUND butylenediamine ChemIDplus putrescina ChEBI A 2-oxo aldehyde derived from propanal. CHEBI:11643 CHEBI:14599 CHEBI:25303 CHEBI:6875 Beilstein:906750 CAS:78-98-8 KEGG:C00546 KNApSAcK:C00007562 PMID:10373458 PMID:10723098 PMID:11504881 PMID:15520007 PMID:17103372 PMID:19202315 PMID:20096340 PMID:22983866 PMID:23543734 PMID:23845007 PMID:24040205 PMID:24168114 PMID:26861824 PMID:9506998 Reaxys:906750 Wikipedia:Methylglyoxal 2-oxopropanal Methylglyoxal chebi_ontology 0 1,2-propanedione 2-Ketopropionaldehyde 2-Oxopropanal 2-oxopropanal 2-oxopropionaldehyde 72.021 72.06266 AIJULSRZWUXGPQ-UHFFFAOYSA-N C3H4O2 CH3COCHO InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3 Pyruvaldehyde Pyruvic aldehyde [H]C(=O)C(C)=O acetylformaldehyde acetylformyl alpha-ketopropionaldehyde CHEBI:17158 methylglyoxal Beilstein:906750 Beilstein CAS:78-98-8 ChemIDplus CAS:78-98-8 KEGG COMPOUND CAS:78-98-8 NIST Chemistry WebBook PMID:10373458 Europe PMC PMID:10723098 Europe PMC PMID:11504881 Europe PMC PMID:15520007 Europe PMC PMID:17103372 Europe PMC PMID:19202315 Europe PMC PMID:20096340 Europe PMC PMID:22983866 Europe PMC PMID:23543734 Europe PMC PMID:23845007 Europe PMC PMID:24040205 Europe PMC PMID:24168114 Europe PMC PMID:26861824 Europe PMC PMID:9506998 Europe PMC Reaxys:906750 Reaxys 2-oxopropanal IUPAC Methylglyoxal KEGG_COMPOUND 0 ChEBI 1,2-propanedione NIST_Chemistry_WebBook 2-Ketopropionaldehyde KEGG_COMPOUND 2-Oxopropanal KEGG_COMPOUND 2-oxopropanal UniProt 2-oxopropionaldehyde ChemIDplus 72.021 KEGG_COMPOUND 72.06266 ChEBI AIJULSRZWUXGPQ-UHFFFAOYSA-N ChEBI C3H4O2 KEGG_COMPOUND CH3COCHO NIST_Chemistry_WebBook InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3 ChEBI Pyruvaldehyde KEGG_COMPOUND Pyruvic aldehyde KEGG_COMPOUND [H]C(=O)C(C)=O ChEBI acetylformaldehyde ChemIDplus acetylformyl NIST_Chemistry_WebBook alpha-ketopropionaldehyde NIST_Chemistry_WebBook CHEBI:14676 CHEBI:25607 CHEBI:7439 CHEBI:7653 CHEBI:7654 KEGG:C01329 KEGG:C02520 chebi_ontology 0 213.016 C5H10O7PR NMP Nucleoside monophosphate Nucleoside phosphate O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O nucleoside monophosphate nucleoside monophosphates CHEBI:17188 nucleoside 5'-monophosphate 0 ChEBI 213.016 ChEBI C5H10O7PR ChEBI NMP KEGG_COMPOUND Nucleoside monophosphate KEGG_COMPOUND Nucleoside phosphate KEGG_COMPOUND O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O ChEBI nucleoside monophosphate ChEBI nucleoside monophosphates ChEBI An optically active form of asparagine having L-configuration. CHEBI:13083 CHEBI:21242 CHEBI:40902 CHEBI:6191 Beilstein:1723527 CAS:70-47-3 DrugBank:DB00174 Drug_Central:4126 ECMDB:ECMDB00168 Gmelin:3334 HMDB:HMDB00168 KEGG:C00152 KNApSAcK:C00001341 MetaCyc:ASN PDBeChem:ASN PMID:12142634 PMID:15907185 PMID:16190636 PMID:16368161 PMID:16668324 PMID:17497286 PMID:21800258 PMID:21854356 PMID:22513289 Reaxys:1723527 Wikipedia:Asparagine YMDB:YMDB00226 L-Asparagine L-asparagine chebi_ontology (2S)-2,4-diamino-4-oxobutanoic acid (2S)-2-amino-3-carbamoylpropanoic acid (S)-2-amino-3-carbamoylpropanoic acid (S)-Asparagine 0 132.053 132.11800 2-Aminosuccinamic acid ASPARAGINE Asn Aspartamic acid C4H8N2O3 DCXYFEDJOCDNAF-REOHCLBHSA-N InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 L-2-aminosuccinamic acid L-Asparagin L-aspartic acid beta-amide N N[C@@H](CC(N)=O)C(O)=O alpha-aminosuccinamic acid CHEBI:17196 L-asparagine Beilstein:1723527 Beilstein CAS:70-47-3 ChemIDplus CAS:70-47-3 KEGG COMPOUND CAS:70-47-3 NIST Chemistry WebBook Drug_Central:4126 DrugCentral Gmelin:3334 Gmelin PMID:12142634 Europe PMC PMID:15907185 Europe PMC PMID:16190636 Europe PMC PMID:16368161 Europe PMC PMID:16668324 Europe PMC PMID:17497286 Europe PMC PMID:21800258 Europe PMC PMID:21854356 Europe PMC PMID:22513289 Europe PMC Reaxys:1723527 Reaxys L-Asparagine KEGG_COMPOUND L-asparagine IUPAC (2S)-2,4-diamino-4-oxobutanoic acid IUPAC (2S)-2-amino-3-carbamoylpropanoic acid JCBN (S)-2-amino-3-carbamoylpropanoic acid ChEBI (S)-Asparagine DrugBank 0 ChEBI 132.053 KEGG_COMPOUND 132.11800 ChEBI 2-Aminosuccinamic acid KEGG_COMPOUND ASPARAGINE PDBeChem Asn NIST_Chemistry_WebBook Aspartamic acid DrugBank C4H8N2O3 KEGG_COMPOUND DCXYFEDJOCDNAF-REOHCLBHSA-N ChEBI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 ChEBI L-2-aminosuccinamic acid ChemIDplus L-Asparagin ChEBI L-aspartic acid beta-amide ChEBI N NIST_Chemistry_WebBook N[C@@H](CC(N)=O)C(O)=O ChEBI alpha-aminosuccinamic acid ChemIDplus A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain. CHEBI:14408 CHEBI:5751 HMDB:HMDB00742 KEGG:C05330 PMID:11133260 PMID:16596805 PMID:18370634 Wikipedia:Homocysteine 2-amino-4-sulfanylbutanoic acid Homocysteine homocysteine chebi_ontology 0 135.035 135.18580 2-Amino-4-mercaptobutyric acid C4H9NO2S FFFHZYDWPBMWHY-UHFFFAOYSA-N Hcy InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7) NC(CCS)C(O)=O CHEBI:17230 homocysteine PMID:11133260 Europe PMC PMID:16596805 Europe PMC PMID:18370634 Europe PMC 2-amino-4-sulfanylbutanoic acid IUPAC Homocysteine KEGG_COMPOUND homocysteine IUPAC 0 ChEBI 135.035 KEGG_COMPOUND 135.18580 ChEBI 2-Amino-4-mercaptobutyric acid KEGG_COMPOUND C4H9NO2S KEGG_COMPOUND FFFHZYDWPBMWHY-UHFFFAOYSA-N ChEBI Hcy IUPAC InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7) ChEBI NC(CCS)C(O)=O ChEBI An aldohexose used as a source of energy and metabolic intermediate. CHEBI:14313 CHEBI:24277 CHEBI:33929 CHEBI:5418 CAS:50-99-7 KEGG:C00293 Wikipedia:Glucose colombos:GLUCOSE Glucose gluco-hexose glucose chebi_ontology 0 180.15588 C6H12O6 DL-glucose Glc Glukose CHEBI:17234 glucose CAS:50-99-7 KEGG COMPOUND Glucose KEGG_COMPOUND gluco-hexose IUPAC glucose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 KEGG_COMPOUND DL-glucose ChEBI Glc JCBN Glukose ChEBI The 7H-tautomer of purine. CHEBI:14968 CHEBI:8639 Beilstein:3200 Gmelin:601779 HMDB:HMDB01366 KEGG:C15587 Reaxys:3200 7H-purine chebi_ontology 0 120.044 120.11222 C5H4N4 InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) KDCGOANMDULRCW-UHFFFAOYSA-N Purine Purine base c1ncc2[nH]cnc2n1 purine CHEBI:17258 7H-purine Beilstein:3200 Beilstein Gmelin:601779 Gmelin Reaxys:3200 Reaxys 7H-purine IUPAC 0 ChEBI 120.044 KEGG_COMPOUND 120.11222 ChEBI C5H4N4 KEGG_COMPOUND InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) ChEBI KDCGOANMDULRCW-UHFFFAOYSA-N ChEBI Purine KEGG_COMPOUND Purine base KEGG_COMPOUND c1ncc2[nH]cnc2n1 ChEBI purine UniProt The conjugate base of propionic acid; a key precursor in lipid biosynthesis. CHEBI:14903 CHEBI:26290 Beilstein:3587503 CAS:72-03-7 Gmelin:1820 KEGG:C00163 PMID:17951291 PMID:18375549 PMID:2647392 UM-BBD_compID:c0277 propanoate propionate chebi_ontology -1 73.029 73.07060 C3H5O2 CCC([O-])=O CH3-CH2-COO(-) EtCO2 anion InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1 XBDQKXXYIPTUBI-UHFFFAOYSA-M carboxylatoethane ethanecarboxylate ethylformate metacetonate methylacetate propanate propanoate propanoic acid, ion(1-) pseudoacetate CHEBI:17272 propionate Beilstein:3587503 Beilstein CAS:72-03-7 ChemIDplus CAS:72-03-7 NIST Chemistry WebBook Gmelin:1820 Gmelin KEGG:C00163 ChEBI PMID:17951291 Europe PMC PMID:18375549 Europe PMC PMID:2647392 Europe PMC UM-BBD_compID:c0277 ChEBI propanoate IUPAC propionate IUPAC -1 ChEBI 73.029 ChEBI 73.07060 ChEBI C3H5O2 ChEBI CCC([O-])=O ChEBI CH3-CH2-COO(-) IUPAC EtCO2 anion NIST_Chemistry_WebBook InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1 ChEBI XBDQKXXYIPTUBI-UHFFFAOYSA-M ChEBI carboxylatoethane ChEBI ethanecarboxylate ChEBI ethylformate ChEBI metacetonate ChEBI methylacetate ChEBI propanate ChEBI propanoate UniProt propanoic acid, ion(1-) ChemIDplus pseudoacetate ChEBI A butan-4-olide having an amino substituent at the 2-position. CHEBI:1017 CHEBI:11522 CHEBI:19468 CHEBI:30656 Beilstein:80584 CAS:1192-20-7 DrugBank:DB02624 KEGG:C02926 MetaCyc:HOMOSERINE-LACTONE PMID:7545940 Reaxys:80584 3-amino-4,5-dihydrofuran-2(3H)-one Homoserine lactone homoserine lactone chebi_ontology 0 101.048 101.10392 2-Aminobutan-4-olide C4H7NO2 HSL HSLs Hsl InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2 NC1CCOC1=O QJPWUUJVYOJNMH-UHFFFAOYSA-N alpha-amino-gamma-butyrolactone CHEBI:17289 homoserine lactone Beilstein:80584 Beilstein CAS:1192-20-7 ChemIDplus PMID:7545940 Europe PMC Reaxys:80584 Reaxys 3-amino-4,5-dihydrofuran-2(3H)-one IUPAC Homoserine lactone KEGG_COMPOUND homoserine lactone IUPAC 0 ChEBI 101.048 KEGG_COMPOUND 101.10392 ChEBI 2-Aminobutan-4-olide KEGG_COMPOUND C4H7NO2 KEGG_COMPOUND HSL ChEBI HSLs ChEBI Hsl IUPAC InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2 ChEBI NC1CCOC1=O ChEBI QJPWUUJVYOJNMH-UHFFFAOYSA-N ChEBI alpha-amino-gamma-butyrolactone ChEBI A primary arylamine in which an amino functional group is substituted for one of the benzene hydrogens. CHEBI:13834 CHEBI:22561 CHEBI:2732 CHEBI:40796 Beilstein:605631 CAS:62-53-3 DrugBank:DB06728 Gmelin:2796 HMDB:HMDB03012 KEGG:C00292 MetaCyc:ANILINE PDBeChem:ANL PMID:11304127 PMID:17135213 PMID:23821252 PMID:3779628 PMID:6205897 Reaxys:605631 Wikipedia:Aniline ANILINE Aniline aniline chebi_ontology 0 93.058 93.12650 Anilin Benzenamine C6H7N InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2 Nc1ccccc1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N Phenylamine aminobenzene aminophen benzeneamine kyanol CHEBI:17296 aniline Beilstein:605631 Beilstein CAS:62-53-3 ChemIDplus CAS:62-53-3 KEGG COMPOUND CAS:62-53-3 NIST Chemistry WebBook Gmelin:2796 Gmelin PMID:11304127 Europe PMC PMID:17135213 Europe PMC PMID:23821252 Europe PMC PMID:3779628 Europe PMC PMID:6205897 Europe PMC Reaxys:605631 Reaxys ANILINE PDBeChem Aniline KEGG_COMPOUND aniline IUPAC aniline UniProt 0 ChEBI 93.058 KEGG_COMPOUND 93.12650 ChEBI Anilin NIST_Chemistry_WebBook Benzenamine KEGG_COMPOUND C6H7N KEGG_COMPOUND InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2 ChEBI Nc1ccccc1 ChEBI PAYRUJLWNCNPSJ-UHFFFAOYSA-N ChEBI Phenylamine KEGG_COMPOUND aminobenzene ChemIDplus aminophen ChemIDplus benzeneamine NIST_Chemistry_WebBook kyanol NIST_Chemistry_WebBook A hexaric acid derived by oxidation of sugar such as glucose with nitric acid. CHEBI:24258 CHEBI:5393 Beilstein:1728123 CAS:25525-21-7 DrugBank:DB03603 HMDB:HMDB00663 KEGG:C00767 PMID:6526537 Reaxys:1728123 Glucaric acid glucaric acid chebi_ontology 0 210.13880 C6H10O8 glucosaccharic acid saccharic acid tetrahydroxyadipic acid CHEBI:17301 glucaric acid Beilstein:1728123 Beilstein CAS:25525-21-7 ChemIDplus PMID:6526537 Europe PMC Reaxys:1728123 Reaxys Glucaric acid KEGG_COMPOUND glucaric acid IUPAC 0 ChEBI 210.13880 ChEBI C6H10O8 KEGG_COMPOUND glucosaccharic acid ChemIDplus saccharic acid ChEBI tetrahydroxyadipic acid ChemIDplus A glycosylglucose consisting of two D-glucopyranose units connected by an alpha-(1->4)-linkage. CHEBI:14568 CHEBI:25144 CHEBI:6668 Beilstein:1292747 CAS:69-79-4 DrugBank:DB03323 KEGG:C00208 KEGG:D00044 KEGG:G00275 KNApSAcK:C00001140 PMID:16332759 PMID:17723085 PMID:22094343 PMID:22185612 PMID:22246222 PMID:22252265 PMID:22411612 PMID:22424089 PMID:22451670 PMID:22469630 PMID:22529943 PMID:22573161 PMID:22669197 Reaxys:1292747 Wikipedia:Maltose Maltose alpha-D-glucopyranosyl-(1->4)-D-glucopyranose alpha-D-glucopyranosyl-(1->4)-D-glucose maltose chebi_ontology 0 1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose 342.116 342.29648 4-(alpha-D-glucopyranosido)-alpha-glucopyranose 4-(alpha-D-glucosido)-D-glucose 4-O-alpha-D-glucopyranosyl-D-glucopyranose 4-O-alpha-D-glucopyranosyl-D-glucose C12H22O11 Cextromaltose D-(+)-maltose D-maltose GUBGYTABKSRVRQ-PICCSMPSSA-N InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1 Malt sugar Malzzucker OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O alpha-D-Glcp-(1->4)-D-Glcp alpha-D-Glucopyranosyl-(1->4)-D-glucopyranose alpha-malt sugar maltobiose CHEBI:17306 maltose Beilstein:1292747 Beilstein CAS:69-79-4 ChemIDplus CAS:69-79-4 KEGG COMPOUND CAS:69-79-4 NIST Chemistry WebBook PMID:16332759 Europe PMC PMID:17723085 Europe PMC PMID:22094343 Europe PMC PMID:22185612 Europe PMC PMID:22246222 Europe PMC PMID:22252265 Europe PMC PMID:22411612 Europe PMC PMID:22424089 Europe PMC PMID:22451670 Europe PMC PMID:22469630 Europe PMC PMID:22529943 Europe PMC PMID:22573161 Europe PMC PMID:22669197 Europe PMC Reaxys:1292747 Reaxys Maltose KEGG_COMPOUND alpha-D-glucopyranosyl-(1->4)-D-glucopyranose IUPAC alpha-D-glucopyranosyl-(1->4)-D-glucose IUPAC maltose UniProt 0 ChEBI 1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose KEGG_COMPOUND 342.116 KEGG_COMPOUND 342.29648 ChEBI 4-(alpha-D-glucopyranosido)-alpha-glucopyranose NIST_Chemistry_WebBook 4-(alpha-D-glucosido)-D-glucose NIST_Chemistry_WebBook 4-O-alpha-D-glucopyranosyl-D-glucopyranose IUPAC 4-O-alpha-D-glucopyranosyl-D-glucose NIST_Chemistry_WebBook C12H22O11 KEGG_COMPOUND Cextromaltose NIST_Chemistry_WebBook D-(+)-maltose ChemIDplus D-maltose NIST_Chemistry_WebBook GUBGYTABKSRVRQ-PICCSMPSSA-N ChEBI InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1 ChEBI Malt sugar KEGG_COMPOUND Malzzucker ChEBI OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI alpha-D-Glcp-(1->4)-D-Glcp IUPAC alpha-D-Glucopyranosyl-(1->4)-D-glucopyranose KEGG_COMPOUND alpha-malt sugar NIST_Chemistry_WebBook maltobiose NIST_Chemistry_WebBook An amino sugar whose structure comprises D-glucose having an amino substituent at position 2. CHEBI:12961 HMDB:HMDB01514 PMID:19067146 PMID:59831 Reaxys:1724602 2-amino-2-deoxy-D-glucose D-glucosamine chebi_ontology 2-amino-D-2-deoxyglucose 2-deoxy-2-amino-D-glucose C6H13NO5 D-GlcN CHEBI:17315 D-glucosamine PMID:19067146 Europe PMC PMID:59831 Europe PMC Reaxys:1724602 Reaxys 2-amino-2-deoxy-D-glucose IUPAC D-glucosamine IUPAC 2-amino-D-2-deoxyglucose ChEBI 2-deoxy-2-amino-D-glucose ChEBI C6H13NO5 ChEBI D-GlcN JCBN CHEBI:13411 CHEBI:14677 CHEBI:25610 CHEBI:7442 CHEBI:7655 KEGG:C00201 Nucleoside triphosphate chebi_ontology 0 372.949 388.09680 C5H12O13P3R C[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O NTP nucleoside triphosphates CHEBI:17326 nucleoside triphosphate Nucleoside triphosphate KEGG_COMPOUND 0 ChEBI 372.949 ChEBI 388.09680 ChEBI C5H12O13P3R ChEBI C[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChEBI NTP KEGG_COMPOUND nucleoside triphosphates ChEBI Any member of the group of substituted penams containing two methyl substituents at position 2, a carboxylate substituent at position 3 and a carboxamido group at position 6. CHEBI:14742 CHEBI:25869 CHEBI:7961 KEGG:C00395 PMID:11851248 PMID:12833570 PMID:1502708 PMID:16033609 PMID:7061385 PMID:7798534 Wikipedia:Penicillin Penicillin penicillins chebi_ontology 0 243.044 243.26000 C9H11N2O4SR [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C(O)=O penicillins CHEBI:17334 penicillin PMID:11851248 Europe PMC PMID:12833570 Europe PMC PMID:1502708 Europe PMC PMID:16033609 Europe PMC PMID:7061385 Europe PMC PMID:7798534 Europe PMC Penicillin KEGG_COMPOUND penicillins IUPAC 0 ChEBI 243.044 ChEBI 243.26000 ChEBI C9H11N2O4SR ChEBI [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC([*])=O)C(O)=O ChEBI penicillins ChEBI Any D-aldose having a six-carbon chain with a phosphate group at C-6. CHEBI:12991 6-O-phosphono-D-glycero-hexose D-glycero-hexose 6-(dihydrogen phosphate) chebi_ontology C6H13O9P CHEBI:17348 D-aldohexose 6-phosphate 6-O-phosphono-D-glycero-hexose IUPAC D-glycero-hexose 6-(dihydrogen phosphate) IUPAC C6H13O9P ChEBI Sulfite is an inorganic anion, which is the conjugate base of hydrogen sulfite. CHEBI:15139 CHEBI:45548 CAS:14265-45-3 Gmelin:1449 PDBeChem:SO3 sulfite trioxidosulfate(2-) trioxosulfate(2-) trioxosulfate(IV) chebi_ontology -2 79.957 80.06420 InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2 LSNNMFCWUKXFEE-UHFFFAOYSA-L O3S SO3 SO3(2-) SULFITE ION [O-]S([O-])=O [SO3](2-) sulphite CHEBI:17359 sulfite CAS:14265-45-3 ChemIDplus Gmelin:1449 Gmelin sulfite IUPAC sulfite UniProt trioxidosulfate(2-) IUPAC trioxosulfate(2-) IUPAC trioxosulfate(IV) IUPAC -2 ChEBI 79.957 ChEBI 80.06420 ChEBI InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2 ChEBI LSNNMFCWUKXFEE-UHFFFAOYSA-L ChEBI O3S ChEBI SO3 ChEBI SO3(2-) IUPAC SULFITE ION PDBeChem [O-]S([O-])=O ChEBI [SO3](2-) IUPAC sulphite ChEBI A purine nucleobase that consists of purine bearing an oxo substituent at position 6. CHEBI:14431 CHEBI:24762 CHEBI:43237 CHEBI:5841 Beilstein:5811 CAS:68-94-0 DrugBank:DB04076 ECMDB:ECMDB00157 Gmelin:464558 HMDB:HMDB00157 KEGG:C00262 KNApSAcK:C00001502 MetaCyc:HYPOXANTHINE PDBeChem:HPA PMID:14253484 PMID:22735334 PMID:23400363 PMID:23670363 Reaxys:5811 Wikipedia:Hypoxanthine YMDB:YMDB00555 1,7-dihydro-6H-purin-6-one HYPOXANTHINE Hypoxanthine hypoxanthine chebi_ontology 0 136.039 136.11162 6(1H)-purinone 6-oxopurine 9H-purin-6(1H)-one C5H4N4O FDGQSTZJBFJUBT-UHFFFAOYSA-N Hyp InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) O=c1[nH]cnc2nc[nH]c12 Purine-6-ol purin-6(1H)-one CHEBI:17368 hypoxanthine Beilstein:5811 Beilstein CAS:68-94-0 ChemIDplus CAS:68-94-0 KEGG COMPOUND CAS:68-94-0 NIST Chemistry WebBook Gmelin:464558 Gmelin PMID:14253484 Europe PMC PMID:22735334 Europe PMC PMID:23400363 Europe PMC PMID:23670363 Europe PMC Reaxys:5811 Reaxys 1,7-dihydro-6H-purin-6-one IUPAC HYPOXANTHINE PDBeChem Hypoxanthine KEGG_COMPOUND hypoxanthine UniProt 0 ChEBI 136.039 KEGG_COMPOUND 136.11162 ChEBI 6(1H)-purinone NIST_Chemistry_WebBook 6-oxopurine NIST_Chemistry_WebBook 9H-purin-6(1H)-one NIST_Chemistry_WebBook C5H4N4O KEGG_COMPOUND FDGQSTZJBFJUBT-UHFFFAOYSA-N ChEBI Hyp CBN InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) ChEBI O=c1[nH]cnc2nc[nH]c12 ChEBI Purine-6-ol KEGG_COMPOUND purin-6(1H)-one NIST_Chemistry_WebBook CHEBI:12906 CHEBI:20900 D-allo-hexose D-allose chebi_ontology 0 180.15588 C6H12O6 D-All CHEBI:17393 D-allose D-allo-hexose IUPAC D-allose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 ChEBI D-All JCBN A straight-chain saturated fatty acid containing five carbon atoms. CHEBI:113448 CHEBI:27263 CHEBI:27264 CHEBI:43606 CHEBI:44803 CHEBI:7980 Beilstein:969454 CAS:109-52-4 DrugBank:DB02406 Gmelin:26714 HMDB:HMDB00892 KEGG:C00803 KNApSAcK:C00001208 LIPID_MAPS_instance:LMFA01010005 PDBeChem:PEI PMID:20507156 Reaxys:969454 Valeric acid pentanoic acid chebi_ontology 0 1-butanecarboxylic acid 102.068 102.13170 C5H10O2 CCCCC(O)=O CH3-[CH2]3-COOH InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7) NQPDZGIKBAWPEJ-UHFFFAOYSA-N PENTANOIC ACID Pentanoate Pentanoic acid Valerate Valerianic acid Valeriansaeure n-BuCOOH n-Pentanoate n-Valeric acid n-pentanoic acid n-valeric acid pentoic acid propylacetic acid valeric acid, normal CHEBI:17418 valeric acid Beilstein:969454 Beilstein CAS:109-52-4 ChemIDplus CAS:109-52-4 KEGG COMPOUND CAS:109-52-4 NIST Chemistry WebBook Gmelin:26714 Gmelin LIPID_MAPS_instance:LMFA01010005 LIPID MAPS PMID:20507156 Europe PMC Reaxys:969454 Reaxys Valeric acid KEGG_COMPOUND pentanoic acid IUPAC 0 ChEBI 1-butanecarboxylic acid ChemIDplus 1-butanecarboxylic acid NIST_Chemistry_WebBook 102.068 ChEBI 102.068 KEGG_COMPOUND 102.13170 ChEBI C5H10O2 ChEBI CCCCC(O)=O ChEBI CH3-[CH2]3-COOH IUPAC InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7) ChEBI NQPDZGIKBAWPEJ-UHFFFAOYSA-N ChEBI PENTANOIC ACID PDBeChem Pentanoate KEGG_COMPOUND Pentanoic acid KEGG_COMPOUND Valerate KEGG_COMPOUND Valerianic acid KEGG_COMPOUND Valeriansaeure ChEBI n-BuCOOH ChEBI n-Pentanoate KEGG_COMPOUND n-Valeric acid KEGG_COMPOUND n-pentanoic acid ChemIDplus n-valeric acid ChemIDplus pentoic acid ChEBI propylacetic acid ChemIDplus valeric acid, normal ChemIDplus A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group. CHEBI:13432 CHEBI:13753 CHEBI:13805 CHEBI:13806 CHEBI:22291 CHEBI:2554 CHEBI:8750 KEGG:C00071 Aldehyde aldehyde aldehydes chebi_ontology 0 29.003 29.01800 Aldehyd CHOR RC(=O)H RCHO [H]C([*])=O aldehido aldehidos aldehydes aldehydum an aldehyde CHEBI:17478 aldehyde Aldehyde KEGG_COMPOUND aldehyde ChEBI aldehyde IUPAC aldehydes IUPAC 0 ChEBI 29.003 ChEBI 29.01800 ChEBI Aldehyd ChEBI CHOR ChEBI RC(=O)H IUPAC RCHO KEGG_COMPOUND [H]C([*])=O ChEBI aldehido ChEBI aldehidos ChEBI aldehydes ChEBI aldehydum ChEBI an aldehyde UniProt A 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. CHEBI:11673 CHEBI:1325 CHEBI:19827 CHEBI:41588 Beilstein:52645 CAS:60-92-4 DrugBank:DB02527 HMDB:HMDB00058 KEGG:C00575 KNApSAcK:C00001497 MetaCyc:CAMP PDBeChem:CMP PMID:16295522 PMID:18372334 PMID:22770225 Reaxys:52645 Wikipedia:Cyclic_AMP 3',5'-Cyclic AMP adenosine 3',5'-(hydrogen phosphate) chebi_ontology 0 329.053 329.20614 ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE Adenosine 3',5'-cyclic phosphate Adenosine 3',5'-phosphate C10H12N5O6P Cyclic AMP Cyclic adenylic acid IVOMOUWHDPKRLL-KQYNXXCUSA-N InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O adenosine 3',5'-cyclic monophosphate cAMP CHEBI:17489 3',5'-cyclic AMP Beilstein:52645 Beilstein CAS:60-92-4 ChemIDplus CAS:60-92-4 KEGG COMPOUND CAS:60-92-4 NIST Chemistry WebBook PMID:16295522 Europe PMC PMID:18372334 Europe PMC PMID:22770225 Europe PMC Reaxys:52645 Reaxys 3',5'-Cyclic AMP KEGG_COMPOUND adenosine 3',5'-(hydrogen phosphate) IUPAC 0 ChEBI 329.053 KEGG_COMPOUND 329.20614 ChEBI ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE PDBeChem Adenosine 3',5'-cyclic phosphate KEGG_COMPOUND Adenosine 3',5'-phosphate KEGG_COMPOUND C10H12N5O6P KEGG_COMPOUND Cyclic AMP KEGG_COMPOUND Cyclic adenylic acid KEGG_COMPOUND IVOMOUWHDPKRLL-KQYNXXCUSA-N ChEBI InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 ChEBI Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O ChEBI adenosine 3',5'-cyclic monophosphate NIST_Chemistry_WebBook cAMP KEGG_COMPOUND A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated. CHEBI:24390 CHEBI:42865 CHEBI:5475 CAS:79-14-1 Drug_Central:4645 HMDB:HMDB00115 KEGG:C00160 KNApSAcK:C00007461 LIPID_MAPS_instance:LMFA01050148 MetaCyc:GLYCOLLATE PDBeChem:GOA PMID:14585457 PMID:15662707 PMID:15716481 PMID:15716482 PMID:18498500 PMID:19025792 PMID:21950544 PMID:22044748 PMID:22128110 PMID:22360337 PMID:22421647 Reaxys:1209322 Wikipedia:Glycolic_acid GLYCOLIC ACID Glycolic acid hydroxyacetic acid chebi_ontology 0 2-Hydroxyacetic acid 2-Hydroxyethanoic acid 76.016 76.05136 AEMRFAOFKBGASW-UHFFFAOYSA-N C2H4O3 Glycollic acid HOCH2COOH Hydroxyacetic acid Hydroxyethanoic acid InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) OCC(O)=O alpha-Hydroxyacetic acid alpha-hydroxyacetic acid CHEBI:17497 glycolic acid CAS:79-14-1 ChemIDplus CAS:79-14-1 KEGG COMPOUND CAS:79-14-1 NIST Chemistry WebBook Drug_Central:4645 DrugCentral LIPID_MAPS_instance:LMFA01050148 LIPID MAPS PMID:14585457 Europe PMC PMID:15662707 Europe PMC PMID:15716481 Europe PMC PMID:15716482 Europe PMC PMID:18498500 Europe PMC PMID:19025792 Europe PMC PMID:21950544 Europe PMC PMID:22044748 Europe PMC PMID:22128110 Europe PMC PMID:22360337 Europe PMC PMID:22421647 Europe PMC Reaxys:1209322 Reaxys GLYCOLIC ACID PDBeChem Glycolic acid KEGG_COMPOUND hydroxyacetic acid IUPAC 0 ChEBI 2-Hydroxyacetic acid ChemIDplus 2-Hydroxyethanoic acid NIST_Chemistry_WebBook 76.016 KEGG_COMPOUND 76.05136 ChEBI AEMRFAOFKBGASW-UHFFFAOYSA-N ChEBI C2H4O3 KEGG_COMPOUND Glycollic acid ChemIDplus HOCH2COOH NIST_Chemistry_WebBook Hydroxyacetic acid KEGG_COMPOUND Hydroxyethanoic acid ChemIDplus InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) ChEBI OCC(O)=O ChEBI alpha-Hydroxyacetic acid HMDB alpha-hydroxyacetic acid NIST_Chemistry_WebBook A pseudohalide anion that is the conjugate base of hydrogen cyanide. CHEBI:14038 CHEBI:3969 CHEBI:41780 Beilstein:1900509 CAS:57-12-5 Gmelin:89 HMDB:HMDB02084 KEGG:C00177 MetaCyc:CPD-13584 PDBeChem:CYN PMID:11386635 PMID:14871577 PMID:17554165 PMID:7839575 Reaxys:1900509 Wikipedia:Cyanide Cyanide cyanide nitridocarbonate(1-) chebi_ontology -1 26.003 26.01740 CN CN(-) CN- CYANIDE ION InChI=1S/CN/c1-2/q-1 Prussiate XFXPMWWXUTWYJX-UHFFFAOYSA-N Zyanid [C-]#N CHEBI:17514 cyanide Beilstein:1900509 Beilstein CAS:57-12-5 ChemIDplus CAS:57-12-5 KEGG COMPOUND CAS:57-12-5 NIST Chemistry WebBook Gmelin:89 Gmelin PMID:11386635 Europe PMC PMID:14871577 Europe PMC PMID:17554165 Europe PMC PMID:7839575 Europe PMC Reaxys:1900509 Reaxys Cyanide ChEBI Cyanide KEGG_COMPOUND cyanide IUPAC cyanide UniProt nitridocarbonate(1-) IUPAC -1 ChEBI 26.003 KEGG_COMPOUND 26.01740 ChEBI CN KEGG_COMPOUND CN(-) IUPAC CN- KEGG_COMPOUND CYANIDE ION PDBeChem InChI=1S/CN/c1-2/q-1 ChEBI Prussiate KEGG_COMPOUND XFXPMWWXUTWYJX-UHFFFAOYSA-N ChEBI Zyanid ChEBI [C-]#N ChEBI A carbohydrate that is an acyclic polyol having the general formula HOCH2[CH(OH)]nCH2OH (formally derivable from an aldose by reduction of the carbonyl group). CHEBI:13754 CHEBI:22298 CHEBI:2556 KEGG:C00717 Wikipedia:Glycerin Alditol chebi_ontology (CH2O)nC2H6O2 0 Glycitol Sugar alcohol alditols CHEBI:17522 alditol Alditol KEGG_COMPOUND (CH2O)nC2H6O2 ChEBI 0 ChEBI Glycitol KEGG_COMPOUND Sugar alcohol KEGG_COMPOUND alditols ChEBI The carbon oxoanion resulting from the removal of a proton from carbonic acid. CHEBI:13363 CHEBI:22863 CHEBI:40961 CHEBI:5589 Beilstein:3903504 CAS:71-52-3 Gmelin:49249 HMDB:HMDB00595 KEGG:C00288 PDBeChem:BCT Hydrogencarbonate hydrogen(trioxidocarbonate)(1-) hydrogencarbonate hydrogencarbonate(1-) hydrogentrioxocarbonate(1-) hydrogentrioxocarbonate(IV) hydroxidodioxidocarbonate(1-) chebi_ontology -1 60.993 61.01684 Acid carbonate BICARBONATE ION BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate CHO3 HCO3(-) HCO3- InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1 OC([O-])=O [CO2(OH)](-) CHEBI:17544 hydrogencarbonate Beilstein:3903504 Beilstein CAS:71-52-3 ChemIDplus Gmelin:49249 Gmelin Hydrogencarbonate KEGG_COMPOUND hydrogen(trioxidocarbonate)(1-) IUPAC hydrogencarbonate IUPAC hydrogencarbonate UniProt hydrogencarbonate(1-) IUPAC hydrogentrioxocarbonate(1-) IUPAC hydrogentrioxocarbonate(IV) IUPAC hydroxidodioxidocarbonate(1-) IUPAC -1 ChEBI 60.993 KEGG_COMPOUND 61.01684 ChEBI Acid carbonate KEGG_COMPOUND BICARBONATE ION PDBeChem BVKZGUZCCUSVTD-UHFFFAOYSA-M ChEBI Bicarbonate KEGG_COMPOUND CHO3 KEGG_COMPOUND HCO3(-) IUPAC HCO3- KEGG_COMPOUND InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1 ChEBI OC([O-])=O ChEBI [CO2(OH)](-) IUPAC An optically active form of cysteine having L-configuration. CHEBI:13095 CHEBI:21261 CHEBI:41227 CHEBI:41700 CHEBI:41768 CHEBI:41781 CHEBI:41811 CHEBI:6207 Beilstein:1721408 CAS:52-90-4 DrugBank:DB00151 Drug_Central:769 ECMDB:ECMDB00574 Gmelin:49991 HMDB:HMDB00574 KEGG:C00097 KEGG:D00026 KNApSAcK:C00001351 MetaCyc:CYS PDBeChem:CYS PMID:11732994 PMID:13761469 PMID:22735334 Reaxys:1721408 Wikipedia:Cysteine YMDB:YMDB00046 L-Cysteine L-cysteine chebi_ontology (2R)-2-amino-3-mercaptopropanoic acid (2R)-2-amino-3-sulfanylpropanoic acid (R)-2-amino-3-mercaptopropanoic acid 0 121.020 121.15800 C C3H7NO2S CYSTEINE Cys E 920 E-920 E920 FREE CYSTEINE InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 L-2-Amino-3-mercaptopropionic acid L-Cystein L-Zystein N[C@@H](CS)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N CHEBI:17561 L-cysteine Beilstein:1721408 Beilstein CAS:52-90-4 ChemIDplus CAS:52-90-4 KEGG COMPOUND CAS:52-90-4 NIST Chemistry WebBook Drug_Central:769 DrugCentral Gmelin:49991 Gmelin PMID:11732994 Europe PMC PMID:13761469 Europe PMC PMID:22735334 Europe PMC Reaxys:1721408 Reaxys L-Cysteine KEGG_COMPOUND L-cysteine IUPAC (2R)-2-amino-3-mercaptopropanoic acid JCBN (2R)-2-amino-3-sulfanylpropanoic acid IUPAC (R)-2-amino-3-mercaptopropanoic acid NIST_Chemistry_WebBook 0 ChEBI 121.020 ChEBI 121.15800 ChEBI C ChEBI C3H7NO2S ChEBI CYSTEINE PDBeChem Cys ChEBI E 920 ChEBI E-920 ChEBI E920 ChEBI FREE CYSTEINE PDBeChem InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 ChEBI L-2-Amino-3-mercaptopropionic acid KEGG_COMPOUND L-Cystein ChEBI L-Zystein ChEBI N[C@@H](CS)C(O)=O ChEBI XUJNEKJLAYXESH-REOHCLBHSA-N ChEBI A pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. CHEBI:14063 CHEBI:23515 CHEBI:4053 CHEBI:41649 CHEBI:41686 CHEBI:41704 Beilstein:89173 CAS:65-46-3 DrugBank:DB02097 Gmelin:84763 HMDB:HMDB00089 KEGG:C00475 KEGG:D07769 MetaCyc:CYTIDINE PDBeChem:CTN PMID:12591866 PMID:15621516 PMID:19194376 Reaxys:89173 Wikipedia:Cytidine Cytidine cytidine chebi_ontology 0 1-beta-D-Ribofuranosylcytosine 1beta-D-ribofuranosylcytosine 243.086 243.21674 4-AMINO-1-BETA-D-RIBOFURANOSYL-2(1H)-PYRIMIDINONE 4-amino-1-beta-D-ribofuranosylpyrimidin-2(1H)-one 4-amino-1beta-D-ribofuranosyl-2(1H)-pyrimidinone C9H13N3O5 Cyd Cytidin Cytosine riboside InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1 Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1 UHDGCWIWMRVCDJ-XVFCMESISA-N Zytidin cytosine-1beta-D-Ribofuranoside CHEBI:17562 cytidine Beilstein:89173 Beilstein CAS:65-46-3 ChemIDplus CAS:65-46-3 KEGG COMPOUND CAS:65-46-3 NIST Chemistry WebBook Gmelin:84763 Gmelin PMID:12591866 Europe PMC PMID:15621516 Europe PMC PMID:19194376 Europe PMC Reaxys:89173 Reaxys Cytidine KEGG_COMPOUND cytidine IUPAC cytidine UniProt 0 ChEBI 1-beta-D-Ribofuranosylcytosine HMDB 1beta-D-ribofuranosylcytosine NIST_Chemistry_WebBook 243.086 KEGG_COMPOUND 243.21674 ChEBI 4-AMINO-1-BETA-D-RIBOFURANOSYL-2(1H)-PYRIMIDINONE PDBeChem 4-amino-1-beta-D-ribofuranosylpyrimidin-2(1H)-one ChEBI 4-amino-1beta-D-ribofuranosyl-2(1H)-pyrimidinone NIST_Chemistry_WebBook C9H13N3O5 KEGG_COMPOUND Cyd CBN Cytidin ChEBI Cytosine riboside HMDB InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1 ChEBI Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1 ChEBI UHDGCWIWMRVCDJ-XVFCMESISA-N ChEBI Zytidin ChEBI cytosine-1beta-D-Ribofuranoside HMDB A common and naturally occurring pyrimidine nucleobase in which the pyrimidine ring is substituted with two oxo groups at positions 2 and 4. Found in RNA, it base pairs with adenine and replaces thymine during DNA transcription. CHEBI:15288 CHEBI:27210 CHEBI:46375 CHEBI:9882 Beilstein:606623 CAS:66-22-8 DrugBank:DB03419 Gmelin:2896 HMDB:HMDB00300 KEGG:C00106 KEGG:D00027 KNApSAcK:C00001513 MetaCyc:URACIL PDBeChem:URA PMID:11279060 PMID:12855717 PMID:15274295 PMID:16834123 PMID:17439666 PMID:18533995 PMID:18815805 PMID:19175333 PMID:22020693 PMID:22074393 PMID:22120518 PMID:22171528 PMID:22237209 PMID:22299724 PMID:22356544 PMID:22447672 PMID:22483865 PMID:22567906 PMID:22685418 PMID:3654008 Reaxys:606623 Wikipedia:Uracil URACIL Uracil pyrimidine-2,4(1H,3H)-dione uracil chebi_ontology 0 112.027 112.08684 2,4(1H,3H)-pyrimidinedione 2,4-Dioxopyrimidine 2,4-Pyrimidinedione C4H4N2O2 ISAKRJDGNUQOIC-UHFFFAOYSA-N InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) O=c1cc[nH]c(=O)[nH]1 U Ura Urazil CHEBI:17568 uracil Beilstein:606623 Beilstein CAS:66-22-8 ChemIDplus CAS:66-22-8 KEGG COMPOUND CAS:66-22-8 NIST Chemistry WebBook Gmelin:2896 Gmelin PMID:11279060 Europe PMC PMID:12855717 Europe PMC PMID:15274295 Europe PMC PMID:16834123 Europe PMC PMID:17439666 Europe PMC PMID:18533995 Europe PMC PMID:18815805 Europe PMC PMID:19175333 Europe PMC PMID:22020693 Europe PMC PMID:22074393 Europe PMC PMID:22120518 Europe PMC PMID:22171528 Europe PMC PMID:22237209 Europe PMC PMID:22299724 Europe PMC PMID:22356544 Europe PMC PMID:22447672 Europe PMC PMID:22483865 Europe PMC PMID:22567906 Europe PMC PMID:22685418 Europe PMC PMID:3654008 Europe PMC Reaxys:606623 Reaxys URACIL PDBeChem Uracil KEGG_COMPOUND pyrimidine-2,4(1H,3H)-dione IUPAC uracil UniProt 0 ChEBI 112.027 KEGG_COMPOUND 112.08684 ChEBI 2,4(1H,3H)-pyrimidinedione NIST_Chemistry_WebBook 2,4-Dioxopyrimidine HMDB 2,4-Pyrimidinedione HMDB C4H4N2O2 KEGG_COMPOUND ISAKRJDGNUQOIC-UHFFFAOYSA-N ChEBI InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) ChEBI O=c1cc[nH]c(=O)[nH]1 ChEBI U ChEBI Ura CBN Urazil ChEBI The simplest member of the class toluenes consisting of a benzene core which bears a single methyl substituent. CHEBI:15248 CHEBI:27022 CHEBI:44023 CHEBI:9624 Beilstein:635760 CAS:108-88-3 DrugBank:DB01900 Gmelin:2456 KEGG:C01455 PDBeChem:MBN PMID:11182169 PMID:11314682 PMID:11846266 PMID:11991009 PMID:12062755 PMID:12213539 PMID:12237258 PMID:12784113 PMID:12876426 PMID:14512097 PMID:14559343 PMID:14605898 PMID:15015825 PMID:15019953 PMID:15119846 PMID:15193425 PMID:15542760 PMID:15567510 PMID:15695158 PMID:15796064 PMID:16316648 PMID:16348226 PMID:16601996 PMID:17145141 PMID:17175136 PMID:17497535 PMID:17725881 PMID:18397809 PMID:18832024 PMID:19261054 PMID:19384711 PMID:19429395 PMID:19635754 PMID:19765629 PMID:19825861 PMID:19928203 PMID:19969016 PMID:20347282 PMID:20837561 PMID:21430649 PMID:21655021 PMID:21731073 PMID:21802510 PMID:21840036 Reaxys:635760 UM-BBD_compID:c0114 Wikipedia:Toluene TOLUENE Toluene toluene chebi_ontology 0 92.063 92.13842 C7H8 Cc1ccccc1 InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3 Toluen Toluol YXFVVABEGXRONW-UHFFFAOYSA-N methylbenzene phenylmethane CHEBI:17578 toluene Beilstein:635760 Beilstein CAS:108-88-3 ChemIDplus CAS:108-88-3 KEGG COMPOUND CAS:108-88-3 NIST Chemistry WebBook Gmelin:2456 Gmelin PMID:11182169 Europe PMC PMID:11314682 Europe PMC PMID:11846266 Europe PMC PMID:11991009 Europe PMC PMID:12062755 Europe PMC PMID:12213539 Europe PMC PMID:12237258 Europe PMC PMID:12784113 Europe PMC PMID:12876426 Europe PMC PMID:14512097 Europe PMC PMID:14559343 Europe PMC PMID:14605898 Europe PMC PMID:15015825 Europe PMC PMID:15019953 Europe PMC PMID:15119846 Europe PMC PMID:15193425 Europe PMC PMID:15542760 Europe PMC PMID:15567510 Europe PMC PMID:15695158 Europe PMC PMID:15796064 Europe PMC PMID:16316648 Europe PMC PMID:16348226 Europe PMC PMID:16601996 Europe PMC PMID:17145141 Europe PMC PMID:17175136 Europe PMC PMID:17497535 Europe PMC PMID:17725881 Europe PMC PMID:18397809 Europe PMC PMID:18832024 Europe PMC PMID:19261054 Europe PMC PMID:19384711 Europe PMC PMID:19429395 Europe PMC PMID:19635754 Europe PMC PMID:19765629 Europe PMC PMID:19825861 Europe PMC PMID:19928203 Europe PMC PMID:19969016 Europe PMC PMID:20347282 Europe PMC PMID:20837561 Europe PMC PMID:21430649 Europe PMC PMID:21655021 Europe PMC PMID:21731073 Europe PMC PMID:21802510 Europe PMC PMID:21840036 Europe PMC Reaxys:635760 Reaxys UM-BBD_compID:c0114 UM-BBD TOLUENE PDBeChem Toluene KEGG_COMPOUND toluene ChEBI toluene IUPAC toluene UniProt 0 ChEBI 92.063 KEGG_COMPOUND 92.13842 ChEBI C7H8 KEGG_COMPOUND Cc1ccccc1 ChEBI InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3 ChEBI Toluen NIST_Chemistry_WebBook Toluol NIST_Chemistry_WebBook YXFVVABEGXRONW-UHFFFAOYSA-N ChEBI methylbenzene PDBeChem phenylmethane ChemIDplus Homocysteine with L configuration. CHEBI:13122 CHEBI:21329 CHEBI:43117 CHEBI:6245 CAS:6027-13-0 DrugBank:DB04422 HMDB:HMDB00742 KEGG:C00155 KNApSAcK:C00001365 MetaCyc:HOMO-CYS PDBeChem:HCS PMID:11686577 PMID:15131313 PMID:15365276 PMID:16702349 PMID:19383686 Reaxys:1721685 (2S)-2-amino-4-sulfanylbutanoic acid L-Homocysteine L-homocysteine chebi_ontology 0 135.035 135.18500 C4H9NO2S FFFHZYDWPBMWHY-VKHMYHEASA-N Hcy InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 L-2-Amino-4-mercaptobutyric acid L-2-amino-4-mercaptobutyric acid N[C@@H](CCS)C(O)=O CHEBI:17588 L-homocysteine CAS:6027-13-0 ChemIDplus CAS:6027-13-0 KEGG COMPOUND PMID:11686577 Europe PMC PMID:15131313 Europe PMC PMID:15365276 Europe PMC PMID:16702349 Europe PMC PMID:19383686 Europe PMC Reaxys:1721685 Reaxys (2S)-2-amino-4-sulfanylbutanoic acid IUPAC L-Homocysteine KEGG_COMPOUND L-homocysteine ChEBI 0 ChEBI 135.035 KEGG_COMPOUND 135.18500 ChEBI C4H9NO2S KEGG_COMPOUND FFFHZYDWPBMWHY-VKHMYHEASA-N ChEBI Hcy ChEBI InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 ChEBI L-2-Amino-4-mercaptobutyric acid KEGG_COMPOUND L-2-amino-4-mercaptobutyric acid ChEBI N[C@@H](CCS)C(O)=O ChEBI A glucooligosaccharide derived from glucose monomers linked via alpha-D-1,4 bonds as in maltose. The term is commonly applied to the series of linear oligosaccharides composed of two, three, four, five and six such units of glucose. CHEBI:11169 CHEBI:18926 CHEBI:543 CHEBI:64478 chebi_ontology (1->4)-alpha-D-glucooligosaccharides maltooligosaccharides CHEBI:17593 maltooligosaccharide (1->4)-alpha-D-glucooligosaccharides ChEBI maltooligosaccharides ChEBI A purine nucleoside in which hypoxanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. CHEBI:14456 CHEBI:24841 CHEBI:44407 CHEBI:5927 Beilstein:624889 CAS:58-63-9 Drug_Central:3301 ECMDB:ECMDB00195 Gmelin:489332 HMDB:HMDB00195 KEGG:C00294 KEGG:D00054 KNApSAcK:C00019692 MetaCyc:INOSINE PDBeChem:NOS PMID:22770225 Reaxys:624889 Wikipedia:Inosine YMDB:YMDB00510 (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydrofuran-3,4-diol 9-(beta-D-ribofuranosyl)-9H-purin-6-ol INOSINE Inosine inosine chebi_ontology 0 268.081 268.22610 9-beta-D-ribofuranosyl-9H-purin-6-ol 9-beta-D-ribofuranosylhypoxanthine C10H12N4O5 InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1 Inosin OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(O)ncnc12 UGQMRVRMYYASKQ-KQYNXXCUSA-N hypoxanthine D-riboside hypoxanthosine i inosina inosine inosinum CHEBI:17596 inosine Beilstein:624889 Beilstein CAS:58-63-9 ChemIDplus CAS:58-63-9 KEGG COMPOUND CAS:58-63-9 NIST Chemistry WebBook Drug_Central:3301 DrugCentral Gmelin:489332 Gmelin PMID:22770225 Europe PMC Reaxys:624889 Reaxys (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydrofuran-3,4-diol IUPAC 9-(beta-D-ribofuranosyl)-9H-purin-6-ol IUPAC INOSINE PDBeChem Inosine KEGG_COMPOUND inosine IUPAC inosine UniProt 0 ChEBI 268.081 KEGG_COMPOUND 268.22610 ChEBI 9-beta-D-ribofuranosyl-9H-purin-6-ol IUPAC 9-beta-D-ribofuranosylhypoxanthine NIST_Chemistry_WebBook C10H12N4O5 KEGG_COMPOUND InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1 ChEBI Inosin ChEBI OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(O)ncnc12 ChEBI UGQMRVRMYYASKQ-KQYNXXCUSA-N ChEBI hypoxanthine D-riboside ChemIDplus hypoxanthosine ChemIDplus i ChEBI inosina ChemIDplus inosine ChemIDplus inosinum ChemIDplus Any D-aldose having a chain of six carbon atoms in the molecule. CHEBI:12990 CHEBI:21038 D-aldohexose chebi_ontology C6H12O6 D-aldohexoses CHEBI:17608 D-aldohexose D-aldohexose UniProt C6H12O6 ChEBI D-aldohexoses ChEBI A a deoxyketohexose comprising L-tagatose with the hydroxy group at position 6 replaced by hydrogen. CHEBI:13103 CHEBI:21295 CHEBI:58208 CHEBI:6219 KEGG:C01721 KNApSAcK:C00019650 6-deoxy-L-tagatose L-Fuculose L-fuculose chebi_ontology 0 164.068 164.15650 6-deoxy-L-lyxo-hex-2-ulose C6H12O5 C[C@H](O)[C@@H](O)[C@@H](O)C(=O)CO InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h3,5-8,10-11H,2H2,1H3/t3-,5+,6-/m0/s1 QZNPNKJXABGCRC-LFRDXLMFSA-N CHEBI:17617 L-fuculose 6-deoxy-L-tagatose IUPAC L-Fuculose KEGG_COMPOUND L-fuculose UniProt 0 ChEBI 164.068 KEGG_COMPOUND 164.15650 ChEBI 6-deoxy-L-lyxo-hex-2-ulose IUPAC C6H12O5 KEGG_COMPOUND C[C@H](O)[C@@H](O)[C@@H](O)C(=O)CO ChEBI InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h3,5-8,10-11H,2H2,1H3/t3-,5+,6-/m0/s1 ChEBI QZNPNKJXABGCRC-LFRDXLMFSA-N ChEBI CHEBI:14487 CHEBI:24945 CHEBI:24947 CHEBI:43482 CHEBI:6106 Beilstein:61647 CAS:59-01-8 DrugBank:DB01172 Drug_Central:1519 Gmelin:2044856 KEGG:C01822 LINCS:LSM-5261 PDBeChem:KAN PMID:22907688 PMID:24336356 PMID:24566637 Wikipedia:Kanamycin (1S,2R,3R,4S,6R)-4,6-diamino-3-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside KANAMYCIN A Kanamycin A chebi_ontology 0 4,6-diamino-2-hydroxy-1,3-cyclohexane 3,6'diamino-3,6'-dideoxydi-alpha-D-glucoside 4,6-diamino-2-hydroxy-1,3-cyclohexylene 3,6'-diamino-3,6'-dideoxydi-D-glucopyranoside 484.238 484.49860 C18H36N4O11 InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-2-deoxy-D-streptamine SBUJHOSQTJFQJX-NOAMYHISSA-N CHEBI:17630 kanamycin A Beilstein:61647 Beilstein CAS:59-01-8 ChemIDplus CAS:59-01-8 KEGG COMPOUND Drug_Central:1519 DrugCentral Gmelin:2044856 Gmelin PMID:22907688 Europe PMC PMID:24336356 Europe PMC PMID:24566637 Europe PMC (1S,2R,3R,4S,6R)-4,6-diamino-3-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside IUPAC KANAMYCIN A PDBeChem Kanamycin A KEGG_COMPOUND 0 ChEBI 4,6-diamino-2-hydroxy-1,3-cyclohexane 3,6'diamino-3,6'-dideoxydi-alpha-D-glucoside ChemIDplus 4,6-diamino-2-hydroxy-1,3-cyclohexylene 3,6'-diamino-3,6'-dideoxydi-D-glucopyranoside ChemIDplus 484.238 KEGG_COMPOUND 484.49860 ChEBI C18H36N4O11 KEGG_COMPOUND InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1 ChEBI NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-2-deoxy-D-streptamine ChemIDplus SBUJHOSQTJFQJX-NOAMYHISSA-N ChEBI A nitrogen oxoanion formed by loss of a proton from nitric acid. Principal species present at pH 7.3. CHEBI:14654 CHEBI:44487 CHEBI:71263 Beilstein:3587575 CAS:14797-55-8 Gmelin:1574 MetaCyc:NITRATE PDBeChem:NO3 Wikipedia:Nitrate colombos:NITRATE nitrate trioxidonitrate(1-) trioxonitrate(1-) trioxonitrate(V) chebi_ontology -1 61.988 62.00490 InChI=1S/NO3/c2-1(3)4/q-1 NHNBFGGVMKEFGY-UHFFFAOYSA-N NITRATE ION NO3 NO3(-) [NO3](-) [O-][N+]([O-])=O nitrate(1-) CHEBI:17632 nitrate Beilstein:3587575 Beilstein CAS:14797-55-8 ChemIDplus CAS:14797-55-8 NIST Chemistry WebBook Gmelin:1574 Gmelin MetaCyc:NITRATE SUBMITTER nitrate IUPAC nitrate UniProt trioxidonitrate(1-) IUPAC trioxonitrate(1-) IUPAC trioxonitrate(V) IUPAC -1 ChEBI 61.988 ChEBI 62.00490 ChEBI InChI=1S/NO3/c2-1(3)4/q-1 ChEBI NHNBFGGVMKEFGY-UHFFFAOYSA-N ChEBI NITRATE ION PDBeChem NO3 ChEBI NO3 ChEBI NO3(-) IUPAC [NO3](-) IUPAC [O-][N+]([O-])=O ChEBI nitrate(1-) ChemIDplus A glucose with D-configuration. CHEBI:12965 CHEBI:20999 CAS:50-99-7 D-gluco-hexose D-glucose chebi_ontology 0 180.15588 C6H12O6 D(+)-glucose D-(+)-glucose Traubenzucker dextrose grape sugar CHEBI:17634 D-glucose CAS:50-99-7 ChemIDplus CAS:50-99-7 NIST Chemistry WebBook D-gluco-hexose IUPAC D-glucose IUPAC 0 ChEBI 180.15588 ChEBI C6H12O6 ChEBI D(+)-glucose ChemIDplus D-(+)-glucose NIST_Chemistry_WebBook Traubenzucker ChemIDplus dextrose NIST_Chemistry_WebBook grape sugar ChemIDplus A C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the "stress hormone" as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immune responses CHEBI:14023 CHEBI:24633 CHEBI:3893 CHEBI:58221 Beilstein:1354819 CAS:50-23-7 DrugBank:DB00741 Drug_Central:1388 KEGG:C00735 KEGG:D00088 LINCS:LSM-5980 LIPID_MAPS_instance:LMST02030001 PDBeChem:HCY PMID:10438974 PMID:2268561 Patent:US2602769 Wikipedia:Hydrocortisone colombos:HYDROCORTISONE 11beta,17,21-trihydroxypregn-4-ene-3,20-dione Cortisol cortisol chebi_ontology (11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione 0 11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione 11beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 11beta-hydrocortisone 17-hydroxycorticosterone 362.209 362.45990 4-pregnen-11beta,17alpha,21-triol-3,20-dione C21H30O5 Hydrocortisone InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1 JYGXADMDTFJGBT-VWUMJDOOSA-N Kendall's compound F Reichstein's substance M [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO hidrocortisona hydrocortisone hydrocortisonum CHEBI:17650 cortisol Beilstein:1354819 Beilstein CAS:50-23-7 ChemIDplus CAS:50-23-7 KEGG COMPOUND CAS:50-23-7 NIST Chemistry WebBook Drug_Central:1388 DrugCentral LIPID_MAPS_instance:LMST02030001 LIPID MAPS PMID:10438974 Europe PMC PMID:2268561 Europe PMC 11beta,17,21-trihydroxypregn-4-ene-3,20-dione IUPAC Cortisol KEGG_COMPOUND cortisol UniProt (11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione NIST_Chemistry_WebBook 0 ChEBI 11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione KEGG_COMPOUND 11beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione NIST_Chemistry_WebBook 11beta-hydrocortisone NIST_Chemistry_WebBook 17-hydroxycorticosterone ChemIDplus 362.209 KEGG_COMPOUND 362.45990 ChEBI 4-pregnen-11beta,17alpha,21-triol-3,20-dione NIST_Chemistry_WebBook C21H30O5 KEGG_COMPOUND Hydrocortisone KEGG_COMPOUND InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1 ChEBI JYGXADMDTFJGBT-VWUMJDOOSA-N ChEBI Kendall's compound F KEGG_COMPOUND Reichstein's substance M KEGG_COMPOUND [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]1(C)[C@@]2([H])CC[C@]1(O)C(=O)CO ChEBI hidrocortisona ChemIDplus hydrocortisone ChemIDplus hydrocortisonum ChemIDplus CHEBI:15046 CHEBI:26557 CHEBI:8845 KEGG:C03723 Ribonucleoside diphosphate ribonucleoside diphosphate chebi_ontology 0 292.983 293.083 C5H11O10P2R ribonucleoside diphosphates CHEBI:17668 ribonucleoside diphosphate Ribonucleoside diphosphate KEGG_COMPOUND ribonucleoside diphosphate UniProt 0 KEGG_COMPOUND 292.983 KEGG_COMPOUND 293.083 KEGG_COMPOUND C5H11O10P2R KEGG_COMPOUND ribonucleoside diphosphates ChEBI CHEBI:13286 CHEBI:23522 CHEBI:3285 CHEBI:41675 Beilstein:71190 CAS:65-47-4 DrugBank:DB02431 Gmelin:723598 KEGG:C00063 KNApSAcK:C00019639 PDBeChem:CTP CTP cytidine 5'-(tetrahydrogen triphosphate) chebi_ontology 0 482.985 483.15644 5'-CTP C9H16N3O14P3 CYTIDINE-5'-TRIPHOSPHATE Cytidine 5'-triphosphate Cytidine triphosphate H4ctp InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 Nc1ccn([C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)c(=O)n1 PCDQPRRSZKQHHS-XVFCMESISA-N CHEBI:17677 CTP Beilstein:71190 Beilstein CAS:65-47-4 ChemIDplus CAS:65-47-4 KEGG COMPOUND Gmelin:723598 Gmelin CTP KEGG_COMPOUND cytidine 5'-(tetrahydrogen triphosphate) IUPAC 0 ChEBI 482.985 KEGG_COMPOUND 483.15644 ChEBI 5'-CTP ChemIDplus C9H16N3O14P3 KEGG_COMPOUND CYTIDINE-5'-TRIPHOSPHATE PDBeChem Cytidine 5'-triphosphate KEGG_COMPOUND Cytidine triphosphate KEGG_COMPOUND H4ctp ChEBI InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 ChEBI Nc1ccn([C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)c(=O)n1 ChEBI PCDQPRRSZKQHHS-XVFCMESISA-N ChEBI A bile acid glycine conjugate having cholic acid as the bile acid component. CHEBI:11894 CHEBI:20215 CHEBI:24378 CHEBI:42804 CHEBI:5464 Beilstein:2955826 CAS:475-31-0 DrugBank:DB02691 HMDB:HMDB00138 KEGG:C01921 KNApSAcK:C00030410 LINCS:LSM-3222 LIPID_MAPS_instance:LMST05030001 MetaCyc:GLYCOCHOLIC_ACID PDBeChem:GCH PMID:22770225 Reaxys:2955826 Wikipedia:Glycocholic_acid GLYCOCHOLIC ACID Glycocholic acid N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycine chebi_ontology 0 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycine 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycine 465.309 465.62270 C26H43NO6 C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine N-choloylglycine RFDAIACWWDREDC-FRVQLJSFSA-N CHEBI:17687 glycocholic acid Beilstein:2955826 Beilstein CAS:475-31-0 ChemIDplus CAS:475-31-0 KEGG COMPOUND CAS:475-31-0 NIST Chemistry WebBook LIPID_MAPS_instance:LMST05030001 LIPID MAPS PMID:22770225 Europe PMC Reaxys:2955826 Reaxys GLYCOCHOLIC ACID PDBeChem Glycocholic acid KEGG_COMPOUND N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycine IUPAC 0 ChEBI 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycine KEGG_COMPOUND 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycine ChEBI 465.309 ChEBI 465.309 KEGG_COMPOUND 465.62270 ChEBI C26H43NO6 ChEBI C26H43NO6 KEGG_COMPOUND C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C ChEBI InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 ChEBI N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine NIST_Chemistry_WebBook N-choloylglycine ChemIDplus RFDAIACWWDREDC-FRVQLJSFSA-N ChEBI An organochlorine compound that is dichloro-substituted acetamide containing a nitrobenzene ring, an amide bond and two alcohol functions. CHEBI:13965 CHEBI:23106 CHEBI:23108 CHEBI:3603 CHEBI:47327 Beilstein:2225532 CAS:56-75-7 DrugBank:DB00446 Drug_Central:589 KEGG:C00918 KEGG:D00104 LINCS:LSM-5256 PDBeChem:CLM PMID:11468347 PMID:12217690 PMID:16659995 PMID:16897441 PMID:17217404 PMID:17692887 PMID:18559535 PMID:18657290 PMID:18794387 PMID:23142491 PMID:23317719 PMID:23395526 PMID:23494278 PMID:23512826 PMID:657786 PMID:6653106 Patent:GB795131 Patent:GB796901 Patent:US2483871 Patent:US2483884 Patent:US2483892 Patent:US2839577 Wikipedia:Chloramphenicol colombos:CHLORAMFENICOL colombos:CHLORAMFENICOL:+UNKNOWN 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide CHLORAMPHENICOL Chloramphenicol chloramphenicol chebi_ontology 0 322.012 323.130 C11H12Cl2N2O5 C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O Chloramex Chlorocid Chlorocol Chloromycetin D-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide D-(-)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol Fenicol Globenicol Halomycetin InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1 Oleomycetin Sificetina WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol chloramphenicolum chlornitromycin cloramfenicol laevomycetinum levomicetina levomycetin CHEBI:17698 chloramphenicol Beilstein:2225532 Beilstein CAS:56-75-7 ChemIDplus CAS:56-75-7 KEGG COMPOUND Drug_Central:589 DrugCentral PMID:11468347 Europe PMC PMID:12217690 Europe PMC PMID:16659995 Europe PMC PMID:16897441 Europe PMC PMID:17217404 Europe PMC PMID:17692887 Europe PMC PMID:18559535 Europe PMC PMID:18657290 Europe PMC PMID:18794387 Europe PMC PMID:23142491 Europe PMC PMID:23317719 Europe PMC PMID:23395526 Europe PMC PMID:23494278 Europe PMC PMID:23512826 Europe PMC PMID:657786 Europe PMC PMID:6653106 Europe PMC 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide IUPAC CHLORAMPHENICOL PDBeChem Chloramphenicol KEGG_COMPOUND chloramphenicol UniProt 0 ChEBI 322.012 ChEBI 322.012 KEGG_COMPOUND 323.130 ChEBI C11H12Cl2N2O5 ChEBI C11H12Cl2N2O5 KEGG_COMPOUND C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O ChEBI Chloramex ChemIDplus Chlorocid ChemIDplus Chlorocol ChemIDplus Chloromycetin ChemIDplus D-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide ChemIDplus D-(-)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol ChemIDplus Fenicol ChemIDplus Globenicol ChemIDplus Halomycetin ChemIDplus InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1 ChEBI Oleomycetin ChemIDplus Sificetina ChemIDplus WIIZWVCIJKGZOK-RKDXNWHRSA-N ChEBI chloramphenicol ChEBI chloramphenicol ChemIDplus chloramphenicolum ChemIDplus chlornitromycin ChEBI cloramfenicol ChemIDplus laevomycetinum ChemIDplus levomicetina ChemIDplus levomycetin ChemIDplus A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form. CHEBI:10296 CHEBI:10380 CHEBI:14497 CHEBI:22460 CHEBI:22760 CHEBI:25005 CHEBI:27755 CHEBI:613009 Beilstein:1292745 CAS:63-42-3 Gmelin:882872 KEGG:C00243 KEGG:D00046 KEGG:G10504 KNApSAcK:C00001136 PMID:1292745 PMID:17329833 PMID:18300214 PMID:19053747 PMID:19846069 PMID:19913595 PMID:20094999 PMID:20503067 PMID:20699559 PMID:20873837 PMID:20961532 PMID:21403918 PMID:2432147 PMID:2456994 PMID:6194884 PMID:7574700 Reaxys:1292745 colombos:LACTOSE beta-D-galactopyranosyl-(1->4)-D-glucopyranose lactose chebi_ontology (+)-lactose (Gal)1 (Glc)1 0 1-beta-D-Galactopyranosyl-4-D-glucopyranose 342.116 342.29648 4-(beta-D-galactosido)-D-glucose 4-O-beta-D-galactopyranosyl-D-glucose C12H22O11 D-lactose GUBGYTABKSRVRQ-QKKXKWKRSA-N Galbeta1-4-Glc InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11?,12+/m1/s1 Lac Laktobiose Laktose Milchzucker Milk sugar OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O beta-D-Gal-(1->4)-D-Glc beta-D-Galp-(1->4)-D-Glcp beta-Gal1,4-Glc lactobiose milk sugar CHEBI:17716 lactose Beilstein:1292745 Beilstein CAS:63-42-3 ChemIDplus CAS:63-42-3 KEGG COMPOUND CAS:63-42-3 NIST Chemistry WebBook Gmelin:882872 Gmelin PMID:1292745 Europe PMC PMID:17329833 Europe PMC PMID:18300214 Europe PMC PMID:19053747 ChEMBL PMID:19846069 Europe PMC PMID:19913595 Europe PMC PMID:20094999 Europe PMC PMID:20503067 Europe PMC PMID:20699559 Europe PMC PMID:20873837 Europe PMC PMID:20961532 Europe PMC PMID:21403918 Europe PMC PMID:2432147 Europe PMC PMID:2456994 Europe PMC PMID:6194884 Europe PMC PMID:7574700 Europe PMC Reaxys:1292745 Reaxys beta-D-galactopyranosyl-(1->4)-D-glucopyranose IUPAC lactose UniProt (+)-lactose NIST_Chemistry_WebBook (Gal)1 (Glc)1 KEGG_GLYCAN 0 ChEBI 1-beta-D-Galactopyranosyl-4-D-glucopyranose KEGG_COMPOUND 342.116 KEGG_COMPOUND 342.29648 ChEBI 4-(beta-D-galactosido)-D-glucose NIST_Chemistry_WebBook 4-O-beta-D-galactopyranosyl-D-glucose IUPAC C12H22O11 KEGG_COMPOUND D-lactose ChemIDplus GUBGYTABKSRVRQ-QKKXKWKRSA-N ChEBI Galbeta1-4-Glc ChEBI InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11?,12+/m1/s1 ChEBI Lac JCBN Laktobiose ChEBI Laktose ChEBI Milchzucker ChEBI Milk sugar KEGG_COMPOUND OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O ChEBI beta-D-Gal-(1->4)-D-Glc KEGG_COMPOUND beta-D-Galp-(1->4)-D-Glcp IUPAC beta-Gal1,4-Glc ChEBI lactobiose NIST_Chemistry_WebBook milk sugar NIST_Chemistry_WebBook The amino acid betaine derived from glycine. CHEBI:13895 CHEBI:15264 CHEBI:22858 CHEBI:24370 CHEBI:27128 CHEBI:3073 Beilstein:3537113 CAS:107-43-7 Drug_Central:347 Gmelin:26434 HMDB:HMDB00043 KEGG:C00719 KEGG:D07523 KNApSAcK:C00007291 MetaCyc:BETAINE PDBeChem:BET PMID:16197300 PMID:18326594 PMID:20346934 PMID:20446114 PMID:20642826 PMID:22770225 Reaxys:3537113 Wikipedia:Trimethylglycine YMDB:YMDB01516 colombos:GLYCINEBETAINE (trimethylammonio)acetate Glycine betaine chebi_ontology (trimethylammoniumyl)acetate 0 1-carboxy-N,N,N-trimethylmethanaminium inner salt 117.079 117.14638 2-N,N,N-trimethylammonio acetate Bet Betaine C5H11NO2 C[N+](C)(C)CC([O-])=O InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 KWIUHFFTVRNATP-UHFFFAOYSA-N N,N,N-Trimethylglycine N,N,N-trimethylammonioacetate Trimethylaminoacetate Trimethylammonioacetate abromine acidol betaine trimethylglycine trimethylglycocoll CHEBI:17750 glycine betaine Beilstein:3537113 Beilstein CAS:107-43-7 ChemIDplus CAS:107-43-7 KEGG COMPOUND CAS:107-43-7 NIST Chemistry WebBook Drug_Central:347 DrugCentral Gmelin:26434 Gmelin PMID:16197300 Europe PMC PMID:18326594 Europe PMC PMID:20346934 Europe PMC PMID:20446114 Europe PMC PMID:20642826 Europe PMC PMID:22770225 Europe PMC Reaxys:3537113 Reaxys (trimethylammonio)acetate IUPAC Glycine betaine KEGG_COMPOUND (trimethylammoniumyl)acetate IUPAC 0 ChEBI 1-carboxy-N,N,N-trimethylmethanaminium inner salt NIST_Chemistry_WebBook 117.079 KEGG_COMPOUND 117.14638 ChEBI 2-N,N,N-trimethylammonio acetate ChEBI Bet ChEBI Betaine KEGG_COMPOUND C5H11NO2 KEGG_COMPOUND C[N+](C)(C)CC([O-])=O ChEBI InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 ChEBI KWIUHFFTVRNATP-UHFFFAOYSA-N ChEBI N,N,N-Trimethylglycine KEGG_COMPOUND N,N,N-trimethylammonioacetate IUPAC Trimethylaminoacetate KEGG_COMPOUND Trimethylammonioacetate KEGG_COMPOUND abromine ChemIDplus acidol ChEBI betaine UniProt trimethylglycine ChEBI trimethylglycocoll ChemIDplus A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups. CHEBI:131422 CHEBI:14334 CHEBI:24351 CHEBI:42998 CHEBI:5448 Beilstein:635685 CAS:56-81-5 DrugBank:DB04077 Drug_Central:1316 ECMDB:ECMDB00131 Gmelin:26279 HMDB:HMDB00131 KEGG:C00116 KEGG:D00028 KNApSAcK:C00001163 LINCS:LSM-37180 MetaCyc:GLYCEROL PDB:2AJS PDB:2D03 PDBeChem:GOL PMID:11958517 PMID:12672239 PMID:12689633 PMID:14559393 PMID:14563847 PMID:15342117 PMID:15786693 PMID:16244855 PMID:16258193 PMID:16319039 PMID:16349488 PMID:16651733 PMID:16664750 PMID:16901854 PMID:17336832 PMID:17439666 PMID:17979222 PMID:19184438 PMID:19231894 PMID:19460032 PMID:19548674 PMID:19795216 PMID:19956799 PMID:22705534 PMID:23562176 PMID:23747440 PMID:24643482 PMID:25108762 PMID:7031247 PMID:7392035 Reaxys:635685 UM-BBD_compID:c0066 Wikipedia:Glycerol YMDB:YMDB00283 colombos:GLYCEROL GLYCEROL Glycerol glycerol propane-1,2,3-triol chebi_ontology 0 1,2,3-Propanetriol 1,2,3-Trihydroxypropane 92.047 92.09382 C3H8O3 Glycerin Glyceritol Glyzerin Gro InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 OCC(O)CO Oelsuess PEDCQBHIVMGVHV-UHFFFAOYSA-N Propanetriol Trihydroxypropane glycerine glycerol glycerolum glycyl alcohol CHEBI:17754 glycerol Beilstein:635685 Beilstein CAS:56-81-5 ChemIDplus CAS:56-81-5 KEGG COMPOUND CAS:56-81-5 NIST Chemistry WebBook Drug_Central:1316 DrugCentral Gmelin:26279 Gmelin PMID:11958517 Europe PMC PMID:12672239 ChEMBL PMID:12689633 Europe PMC PMID:14559393 Europe PMC PMID:14563847 Europe PMC PMID:15342117 Europe PMC PMID:15786693 Europe PMC PMID:16244855 Europe PMC PMID:16258193 Europe PMC PMID:16319039 Europe PMC PMID:16349488 Europe PMC PMID:16651733 Europe PMC PMID:16664750 Europe PMC PMID:16901854 Europe PMC PMID:17336832 Europe PMC PMID:17439666 Europe PMC PMID:17979222 Europe PMC PMID:19184438 Europe PMC PMID:19231894 Europe PMC PMID:19460032 Europe PMC PMID:19548674 Europe PMC PMID:19795216 Europe PMC PMID:19956799 Europe PMC PMID:22705534 Europe PMC PMID:23562176 Europe PMC PMID:23747440 Europe PMC PMID:24643482 Europe PMC PMID:25108762 Europe PMC PMID:7031247 ChEMBL PMID:7392035 ChEMBL Reaxys:635685 Reaxys UM-BBD_compID:c0066 UM-BBD GLYCEROL PDBeChem Glycerol KEGG_COMPOUND glycerol ChEBI glycerol UniProt propane-1,2,3-triol IUPAC 0 ChEBI 1,2,3-Propanetriol KEGG_COMPOUND 1,2,3-Trihydroxypropane KEGG_COMPOUND 92.047 KEGG_COMPOUND 92.09382 ChEBI C3H8O3 KEGG_COMPOUND Glycerin KEGG_COMPOUND Glyceritol HMDB Glyzerin ChEBI Gro JCBN InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 ChEBI OCC(O)CO ChEBI Oelsuess ChEBI PEDCQBHIVMGVHV-UHFFFAOYSA-N ChEBI Propanetriol HMDB Trihydroxypropane HMDB glycerine ChEBI glycerol ChemIDplus glycerolum ChemIDplus glycyl alcohol NIST_Chemistry_WebBook A dicarboxylic acid monoanion that is the conjugate base of pimelic acid. CHEBI:12209 CHEBI:20708 CHEBI:2175 Gmelin:1449709 6-carboxyhexanoate chebi_ontology -1 159.066 159.15984 C7H11O4 InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)/p-1 OC(=O)CCCCCC([O-])=O Pimelate WLJVNTCWHIRURA-UHFFFAOYSA-M heptanedioate hydrogen pimelate CHEBI:17774 pimelate(1-) Gmelin:1449709 Gmelin 6-carboxyhexanoate IUPAC -1 ChEBI 159.066 ChEBI 159.15984 ChEBI C7H11O4 ChEBI InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)/p-1 ChEBI OC(=O)CCCCCC([O-])=O ChEBI Pimelate KEGG_COMPOUND WLJVNTCWHIRURA-UHFFFAOYSA-M ChEBI heptanedioate ChEBI hydrogen pimelate ChEBI The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group. CHEBI:14588 CHEBI:25227 CHEBI:44080 CHEBI:44553 CHEBI:6816 Beilstein:1098229 CAS:67-56-1 Gmelin:449 HMDB:HMDB01875 KEGG:C00132 KEGG:D02309 MetaCyc:METOH PDBeChem:MOH PMID:11141607 PMID:11430978 PMID:11489599 PMID:11680737 PMID:11684179 PMID:14012711 PMID:14678513 PMID:14760634 PMID:15172721 PMID:15906011 PMID:16705261 PMID:17451998 PMID:17733096 PMID:19064074 PMID:19850112 PMID:20314698 Reaxys:1098229 UM-BBD_compID:c0132 Wikipedia:Methanol METHANOL Methanol methanol chebi_ontology 0 32.026 32.04186 CH3OH CH4O CO InChI=1S/CH4O/c1-2/h2H,1H3 MeOH Methyl alcohol Methylalkohol OKKJLVBELUTLKV-UHFFFAOYSA-N carbinol spirit of wood wood alcohol wood naphtha wood spirit CHEBI:17790 methanol Beilstein:1098229 Beilstein CAS:67-56-1 ChemIDplus CAS:67-56-1 KEGG COMPOUND CAS:67-56-1 NIST Chemistry WebBook Gmelin:449 Gmelin PMID:11141607 Europe PMC PMID:11430978 Europe PMC PMID:11489599 Europe PMC PMID:11680737 Europe PMC PMID:11684179 Europe PMC PMID:14012711 Europe PMC PMID:14678513 Europe PMC PMID:14760634 Europe PMC PMID:15172721 Europe PMC PMID:15906011 Europe PMC PMID:16705261 Europe PMC PMID:17451998 Europe PMC PMID:17733096 Europe PMC PMID:19064074 Europe PMC PMID:19850112 Europe PMC PMID:20314698 Europe PMC Reaxys:1098229 Reaxys UM-BBD_compID:c0132 ChEBI METHANOL PDBeChem Methanol KEGG_COMPOUND methanol IUPAC methanol UniProt 0 ChEBI 32.026 KEGG_COMPOUND 32.04186 ChEBI CH3OH ChEBI CH4O KEGG_COMPOUND CO ChEBI InChI=1S/CH4O/c1-2/h2H,1H3 ChEBI MeOH ChEBI Methyl alcohol KEGG_COMPOUND Methylalkohol NIST_Chemistry_WebBook OKKJLVBELUTLKV-UHFFFAOYSA-N ChEBI carbinol ChemIDplus spirit of wood HMDB wood alcohol ChemIDplus wood naphtha ChemIDplus wood spirit NIST_Chemistry_WebBook An optically active form of idonate having L-configuration; major species at pH 7.3. CHEBI:13126 CHEBI:21335 CHEBI:57659 CHEBI:58494 CHEBI:6250 Beilstein:3906522 CAS:1114-17-6 KEGG:C00770 MetaCyc:L-IDONATE L-Idonate L-idonate chebi_ontology -1 195.050 195.14730 C6H11O7 InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3+,4-,5+/m0/s1 OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SKNVOMKLSA-M CHEBI:17796 L-idonate Beilstein:3906522 Beilstein CAS:1114-17-6 KEGG COMPOUND L-Idonate KEGG_COMPOUND L-idonate IUPAC L-idonate UniProt -1 ChEBI 195.050 ChEBI 195.14730 ChEBI C6H11O7 ChEBI InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3+,4-,5+/m0/s1 ChEBI OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O ChEBI RGHNJXZEOKUKBD-SKNVOMKLSA-M ChEBI A pyrimidine nucleobase that is uracil in which the hydrogen at position 5 is replaced by a methyl group. CHEBI:15247 CHEBI:27004 CHEBI:46017 CHEBI:9580 Beilstein:607626 CAS:65-71-4 DrugBank:DB03462 Gmelin:278790 KEGG:C00178 KNApSAcK:C00001511 PDBeChem:TDR PMID:23237383 Wikipedia:Thymine colombos:THYMINE THYMINE Thymine thymine chebi_ontology 0 126.043 126.11342 2,4-dihydroxy-5-methylpyrimidine 5-Methyluracil 5-methyl-2,4(1H,3H)-pyrimidinedione 5-methylpyrimidine-2,4(1H,3H)-dione 5-methyluracil C5H6N2O2 Cc1c[nH]c(=O)[nH]c1=O InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9) RWQNBRDOKXIBIV-UHFFFAOYSA-N T Thy Thymin CHEBI:17821 thymine Beilstein:607626 Beilstein CAS:65-71-4 ChemIDplus CAS:65-71-4 KEGG COMPOUND CAS:65-71-4 NIST Chemistry WebBook Gmelin:278790 Gmelin PMID:23237383 Europe PMC THYMINE PDBeChem Thymine KEGG_COMPOUND thymine IUPAC thymine UniProt 0 ChEBI 126.043 KEGG_COMPOUND 126.11342 ChEBI 2,4-dihydroxy-5-methylpyrimidine NIST_Chemistry_WebBook 5-Methyluracil KEGG_COMPOUND 5-methyl-2,4(1H,3H)-pyrimidinedione NIST_Chemistry_WebBook 5-methylpyrimidine-2,4(1H,3H)-dione IUPAC 5-methyluracil NIST_Chemistry_WebBook C5H6N2O2 KEGG_COMPOUND Cc1c[nH]c(=O)[nH]c1=O ChEBI InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9) ChEBI RWQNBRDOKXIBIV-UHFFFAOYSA-N ChEBI T ChEBI Thy CBN Thymin ChemIDplus An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group. CHEBI:15081 CHEBI:26648 CHEBI:9116 Beilstein:1721402 CAS:302-84-1 Gmelin:26429 KEGG:C00716 KNApSAcK:C00001393 Reaxys:1721402 Wikipedia:Serine Serine serine chebi_ontology 0 105.043 105.09262 2-Amino-3-hydroxypropionic acid 2-amino-3-hydroxypropanoic acid 3-Hydroxyalanine C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) MTCFGRXMJLQNBG-UHFFFAOYSA-N NC(CO)C(O)=O Serin CHEBI:17822 serine Beilstein:1721402 Beilstein CAS:302-84-1 ChemIDplus CAS:302-84-1 KEGG COMPOUND CAS:302-84-1 NIST Chemistry WebBook Gmelin:26429 Gmelin Reaxys:1721402 Reaxys Serine KEGG_COMPOUND serine IUPAC 0 ChEBI 105.043 KEGG_COMPOUND 105.09262 ChEBI 2-Amino-3-hydroxypropionic acid KEGG_COMPOUND 2-amino-3-hydroxypropanoic acid IUPAC 3-Hydroxyalanine KEGG_COMPOUND C3H7NO3 KEGG_COMPOUND InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) ChEBI MTCFGRXMJLQNBG-UHFFFAOYSA-N ChEBI NC(CO)C(O)=O ChEBI Serin ChEBI Any of a group of aminoglycoside antibiotics produced by fermentation of some Micromonospora spp. CHEBI:14293 CHEBI:24206 CHEBI:24212 CHEBI:5306 CAS:1403-66-3 DrugBank:DB00798 KEGG:C00505 colombos:GENTAMICIN 4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)pentopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)heptopyranoside chebi_ontology Gentamicin gentamicin gentamycins CHEBI:17833 gentamycin CAS:1403-66-3 KEGG COMPOUND 4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)pentopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,3,4,6,7-pentadeoxy-6-(methylamino)heptopyranoside IUPAC Gentamicin KEGG_COMPOUND gentamicin UniProt gentamycins ChEBI An aromatic amino-acid anion that is the conjugate base of 4-aminobenzoic acid. CHEBI:11959 CHEBI:20314 Beilstein:3904778 CAS:2906-28-7 Gmelin:82609 KEGG:C00568 Reaxys:3904778 UM-BBD_compID:c0550 4-aminobenzoate chebi_ontology -1 136.040 136.12860 4-aminobenzoic acid, ion(1-) ALYNCZNDIQEVRV-UHFFFAOYSA-M C7H6NO2 InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 Nc1ccc(cc1)C([O-])=O p-aminobenzoate CHEBI:17836 4-aminobenzoate Beilstein:3904778 Beilstein CAS:2906-28-7 ChemIDplus Gmelin:82609 Gmelin KEGG:C00568 ChEBI Reaxys:3904778 Reaxys UM-BBD_compID:c0550 ChEBI 4-aminobenzoate IUPAC 4-aminobenzoate UniProt -1 ChEBI 136.040 ChEBI 136.12860 ChEBI 4-aminobenzoic acid, ion(1-) ChemIDplus ALYNCZNDIQEVRV-UHFFFAOYSA-M ChEBI C7H6NO2 ChEBI InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 ChEBI Nc1ccc(cc1)C([O-])=O ChEBI p-aminobenzoate ChemIDplus The conjugate base of 4-hydroxybenzoic acid, comprising a 4-hydroxybenzoic acid core with a proton missing to give a charge of -1. CHEBI:12003 CHEBI:20397 Beilstein:3589159 CAS:456-23-5 Gmelin:326508 KEGG:C00156 Reaxys:3589159 UM-BBD_compID:c0104 4-hydroxybenzoate chebi_ontology -1 137.024 137.11280 4-hydroxybenzoic acid, ion(1-) C7H5O3 FJKROLUGYXJWQN-UHFFFAOYSA-M InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)/p-1 Oc1ccc(cc1)C([O-])=O p-hydroxybenzoate CHEBI:17879 4-hydroxybenzoate Beilstein:3589159 Beilstein CAS:456-23-5 ChemIDplus Gmelin:326508 Gmelin KEGG:C00156 ChEBI Reaxys:3589159 Reaxys UM-BBD_compID:c0104 ChEBI 4-hydroxybenzoate IUPAC 4-hydroxybenzoate UniProt -1 ChEBI 137.024 ChEBI 137.11280 ChEBI 4-hydroxybenzoic acid, ion(1-) ChemIDplus C7H5O3 ChEBI FJKROLUGYXJWQN-UHFFFAOYSA-M ChEBI InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)/p-1 ChEBI Oc1ccc(cc1)C([O-])=O ChEBI p-hydroxybenzoate ChemIDplus A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms. CHEBI:13364 CHEBI:24635 CHEBI:5590 CAS:7647-01-0 Drug_Central:4568 Gmelin:322 HMDB:HMDB02306 KEGG:C01327 KEGG:D02057 MetaCyc:HCL PMID:15823700 PMID:17492841 PMID:22804993 Reaxys:1098214 Wikipedia:HCl Wikipedia:Hydrochloric_acid Hydrogen chloride chlorane chloridohydrogen hydrogen chloride chebi_ontology 0 35.977 36.46064 Chlorwasserstoff ClH Cl[H] HCl Hydrochloride Hydrogenchlorid InChI=1S/ClH/h1H VEXZGXHMUGYJMC-UHFFFAOYSA-N Wasserstoffchlorid [HCl] chlorure d'hydrogene cloruro de hidrogeno hydrochloric acid CHEBI:17883 hydrogen chloride CAS:7647-01-0 ChemIDplus CAS:7647-01-0 KEGG COMPOUND CAS:7647-01-0 NIST Chemistry WebBook Drug_Central:4568 DrugCentral Gmelin:322 Gmelin PMID:15823700 Europe PMC PMID:17492841 Europe PMC PMID:22804993 Europe PMC Reaxys:1098214 Reaxys Hydrogen chloride KEGG_COMPOUND chlorane IUPAC chloridohydrogen IUPAC hydrogen chloride IUPAC 0 ChEBI 35.977 ChEBI 35.977 KEGG_COMPOUND 36.46064 ChEBI Chlorwasserstoff ChEBI ClH ChEBI Cl[H] ChEBI HCl KEGG_COMPOUND HCl KEGG_COMPOUND HCl UniProt Hydrochloride KEGG_COMPOUND Hydrogenchlorid ChEBI InChI=1S/ClH/h1H ChEBI VEXZGXHMUGYJMC-UHFFFAOYSA-N ChEBI Wasserstoffchlorid ChEBI [HCl] IUPAC chlorure d'hydrogene ChEBI cloruro de hidrogeno ChEBI hydrochloric acid ChemIDplus A molecular entity that can transfer ("donate") an electron, a pair of electrons, an atom or a group to another molecular entity. CHEBI:14202 CHEBI:4697 KEGG:C01351 Donor donor chebi_ontology Donator donneur CHEBI:17891 donor Donor KEGG_COMPOUND donor UniProt Donator ChEBI donneur ChEBI An aminonucleoside antibiotic, derived from the Streptomyces alboniger bacterium, that causes premature chain termination during translation taking place in the ribosome. CHEBI:14970 CHEBI:26402 CHEBI:45182 CHEBI:8641 CAS:53-79-2 DrugBank:DB08437 KEGG:C01610 KEGG:D05653 KNApSAcK:C00001507 LINCS:LSM-2788 PMID:13945541 PMID:15843471 PMID:18322149 PMID:323854 Reaxys:70234 Wikipedia:Puromycin colombos:PUROMYCIN colombos:PUROMYCIN:+UNKNOWN 3'-deoxy-N,N-dimethyl-3'-(O-methyl-L-tyrosinamido)adenosine Puromycin chebi_ontology (S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine 0 3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine 3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-diemthyladenosine 471.223 471.50984 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-beta-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine Achromycin C22H29N7O5 COc1ccc(C[C@H](N)C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)n2cnc3c(ncnc23)N(C)C)cc1 InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1 RXWNCPJZOCPEPQ-NVWDDTSBSA-N puromicina puromycin puromycine puromycinum CHEBI:17939 puromycin CAS:53-79-2 ChemIDplus CAS:53-79-2 KEGG COMPOUND PMID:13945541 Europe PMC PMID:15843471 Europe PMC PMID:18322149 Europe PMC PMID:323854 Europe PMC Reaxys:70234 Reaxys 3'-deoxy-N,N-dimethyl-3'-(O-methyl-L-tyrosinamido)adenosine IUPAC Puromycin KEGG_COMPOUND (S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine ChemIDplus 0 ChEBI 3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine ChemIDplus 3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-diemthyladenosine ChEBI 471.223 KEGG_COMPOUND 471.50984 ChEBI 9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-beta-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine ChEBI Achromycin ChemIDplus C22H29N7O5 KEGG_COMPOUND COc1ccc(C[C@H](N)C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)n2cnc3c(ncnc23)N(C)C)cc1 ChEBI InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1 ChEBI RXWNCPJZOCPEPQ-NVWDDTSBSA-N ChEBI puromicina ChemIDplus puromycin ChemIDplus puromycine ChemIDplus puromycinum ChemIDplus A short-chain fatty acid anion that is the conjugate base of butyric acid, obtained by deprotonation of the carboxy group. CHEBI:13924 CHEBI:22946 Beilstein:3601060 CAS:461-55-2 Gmelin:324289 KEGG:C00246 MetaCyc:BUTYRIC_ACID PMID:17190852 PMID:7496326 Reaxys:3601060 UM-BBD_compID:c0035 butanoate butyrate chebi_ontology -1 1-butanoate 1-butyrate 1-propanecarboxylate 87.045 87.09718 C4H7O2 CCCC([O-])=O CH3-[CH2]2-COO(-) FERIUCNNQQJTOY-UHFFFAOYSA-M InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1 butanate butanoate butanoic acid, ion(1-) n-butanoate n-butyrate propanecarboxylate propylformate CHEBI:17968 butyrate Beilstein:3601060 Beilstein CAS:461-55-2 ChemIDplus Gmelin:324289 Gmelin KEGG:C00246 ChEBI PMID:17190852 Europe PMC PMID:7496326 Europe PMC Reaxys:3601060 Reaxys UM-BBD_compID:c0035 ChEBI butanoate IUPAC butyrate IUPAC -1 ChEBI 1-butanoate ChEBI 1-butyrate ChEBI 1-propanecarboxylate ChEBI 87.045 ChEBI 87.09718 ChEBI C4H7O2 ChEBI CCCC([O-])=O ChEBI CH3-[CH2]2-COO(-) IUPAC FERIUCNNQQJTOY-UHFFFAOYSA-M ChEBI InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1 ChEBI butanate ChEBI butanoate ChEBI butanoate UniProt butanoic acid, ion(1-) ChemIDplus n-butanoate ChEBI n-butyrate ChemIDplus propanecarboxylate ChEBI propylformate ChEBI CHEBI:15047 CHEBI:26559 CHEBI:8846 KEGG:C03802 Ribonucleoside triphosphate chebi_ontology 0 372.949 373.063 C5H12O13P3R ribonucleoside triphosphates CHEBI:17972 ribonucleoside triphosphate Ribonucleoside triphosphate KEGG_COMPOUND 0 KEGG_COMPOUND 372.949 KEGG_COMPOUND 373.063 KEGG_COMPOUND C5H12O13P3R KEGG_COMPOUND ribonucleoside triphosphates ChEBI An acetyl-L-serine where the acetyl group is attached to the side-chain oxygen. It is an intermediate in the biosynthesis of the amino acid cysteine in bacteria. CHEBI:12685 CHEBI:12710 CHEBI:12724 CHEBI:21938 CHEBI:44568 CHEBI:7668 CAS:5147-00-2 DrugBank:DB01837 HMDB:HMDB03011 KEGG:C00979 KNApSAcK:C00007459 MetaCyc:ACETYLSERINE PDBeChem:OAS PMID:23483228 Reaxys:1723791 Wikipedia:O-Acetylserine O-Acetyl-L-serine O-acetyl-L-serine chebi_ontology 0 147.053 147.12930 C5H9NO4 CC(=O)OC[C@H](N)C(O)=O InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1 L-Serine, acetate (ester) O3-Acetyl-L-serine O3-acetyl-L-serine VZXPDPZARILFQX-BYPYZUCNSA-N CHEBI:17981 O-acetyl-L-serine CAS:5147-00-2 ChemIDplus CAS:5147-00-2 KEGG COMPOUND PMID:23483228 Europe PMC Reaxys:1723791 Reaxys O-Acetyl-L-serine KEGG_COMPOUND O-acetyl-L-serine ChEBI O-acetyl-L-serine IUPAC 0 ChEBI 147.053 ChEBI 147.12930 ChEBI C5H9NO4 ChEBI CC(=O)OC[C@H](N)C(O)=O ChEBI InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1 ChEBI L-Serine, acetate (ester) ChemIDplus O3-Acetyl-L-serine KEGG_COMPOUND O3-acetyl-L-serine ChEBI VZXPDPZARILFQX-BYPYZUCNSA-N ChEBI A thioester that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any carboxylic acid. CHEBI:13727 CHEBI:13802 CHEBI:22223 CHEBI:2455 CAS:9029-97-4 KEGG:C00040 PMID:11264983 PMID:11524729 PMID:16495773 PMID:21514367 PMID:21541677 Acyl-CoA chebi_ontology 0 794.102 794.53600 Acyl coenzyme A C22H35N7O17P3SR CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O CHEBI:17984 acyl-CoA CAS:9029-97-4 KEGG COMPOUND PMID:11264983 Europe PMC PMID:11524729 Europe PMC PMID:16495773 Europe PMC PMID:21514367 Europe PMC PMID:21541677 Europe PMC Acyl-CoA KEGG_COMPOUND 0 ChEBI 794.102 ChEBI 794.53600 ChEBI Acyl coenzyme A KEGG_COMPOUND C22H35N7O17P3SR ChEBI CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12)[C@@H](O)C(=O)NCCC(=O)NCCSC([*])=O ChEBI Sucrose is a disaccharide formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose. CHEBI:15128 CHEBI:26812 CHEBI:45795 CHEBI:9314 Beilstein:90825 CAS:57-50-1 DrugBank:DB02772 Drug_Central:4610 Gmelin:97695 HMDB:HMDB00258 KEGG:C00089 KEGG:D00025 KEGG:D06533 KEGG:G00370 KNApSAcK:C00001151 MetaCyc:SUCROSE PDBeChem:SUC PMID:11021636 PMID:11093712 PMID:11111003 PMID:12065720 PMID:12706980 PMID:13508893 PMID:15291457 PMID:15660210 PMID:15792978 PMID:15845855 PMID:16228482 PMID:16304615 PMID:16313996 PMID:16525719 PMID:16660545 PMID:16663947 PMID:16665852 PMID:17233733 PMID:17439666 PMID:17597061 PMID:18625236 PMID:19199566 PMID:19726178 PMID:21703290 PMID:21972845 PMID:22085755 PMID:22311778 PMID:22404833 PMID:22751876 Reaxys:1435311 Reaxys:90825 Wikipedia:Sucrose colombos:SUCROSE SUCROSE Sucrose beta-D-fructofuranosyl alpha-D-glucopyranoside sucrose chebi_ontology 0 1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside 342.116 342.29650 C12H22O11 CZMRCDWAGMRECN-UGDNZRGBSA-N Cane sugar InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1 OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O Saccharose Sacharose White sugar beta-D-Fruf-(2<->1)-alpha-D-Glcp sacarosa table sugar CHEBI:17992 sucrose Beilstein:90825 Beilstein CAS:57-50-1 ChemIDplus CAS:57-50-1 KEGG COMPOUND CAS:57-50-1 NIST Chemistry WebBook Drug_Central:4610 DrugCentral Gmelin:97695 Gmelin PMID:11021636 Europe PMC PMID:11093712 Europe PMC PMID:11111003 Europe PMC PMID:12065720 Europe PMC PMID:12706980 Europe PMC PMID:13508893 Europe PMC PMID:15291457 Europe PMC PMID:15660210 Europe PMC PMID:15792978 Europe PMC PMID:15845855 Europe PMC PMID:16228482 Europe PMC PMID:16304615 Europe PMC PMID:16313996 Europe PMC PMID:16525719 Europe PMC PMID:16660545 Europe PMC PMID:16663947 Europe PMC PMID:16665852 Europe PMC PMID:17233733 Europe PMC PMID:17439666 Europe PMC PMID:17597061 Europe PMC PMID:18625236 Europe PMC PMID:19199566 Europe PMC PMID:19726178 Europe PMC PMID:21703290 Europe PMC PMID:21972845 Europe PMC PMID:22085755 Europe PMC PMID:22311778 Europe PMC PMID:22404833 Europe PMC PMID:22751876 Europe PMC Reaxys:1435311 Reaxys Reaxys:90825 Reaxys SUCROSE PDBeChem Sucrose KEGG_COMPOUND beta-D-fructofuranosyl alpha-D-glucopyranoside IUPAC sucrose UniProt 0 ChEBI 1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside KEGG_COMPOUND 342.116 KEGG_COMPOUND 342.29650 ChEBI C12H22O11 KEGG_COMPOUND CZMRCDWAGMRECN-UGDNZRGBSA-N ChEBI Cane sugar KEGG_COMPOUND InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1 ChEBI OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI Saccharose KEGG_COMPOUND Sacharose ChEBI White sugar HMDB beta-D-Fruf-(2<->1)-alpha-D-Glcp JCBN sacarosa ChEBI table sugar ChemIDplus A halide anion formed when chlorine picks up an electron to form an an anion. CHEBI:13291 CHEBI:13970 CHEBI:3616 CHEBI:3731 CHEBI:48804 Beilstein:3587171 CAS:16887-00-6 Gmelin:14910 KEGG:C00115 KEGG:C00698 PDBeChem:CL UM-BBD_compID:c0884 Chloride chloride chloride(1-) chebi_ontology -1 34.969 35.45270 CHLORIDE ION Chloride ion Chloride(1-) Chlorine anion Cl Cl(-) Cl- InChI=1S/ClH/h1H/p-1 VEXZGXHMUGYJMC-UHFFFAOYSA-M [Cl-] CHEBI:17996 chloride Beilstein:3587171 Beilstein CAS:16887-00-6 ChemIDplus CAS:16887-00-6 KEGG COMPOUND CAS:16887-00-6 NIST Chemistry WebBook Gmelin:14910 Gmelin UM-BBD_compID:c0884 UM-BBD Chloride KEGG_COMPOUND chloride IUPAC chloride UniProt chloride(1-) IUPAC -1 ChEBI 34.969 KEGG_COMPOUND 35.45270 ChEBI CHLORIDE ION PDBeChem Chloride ion KEGG_COMPOUND Chloride(1-) ChemIDplus Chlorine anion NIST_Chemistry_WebBook Cl KEGG_COMPOUND Cl(-) IUPAC Cl- KEGG_COMPOUND InChI=1S/ClH/h1H/p-1 ChEBI VEXZGXHMUGYJMC-UHFFFAOYSA-M ChEBI [Cl-] ChEBI A butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle. CHEBI:24124 CHEBI:42743 CHEBI:5190 Beilstein:605763 CAS:110-17-8 Drug_Central:3229 Gmelin:49855 HMDB:HMDB00134 KEGG:C00122 KEGG:D02308 KNApSAcK:C00001183 MetaCyc:FUM PDBeChem:FUM PMID:17439666 PMID:21414846 PMID:22113915 PMID:22217732 PMID:22516248 Reaxys:605763 Wikipedia:Fumaric_Acid (2E)-but-2-enedioic acid FUMARIC ACID Fumaric acid chebi_ontology (2E)-2-butenedioic acid (E)-2-butenedioic acid 0 116.011 116.07220 C4H4O4 E297 Fumarsaeure InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N trans-1,2-ethylenedicarboxylic acid trans-Butenedioic acid trans-but-2-enedioic acid CHEBI:18012 fumaric acid Beilstein:605763 Beilstein CAS:110-17-8 ChemIDplus CAS:110-17-8 KEGG COMPOUND CAS:110-17-8 NIST Chemistry WebBook Drug_Central:3229 DrugCentral Gmelin:49855 Gmelin PMID:17439666 Europe PMC PMID:21414846 Europe PMC PMID:22113915 Europe PMC PMID:22217732 Europe PMC PMID:22516248 Europe PMC Reaxys:605763 Reaxys (2E)-but-2-enedioic acid IUPAC FUMARIC ACID PDBeChem Fumaric acid KEGG_COMPOUND (2E)-2-butenedioic acid NIST_Chemistry_WebBook (E)-2-butenedioic acid NIST_Chemistry_WebBook 0 ChEBI 116.011 KEGG_COMPOUND 116.07220 ChEBI C4H4O4 KEGG_COMPOUND E297 ChEBI Fumarsaeure ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ ChEBI OC(=O)\C=C\C(O)=O ChEBI VZCYOOQTPOCHFL-OWOJBTEDSA-N ChEBI trans-1,2-ethylenedicarboxylic acid ChemIDplus trans-Butenedioic acid KEGG_COMPOUND trans-but-2-enedioic acid IUPAC A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta. CHEBI:19320 CHEBI:41901 CHEBI:885 Beilstein:2209117 CAS:303-38-8 DrugBank:DB01672 HMDB:HMDB00397 KEGG:C00196 KNApSAcK:C00002669 PDBeChem:DBH PMID:17065237 PMID:24171385 PMID:3575393 Reaxys:2209117 Wikipedia:2,3-Dihydroxybenzoic_acid 2,3-Dihydroxybenzoic acid 2,3-dihydroxybenzoic acid chebi_ontology 0 154.027 154.12010 2,3 DHB 2,3-DIHYDROXY-BENZOIC ACID 2-pyrocatechuic acid 3-hydroxysalicylic acid C7H6O4 DOBK GLDQAMYCGOIJDV-UHFFFAOYSA-N InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11) OC(=O)c1cccc(O)c1O catechol-3-carboxylic acid o-pyrocatechuic acid pyrocatechuic acid CHEBI:18026 2,3-dihydroxybenzoic acid Beilstein:2209117 Beilstein CAS:303-38-8 ChemIDplus CAS:303-38-8 KEGG COMPOUND CAS:303-38-8 NIST Chemistry WebBook PMID:17065237 Europe PMC PMID:24171385 Europe PMC PMID:3575393 Europe PMC Reaxys:2209117 Reaxys 2,3-Dihydroxybenzoic acid KEGG_COMPOUND 2,3-dihydroxybenzoic acid ChEBI 2,3-dihydroxybenzoic acid IUPAC 0 ChEBI 154.027 KEGG_COMPOUND 154.12010 ChEBI 2,3 DHB NIST_Chemistry_WebBook 2,3-DIHYDROXY-BENZOIC ACID PDBeChem 2-pyrocatechuic acid ChemIDplus 3-hydroxysalicylic acid ChemIDplus C7H6O4 KEGG_COMPOUND DOBK NIST_Chemistry_WebBook GLDQAMYCGOIJDV-UHFFFAOYSA-N ChEBI InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11) ChEBI OC(=O)c1cccc(O)c1O ChEBI catechol-3-carboxylic acid NIST_Chemistry_WebBook o-pyrocatechuic acid ChemIDplus pyrocatechuic acid ChemIDplus An optically active form of glutamine having L-configuration. CHEBI:13110 CHEBI:21308 CHEBI:42812 CHEBI:42814 CHEBI:42899 CHEBI:42943 CHEBI:6227 Beilstein:1723797 CAS:56-85-9 DrugBank:DB00130 Drug_Central:1311 ECMDB:ECMDB00641 Gmelin:3509 HMDB:HMDB00641 KEGG:C00064 KEGG:D00015 KNApSAcK:C00001359 LINCS:LSM-4741 MetaCyc:GLN PDBeChem:GLN PMID:11139387 PMID:15204730 PMID:22055478 PMID:22206385 PMID:22451274 PMID:22453904 PMID:22575040 PMID:22770225 Reaxys:1723797 Wikipedia:Glutamine YMDB:YMDB00002 L-Glutamine L-glutamine chebi_ontology (2S)-2,5-diamino-5-oxopentanoic acid (2S)-2-amino-4-carbamoylbutanoic acid (S)-2,5-diamino-5-oxopentanoic acid 0 146.069 146.14458 C5H10N2O3 GLUTAMINE Glutamic acid 5-amide Glutamic acid amide InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 L-(+)-glutamine L-2-Aminoglutaramic acid L-2-aminoglutaramic acid L-Glutamin L-Glutaminsaeure-5-amid L-glutamic acid gamma-amide Levoglutamide N[C@@H](CCC(N)=O)C(O)=O Q ZDXPYRJPNDTMRX-VKHMYHEASA-N CHEBI:18050 L-glutamine Beilstein:1723797 ChemIDplus CAS:56-85-9 ChemIDplus CAS:56-85-9 KEGG COMPOUND CAS:56-85-9 NIST Chemistry WebBook Drug_Central:1311 DrugCentral Gmelin:3509 Gmelin PMID:11139387 Europe PMC PMID:15204730 Europe PMC PMID:22055478 Europe PMC PMID:22206385 Europe PMC PMID:22451274 Europe PMC PMID:22453904 Europe PMC PMID:22575040 Europe PMC PMID:22770225 Europe PMC Reaxys:1723797 Reaxys L-Glutamine KEGG_COMPOUND L-glutamine IUPAC (2S)-2,5-diamino-5-oxopentanoic acid IUPAC (2S)-2-amino-4-carbamoylbutanoic acid JCBN (S)-2,5-diamino-5-oxopentanoic acid ChEBI 0 ChEBI 146.069 KEGG_COMPOUND 146.14458 ChEBI C5H10N2O3 KEGG_COMPOUND GLUTAMINE PDBeChem Glutamic acid 5-amide HMDB Glutamic acid amide HMDB InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 ChEBI L-(+)-glutamine ChemIDplus L-2-Aminoglutaramic acid KEGG_COMPOUND L-2-aminoglutaramic acid ChEBI L-2-aminoglutaramic acid DrugBank L-Glutamin ChEBI L-Glutaminsaeure-5-amid ChEBI L-glutamic acid gamma-amide NIST_Chemistry_WebBook Levoglutamide KEGG_DRUG N[C@@H](CCC(N)=O)C(O)=O ChEBI Q ChEBI ZDXPYRJPNDTMRX-VKHMYHEASA-N ChEBI 'Lipids' is a loosely defined term for substances of biological origin that are soluble in nonpolar solvents. They consist of saponifiable lipids, such as glycerides (fats and oils) and phospholipids, as well as nonsaponifiable lipids, principally steroids. CHEBI:14517 CHEBI:25054 CHEBI:6486 KEGG:C01356 Lipid lipids chebi_ontology CHEBI:18059 lipid Lipid KEGG_COMPOUND lipids IUPAC A purine nucleoside in which xanthine is attached to ribofuranose via a beta-N(9)-glycosidic bond. CHEBI:10066 CHEBI:15323 CHEBI:27327 CAS:146-80-5 HMDB:HMDB00299 KEGG:C01762 KNApSAcK:C00007222 MetaCyc:XANTHOSINE PMID:10879466 PMID:19176874 PMID:21071429 PMID:22698263 PMID:22731949 PMID:22770225 PMID:22932763 Reaxys:625906 Wikipedia:Xanthosine Xanthosine xanthosine chebi_ontology 0 284.076 284.22564 9-beta-D-Ribofuranosylxanthine 9-beta-D-ribofuranosyl-3,9-dihydro-1H-purine-2,6-dione 9-beta-D-ribofuranosylxanthine C10H12N4O6 InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c1[nH]c(=O)[nH]c2=O UBORTCNDUKBEOP-UUOKFMHZSA-N Xanthine riboside xanthine 9-beta-D-ribofuranoside CHEBI:18107 xanthosine CAS:146-80-5 ChemIDplus CAS:146-80-5 KEGG COMPOUND PMID:10879466 Europe PMC PMID:19176874 Europe PMC PMID:21071429 Europe PMC PMID:22698263 Europe PMC PMID:22731949 Europe PMC PMID:22770225 Europe PMC PMID:22932763 Europe PMC Reaxys:625906 Reaxys Xanthosine KEGG_COMPOUND xanthosine IUPAC xanthosine UniProt 0 ChEBI 284.076 KEGG_COMPOUND 284.22564 ChEBI 9-beta-D-Ribofuranosylxanthine ChemIDplus 9-beta-D-ribofuranosyl-3,9-dihydro-1H-purine-2,6-dione ChEBI 9-beta-D-ribofuranosylxanthine ChEBI C10H12N4O6 KEGG_COMPOUND InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1 ChEBI OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c1[nH]c(=O)[nH]c2=O ChEBI UBORTCNDUKBEOP-UUOKFMHZSA-N ChEBI Xanthine riboside ChemIDplus xanthine 9-beta-D-ribofuranoside ChEBI Any six-carbon monosaccharide which in its linear form contains either an aldehyde group at position 1 (aldohexose) or a ketone group at position 2 (ketohexose). CHEBI:14399 CHEBI:24590 CHEBI:5709 KEGG:C00738 Hexose hexose chebi_ontology hexoses CHEBI:18133 hexose Hexose KEGG_COMPOUND hexose UniProt hexoses ChEBI A tertiary amine that is ammonia in which each hydrogen atom is substituted by an methyl group. CHEBI:15261 CHEBI:27125 CHEBI:27127 CHEBI:9732 Beilstein:956566 CAS:75-50-3 Gmelin:1309 HMDB:HMDB00906 KEGG:C00565 KNApSAcK:C00001433 MetaCyc:TRIMETHYLAMINE PDBeChem:KEN PMID:14047118 PMID:15304308 PMID:15752091 PMID:17190852 PMID:1801314 PMID:24591617 PMID:2501587 PMID:5161463 Reaxys:956566 Wikipedia:Trimethylamine N,N-dimethylmethanamine Trimethylamine chebi_ontology (CH3)3N 0 59.073 59.11030 C3H9N CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N InChI=1S/C3H9N/c1-4(2)3/h1-3H3 N(CH3)3 N,N,N-trimethylamine N,N-Dimethylmethanamine NMe3 TMA Trimethylamin tridimethylaminomethane CHEBI:18139 trimethylamine Beilstein:956566 Beilstein CAS:75-50-3 ChemIDplus CAS:75-50-3 KEGG COMPOUND CAS:75-50-3 NIST Chemistry WebBook Gmelin:1309 Gmelin PMID:14047118 Europe PMC PMID:15304308 Europe PMC PMID:15752091 Europe PMC PMID:17190852 Europe PMC PMID:1801314 Europe PMC PMID:24591617 Europe PMC PMID:2501587 Europe PMC PMID:5161463 Europe PMC Reaxys:956566 Reaxys N,N-dimethylmethanamine IUPAC Trimethylamine KEGG_COMPOUND (CH3)3N KEGG_COMPOUND 0 ChEBI 59.073 KEGG_COMPOUND 59.11030 ChEBI C3H9N KEGG_COMPOUND CN(C)C ChEBI GETQZCLCWQTVFV-UHFFFAOYSA-N ChEBI InChI=1S/C3H9N/c1-4(2)3/h1-3H3 ChEBI N(CH3)3 ChEBI N,N,N-trimethylamine ChEBI N,N-Dimethylmethanamine KEGG_COMPOUND NMe3 ChEBI TMA NIST_Chemistry_WebBook Trimethylamin ChEBI tridimethylaminomethane ChEBI CHEBI:13368 CHEBI:37140 CHEBI:5599 hydrogen halide hydrogen halides chebi_ontology 0 HX [F,Cl,Br,I] hydrogen halides CHEBI:18140 hydrogen halide hydrogen halide IUPAC hydrogen halides IUPAC 0 ChEBI HX ChEBI HX UniProt [F,Cl,Br,I] ChEBI hydrogen halides ChEBI A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants. CHEBI:14636 CHEBI:44341 CHEBI:7053 Beilstein:332331 CAS:529-44-2 DrugBank:DB02375 HMDB:HMDB02755 KEGG:C10107 KNApSAcK:C00001071 LINCS:LSM-2957 LIPID_MAPS_instance:LMPK12110001 MetaCyc:MYRICETIN PDBeChem:MYC PMID:19407970 PMID:19778600 PMID:22482362 PMID:23099505 PMID:23232835 PMID:23265454 Reaxys:332331 Wikipedia:Myricetin 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one Myricetin chebi_ontology 0 3,3',4',5,5',7-Hexahydroxyflavone 3,5,7,3',4',5'-Hexahydroxyflavone 318.038 318.23510 C15H10O8 Cannabiscetin IKMDFBPHZNJCSN-UHFFFAOYSA-N InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H Myricetol Oc1cc(O)c2c(c1)oc(-c1cc(O)c(O)c(O)c1)c(O)c2=O CHEBI:18152 myricetin Beilstein:332331 Beilstein CAS:529-44-2 ChemIDplus CAS:529-44-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110001 LIPID MAPS PMID:19407970 Europe PMC PMID:19778600 Europe PMC PMID:22482362 Europe PMC PMID:23099505 Europe PMC PMID:23232835 Europe PMC PMID:23265454 Europe PMC Reaxys:332331 Reaxys 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one IUPAC Myricetin KEGG_COMPOUND 0 ChEBI 3,3',4',5,5',7-Hexahydroxyflavone ChemIDplus 3,5,7,3',4',5'-Hexahydroxyflavone KEGG_COMPOUND 318.038 ChEBI 318.23510 ChEBI C15H10O8 ChEBI Cannabiscetin ChemIDplus IKMDFBPHZNJCSN-UHFFFAOYSA-N ChEBI InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H ChEBI Myricetol ChemIDplus Oc1cc(O)c2c(c1)oc(-c1cc(O)c(O)c(O)c1)c(O)c2=O ChEBI A biomacromolecule consisting of large numbers of monosaccharide residues linked glycosidically. This term is commonly used only for those containing more than ten monosaccharide residues. CHEBI:14864 CHEBI:26205 CHEBI:8322 KEGG:C00420 Polysaccharide polysaccharide polysaccharides chebi_ontology Glycan Glycane Glykan Glykane glycans polisacarido polisacaridos CHEBI:18154 polysaccharide Polysaccharide KEGG_COMPOUND polysaccharide UniProt polysaccharides IUPAC Glycan KEGG_COMPOUND Glycane ChEBI Glykan ChEBI Glykane ChEBI glycans IUPAC polisacarido ChEBI polisacaridos IUPAC An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring. CHEBI:15277 CHEBI:27176 CHEBI:9800 Beilstein:515881 CAS:55520-40-6 CAS:556-03-6 Gmelin:27744 KEGG:C01536 KNApSAcK:C00001397 PMID:17190852 Reaxys:515881 Tyrosine tyrosine chebi_ontology 0 181.074 181.18858 2-Amino-3-(p-hydroxyphenyl)propionic acid 2-amino-3-(4-hydroxyphenyl)propanoic acid 3-(p-Hydroxyphenyl)alanine C9H11NO3 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13) NC(Cc1ccc(O)cc1)C(O)=O OUYCCCASQSFEME-UHFFFAOYSA-N Tyr Tyrosin Y tirosina CHEBI:18186 tyrosine Beilstein:515881 Beilstein CAS:55520-40-6 ChemIDplus CAS:556-03-6 KEGG COMPOUND Gmelin:27744 Gmelin PMID:17190852 Europe PMC Reaxys:515881 Reaxys Tyrosine KEGG_COMPOUND tyrosine IUPAC tyrosine UniProt 0 ChEBI 181.074 KEGG_COMPOUND 181.18858 ChEBI 2-Amino-3-(p-hydroxyphenyl)propionic acid KEGG_COMPOUND 2-amino-3-(4-hydroxyphenyl)propanoic acid IUPAC 3-(p-Hydroxyphenyl)alanine KEGG_COMPOUND C9H11NO3 KEGG_COMPOUND InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13) ChEBI NC(Cc1ccc(O)cc1)C(O)=O ChEBI OUYCCCASQSFEME-UHFFFAOYSA-N ChEBI Tyr ChEBI Tyrosin ChEBI Y ChEBI tirosina ChEBI A penicillin in which the substituent at position 6 of the penam ring is a phenylacetamido group. CHEBI:14743 CHEBI:25866 CHEBI:45073 CHEBI:7962 Beilstein:44740 CAS:61-33-6 DrugBank:DB01053 Drug_Central:2082 Gmelin:781913 HMDB:HMDB15186 KEGG:C05551 KEGG:D02336 LINCS:LSM-3229 PDBeChem:PNN PMID:10930630 PMID:11431418 PMID:11906332 PMID:12569987 PMID:12850488 PMID:1384868 PMID:16033609 PMID:1709917 PMID:2083978 PMID:24485692 PMID:24631718 PMID:25998949 PMID:27731424 PMID:6161899 PMID:7602118 PMID:7716788 Patent:US3024169 Reaxys:44740 Wikipedia:Benzylpenicillin 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylic acid Benzylpenicillin chebi_ontology (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 0 334.099 334.392 6-(2-phenylacetamido)penicillanic acid C16H18N2O4S InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1 JGSARLDLIJGVTE-MBNYWOFBSA-N N12C([C@H]([C@]1(SC([C@@H]2C(O)=O)(C)C)[H])NC(CC3=CC=CC=C3)=O)=O PCG PENICILLIN G PG Penicillin G bencilpenicilina bensylpenicillin benzyl benicillin benzylpenicillin benzylpenicilline benzylpenicillinic acid benzylpenicillinum free penicillin II CHEBI:18208 benzylpenicillin Beilstein:44740 Beilstein CAS:61-33-6 ChemIDplus CAS:61-33-6 KEGG COMPOUND Drug_Central:2082 DrugCentral Gmelin:781913 Gmelin PMID:10930630 Europe PMC PMID:11431418 Europe PMC PMID:11906332 Europe PMC PMID:12569987 Europe PMC PMID:12850488 Europe PMC PMID:1384868 Europe PMC PMID:16033609 Europe PMC PMID:1709917 Europe PMC PMID:2083978 Europe PMC PMID:24485692 Europe PMC PMID:24631718 Europe PMC PMID:25998949 Europe PMC PMID:27731424 Europe PMC PMID:6161899 Europe PMC PMID:7602118 Europe PMC PMID:7716788 Europe PMC Reaxys:44740 Reaxys 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylic acid IUPAC Benzylpenicillin KEGG_COMPOUND (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ChEBI 0 ChEBI 334.099 ChEBI 334.392 ChEBI 6-(2-phenylacetamido)penicillanic acid ChemIDplus C16H18N2O4S ChEBI InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1 ChEBI JGSARLDLIJGVTE-MBNYWOFBSA-N ChEBI N12C([C@H]([C@]1(SC([C@@H]2C(O)=O)(C)C)[H])NC(CC3=CC=CC=C3)=O)=O ChEBI PCG ChEBI PENICILLIN G PDBeChem PG ChEBI Penicillin G KEGG_COMPOUND bencilpenicilina ChemIDplus bensylpenicillin ChEBI benzyl benicillin ChEBI benzylpenicillin KEGG_DRUG benzylpenicilline ChemIDplus benzylpenicillinic acid ChemIDplus benzylpenicillinum ChemIDplus free penicillin II ChemIDplus CHEBI:15077 CHEBI:9090 CAS:14124-67-5 Gmelin:100833 KEGG:C05684 UM-BBD_compID:c0741 selenite trioxidoselenate(2-) trioxoselenate(2-) trioxoselenate(IV) chebi_ontology -2 126.95820 127.901 InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3)/p-2 MCAHWIHFGHIESP-UHFFFAOYSA-L O3Se Selenit Selenite [O-][Se]([O-])=O [SeO3](2-) selenite CHEBI:18212 selenite(2-) CAS:14124-67-5 ChemIDplus Gmelin:100833 Gmelin UM-BBD_compID:c0741 UM-BBD selenite IUPAC trioxidoselenate(2-) IUPAC trioxoselenate(2-) IUPAC trioxoselenate(IV) IUPAC -2 ChEBI 126.95820 ChEBI 127.901 KEGG_COMPOUND InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3)/p-2 ChEBI MCAHWIHFGHIESP-UHFFFAOYSA-L ChEBI O3Se KEGG_COMPOUND Selenit ChEBI Selenite KEGG_COMPOUND [O-][Se]([O-])=O ChEBI [SeO3](2-) IUPAC selenite UniProt An aldopentose, found in the embryos of most edible plants and used in medicine to test for malabsorption by administration in water to the patient. CHEBI:10085 CHEBI:15332 CHEBI:27348 CHEBI:33944 CHEBI:46500 KEGG:C01394 Wikipedia:Xylose colombos:XYLOSE Xylose xylo-pentose xylose chebi_ontology C5H10O5 DL-xylose Xyl CHEBI:18222 xylose Xylose KEGG_COMPOUND xylo-pentose IUPAC xylose IUPAC xylose UniProt C5H10O5 KEGG_COMPOUND DL-xylose ChEBI Xyl JCBN A galactosamine phosphate that is D-galactosamine substituted at position 1 by a monophosphate group. CHEBI:12934 CHEBI:20953 CHEBI:4137 KEGG:C06377 MetaCyc:D-GALACTOSAMINE-6-PHOSPHATE PMID:15133084 PMID:16630633 PMID:3102459 PMID:8054717 Reaxys:4143677 2-amino-2-deoxy-6-O-phosphono-D-galactopyranose 2-amino-2-deoxy-D-galactopyranose 6-(dihydrogen phosphate) D-Galactosamine 6-phosphate chebi_ontology 0 259.046 259.15106 C6H14NO8P InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1 N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O XHMJOUIAFHJHBW-GASJEMHNSA-N CHEBI:18232 D-galactosamine 6-phosphate PMID:15133084 Europe PMC PMID:16630633 Europe PMC PMID:3102459 Europe PMC PMID:8054717 Europe PMC Reaxys:4143677 Reaxys 2-amino-2-deoxy-6-O-phosphono-D-galactopyranose IUPAC 2-amino-2-deoxy-D-galactopyranose 6-(dihydrogen phosphate) IUPAC D-Galactosamine 6-phosphate KEGG_COMPOUND 0 ChEBI 259.046 KEGG_COMPOUND 259.15106 ChEBI C6H14NO8P KEGG_COMPOUND InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1 ChEBI N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O ChEBI XHMJOUIAFHJHBW-GASJEMHNSA-N ChEBI An iron group element atom that has atomic number 26. CHEBI:13322 CHEBI:24872 CHEBI:5974 CAS:7439-89-6 DrugBank:DB01592 HMDB:HMDB15531 KEGG:C00023 Reaxys:4122945 WebElements:Fe iron chebi_ontology 0 26Fe 55.84500 55.935 Eisen Fe InChI=1S/Fe Iron XEEYBQQBJWHFJM-UHFFFAOYSA-N [Fe] fer ferrum hierro iron CHEBI:18248 iron atom CAS:7439-89-6 ChemIDplus CAS:7439-89-6 KEGG COMPOUND CAS:7439-89-6 NIST Chemistry WebBook Reaxys:4122945 Reaxys iron IUPAC 0 ChEBI 26Fe IUPAC 55.84500 ChEBI 55.935 KEGG_COMPOUND Eisen ChEBI Fe IUPAC Fe KEGG_COMPOUND InChI=1S/Fe ChEBI Iron KEGG_COMPOUND XEEYBQQBJWHFJM-UHFFFAOYSA-N ChEBI [Fe] ChEBI fer ChEBI ferrum IUPAC hierro ChEBI iron ChEBI Any nucleoside where the sugar component is D-ribose. CHEBI:13014 CHEBI:13015 CHEBI:13685 CHEBI:21085 CHEBI:26560 CHEBI:4240 CHEBI:8844 KEGG:C00911 Ribonucleoside chebi_ontology 0 133.050 C5H9O4R OC[C@H]1O[C@@H]([*])[C@H](O)[C@@H]1O a ribonucleoside ribonucleosides CHEBI:18254 ribonucleoside Ribonucleoside KEGG_COMPOUND 0 ChEBI 133.050 ChEBI C5H9O4R ChEBI OC[C@H]1O[C@@H]([*])[C@H](O)[C@@H]1O ChEBI a ribonucleoside UniProt ribonucleosides ChEBI CHEBI:1083 CHEBI:11394 CHEBI:11567 CHEBI:11568 CHEBI:19259 CHEBI:19560 CHEBI:4421 KEGG:C02269 KEGG:C03216 chebi_ontology 0 117.055 2'-Deoxynucleoside 2'-deoxyribonucleosides 2-Deoxy-D-ribosyl-base C5H9O3R Deoxynucleoside OC[C@H]1O[C@@H]([*])C[C@@H]1O a 2'-deoxyribonucleoside CHEBI:18274 2'-deoxyribonucleoside 0 ChEBI 117.055 ChEBI 2'-Deoxynucleoside KEGG_COMPOUND 2'-deoxyribonucleosides ChEBI 2-Deoxy-D-ribosyl-base KEGG_COMPOUND C5H9O3R ChEBI Deoxynucleoside KEGG_COMPOUND OC[C@H]1O[C@@H]([*])C[C@@H]1O ChEBI a 2'-deoxyribonucleoside UniProt That part of DNA or RNA that may be involved in pairing. CHEBI:13873 CHEBI:25598 CHEBI:2995 KEGG:C00701 Wikipedia:Nucleobase chebi_ontology Base a nucleobase nucleobases CHEBI:18282 nucleobase Base KEGG_COMPOUND a nucleobase UniProt nucleobases ChEBI CHEBI:10201 CHEBI:12285 CHEBI:15252 CHEBI:22364 Beilstein:59815 CAS:4484-88-2 DrugBank:DB02430 KEGG:C00689 KEGG:G09795 KNApSAcK:C00007451 alpha-D-glucopyranosyl 6-O-phosphono-alpha-D-glucopyranoside chebi_ontology 0 422.083 422.27638 C12H23O14P InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 LABSPYBHMPDTEL-LIZSDCNHSA-N OC[C@H]1O[C@H](O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O Trehalose 6-phosphate alpha,alpha'-Trehalose 6-phosphate alpha-D-glucopyranosyl alpha-D-glucopyranoside 6-(dihydrogen phosphate) CHEBI:18283 alpha,alpha-trehalose 6-phosphate Beilstein:59815 Beilstein CAS:4484-88-2 ChemIDplus CAS:4484-88-2 KEGG COMPOUND alpha-D-glucopyranosyl 6-O-phosphono-alpha-D-glucopyranoside IUPAC 0 ChEBI 422.083 KEGG_COMPOUND 422.27638 ChEBI C12H23O14P KEGG_COMPOUND InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 ChEBI LABSPYBHMPDTEL-LIZSDCNHSA-N ChEBI OC[C@H]1O[C@H](O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChEBI Trehalose 6-phosphate KEGG_COMPOUND alpha,alpha'-Trehalose 6-phosphate KEGG_COMPOUND alpha-D-glucopyranosyl alpha-D-glucopyranoside 6-(dihydrogen phosphate) ChemIDplus Any form of fucose having L configuration. CHEBI:13102 CHEBI:21293 CAS:2438-80-4 PMID:20877283 6-deoxy-L-galactose L-fucose chebi_ontology (-)-L-fucose (-)-fucose 0 164.15648 C6H12O5 L-(-)-fucose L-Fuc L-galactomethylose CHEBI:18287 L-fucose CAS:2438-80-4 ChemIDplus PMID:20877283 Europe PMC 6-deoxy-L-galactose IUPAC L-fucose IUPAC (-)-L-fucose ChemIDplus (-)-fucose ChemIDplus 0 ChEBI 164.15648 ChEBI C6H12O5 ChEBI L-(-)-fucose ChemIDplus L-Fuc JCBN L-galactomethylose ChemIDplus CHEBI:13382 CHEBI:25153 CHEBI:6681 CAS:7439-96-5 KEGG:C00034 WebElements:Mn manganese chebi_ontology 0 25Mn 54.938 54.93805 InChI=1S/Mn Mangan Manganese Mn PWHULOQIROXLJO-UHFFFAOYSA-N [Mn] manganese manganeso manganum CHEBI:18291 manganese atom CAS:7439-96-5 ChemIDplus CAS:7439-96-5 KEGG COMPOUND manganese IUPAC 0 ChEBI 25Mn IUPAC 54.938 KEGG_COMPOUND 54.93805 ChEBI InChI=1S/Mn ChEBI Mangan NIST_Chemistry_WebBook Manganese KEGG_COMPOUND Mn IUPAC Mn KEGG_COMPOUND PWHULOQIROXLJO-UHFFFAOYSA-N ChEBI [Mn] ChEBI manganese ChEBI manganeso ChEBI manganum ChEBI A member of the class of imidazoles that is 1H-imidazole substituted at position C-4 by a 2-aminoethyl group. CHEBI:14401 CHEBI:24596 CHEBI:43187 CHEBI:817 Beilstein:2012 CAS:51-45-6 Drug_Central:1375 Gmelin:2968 HMDB:HMDB00870 KEGG:C00388 KEGG:D08040 KNApSAcK:C00001414 MetaCyc:HISTAMINE PDBeChem:HSM PMID:16399866 PMID:19547708 PMID:19843401 PMID:22770225 PMID:24101735 Reaxys:2012 Wikipedia:Histamine 2-(1H-imidazol-4-yl)ethanamine HISTAMINE Histamine chebi_ontology 0 111.080 111.14518 1H-Imidazole-4-ethanamine 2-(4-Imidazolyl)ethylamine C5H9N3 InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) NCCc1c[nH]cn1 NTYJJOPFIAHURM-UHFFFAOYSA-N CHEBI:18295 histamine Beilstein:2012 Beilstein CAS:51-45-6 ChemIDplus CAS:51-45-6 KEGG COMPOUND CAS:51-45-6 NIST Chemistry WebBook Drug_Central:1375 DrugCentral Gmelin:2968 Gmelin PMID:16399866 Europe PMC PMID:19547708 Europe PMC PMID:19843401 Europe PMC PMID:22770225 Europe PMC PMID:24101735 Europe PMC Reaxys:2012 Reaxys 2-(1H-imidazol-4-yl)ethanamine IUPAC HISTAMINE PDBeChem Histamine KEGG_COMPOUND 0 ChEBI 111.080 KEGG_COMPOUND 111.14518 ChEBI 1H-Imidazole-4-ethanamine KEGG_COMPOUND 2-(4-Imidazolyl)ethylamine KEGG_COMPOUND C5H9N3 KEGG_COMPOUND InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) ChEBI NCCc1c[nH]cn1 ChEBI NTYJJOPFIAHURM-UHFFFAOYSA-N ChEBI A butenedioic acid in which the double bond has cis- (Z)-configuration. CHEBI:25119 CHEBI:43836 CHEBI:6653 Beilstein:1903639 Beilstein:605762 CAS:110-16-7 DrugBank:DB04299 Gmelin:49854 HMDB:HMDB00176 KEGG:C01384 KNApSAcK:C00007417 MetaCyc:MALEATE PDBeChem:MAE PMID:10952545 PMID:11386868 PMID:22770225 PMID:9591280 Reaxys:605762 Wikipedia:Maleic_acid (2Z)-but-2-enedioic acid MALEIC ACID Maleic acid chebi_ontology (Z)-2-butenedioic acid (Z)-butenedioic acid 0 116.011 116.07216 C4H4O4 H2male InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1- OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N cis-1,2-ethylenedicarboxylic acid cis-Butenedioic acid cis-but-2-enedioic acid toxilic acid CHEBI:18300 maleic acid Beilstein:1903639 Beilstein Beilstein:605762 Beilstein CAS:110-16-7 ChemIDplus CAS:110-16-7 KEGG COMPOUND CAS:110-16-7 NIST Chemistry WebBook Gmelin:49854 Gmelin PMID:10952545 Europe PMC PMID:11386868 Europe PMC PMID:22770225 Europe PMC PMID:9591280 Europe PMC Reaxys:605762 Reaxys (2Z)-but-2-enedioic acid IUPAC MALEIC ACID PDBeChem Maleic acid KEGG_COMPOUND (Z)-2-butenedioic acid NIST_Chemistry_WebBook (Z)-butenedioic acid NIST_Chemistry_WebBook 0 ChEBI 116.011 KEGG_COMPOUND 116.07216 ChEBI C4H4O4 KEGG_COMPOUND H2male IUPAC InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1- ChEBI OC(=O)\C=C/C(O)=O ChEBI VZCYOOQTPOCHFL-UPHRSURJSA-N ChEBI cis-1,2-ethylenedicarboxylic acid NIST_Chemistry_WebBook cis-Butenedioic acid KEGG_COMPOUND cis-but-2-enedioic acid IUPAC toxilic acid NIST_Chemistry_WebBook A alpha,beta-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group. CHEBI:19766 CHEBI:19768 CHEBI:35853 CHEBI:40714 CHEBI:8487 Beilstein:635743 CAS:79-10-7 DrugBank:DB02579 Gmelin:1817 HMDB:HMDB31647 KEGG:C00511 LIPID_MAPS_instance:LMFA01030193 MetaCyc:MY148411 MetaCyc:MY149879 PDBeChem:AKR PMID:24650085 PMID:24673501 Reaxys:635743 Wikipedia:Acrylic_acid ACRYLIC ACID Acrylic acid prop-2-enoic acid chebi_ontology 0 2-Propenoic acid 72.021 72.06266 Acrylate C3H4O2 InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5) NIXOWILDQLNWCW-UHFFFAOYSA-N OC(=O)C=C Propenoate Propenoic acid Vinylformic acid acroleic acid ethylenecarboxylic acid CHEBI:18308 acrylic acid Beilstein:635743 Beilstein CAS:79-10-7 ChemIDplus CAS:79-10-7 KEGG COMPOUND CAS:79-10-7 NIST Chemistry WebBook Gmelin:1817 Gmelin LIPID_MAPS_instance:LMFA01030193 LIPID MAPS PMID:24650085 Europe PMC PMID:24673501 Europe PMC Reaxys:635743 Reaxys ACRYLIC ACID PDBeChem Acrylic acid KEGG_COMPOUND prop-2-enoic acid IUPAC 0 ChEBI 2-Propenoic acid KEGG_COMPOUND 72.021 KEGG_COMPOUND 72.06266 ChEBI Acrylate KEGG_COMPOUND C3H4O2 KEGG_COMPOUND InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5) ChEBI NIXOWILDQLNWCW-UHFFFAOYSA-N ChEBI OC(=O)C=C ChEBI Propenoate KEGG_COMPOUND Propenoic acid ChemIDplus Vinylformic acid KEGG_COMPOUND acroleic acid ChemIDplus ethylenecarboxylic acid NIST_Chemistry_WebBook An acyclic branched or unbranched hydrocarbon having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. CHEBI:13435 CHEBI:22317 CHEBI:2576 KEGG:C01371 Alkane alkane alkanes chebi_ontology 0 15.023 Alkan CH3R C[*] RH alcane alcanes alcano alcanos an alkane CHEBI:18310 alkane Alkane KEGG_COMPOUND alkane IUPAC alkanes IUPAC 0 ChEBI 15.023 ChEBI Alkan ChEBI CH3R ChEBI C[*] ChEBI RH KEGG_COMPOUND alcane IUPAC alcanes IUPAC alcano IUPAC alcanos IUPAC an alkane UniProt A phosphate ion that is the conjugate base of hydrogenphosphate. CHEBI:14791 CHEBI:45024 CHEBI:7793 Beilstein:3903772 CAS:14265-44-2 Gmelin:1997 KEGG:C00009 PDBeChem:PO4 Reaxys:3903772 phosphate tetraoxidophosphate(3-) tetraoxophosphate(3-) tetraoxophosphate(V) chebi_ontology -3 94.953 94.97136 InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-3 NBIIXXVUZAFLBC-UHFFFAOYSA-K O4P Orthophosphate PHOSPHATE ION PO4(3-) Phosphate [O-]P([O-])([O-])=O [PO4](3-) CHEBI:18367 phosphate(3-) Beilstein:3903772 Beilstein CAS:14265-44-2 ChemIDplus CAS:14265-44-2 KEGG COMPOUND Gmelin:1997 Gmelin PDBeChem:PO4 ChEBI Reaxys:3903772 Reaxys phosphate IUPAC tetraoxidophosphate(3-) IUPAC tetraoxophosphate(3-) IUPAC tetraoxophosphate(V) IUPAC -3 ChEBI 94.953 ChEBI 94.97136 ChEBI InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-3 ChEBI NBIIXXVUZAFLBC-UHFFFAOYSA-K ChEBI O4P ChEBI Orthophosphate KEGG_COMPOUND PHOSPHATE ION PDBeChem PO4(3-) IUPAC Phosphate KEGG_COMPOUND [O-]P([O-])([O-])=O ChEBI [PO4](3-) IUPAC A ribosyl or deoxyribosyl derivative of a pyrimidine or purine base in which C-3 and C-5 of the ribose ring are engaged in formation of a cyclic mono-, di-, tri- or tetra-phosphate. CHEBI:1331 CHEBI:14672 CHEBI:19833 chebi_ontology 0 178.003 178.07980 C5H7O5PR2 OP1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1 nucleoside 3',5'-cyclic phosphates CHEBI:18375 nucleoside 3',5'-cyclic phosphate 0 ChEBI 178.003 ChEBI 178.07980 ChEBI C5H7O5PR2 ChEBI OP1(=O)OC[C@H]2O[C@@H]([*])[C@H]([*])[C@@H]2O1 ChEBI nucleoside 3',5'-cyclic phosphates ChEBI A compound having the structure RC#N; thus a C-substituted derivative of hydrocyanic acid, HC#N. In systematic nomenclature, the suffix nitrile denotes the triply bound #N atom, not the carbon atom attached to it. CHEBI:13212 CHEBI:13426 CHEBI:13660 CHEBI:25547 CHEBI:7584 KEGG:C00726 Nitrile nitrile nitriles chebi_ontology 0 26.003 26.01740 CNR Nitril R-CN [*]C#N a nitrile nitrilos CHEBI:18379 nitrile Nitrile KEGG_COMPOUND nitrile IUPAC nitriles IUPAC 0 ChEBI 26.003 ChEBI 26.01740 ChEBI CNR ChEBI Nitril ChEBI R-CN KEGG_COMPOUND [*]C#N ChEBI a nitrile UniProt nitrilos IUPAC CHEBI:15227 CHEBI:26941 CHEBI:46393 CHEBI:9530 Beilstein:3595616 DrugBank:DB00152 Drug_Central:2832 Gmelin:334462 KEGG:C00378 KEGG:D08580 KNApSAcK:C00000775 LINCS:LSM-5996 PDBeChem:VIB Wikipedia:Thiamine 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chebi_ontology +1 265.112 265.35574 3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM Aneurin Antiberiberi factor C12H17N4OS Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1 InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1 JZRWCGZRTZMZEH-UHFFFAOYSA-N Thiamin Thiamine Vitamin B1 thiamine thiamine(1+) ion thiaminium CHEBI:18385 thiamine(1+) Beilstein:3595616 Beilstein Drug_Central:2832 DrugCentral Gmelin:334462 Gmelin 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium IUPAC +1 ChEBI 265.112 KEGG_COMPOUND 265.35574 ChEBI 3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM PDBeChem Aneurin KEGG_COMPOUND Antiberiberi factor KEGG_COMPOUND C12H17N4OS KEGG_COMPOUND Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1 ChEBI InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1 ChEBI JZRWCGZRTZMZEH-UHFFFAOYSA-N ChEBI Thiamin KEGG_COMPOUND Thiamine KEGG_COMPOUND Vitamin B1 KEGG_COMPOUND thiamine UniProt thiamine(1+) ion ChEBI thiaminium ChEBI A gluconate having D-configuration. CHEBI:12955 CHEBI:20983 CHEBI:20985 Beilstein:3906521 Gmelin:83544 HMDB:HMDB00625 KEGG:C00257 MetaCyc:GLUCONATE PMID:17439666 Reaxys:3906521 D-gluconate chebi_ontology -1 195.050 195.14730 2,3,4,5,6-pentahydroxyhexanoate C6H11O7 Dextronate Glycogenate Glyconate InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3-,4+,5-/m1/s1 Maltonate OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M CHEBI:18391 D-gluconate Beilstein:3906521 Beilstein Gmelin:83544 Gmelin KEGG:C00257 ChEBI PMID:17439666 Europe PMC Reaxys:3906521 Reaxys D-gluconate IUPAC D-gluconate UniProt -1 ChEBI 195.050 ChEBI 195.14730 ChEBI 2,3,4,5,6-pentahydroxyhexanoate HMDB C6H11O7 ChEBI Dextronate HMDB Glycogenate HMDB Glyconate HMDB InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3-,4+,5-/m1/s1 ChEBI Maltonate HMDB OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O ChEBI RGHNJXZEOKUKBD-SQOUGZDYSA-M ChEBI A monocarboxylic acid anion that is the conjugate base of phenylacetic acid. CHEBI:14779 CHEBI:25975 Beilstein:3539899 Gmelin:327522 MetaCyc:PHENYLACETATE Reaxys:3539899 UM-BBD_compID:c0211 phenylacetate chebi_ontology -1 135.045 135.13998 2-phenylethanoate C8H7O2 InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)/p-1 WLJVXDMOQOGPHL-UHFFFAOYSA-M [O-]C(=O)Cc1ccccc1 phenylacetate anion phenylacetate(1-) phenylacetic acid anion CHEBI:18401 phenylacetate Beilstein:3539899 Beilstein Gmelin:327522 Gmelin Reaxys:3539899 Reaxys UM-BBD_compID:c0211 UM-BBD phenylacetate IUPAC phenylacetate UniProt -1 ChEBI 135.045 ChEBI 135.13998 ChEBI 2-phenylethanoate ChEBI C8H7O2 ChEBI InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)/p-1 ChEBI WLJVXDMOQOGPHL-UHFFFAOYSA-M ChEBI [O-]C(=O)Cc1ccccc1 ChEBI phenylacetate anion ChEBI phenylacetate(1-) ChEBI phenylacetic acid anion ChEBI A one-carbon compound consisting of a methine group triple bonded to a nitrogen atom CHEBI:13362 CHEBI:5786 CAS:74-90-8 HMDB:HMDB60292 KEGG:C01326 KNApSAcK:C00007569 MetaCyc:HCN PMID:19849830 PMID:26700190 PMID:26778429 PMID:26823582 PMID:26940198 PMID:27123778 Reaxys:1718793 Wikipedia:Hydrogen_cyanide Hydrogen cyanide hydridonitridocarbon hydrogen cyanide hydrogen(nitridocarbonate) methanenitrile chebi_ontology 0 27.011 27.02530 Blausaeure C#N CHN Cyanwasserstoff HCN InChI=1S/CHN/c1-2/h1H LELOWRISYMNNSU-UHFFFAOYSA-N [CHN] formonitrile hydrocyanic acid CHEBI:18407 hydrogen cyanide CAS:74-90-8 ChemIDplus CAS:74-90-8 KEGG COMPOUND CAS:74-90-8 NIST Chemistry WebBook PMID:19849830 Europe PMC PMID:26700190 Europe PMC PMID:26778429 Europe PMC PMID:26823582 Europe PMC PMID:26940198 Europe PMC PMID:27123778 Europe PMC Reaxys:1718793 Reaxys Hydrogen cyanide KEGG_COMPOUND hydridonitridocarbon IUPAC hydrogen cyanide IUPAC hydrogen cyanide UniProt hydrogen(nitridocarbonate) IUPAC methanenitrile IUPAC 0 ChEBI 27.011 KEGG_COMPOUND 27.02530 ChEBI Blausaeure ChEBI C#N ChEBI CHN KEGG_COMPOUND Cyanwasserstoff NIST_Chemistry_WebBook HCN KEGG_COMPOUND InChI=1S/CHN/c1-2/h1H ChEBI LELOWRISYMNNSU-UHFFFAOYSA-N ChEBI [CHN] IUPAC formonitrile IUPAC hydrocyanic acid NIST_Chemistry_WebBook CHEBI:15143 CHEBI:26839 CHEBI:7710 CAS:11062-77-4 Gmelin:487 KEGG:C00704 dioxidanidyl dioxide(.1-) superoxide chebi_ontology (O2)(.-) -1 31.990 31.99880 Hyperoxid InChI=1S/HO2/c1-2/h1H/p-1 O2 O2(-) O2(.-) O2- O2.- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide anion [O][O-] dioxide(1-) hyperoxide superoxide anion radical superoxide radical superoxide radical anion superoxyde CHEBI:18421 superoxide CAS:11062-77-4 ChemIDplus CAS:11062-77-4 NIST Chemistry WebBook Gmelin:487 Gmelin dioxidanidyl IUPAC dioxide(.1-) IUPAC superoxide IUPAC superoxide UniProt (O2)(.-) IUPAC -1 ChEBI 31.990 KEGG_COMPOUND 31.99880 ChEBI Hyperoxid ChEBI InChI=1S/HO2/c1-2/h1H/p-1 ChEBI O2 KEGG_COMPOUND O2(-) IUPAC O2(.-) IUPAC O2- KEGG_COMPOUND O2.- KEGG_COMPOUND OUUQCZGPVNCOIJ-UHFFFAOYSA-M ChEBI Superoxide anion KEGG_COMPOUND [O][O-] ChEBI dioxide(1-) IUPAC hyperoxide IUPAC superoxide anion radical ChemIDplus superoxide radical ChEBI superoxide radical anion ChEBI superoxyde ChEBI A tautomer of pyrrole that has the double bonds at positions 2 and 4. Beilstein:1159 CAS:109-97-7 Gmelin:1705 PMID:1556177 PMID:2917974 1H-pyrrole chebi_ontology 0 1-aza-2,4-cyclopentadiene 67.042 67.08924 C4H5N InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H KAESVJOAVNADME-UHFFFAOYSA-N Pyrrol c1cc[nH]c1 divinyleneimine divinylenimine imidole monopyrrole pyrrole CHEBI:19203 1H-pyrrole Beilstein:1159 Beilstein CAS:109-97-7 ChemIDplus CAS:109-97-7 NIST Chemistry WebBook Gmelin:1705 Gmelin PMID:1556177 Europe PMC PMID:2917974 Europe PMC 1H-pyrrole IUPAC 1H-pyrrole UniProt 0 ChEBI 1-aza-2,4-cyclopentadiene ChemIDplus 67.042 ChEBI 67.08924 ChEBI C4H5N ChEBI InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H ChEBI KAESVJOAVNADME-UHFFFAOYSA-N ChEBI Pyrrol NIST_Chemistry_WebBook c1cc[nH]c1 ChEBI divinyleneimine ChemIDplus divinylenimine NIST_Chemistry_WebBook imidole ChemIDplus monopyrrole ChemIDplus pyrrole ChemIDplus chebi_ontology 2'-deoxyadenosine 5'-phosphates CHEBI:19237 2'-deoxyadenosine 5'-phosphate 2'-deoxyadenosine 5'-phosphates ChEBI chebi_ontology 2'-deoxyadenosine phosphates CHEBI:19239 2'-deoxyadenosine phosphate 2'-deoxyadenosine phosphates ChEBI chebi_ontology purine 2'-deoxyribonucleosides CHEBI:19254 purine 2'-deoxyribonucleoside purine 2'-deoxyribonucleosides ChEBI chebi_ontology 2'-deoxyribonucleotides CHEBI:19260 2'-deoxyribonucleotide 2'-deoxyribonucleotides ChEBI A deoxyaldopentose phosphate in which the deoxyaldopentose is 2-deoxyribose. CHEBI:60749 chebi_ontology 2-deoxyribose phosphates deoxyribose phosphate CHEBI:19569 2-deoxyribose phosphate 2-deoxyribose phosphates ChEBI deoxyribose phosphate ChEBI chebi_ontology 3',5'-cyclic purine nucleotides CHEBI:19834 3',5'-cyclic purine nucleotide 3',5'-cyclic purine nucleotides ChEBI A cephalosporin compound having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups. CHEBI:112504 CHEBI:3497 CHEBI:41475 Beilstein:1096643 CAS:63527-52-6 DrugBank:DB00493 Drug_Central:546 KEGG:C06885 KEGG:D07647 PDBeChem:CE3 PMID:10866367 PMID:11034276 PMID:11061623 PMID:11677129 PMID:12833570 PMID:1384868 PMID:14512220 PMID:1502708 PMID:15164972 PMID:15361989 PMID:15969234 PMID:1635063 PMID:17006042 PMID:17386217 PMID:18611527 PMID:19741292 PMID:21425867 PMID:24038683 PMID:24211456 PMID:9131470 Patent:DE2556736 Patent:DE2702501 Patent:US4098888 Patent:US4152432 Reaxys:1096643 Wikipedia:Cefotaxime colombos:CEFOTAXIME 3-(acetoxymethyl)-7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylic acid chebi_ontology (6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 0 455.057 455.46500 C16H17N5O7S2 Cephotaxime GPRBEKHLDVQUJE-QSWIMTSFSA-N InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1 [H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O cefotaxima cefotaxime cefotaximum CHEBI:204928 cefotaxime Beilstein:1096643 Beilstein CAS:63527-52-6 ChemIDplus CAS:63527-52-6 DrugBank CAS:63527-52-6 KEGG COMPOUND CAS:63527-52-6 KEGG DRUG Drug_Central:546 DrugCentral PMID:10866367 ChEMBL PMID:11034276 Europe PMC PMID:11061623 Europe PMC PMID:11677129 ChEMBL PMID:12833570 Europe PMC PMID:1384868 Europe PMC PMID:14512220 Europe PMC PMID:1502708 Europe PMC PMID:15164972 Europe PMC PMID:15361989 Europe PMC PMID:15969234 Europe PMC PMID:1635063 ChEMBL PMID:17006042 Europe PMC PMID:17386217 Europe PMC PMID:18611527 Europe PMC PMID:19741292 Europe PMC PMID:21425867 Europe PMC PMID:24038683 Europe PMC PMID:24211456 Europe PMC PMID:9131470 Europe PMC Reaxys:1096643 Reaxys 3-(acetoxymethyl)-7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylic acid IUPAC (6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC (6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ChEMBL (6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid ChEMBL 0 ChEBI 455.057 KEGG_COMPOUND 455.46500 ChEBI C16H17N5O7S2 KEGG_COMPOUND Cephotaxime ChemIDplus GPRBEKHLDVQUJE-QSWIMTSFSA-N ChEBI InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1 ChEBI [H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O ChEBI cefotaxima ChemIDplus cefotaxime KEGG_DRUG cefotaximum ChemIDplus An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19). chebi_ontology 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitor 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitors 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitor 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitors 3-phosphoshikimate 1-carboxyvinyltransferase inhibitor 3-phosphoshikimate 1-carboxyvinyltransferase inhibitors 5-enolpyruvylshikimate-3-phosphate synthase inhibitor 5-enolpyruvylshikimate-3-phosphate synthase inhibitors EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitors EC 2.5.1.19 inhibitor EC 2.5.1.19 inhibitors EPSP synthase inhibitor EPSP synthase inhibitors phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitor phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitors CHEBI:20569 EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitor 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitor ChEBI 3-enol-pyruvoylshikimate-5-phosphate synthase inhibitors ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitor ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase (EC 2.5.1.19) inhibitors ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase inhibitor ChEBI 3-phosphoshikimate 1-carboxyvinyltransferase inhibitors ChEBI 5-enolpyruvylshikimate-3-phosphate synthase inhibitor ChEBI 5-enolpyruvylshikimate-3-phosphate synthase inhibitors ChEBI EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitors ChEBI EC 2.5.1.19 inhibitor ChEBI EC 2.5.1.19 inhibitors ChEBI EPSP synthase inhibitor ChEBI EPSP synthase inhibitors ChEBI phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitor ChEBI phosphoenolpyruvate:3-phosphoshikimate 5-O-(1-carboxyvinyl)-transferase inhibitors ChEBI Beilstein:2048472 5beta-cholane chebi_ontology 0 330.329 330.59028 C24H42 InChI=1S/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18+,19+,20-,21+,22+,23+,24-/m1/s1 QSHQKIURKJITMZ-OBUPQJQESA-N [H][C@@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])CC2)[C@H](C)CCC CHEBI:20664 5beta-cholane Beilstein:2048472 Beilstein 5beta-cholane IUPAC 0 ChEBI 330.329 ChEBI 330.59028 ChEBI C24H42 ChEBI InChI=1S/C24H42/c1-5-8-17(2)20-12-13-21-19-11-10-18-9-6-7-15-23(18,3)22(19)14-16-24(20,21)4/h17-22H,5-16H2,1-4H3/t17-,18+,19+,20-,21+,22+,23+,24-/m1/s1 ChEBI QSHQKIURKJITMZ-OBUPQJQESA-N ChEBI [H][C@@]12CCCC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])CC2)[C@H](C)CCC ChEBI Any aminopurine having the amino substituent at the 2-position. 2-aminopurines chebi_ontology CHEBI:20702 2-aminopurines 2-aminopurines ChEBI Any compound having 6-aminopurine (adenine) as part of its structure. PMID:1646334 PMID:18524423 PMID:7342604 6-aminopurines chebi_ontology CHEBI:20706 6-aminopurines PMID:1646334 Europe PMC PMID:18524423 Europe PMC PMID:7342604 Europe PMC 6-aminopurines ChEBI A mitochondrial respiratory-chain inhibitor that interferes with the action of ATP synthase. chebi_ontology CHEBI:20854 ATP synthase inhibitor D-glucose monophosphate chebi_ontology C6H13O9P D-glucose monophosphates CHEBI:21006 D-glucose monophosphate D-glucose monophosphate ChEBI C6H13O9P ChEBI D-glucose monophosphates ChEBI chebi_ontology glucose phosphates CHEBI:21008 glucose phosphate glucose phosphates ChEBI aldohexose phosphate chebi_ontology aldohexose phosphates CHEBI:21037 aldohexose phosphate aldohexose phosphate ChEBI aldohexose phosphates ChEBI PMID:21885436 Vitamin C chebi_ontology vitamina C vitamine C vitaminum C CHEBI:21241 vitamin C PMID:21885436 Europe PMC Vitamin C ChEBI vitamina C ChEBI vitamine C ChEBI vitaminum C ChEBI The L-enantiomer of idonic acid. CAS:1114-17-6 ECMDB:ECMDB21376 KEGG:C00770 PMID:1182275 PMID:14973046 Reaxys:1726056 L-idonic acid chebi_ontology 0 196.058 196.15530 C6H12O7 InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5+/m0/s1 OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SKNVOMKLSA-N CHEBI:21336 L-idonic acid CAS:1114-17-6 KEGG COMPOUND PMID:1182275 Europe PMC PMID:14973046 Europe PMC Reaxys:1726056 Reaxys L-idonic acid IUPAC 0 ChEBI 196.058 ChEBI 196.15530 ChEBI C6H12O7 ChEBI InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5+/m0/s1 ChEBI OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O ChEBI RGHNJXZEOKUKBD-SKNVOMKLSA-N ChEBI chebi_ontology C6H12O7 L-idonic acids CHEBI:21337 idonic acid C6H12O7 ChEBI L-idonic acids ChEBI An L-amino acid having an N-acetyl substituent. chebi_ontology CHEBI:21545 N-acetyl-L-amino acid An N-acyl-amino acid that has acetyl as the acyl group. CHEBI:7105 chebi_ontology N-Acetyl amino acid N-acetyl-amino acids CHEBI:21575 N-acetyl-amino acid N-Acetyl amino acid KEGG_COMPOUND N-acetyl-amino acids ChEBI Any N-acetylhexosamine in which the hexosamine has D-configuration. The structure provided is an illustrative example of the pyranose form of an N-acetyl-D-hexosamine. N-acetyl-D-hexosamine chebi_ontology 0 221.090 221.208 C1(C(C([C@@H](CO)OC1O)O)O)NC(C)=O C8H15NO6 InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5?,6?,7?,8?/m1/s1 N-acetyl-D-hexosamines N-acetylhexosamine N-acetylhexosamines OVRNDRQMDRJTHS-BKJPEWSUSA-N CHEBI:21601 N-acetyl-D-hexosamine N-acetyl-D-hexosamine UniProt 0 ChEBI 221.090 ChEBI 221.208 ChEBI C1(C(C([C@@H](CO)OC1O)O)O)NC(C)=O ChEBI C8H15NO6 ChEBI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5?,6?,7?,8?/m1/s1 ChEBI N-acetyl-D-hexosamines ChEBI N-acetylhexosamine ChEBI N-acetylhexosamines ChEBI OVRNDRQMDRJTHS-BKJPEWSUSA-N ChEBI chebi_ontology N-acetylneuraminate CHEBI:21619 N-acetylneuraminates N-acetylneuraminate ChEBI chebi_ontology CHEBI:21622 N-acetylneuraminic acids chebi_ontology N-acyl-D-glucosamine phosphates CHEBI:21637 N-acyl-D-glucosamine phosphate N-acyl-D-glucosamine phosphates ChEBI N-acylglucosamine chebi_ontology N-acylglucosamines CHEBI:21638 N-acylglucosamine N-acylglucosamine ChEBI N-acylglucosamines ChEBI Any N-acylamino acid having L-configuration. chebi_ontology CHEBI:21644 N-acyl-L-amino acid N-acylgalactosamine chebi_ontology N-acylgalactosamines CHEBI:21655 N-acylgalactosamine N-acylgalactosamine ChEBI N-acylgalactosamines ChEBI N-acyl-hexosamine chebi_ontology N-acyl-hexosamines CHEBI:21656 N-acyl-hexosamine N-acyl-hexosamine ChEBI N-acyl-hexosamines ChEBI chebi_ontology N-acylneuraminate CHEBI:21663 N-acylneuraminates N-acylneuraminate ChEBI A glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to a nitrogen atom, thus creating a C-N bond. glycosylamine chebi_ontology N-glycoside N-glycosides N-glycosyl compounds glycosylamines CHEBI:21731 N-glycosyl compound glycosylamine IUPAC N-glycoside ChEBI N-glycosides ChEBI N-glycosyl compounds ChEBI glycosylamines IUPAC An N-nitroguanidine compound having nitroso and methyl substituents at the N'-position CHEBI:34872 Beilstein:1779490 CAS:70-25-7 KEGG:C14592 1-methyl-3-nitro-1-nitrosoguanidine N-Methyl-N'-nitro-N-nitrosoguanidine chebi_ontology 0 1-Methyl-1-nitroso-3-nitroguanidine 1-Methyl-3-nitro-1-nitrosoguanidine 1-Nitroso-3-nitro-1-methylguanidine 147.039 147.09280 C2H5N5O3 CN(N=O)C(=N)N[N+]([O-])=O InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4) MNG MNNG Methylnitronitrosoguanidine N'-Nitro-N-nitroso-N-methylguanidine N-Methyl-N',2-dioxohydrazinecarboximidohydrazide 2-oxide N-Methyl-N-nitroso-N'-nitroguanidine N-Methyl-N-nitrosonitroguanidin N-Nitroso-N-methyl-N'-nitroguanidine VZUNGTLZRAYYDE-UHFFFAOYSA-N CHEBI:21759 N-methyl-N'-nitro-N-nitrosoguanidine Beilstein:1779490 Beilstein CAS:70-25-7 ChemIDplus CAS:70-25-7 KEGG COMPOUND CAS:70-25-7 NIST Chemistry WebBook 1-methyl-3-nitro-1-nitrosoguanidine IUPAC N-Methyl-N'-nitro-N-nitrosoguanidine KEGG_COMPOUND 0 ChEBI 1-Methyl-1-nitroso-3-nitroguanidine ChemIDplus 1-Methyl-3-nitro-1-nitrosoguanidine KEGG_COMPOUND 1-Nitroso-3-nitro-1-methylguanidine ChemIDplus 147.039 ChEBI 147.09280 ChEBI C2H5N5O3 ChEBI CN(N=O)C(=N)N[N+]([O-])=O ChEBI InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4) ChEBI MNG ChemIDplus MNNG ChemIDplus MNNG KEGG_COMPOUND Methylnitronitrosoguanidine KEGG_COMPOUND N'-Nitro-N-nitroso-N-methylguanidine ChemIDplus N-Methyl-N',2-dioxohydrazinecarboximidohydrazide 2-oxide NIST_Chemistry_WebBook N-Methyl-N-nitroso-N'-nitroguanidine ChEBI N-Methyl-N-nitroso-N'-nitroguanidine ChemIDplus N-Methyl-N-nitrosonitroguanidin ChEBI N-Nitroso-N-methyl-N'-nitroguanidine ChemIDplus VZUNGTLZRAYYDE-UHFFFAOYSA-N ChEBI An organosulfur compound having the structure R2S=O or R2C=S=O (R =/= H). CHEBI:35813 sulfoxide chebi_ontology S-oxides sulfoxides CHEBI:22063 sulfoxide sulfoxide ChEBI S-oxides ChEBI sulfoxides ChEBI Compounds with the general formula RNHC(=O)CH3. chebi_ontology CHEBI:22160 acetamides An acetyl-amino acid in which the amino acid specified is L-serine. chebi_ontology acetyl-L-serines CHEBI:22194 acetyl-L-serine acetyl-L-serines ChEBI Any amino acid derivative that is the N-acetyl or O-acetyl derivative of an amino acid. chebi_ontology acetyl-amino acids CHEBI:22195 acetyl-amino acid acetyl-amino acids ChEBI chebi_ontology CHEBI:22213 acridines An organic group formed by removing one or more hydroxy groups from an oxoacid that has the general structure RkE(=O)l(OH)m (l =/= 0). Although the term is almost always applied to organic compounds, with carboxylic acid as the oxoacid, acyl groups can in principle be derived from other types of acids such as sulfonic acids or phosphonic acids. acyl group alkanoyl chebi_ontology acyl groups alkanoyl group groupe acyle CHEBI:22221 acyl group acyl group IUPAC alkanoyl IUPAC acyl groups ChEBI alkanoyl group ChEBI groupe acyle IUPAC chebi_ontology adenosine bisphosphates CHEBI:22251 adenosine bisphosphate adenosine bisphosphates ChEBI chebi_ontology adenosine phosphates CHEBI:22256 adenosine phosphate adenosine phosphates ChEBI chebi_ontology CHEBI:22260 adenosines chebi_ontology aldarate aldarates aldaric acid anions CHEBI:22289 aldaric acid anion aldarate ChEBI aldarates ChEBI aldaric acid anions ChEBI Dicarboxylic acids formed from aldoses by replacement of both terminal groups (CHO and CH2OH) by carboxy groups. aldaric acid chebi_ontology aldaric acids CHEBI:22290 aldaric acid aldaric acid ChEBI aldaric acids ChEBI alditol phosphate chebi_ontology alditol phosphates CHEBI:22297 alditol phosphate alditol phosphate ChEBI alditol phosphates ChEBI aldonate chebi_ontology aldonates CHEBI:22299 aldonate aldonate ChEBI aldonates ChEBI Any carbohydrate acid formed by oxidising the aldehyde functional group of an aldose to a carboxylic acid functional group. Aldonic acids have the general formula HOCH2[CH(OH)]nC(=O)OH. aldonic acid chebi_ontology aldonic acids CHEBI:22301 aldonic acid aldonic acid ChEBI aldonic acids ChEBI alkaline earth metals chebi_ontology Erdalkalimetall Erdalkalimetalle alkaline earth metal alkaline-earth metal alkaline-earth metals metal alcalino-terreux metal alcalinoterreo metales alcalinoterreos metaux alcalino-terreux CHEBI:22313 alkaline earth metal atom alkaline earth metals IUPAC Erdalkalimetall ChEBI Erdalkalimetalle ChEBI alkaline earth metal ChEBI alkaline-earth metal ChEBI alkaline-earth metals ChEBI metal alcalino-terreux ChEBI metal alcalinoterreo ChEBI metales alcalinoterreos ChEBI metaux alcalino-terreux ChEBI alkali metals chebi_ontology Alkalimetall Alkalimetalle alkali metal metal alcalin metal alcalino metales alcalinos metaux alcalins CHEBI:22314 alkali metal atom alkali metals IUPAC Alkalimetall ChEBI Alkalimetalle ChEBI alkali metal ChEBI metal alcalin ChEBI metal alcalino ChEBI metales alcalinos ChEBI metaux alcalins ChEBI A univalent group -CnH2n+1 derived from an alkane by removal of a hydrogen atom from any carbon atom. alkyl group alkyl groups chebi_ontology groupe alkyle grupo alquilo grupos alquilo CHEBI:22323 alkyl group alkyl group IUPAC alkyl groups IUPAC groupe alkyle IUPAC grupo alquilo IUPAC grupos alquilo IUPAC chebi_ontology alkyl phosphates CHEBI:22324 alkyl phosphate alkyl phosphates ChEBI Any amine formally derived from ammonia by replacing one, two or three hydrogen atoms by alkyl groups. chebi_ontology CHEBI:22331 alkylamines Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases. chebi_ontology CHEBI:22333 alkylating agent amino cyclitol glycoside chebi_ontology amino cyclitol glycosides CHEBI:22479 amino cyclitol glycoside amino cyclitol glycoside ChEBI amino cyclitol glycosides ChEBI A disaccharide derivative that is a disaccharide having one or more substituted or unsubstituted amino groups in place of hydroxy groups at unspecified positions. chebi_ontology amino-disaccharides CHEBI:22480 amino disaccharide amino-disaccharides ChEBI chebi_ontology amino oligosaccharides CHEBI:22483 amino oligosaccharide amino oligosaccharides ChEBI chebi_ontology aminobenzoates CHEBI:22494 aminobenzoate aminobenzoates ChEBI aminobenzoic acid chebi_ontology Aminobenzoesaeure C7H7NO2 CHEBI:22495 aminobenzoic acid aminobenzoic acid IUPAC Aminobenzoesaeure ChEBI C7H7NO2 ChEBI chebi_ontology aminoglycoside antibiotics CHEBI:22507 aminoglycoside antibiotic aminoglycoside antibiotics ChEBI Any purine having at least one amino substituent. chebi_ontology aminopurines CHEBI:22527 aminopurine aminopurines ChEBI amino sugar phosphate chebi_ontology amino sugar phosphates CHEBI:22529 amino sugar phosphate amino sugar phosphate ChEBI amino sugar phosphates ChEBI Any aromatic amine that is benzene carrying at least one amino substituent and its substituted derivatives. chebi_ontology CHEBI:22562 anilines A monoatomic or polyatomic species having one or more elementary charges of the electron. Anion anion chebi_ontology Anionen aniones anions CHEBI:22563 anion Anion ChEBI anion ChEBI anion IUPAC Anionen ChEBI aniones ChEBI anions IUPAC A class of macrocyclic lactams that consist of an aromatic (phenyl or naphthyl) or quinonoid (benzoquinone or naphthoquinone) moiety that is bridged by an aliphatic chain. Wikipedia:Ansamycin chebi_ontology CHEBI:22565 ansamycin A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. chebi_ontology antioxidants antioxydant antoxidant CHEBI:22586 antioxidant antioxidants ChEBI antioxydant ChEBI antoxidant ChEBI A substance that destroys or inhibits replication of viruses. chebi_ontology anti-viral agent anti-viral agents antiviral antiviral agents antivirals CHEBI:22587 antiviral agent anti-viral agent ChEBI anti-viral agents ChEBI antiviral ChEBI antiviral agents ChEBI antivirals ChEBI CHEBI:33943 CAS:147-81-9 HMDB:HMDB29942 Wikipedia:Arabinose colombos:ARABINOSE arabino-pentose arabinose chebi_ontology 0 150.12990 Ara C5H10O5 CHEBI:22599 arabinose CAS:147-81-9 ChemIDplus arabino-pentose IUPAC arabinose ChEBI arabinose IUPAC 0 ChEBI 150.12990 ChEBI Ara JCBN C5H10O5 ChEBI arsenic molecular entity chebi_ontology arsenic compounds arsenic molecular entities CHEBI:22632 arsenic molecular entity arsenic molecular entity ChEBI arsenic compounds ChEBI arsenic molecular entities ChEBI An arsenic oxoanion resulting from the removal of one or more protons from arsenous acid. chebi_ontology arsenite anions arsenite ions CHEBI:22633 arsenite ion arsenite anions ChEBI arsenite ions ChEBI A monocarboxylic acid amide in which the amide linkage is bonded directly to an arene ring system. chebi_ontology arenecarboxamides CHEBI:22645 arenecarboxamide arenecarboxamides ChEBI A ketoaldonate that is the conjugate base of ascorbic acid. chebi_ontology CHEBI:22651 ascorbate chebi_ontology CHEBI:22652 ascorbic acid An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group. Beilstein:1723525 CAS:3130-87-8 Gmelin:279043 KEGG:C16438 PMID:22264337 PMID:22770225 Reaxys:1723525 Wikipedia:Asparagine asparagine chebi_ontology 0 132.053 132.11800 2,4-diamino-4-oxobutanoic acid 2-amino-3-carbamoylpropanoic acid ASN Asn Asparagin C4H8N2O3 DCXYFEDJOCDNAF-UHFFFAOYSA-N DL-Asparagine Hasp InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9) N NC(CC(N)=O)C(O)=O asparagina CHEBI:22653 asparagine Beilstein:1723525 Beilstein CAS:3130-87-8 ChemIDplus Gmelin:279043 Gmelin PMID:22264337 Europe PMC PMID:22770225 Europe PMC Reaxys:1723525 Reaxys asparagine IUPAC 0 ChEBI 132.053 ChEBI 132.11800 ChEBI 2,4-diamino-4-oxobutanoic acid IUPAC 2-amino-3-carbamoylpropanoic acid JCBN ASN ChEBI Asn ChEBI Asparagin ChEBI C4H8N2O3 ChEBI DCXYFEDJOCDNAF-UHFFFAOYSA-N ChEBI DL-Asparagine KEGG_COMPOUND Hasp IUPAC InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9) ChEBI N ChEBI NC(CC(N)=O)C(O)=O ChEBI asparagina ChEBI An L-alpha-amino acid which is L-aspartic acid or any of the essential amino acids biosynthesised from it (asparagine, lysine, methionine, threonine and isoleucine). A closed class. PMID:4386082 PMID:4394351 PMID:4721772 PMID:5016260 PMID:5074276 chebi_ontology aspartate family amino acids aspartic acid family amino acid aspartic acid family amino acids oxaloacetate family amino acid oxaloacetate family amino acids oxaloacetate/aspartate family amino acid oxaloacetate/aspartate family amino acids CHEBI:22658 aspartate family amino acid PMID:4386082 Europe PMC PMID:4394351 Europe PMC PMID:4721772 Europe PMC PMID:5016260 Europe PMC PMID:5074276 Europe PMC aspartate family amino acids ChEBI aspartic acid family amino acid ChEBI aspartic acid family amino acids ChEBI oxaloacetate family amino acid ChEBI oxaloacetate family amino acids ChEBI oxaloacetate/aspartate family amino acid ChEBI oxaloacetate/aspartate family amino acids ChEBI An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent Beilstein:774618 CAS:617-45-8 Gmelin:185140 KEGG:C16433 PMID:22264337 Reaxys:774618 Wikipedia:Aspartic_acid Aspartic acid aspartic acid chebi_ontology (+-)-Aspartic acid (R,S)-Aspartic acid 0 133.038 133.10272 2-aminobutanedioic acid Asp C4H7NO4 CKLJMWTZIZZHCS-UHFFFAOYSA-N D DL-Aminosuccinic acid DL-Asparagic acid InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9) NC(CC(O)=O)C(O)=O CHEBI:22660 aspartic acid Beilstein:774618 Beilstein CAS:617-45-8 ChemIDplus CAS:617-45-8 KEGG COMPOUND CAS:617-45-8 NIST Chemistry WebBook Gmelin:185140 Gmelin PMID:22264337 Europe PMC Reaxys:774618 Reaxys Aspartic acid KEGG_COMPOUND aspartic acid IUPAC (+-)-Aspartic acid ChemIDplus (R,S)-Aspartic acid ChemIDplus 0 ChEBI 133.038 ChEBI 133.10272 ChEBI 2-aminobutanedioic acid IUPAC Asp ChEBI C4H7NO4 ChEBI CKLJMWTZIZZHCS-UHFFFAOYSA-N ChEBI D ChEBI DL-Aminosuccinic acid ChemIDplus DL-Asparagic acid ChemIDplus InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9) ChEBI NC(CC(O)=O)C(O)=O ChEBI Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow"). Wikipedia:Auxin chebi_ontology auxins CHEBI:22676 auxin auxins ChEBI A molecular entity having an available pair of electrons capable of forming a covalent bond with a hydron (Bronsted base) or with the vacant orbital of some other molecular entity (Lewis base). KEGG:C00701 Base base chebi_ontology Base1 Base2 Basen Nucleobase bases CHEBI:22695 base Base ChEBI base ChEBI base IUPAC Base1 KEGG_COMPOUND Base2 KEGG_COMPOUND Basen ChEBI Nucleobase KEGG_COMPOUND bases ChEBI chebi_ontology CHEBI:22702 benzamides Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives. chebi_ontology CHEBI:22712 benzenes A monocarboxylic acid anion obtained by deprotonation of the carboxy group of any benzoic acid. chebi_ontology benzoate anion CHEBI:22718 benzoates benzoate anion ChEBI Any aromatic carboxylic acid that consists of benzene in which at least a single hydrogen has been substituted by a carboxy group. chebi_ontology CHEBI:22723 benzoic acids Wikipedia:Benzopyran chebi_ontology benzopyrans CHEBI:22727 benzopyran benzopyrans ChEBI chebi_ontology benzopyrroles CHEBI:22728 benzopyrrole benzopyrroles ChEBI benzyl chebi_ontology 0 91.055 91.13048 Bn C6H5-CH2- C7H7 phenylalanine side-chain phenylmethyl CHEBI:22744 benzyl group benzyl IUPAC 0 ChEBI 91.055 ChEBI 91.13048 ChEBI Bn ChEBI C6H5-CH2- IUPAC C7H7 ChEBI phenylalanine side-chain ChEBI phenylmethyl IUPAC chebi_ontology beta-alanine derivatives CHEBI:22823 beta-alanine derivative beta-alanine derivatives ChEBI Any amino acid-derived zwitterion - such as glycine betaine (N,N,N-trimethylammonioacetate) - in which the ammonium nitrogen carries three methyl substituents. chebi_ontology amino acid betaines amino-acid betaines betaines CHEBI:22860 amino-acid betaine amino acid betaines ChEBI amino-acid betaines ChEBI betaines ChEBI A sodium salt of the conjugate of any bile acid with either glycine or taurine. KEGG:C01558 chebi_ontology Bile acid bile salts CHEBI:22868 bile salt Bile acid KEGG_COMPOUND bile salts ChEBI Any amino acid in which the parent hydrocarbon chain has one or more alkyl substituents chebi_ontology branched chain amino acids CHEBI:22918 branched-chain amino acid branched chain amino acids ChEBI chebi_ontology bromide salts bromides CHEBI:22925 bromide salt bromide salts ChEBI bromides ChEBI WebElements:Br bromine chebi_ontology 0 35Br 78.918 79.90400 Br Brom InChI=1S/Br WKBOTKDWSSQWDR-UHFFFAOYSA-N [Br] brome bromine bromo bromum CHEBI:22927 bromine atom bromine IUPAC 0 ChEBI 35Br IUPAC 78.918 ChEBI 79.90400 ChEBI Br ChEBI Br ChEBI Brom ChEBI InChI=1S/Br ChEBI WKBOTKDWSSQWDR-UHFFFAOYSA-N ChEBI [Br] ChEBI brome ChEBI bromine ChEBI bromo ChEBI bromum ChEBI bromine molecular entity chebi_ontology bromine compounds bromine molecular entities CHEBI:22928 bromine molecular entity bromine molecular entity ChEBI bromine compounds ChEBI bromine molecular entities ChEBI Any gamma-lactone having the lactone moiety derived from 4-hydroxybutanoic acid. chebi_ontology butan-4-olides butanolide CHEBI:22950 butan-4-olide butan-4-olides ChEBI butanolide ChEBI Beilstein:8132074 but-2-enedioic acid chebi_ontology 0 116.011 116.07216 2-butenedioic acid C4H4O4 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8) VZCYOOQTPOCHFL-UHFFFAOYSA-N [H]C(=C([H])C(O)=O)C(O)=O CHEBI:22958 butenedioic acid Beilstein:8132074 Beilstein but-2-enedioic acid IUPAC 0 ChEBI 116.011 ChEBI 116.07216 ChEBI 2-butenedioic acid ChEBI C4H4O4 ChEBI InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8) ChEBI VZCYOOQTPOCHFL-UHFFFAOYSA-N ChEBI [H]C(=C([H])C(O)=O)C(O)=O ChEBI CAS:7440-43-9 KEGG:C01413 WebElements:Cd cadmium chebi_ontology 0 112.41100 113.903 48Cd BDOSMKKIYDKNTQ-UHFFFAOYSA-N Cd InChI=1S/Cd Kadmium [Cd] cadmio cadmium CHEBI:22977 cadmium atom CAS:7440-43-9 ChemIDplus CAS:7440-43-9 KEGG COMPOUND CAS:7440-43-9 NIST Chemistry WebBook KEGG:C01413 ChEBI cadmium IUPAC 0 ChEBI 112.41100 ChEBI 113.903 ChEBI 48Cd IUPAC BDOSMKKIYDKNTQ-UHFFFAOYSA-N ChEBI Cd ChEBI Cd IUPAC InChI=1S/Cd ChEBI Kadmium NIST_Chemistry_WebBook [Cd] ChEBI cadmio ChEBI cadmium ChEBI chebi_ontology cadmium compounds cadmium molecular entities CHEBI:22978 cadmium molecular entity cadmium compounds ChEBI cadmium molecular entities ChEBI CAS:7440-70-2 DrugBank:DB01373 KEGG:C00076 WebElements:Ca calcium chebi_ontology 0 20Ca 39.963 40.07800 Ca Calcium InChI=1S/Ca Kalzium OYPRJOBELJOOCE-UHFFFAOYSA-N [Ca] calcio calcium CHEBI:22984 calcium atom CAS:7440-70-2 ChemIDplus KEGG:C00076 ChEBI calcium IUPAC 0 ChEBI 20Ca IUPAC 39.963 ChEBI 40.07800 ChEBI Ca ChEBI Ca IUPAC Calcium KEGG_COMPOUND InChI=1S/Ca ChEBI Kalzium ChEBI OYPRJOBELJOOCE-UHFFFAOYSA-N ChEBI [Ca] ChEBI calcio ChEBI calcium ChEBI calcium molecular entity chebi_ontology calcium compounds calcium molecular entities CHEBI:22985 calcium molecular entity calcium molecular entity ChEBI calcium compounds ChEBI calcium molecular entities ChEBI Any ester of carbamic acid or its N-substituted derivatives. Wikipedia:Carbamate chebi_ontology carbamate esters carbamates CHEBI:23003 carbamate ester carbamate esters ChEBI carbamates ChEBI The univalent carboacyl group formed by loss of -OH from the carboxy group of carbamic acid. PMID:24168430 carbamoyl chebi_ontology -C(O)NH2 -CONH2 0 44.014 44.03272 CH2NO aminocarbonyl carbamyl carbamyl group carboxamide CHEBI:23004 carbamoyl group PMID:24168430 Europe PMC carbamoyl IUPAC -C(O)NH2 ChEBI -CONH2 IUPAC 0 ChEBI 44.014 ChEBI 44.03272 ChEBI CH2NO ChEBI aminocarbonyl IUPAC carbamyl ChEBI carbamyl group ChEBI carboxamide IUPAC Any carbohydrate derivative that exhibits antibiotic activity. chebi_ontology CHEBI:23007 carbohydrate-containing antibiotic chebi_ontology carbon oxides oxides of carbon CHEBI:23014 carbon oxide carbon oxides ChEBI oxides of carbon ChEBI An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of carbonic anhydrase (EC 4.2.1.1). Such compounds reduce the secretion of H(+) ions by the proximal kidney tubule. Wikipedia:Carbonic_anhydrase_inhibitor chebi_ontology EC 4.2.1.1 (carbonic anhydrase) inhibitors EC 4.2.1.1 inhibitor EC 4.2.1.1 inhibitors anhydrase inhibitor anhydrase inhibitors carbonate anhydrase inhibitor carbonate anhydrase inhibitors carbonate dehydratase inhibitor carbonate dehydratase inhibitors carbonate hydro-lyase (carbon-dioxide-forming) inhibitor carbonate hydro-lyase (carbon-dioxide-forming) inhibitors carbonate hydro-lyase inhibitor carbonate hydro-lyase inhibitors carbonic acid anhydrase inhibitor carbonic acid anhydrase inhibitors carbonic anhydrase (EC 4.2.1.1) inhibitor carbonic anhydrase (EC 4.2.1.1) inhibitors carbonic anhydrase A inhibitor carbonic anhydrase A inhibitors carbonic anhydrase inhibitor carbonic anhydrase inhibitors carboxyanhydrase inhibitor carboxyanhydrase inhibitors CHEBI:23018 EC 4.2.1.1 (carbonic anhydrase) inhibitor EC 4.2.1.1 (carbonic anhydrase) inhibitors ChEBI EC 4.2.1.1 inhibitor ChEBI EC 4.2.1.1 inhibitors ChEBI anhydrase inhibitor ChEBI anhydrase inhibitors ChEBI carbonate anhydrase inhibitor ChEBI carbonate anhydrase inhibitors ChEBI carbonate dehydratase inhibitor ChEBI carbonate dehydratase inhibitors ChEBI carbonate hydro-lyase (carbon-dioxide-forming) inhibitor ChEBI carbonate hydro-lyase (carbon-dioxide-forming) inhibitors ChEBI carbonate hydro-lyase inhibitor ChEBI carbonate hydro-lyase inhibitors ChEBI carbonic acid anhydrase inhibitor ChEBI carbonic acid anhydrase inhibitors ChEBI carbonic anhydrase (EC 4.2.1.1) inhibitor ChEBI carbonic anhydrase (EC 4.2.1.1) inhibitors ChEBI carbonic anhydrase A inhibitor ChEBI carbonic anhydrase A inhibitors ChEBI carbonic anhydrase inhibitor ChEBI carbonic anhydrase inhibitors ChEBI carboxyanhydrase inhibitor ChEBI carboxyanhydrase inhibitors ChEBI carbonyl carbonyl group chebi_ontology 0 27.995 28.01010 >C=O CO CHEBI:23019 carbonyl group carbonyl IUPAC carbonyl group ChEBI carbonyl group UniProt 0 ChEBI 27.995 ChEBI 28.01010 ChEBI >C=O IUPAC CO ChEBI A class of beta-lactam antibiotics differing from the penicillins in having a 6-membered, rather than a 5-membered, side ring. Although cephalosporins are among the most commonly used antibiotics in the treatment of routine infections, and their use is increasing over time, they can cause a range of hypersensitivity reactions, from mild, delayed-onset cutaneous reactions to life-threatening anaphylaxis in patients with immunoglobulin E (IgE)-mediated allergy. CHEBI:3538 KEGG:C00875 PMID:10069359 PMID:11936371 PMID:12833570 PMID:24269048 PMID:3320614 PMID:6762896 PMID:8426246 Wikipedia:Cephalosporin Cephalosporin chebi_ontology 0 182.999 183.18500 C7H5NO3SR2 [H][C@]12SCC([*])=C(N1C(=O)[C@H]2[*])C(O)=O cephalosphorin cephalosphorins cephalosporins CHEBI:23066 cephalosporin PMID:10069359 Europe PMC PMID:11936371 Europe PMC PMID:12833570 Europe PMC PMID:24269048 Europe PMC PMID:3320614 Europe PMC PMID:6762896 Europe PMC PMID:8426246 Europe PMC Cephalosporin KEGG_COMPOUND 0 ChEBI 182.999 ChEBI 183.18500 ChEBI C7H5NO3SR2 ChEBI [H][C@]12SCC([*])=C(N1C(=O)[C@H]2[*])C(O)=O ChEBI cephalosphorin ChEBI cephalosphorins ChEBI cephalosporins ChEBI Any of the chitobioses acetylated on both amino nitrogens. chebi_ontology C16H28N2O11 CHEBI:23101 N,N'-diacetylchitobioses C16H28N2O11 ChEBI chebi_ontology chloride salts chlorides CHEBI:23114 chloride salt chloride salts ChEBI chlorides ChEBI WebElements:Cl chlorine chebi_ontology 0 17Cl 34.969 35.45270 Chlor Cl InChI=1S/Cl ZAMOUSCENKQFHK-UHFFFAOYSA-N [Cl] chlore chlorine chlorum cloro CHEBI:23116 chlorine atom chlorine IUPAC 0 ChEBI 17Cl IUPAC 34.969 ChEBI 35.45270 ChEBI Chlor ChEBI Cl ChEBI Cl IUPAC InChI=1S/Cl ChEBI ZAMOUSCENKQFHK-UHFFFAOYSA-N ChEBI [Cl] ChEBI chlore ChEBI chlorine ChEBI chlorum ChEBI cloro ChEBI A halogen molecular entity containing one or more atoms of chlorine. chebi_ontology CHEBI:23117 chlorine molecular entity A haloacetate(1-) resulting from the deprotonation of the carboxy group of chloroacetic acid. CAS:14526-03-5 MetaCyc:CHLOROACETIC-ACID Reaxys:1903575 UM-BBD_compID:c0007 chloroacetate chebi_ontology -1 92.974 93.48900 C2H2ClO2 Chloroacetic acid ion(1-) FOCAUTSVDIKZOP-UHFFFAOYSA-M InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)/p-1 [O-]C(=O)CCl chloroacetate anion chloroacetate(1-) mono-chloroacetate monochloroacetate anion monochloroacetic acid anion CHEBI:23123 chloroacetate CAS:14526-03-5 ChemIDplus Reaxys:1903575 Reaxys UM-BBD_compID:c0007 UM-BBD chloroacetate IUPAC chloroacetate UniProt -1 ChEBI 92.974 ChEBI 93.48900 ChEBI C2H2ClO2 ChEBI Chloroacetic acid ion(1-) ChEBI FOCAUTSVDIKZOP-UHFFFAOYSA-M ChEBI InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)/p-1 ChEBI [O-]C(=O)CCl ChEBI chloroacetate anion ChEBI chloroacetate(1-) ChEBI mono-chloroacetate ChEBI monochloroacetate anion ChEBI monochloroacetic acid anion ChEBI Any organochlorine compound containing a benzene ring which is substituted by one or more chlorines. chebi_ontology CHEBI:23132 chlorobenzenes An organophosphate oxoanion that is the dianion of glycerol 1-phosphate arising from deprotonation of the phosphate OH groups; major species at pH 7.3. Beilstein:1873731 Gmelin:602374 Reaxys:1873731 2,3-dihydroxypropyl phosphate chebi_ontology -2 169.998 170.05780 AWUCVROLDVIAJX-UHFFFAOYSA-L C3H7O6P InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2 OCC(O)COP([O-])([O-])=O glycerol 1-phosphate glycerol 1-phosphate dianion CHEBI:231935 glycerol 1-phosphate(2-) Beilstein:1873731 Beilstein Gmelin:602374 Gmelin Reaxys:1873731 Reaxys 2,3-dihydroxypropyl phosphate IUPAC -2 ChEBI 169.998 ChEBI 170.05780 ChEBI AWUCVROLDVIAJX-UHFFFAOYSA-L ChEBI C3H7O6P ChEBI InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2 ChEBI OCC(O)COP([O-])([O-])=O ChEBI glycerol 1-phosphate UniProt glycerol 1-phosphate dianion ChEBI A quaternary ammonium ion based on the choline ion and its substituted derivatives thereof. chebi_ontology CHEBI:23217 cholines chebi_ontology CHEBI:23232 chromenes The part (atom or group of atoms) of a molecular entity in which the electronic transition responsible for a given spectral band is approximately localized. Wikipedia:Chromophore chromophore chebi_ontology chromophores CHEBI:23240 chromophore chromophore IUPAC chromophores ChEBI cobalt cation chebi_ontology Co cobalt cations CHEBI:23336 cobalt cation cobalt cation IUPAC cobalt cation UniProt Co ChEBI cobalt cations ChEBI A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons. coenzyme chebi_ontology coenzymes CHEBI:23354 coenzyme coenzyme IUPAC coenzymes ChEBI An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group). Wikipedia:Cofactor_(biochemistry) cofactor cofactors chebi_ontology CHEBI:23357 cofactor cofactor IUPAC cofactors IUPAC Any constitutionally or isotopically distinct atom, molecule, ion, ion pair, radical, radical ion, complex, conformer etc., identifiable as a separately distinguishable entity. molecular entity chebi_ontology entidad molecular entidades moleculares entite moleculaire molecular entities molekulare Entitaet CHEBI:23367 molecular entity molecular entity IUPAC entidad molecular IUPAC entidades moleculares IUPAC entite moleculaire IUPAC molecular entities IUPAC molekulare Entitaet ChEBI copper molecular entity chebi_ontology copper compounds copper molecular entities CHEBI:23377 copper molecular entity copper molecular entity ChEBI copper compounds ChEBI copper molecular entities ChEBI copper cation chebi_ontology Cu Cu cation copper cations CHEBI:23378 copper cation copper cation IUPAC Cu ChEBI Cu cation UniProt copper cations ChEBI chebi_ontology CHEBI:23403 coumarins A metal sulfate compound having copper(2+) as the metal ion. CAS:7758-98-7 Gmelin:8294 KEGG:C18713 PMID:10469300 PMID:8566016 Wikipedia:Copper(II)_sulfate colombos:CuSO4 Copper(II) sulfate copper(2+) sulfate copper(II) sulfate chebi_ontology 0 158.881 159.60960 ARUVKPQLZAKDPS-UHFFFAOYSA-L CuO4S CuSO4 Cupric sulfate InChI=1S/Cu.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 [Cu++].[O-]S([O-])(=O)=O copper sulfate cupric sulfate anhydrous CHEBI:23414 copper(II) sulfate CAS:7758-98-7 ChemIDplus CAS:7758-98-7 KEGG COMPOUND Gmelin:8294 Gmelin PMID:10469300 Europe PMC PMID:8566016 Europe PMC Copper(II) sulfate KEGG_COMPOUND copper(2+) sulfate IUPAC copper(II) sulfate IUPAC 0 ChEBI 158.881 ChEBI 159.60960 ChEBI ARUVKPQLZAKDPS-UHFFFAOYSA-L ChEBI CuO4S ChEBI CuSO4 IUPAC Cupric sulfate ChemIDplus InChI=1S/Cu.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 ChEBI [Cu++].[O-]S([O-])(=O)=O ChEBI copper sulfate ChemIDplus cupric sulfate anhydrous ChemIDplus pseudohalogen oxoacid chebi_ontology pseudohalogen oxoacids CHEBI:23423 pseudohalogen oxoacid pseudohalogen oxoacid ChEBI pseudohalogen oxoacids ChEBI Salts and C-organyl derivatives of hydrogen cyanide, HC#N. cyanides chebi_ontology CHEBI:23424 cyanides cyanides IUPAC CHEBI:3990 cyclic amide chebi_ontology cyclic amides CHEBI:23443 cyclic amide cyclic amide ChEBI cyclic amides ChEBI chebi_ontology cyclic nucleotides CHEBI:23447 cyclic nucleotide cyclic nucleotides ChEBI chebi_ontology Cyclopeptid Zyklopeptid cyclic peptides peptide cyclique peptido ciclico CHEBI:23449 cyclic peptide Cyclopeptid ChEBI Zyklopeptid ChEBI cyclic peptides ChEBI peptide cyclique IUPAC peptido ciclico IUPAC A polyol consisting of a cycloalkane containing at least three hydroxy groups, each attached to a different ring carbon atom. cyclitols chebi_ontology CHEBI:23451 cyclitol cyclitols IUPAC An amino acid derivative resulting from reaction of cysteine at the amino group, carboxy group, or thiol group, or from the replacement of any hydrogen of cysteine by a heteroatom. The definition normally excludes peptides containing cysteine residues. cysteine derivative chebi_ontology CHEBI:23509 cysteine derivative cysteine derivative ChEBI chebi_ontology cytidine 5'-phosphates CHEBI:23521 cytidine 5'-phosphate cytidine 5'-phosphates ChEBI chebi_ontology cytidine phosphates CHEBI:23523 cytidine phosphate cytidine phosphates ChEBI chebi_ontology CHEBI:23524 cytidines chebi_ontology deoxyadenosine phosphates CHEBI:23612 deoxyadenosine phosphate deoxyadenosine phosphates ChEBI Beilstein:3629953 Gmelin:1774558 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate deoxycholate chebi_ontology -1 391.285 391.56406 3alpha,12alpha-dihydroxy-5beta-cholanate C24H39O4 Desoxycholat InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 KXGVEGMKQFWNSR-LLQZFEROSA-M [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC([O-])=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 CHEBI:23614 deoxycholate Beilstein:3629953 Beilstein Gmelin:1774558 Gmelin 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate IUPAC deoxycholate UniProt -1 ChEBI 391.285 ChEBI 391.56406 ChEBI 3alpha,12alpha-dihydroxy-5beta-cholanate ChEBI C24H39O4 ChEBI Desoxycholat ChEBI InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1 ChEBI KXGVEGMKQFWNSR-LLQZFEROSA-M ChEBI [H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCC([O-])=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]1(C)CC[C@@H](O)C2 ChEBI deoxygalactose chebi_ontology deoxygalactoses CHEBI:23622 deoxygalactose deoxygalactose ChEBI deoxygalactoses ChEBI Any C6 deoxy sugar having at least one hydroxy group replaced by hydrogen. deoxyhexose chebi_ontology deoxyhexoses CHEBI:23628 deoxyhexose deoxyhexose ChEBI deoxyhexoses ChEBI chebi_ontology deoxyaldopentose phosphates deoxypentose phosphate CHEBI:23634 deoxyaldopentose phosphate deoxyaldopentose phosphates ChEBI deoxypentose phosphate ChEBI chebi_ontology deoxyribonucleosides CHEBI:23636 deoxyribonucleoside deoxyribonucleosides ChEBI Any sugar having a hydroxy group replaced with a hydrogen atom. chebi_ontology deoxy sugars deoxysugar deoxysugars CHEBI:23639 deoxy sugar deoxy sugars ChEBI deoxysugar ChEBI deoxysugars