]> Yongqun Oliver He 2017-04-20 An ontology of adverse events associated with Chinese medicines. Draft version Jiahao Wang OCMR: Ontology of Chinese Medicine for Rheumatism Qingping Liu OWL-DL The Ontology of Chinese Medicine for Rheumatism (OCMR) is a biomedical ontology that represents traditional Chinese medications for treating various rheumatism diseases, their ingredients, and adverse events, and other related information. Vision Release; 1.0.11 BFO OWL specification label BFO OWL specification label Really of interest to developers only 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. BFO CLIF specification label BFO CLIF specification label Person:Alan Ruttenberg Really of interest to developers only Relates an entity in the ontology to the term that is used to represent it in the the CLIF specification of BFO2 editor preferred term editor preferred term~editor preferred label editor preferred label editor preferred term editor preferred term~editor preferred label GROUP:OBI:<http://purl.obolibrary.org/obo/obi> PERSON:Daniel Schober The concise, meaningful, and human-friendly name for a class or property preferred by the ontology developers. (US-English) editor preferred term example of usage example of usage 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. GROUP:OBI:<http://purl.obolibrary.org/obo/obi> PERSON:Daniel Schober example example of usage has curation status has curation status OBI_0000281 PERSON:Alan Ruttenberg PERSON:Bill Bug PERSON:Melanie Courtot has curation status definition textual definition definition definition 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. definition GROUP:OBI:<http://purl.obolibrary.org/obo/obi> PERSON:Daniel Schober 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. definition editor note editor note editor note 1 IAO:0000116 editor_note editor_note uberon 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. GROUP:OBI:<http://purl.obfoundry.org/obo/obi> PERSON:Daniel Schober editor note term editor definition editor definition editor term editor 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. GROUP:OBI:<http://purl.obolibrary.org/obo/obi> 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 PERSON:Daniel Schober term editor alternative term alternative term An alternative name for a class or property which means the same thing as the preferred name (semantically equivalent) GROUP:OBI:<http://purl.obolibrary.org/obo/obi> PERSON:Daniel Schober alternative term definition source definition source Discussion on obo-discuss mailing-list, see http://bit.ly/hgm99w GROUP:OBI:<http://purl.obolibrary.org/obo/obi> PERSON:Daniel Schober 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 curator notes curator note curator note 1 IAO:0000232 IAO:0000232 curator_notes curator_notes curator_notes curator_notes true uberon uberon An administrative note of use for a curator but of no use for a user PERSON:Alan Ruttenberg curator note imported from imported from For external terms/classes, the ontology from which the term was imported GROUP:OBI:<http://purl.obolibrary.org/obo/obi> PERSON:Alan Ruttenberg PERSON:Melanie Courtot imported from expand expression to expand assertion to elucidation elucidation 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 person:Alan Ruttenberg has associated axiom(nl) has associated axiom(nl) An axiom associated with a term expressed using natural language Person:Alan Ruttenberg Person:Alan Ruttenberg has associated axiom(nl) has associated axiom(fol) has associated axiom(fol) An axiom expressed in first order logic using CLIF syntax Person:Alan Ruttenberg Person:Alan Ruttenberg has associated axiom(fol) Chinese translation YH, JX a chinese translation represents a chinese translation of the existing term. adverse event outcome The AE 'cough AE' has the 'label of AE outcome' of 'cough'; 'infection AE' has the 'label of AE outcom' of 'infection'. an annotation property that represents the label of an adverse event label of adverse event outcome Yongqun Oliver He, Jiangan Hardy Xie has_meddra_id temporal interpretation https://github.com/oborel/obo-relations/wiki/ROAndTime An assertion that holds between an OWL Object Property and a temporal interpretation that elucidates how OWL Class Axioms that use this property are to be interpreted in a temporal context. never in taxon x never in taxon T if and only if T is a class, and x does not instantiate the class expression "in taxon some T". Note that this is a shortcut relation, and should be used as a hasValue restriction in OWL. ?X DisjointWith RO_0002162 some ?Y Chris Mungall tooth SubClassOf 'never in taxon' value 'Aves' taxonomic class assertion An assertion that holds between an ontology class and an organism taxon class, which is intepreted to yield some relationship between instances of the ontology class and the taxon. dubious_for_taxon 1 1 RO:0002174 S dubious_for_taxon T if it is probably the case that no instances of S can be found in any instance of T. dubious_for_taxon dubious_for_taxon this relation lacks a strong logical interpretation, but can be used in place of never_in_taxon where it is desirable to state that the definition of the class is too strict for the taxon under consideration, but placing a never_in_taxon link would result in a chain of inconsistencies that will take time to resolve. Example: metencephalon in teleost uberon present_in_taxon 1 1 RO:0002175 S present_in_taxon T if some instance of T has some S. This does not means that all instances of T have an S - it may only be certain life stages or sexes that have S applicable for taxon present_in_taxon present_in_taxon uberon logical macro assertion https://github.com/oborel/obo-relations/wiki/ShortcutRelations An assertion that involves at least one OWL object that is intended to be expanded into one or more logical axioms. The logical expansion can yield axioms expressed using any formal logical system, including, but not limited to OWL2-DL. logical macro assertion on a class A logical macro assertion whose domain is an IRI for a class The domain for this class can be considered to be owl:Class, but we cannot assert this in OWL2-DL logical macro assertion on a property A logical macro assertion whose domain is an IRI for a property logical macro assertion on an object property logical macro assertion on an annotation property is direct form of Chris Mungall relation p is the direct form of relation q iff p is a subPropertyOf q, p does not have the Transitive characteristic, q does have the Transitive characteristic, and for all x, y: x q y -> exists z1, z2, ..., zn such that x p z1 ... z2n y If we have the annotation P is-direct-form-of Q, and we have inverses P' and Q', then it follows that P' is-direct-form-of Q' external_definition 1 An alternate textual definition for a class taken unmodified from an external source. This definition may have been used to derive a generalized definition for the new class. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000001 UBPROP:0000001 external_definition external_definition external_definition external_definition true uberon uberon axiom_lost_from_external_ontology 1 A textual description of an axiom loss in this ontology compared to an external ontology. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000002 axiom_lost_from_external_ontology axiom_lost_from_external_ontology uberon homology_notes 1 Notes on the homology status of this class. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000003 homology_notes homology_notes uberon external_comment 1 An alternate comment for a class taken unmodified from an external source. Note that obo format only allows a single comment for a class, and does not provide a structured means of adding provenance info. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000005 external_comment external_comment uberon implements_design_pattern 1 UBPROP:0000006 implements_design_pattern implements_design_pattern uberon has_relational_adjective 1 UBPROP:0000007 UBPROP:0000007 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'. has_relational_adjective has_relational_adjective has_relational_adjective has_relational_adjective true uberon uberon taxon_notes 1 Notes on the how instances of this class vary across species. UBPROP:0000008 taxon_notes taxon_notes uberon function_notes 1 Notes on the evolved function of instances of this class. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000009 function_notes function_notes uberon structure_notes 1 Notes on the structure, composition or histology of instances of this class. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000010 structure_notes structure_notes uberon development_notes 1 Notes on the ontogenic development of instances of this class. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000011 development_notes development_notes uberon external_ontology_notes 1 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 external_ontology_notes external_ontology_notes uberon terminology_notes 1 Notes on how lexical conventions regarding this class, in particular any issues that may arise due to homonyny or synonymy. This annotation property may be replaced with an annotation property from an external ontology such as IAO UBPROP:0000013 terminology_notes terminology_notes uberon is count of 1 UBPROP:0000100 is_count_of is_count_of uberon preceding element is 1 A property used in conjunction with repeated_element_number to indicate an axis and directionality along that axis. If P preceding_element_is R, and P is_count_of S, and X P N, and X' P N+1, then it follows that every X R some X', and the class expression [S and R some X' and inv(R) some X] is empty (i.e. X is followed by X', with no intermediates) UBPROP:0000101 preceding_element_is preceding_element_is uberon phalanx number 1 Most land mammals including humans have a 2-3-3-3-3 formula in both the hands (or paws) and feet. Primitive reptiles typically had the formula 2-3-4-4-5, and this pattern, with some modification, remained in many later reptiles and in the mammal-like reptiles. The phalangeal formula in the flippers of cetaceans (marine mammals) is 2-12-8-1 UBPROP:0000105 phalanx_number phalanx_number uberon x phalanx_number N if and only if (i) x is a phalanx, and (ii) x is phalanx number N in a series of phalanges repeated along an prixomo-distal axis, with phalanx_number 1 being the proximalmost phalanx. Note that in humans, the distalmost phalanx has phlanax_number 3, except in ray_number 1, where the distalmost has phalanx_number 2 fma_set_term 1 FMA has terms like 'set of X'. In general we do not include set-of terms in uberon, but provide a mapping between the singular form and the FMA set term UBPROP:0000202 fma_set_term fma_set_term uberon has_rank A metadata relation between a class and its taxonomic rank (eg species, family) ncbi_taxonomy eco subset CUMBO developmental_classification A class that represents an early developmental structure, like a blastocyst. This part of the ontology is undergoing review to remove inappropriate grouping classes. EFO slim derived from the union of EHDAA2 and EMAPA - still to be checked functional_classification Subset consisting of classes creating for grouping purposes A grouping class that depends on an assumption of homology between subclasses classes that have some inconsistency with FMA somewhat fuzzy grouping for analysis purposes, currently composed of something like: liver, heart, skeletal, kidney, bladder, brain, skin, mouth, esophagus, stomach, small intestine, large intestines, trachea nose, lungs, brain, spinal cord, peripheral nerves, kidneys, ureters, bladder, urethra, gonads abstract class brought in to group ontology classes but not informative organs, excluding individual muscles and skeletal elements Phenotype slim Uberon slim - subset that excludes obscure terms and deep compositional terms abstract upper-level terms not directly useful for analysis core classes typically found across vertebrates. one purpose is to create a rough set of terms that could be used to start a new vertebrate AO contributor 1 dc-contributor dc-contributor uberon Source Source subset_property has_alternative_id has_alternative_id has_broad_synonym database_cross_reference database_cross_reference has_exact_synonym has_exact_synonym has_narrow_synonym has_narrow_synonym has_obo_namespace has_related_synonym has_related_synonym in_subset in_subset shorthand label depicted_by 1 foaf-depicted_by foaf-depicted_by uberon part of part of BFO:0000050 part_of part_of uberon Everything is part of itself. Any part of any part of a thing is itself part of that thing. Two distinct things cannot be part of each other. Occurrents are not subject to change and so parthood between occurrents holds for all the times that the part exists. Many continuants are subject to change, so parthood between continuants will only hold at certain times, but this is difficult to specify in OWL. See https://code.google.com/p/obo-relations/wiki/ROAndTime a core relation that holds between a part and its whole http://www.obofoundry.org/ro/#OBO_REL:part_of is part of my brain is part of my body (continuant parthood, two material entities) my stomach cavity is part of my stomach (continuant parthood, immaterial entity is part of material entity) part_of this day is part of this year (occurrent parthood) has part has part BFO:0000051 has_part has_part uberon Everything has itself as a part. Any part of any part of a thing is itself part of that thing. Two distinct things cannot have each other as a part. Occurrents are not subject to change and so parthood between occurrents holds for all the times that the part exists. Many continuants are subject to change, so parthood between continuants will only hold at certain times, but this is difficult to specify in OWL. See https://code.google.com/p/obo-relations/wiki/ROAndTime a core relation that holds between a whole and its part has part has_part my body has part my brain (continuant parthood, two material entities) my stomach has part my stomach cavity (continuant parthood, material entity has part immaterial entity) this year has part this day (occurrent parthood) is_bearer_of is bearer of http://purl.obolibrary.org/obo/omrse.owl bearer of bearer_of realized in http://purl.obolibrary.org/obo/ro.owl Paraphrase of elucidation: a relation between a realizable entity and a process, where there is some material entity that is bearer of the realizable entity and participates in the process, and the realizable entity comes to be realized in the course of the process [copied from inverse property 'realizes'] to say that b realizes c at t is to assert that there is some material entity d & b is a process which has participant d at t & c is a disposition or role of which d is bearer_of at t& the type instantiated by b is correlated with the type instantiated by c. (axiom label in BFO2 Reference: [059-003]) is realized by realized in realized_in this disease is realized in this disease course this fragility is realized in this shattering this investigator role is realized in this investigation preceded_by preceded by BFO:0000062 X preceded_by Y iff: end(Y) before_or_simultaneous_with start(X) is preceded by preceded_by preceded_by takes place after uberon An example is: translation preceded_by transcription; aging preceded_by development (not however death preceded_by aging). Where derives_from links classes of continuants, preceded_by links classes of processes. Clearly, however, these two relations are not independent of each other. Thus if cells of type C1 derive_from cells of type C, then any cell division involving an instance of C1 in a given lineage is preceded_by cellular processes involving an instance of C. The assertion P preceded_by P1 tells us something about Ps in general: that is, it tells us something about what happened earlier, given what we know about what happened later. Thus it does not provide information pointing in the opposite direction, concerning instances of P1 in general; that is, that each is such as to be succeeded by some instance of P. Note that an assertion to the effect that P preceded_by P1 is rather weak; it tells us little about the relations between the underlying instances in virtue of which the preceded_by relation obtains. Typically we will be interested in stronger relations, for example in the relation immediately_preceded_by, or in relations which combine preceded_by with a condition to the effect that the corresponding instances of P and P1 share participants, or that their participants are connected by relations of derivation, or (as a first step along the road to a treatment of causality) that the one process in some way affects (for example, initiates or regulates) the other. http://www.obofoundry.org/ro/#OBO_REL:preceded_by is preceded by preceded by preceded_by x is preceded by y if and only if the time point at which y ends is before or equivalent to the time point at which x starts. Formally: x preceded by y iff ω(y) <= α(x), where α is a function that maps a process to a start point, and ω is a function that maps a process to an end point. precedes precedes BFO:0000063 precedes precedes uberon precedes x precedes y if and only if the time point at which x ends is before or equivalent to the time point at which y starts. Formally: x precedes y iff ω(x) <= α(y), where α is a function that maps a process to a start point, and ω is a function that maps a process to an end point. occurs in Paraphrase of definition: a relation between a process and an independent continuant, in which the process takes place entirely within the independent continuant b occurs_in c =def b is a process and c is a material entity or immaterial entity& there exists a spatiotemporal region r and b occupies_spatiotemporal_region r.& forall(t) if b exists_at t then c exists_at t & there exist spatial regions s and s’ where & b spatially_projects_onto s at t& c is occupies_spatial_region s’ at t& s is a proper_continuant_part_of s’ at t occurs in occurs_in unfolds in unfolds_in contains process Paraphrase of definition: a relation between an independent continuant and a process, in which the process takes place entirely within the independent continuant [copied from inverse property 'occurs in'] b occurs_in c =def b is a process and c is a material entity or immaterial entity& there exists a spatiotemporal region r and b occupies_spatiotemporal_region r.& forall(t) if b exists_at t then c exists_at t & there exist spatial regions s and s’ where & b spatially_projects_onto s at t& c is occupies_spatial_region s’ at t& s is a proper_continuant_part_of s’ at t site of anterior_to 2009-07-31T02:15:46Z BSPO:0000096 anterior_to anterior_to cjm uberon x anterior_to y iff x is further along the antero-posterior axis than y, towards the head. An antero-posterior axis is an axis that bisects an organism from head end to opposite end of body or tail: bearer distal_to BSPO:0000097 distal_to distal_to uberon x distal_to y iff x is further along the proximo-distal axis than y, towards the appendage tip. A proximo-distal axis extends from tip of an appendage (distal) to where it joins the body (proximal). dorsal_to BSPO:0000098 dorsal_to dorsal_to uberon x dorsal_to y iff x is further along the dorso-ventral axis than y, towards the back. A dorso-ventral axis is an axis that bisects an organism from back (e.g. spinal column) to front (e.g. belly). posterior_to BSPO:0000099 caudal_to posterior_to posterior_to uberon x posterior_to y iff x is further along the antero-posterior axis than y, towards the body/tail. An antero-posterior axis is an axis that bisects an organism from head end to opposite end of body or tail. proximal_to BSPO:0000100 proximal_to proximal_to uberon x proximal_to y iff x is closer to the point of attachment with the body than y. ventral_to BSPO:0000102 uberon ventral_to ventral_to x ventral_to y iff x is further along the dorso-ventral axis than y, towards the front. A dorso-ventral axis is an axis that bisects an organism from back (e.g. spinal column) to front (e.g. belly). deep_to BSPO:0000107 Further away from the surface of the organism. Thus, the muscular layer is deep to the skin, but superficial to the intestines. deep_to deep_to uberon superficial_to BSPO:0000108 Near the outer surface of the organism. Thus, skin is superficial to the muscle layer. superficial_to superficial_to uberon in_posterior_side_of BSPO:0000122 X posterior_side_of Y <=> if Y is subdivided into two anterior and posterior portions, X is part_of the posterior portion. in_posterior_side_of in_posterior_side_of uberon in_anterior_side_of BSPO:0000123 X anterior_side_of Y <=> if Y is subdivided into two anterior and posterior portions, X is part_of the anterior portion. in_anterior_side_of in_anterior_side_of uberon in_proximal_side_of BSPO:0000124 X proximal_side_of Y <=> if Y is subdivided into distal and proximal portions, X is part_of the proximal portion. in_proximal_side_of in_proximal_side_of uberon in_distal_side_of BSPO:0000125 X distal_side_of Y <=> if Y is subdivided into distal and proximal portions, X is part_of the distal portion. in_distal_side_of in_distal_side_of uberon in_lateral_side_of BSPO:0000126 X in_lateral_side_of Y <=> if X is in_left_side_of Y or X is in_right_side_of Y. X is often, but not always a paired structure https://github.com/obophenotype/uberon/wiki/Modeling-paired-structures-Design-Pattern in_lateral_side_of in_lateral_side_of uberon proximalmost_part_of BSPO:0001106 X proximalmost_part_of Y <=> X is part_of Y and X is adjacent_to the proximal boundary of Y proximalmost_part_of proximalmost_part_of uberon distalmost_part_of BSPO:0001108 X distalmost_part_of Y <=> X is part_of Y and X is adjacent_to the distal boundary of Y distalmost_part_of distalmost_part_of uberon is evidence of This represents a relation between two adverse events AE1 and AE2. However, AE1 may be an evidence of another adverse event AE3, and a dfferent adverse event AE4 may also be an evidence of the same AE2. SS, YH, YL An electrocardiogram qt prolonged AE is_evidence_of arrhythmia AE; arrhythmia AE is_evidence_of cardiomyopathy AE; fever AE is_evidence_of inflammation AE; fever AE is_evidence_of viral infection AE; plural effusion AE is_evidence_of cardiac disorder AE. has participant quality an object property that represents a relation between a process and a quality, in which the process has a participant that has the quality. An adverse event has a participant quality, such as a hyperkalemia AE has a participatn quality blood potassium increased. Yongqun He adverse event occurs in a 'occurs in' relation that is applied at the adverse event setting and indicates where an adverse event occurs in. Yongqun He inheres in http://purl.obolibrary.org/obo/ro.owl A dependent inheres in its bearer at all times for which the dependent exists. a relation between a specifically dependent continuant (the dependent) and an independent continuant (the bearer), in which the dependent specifically depends on the bearer for its existence inheres in inheres_in this fragility inheres in this vase this red color inheres in this apple participates in a relation between a continuant and a process, in which the continuant is somehow involved in the process participates in participates_in this blood clot participates in this blood coagulation this input material (or this output material) participates in this process this investigator participates in this investigation has participant http://purl.obolibrary.org/obo/ro.owl Has_participant is a primitive instance-level relation between a process, a continuant, and a time at which the continuant participates in some way in the process. The relation obtains, for example, when this particular process of oxygen exchange across this particular alveolar membrane has_participant this particular sample of hemoglobin at this particular time. a relation between a process and a continuant, in which the continuant is somehow involved in the process has participant http://www.obofoundry.org/ro/#OBO_REL:has_participant has_participant this blood coagulation has participant this blood clot this investigation has participant this investigator this process has participant this input material (or this output material) has role 0 0 RO:0000087 chebi_ontology has_role has_role location_of RO:0001015 location_of location_of uberon located_in RO:0001025 located_in located_in uberon has boundary RO:0002002 has_boundary has_boundary uberon bounding layer of A relationship that applies between a continuant and its outer, bounding layer. Examples include the relationship between a multicellular organism and its integument, between an animal cell and its plasma membrane, and between a membrane bound organelle and its outer/bounding membrane. RO:0002007 bounding_layer_of bounding_layer_of uberon before or simultaneous with <= David Osumi-Sutherland Primitive instance level timing relation between events simultaneous_with simultaneous with RO:0002082 Relation between occurrents, shares start and end boundaries. coincides_with is_equal_to simultaneous_with simultaneous_with uberon David Osumi-Sutherland t1 simultaneous_with t2 iff:= t1 before_or_simultaneous_with t2 and not (t1 before t2) ends after David Osumi-Sutherland X ends_after Y iff: end(Y) before_or_simultaneous_with end(X) immediately_preceded_by immediately preceded by A non-transitive temporal relation in which one process immediately precedes another process, such that there is no interval of time between the two processes[SIO:000251]. RO:0002087 X immediately_preceded_by Y iff: end(X) simultaneous_with start(Y) directly preceded by immediately_preceded_by immediately_preceded_by is directly preceded by is immediately preceded by starts_at_end_of uberon starts_at_end_of David Osumi-Sutherland X immediately_preceded_by Y iff: end(X) simultaneous_with start(Y) immediately precedes ends_at_start_of meets David Osumi-Sutherland X immediately_precedes_Y iff: end(X) simultaneous_with start(Y) starts during David Osumi-Sutherland X starts_during Y iff: (start(Y) before_or_simultaneous_with start(X)) AND (start(X) before_or_simultaneous_with end(Y)) io happens during X happens_during Y iff: (start(Y) before_or_simultaneous_with start(X)) AND (end(X) before_or_simultaneous_with end(Y)) d during David Osumi-Sutherland ends during David Osumi-Sutherland o overlaps X ends_during Y iff: ((start(Y) before_or_simultaneous_with end(X)) AND end(X) before_or_simultaneous_with end(Y). overlaps http://purl.obolibrary.org/obo/BFO_0000051 some (http://purl.obolibrary.org/obo/BFO_0000050 some ?Y) x overlaps y if and only if there exists some z such that x has part z and z part of y continuous_with RO:0002150 continuous_with continuous_with uberon homologous_to RO:0002158 homologous_to homologous_to uberon connected to Binary relationship: x connected_to y if and only if there exists some z such that z connects x and y in a ternary connected_to(x,y,z) relationship. Connection does not imply overlaps. RO:0002170 connected_to connected_to uberon connects Binary relationship: z connects x if and only if there exists some y such that z connects x and y in a ternary connected_to(x,y,z) relationship. RO:0002176 connects connects this is currently used for both structural relationships (such as between a valve and the chamber it connects) and abstract relationships (anatomical lines and the entities they connect) uberon attaches_to_part_of RO:0002177 attaches_to_part_of attaches_to_part_of uberon supplies FMA:86003 RO:0002178 arterial supply of relation between an artery and the structure is supplies with blood. source: FMA supplies supplies uberon develops_from RO:0002202 develops_from develops_from uberon develops_into RO:0002203 develops_into develops_into uberon surrounded_by RO:0002219 surrounded_by surrounded_by uberon x surrounded_by y iff: x is adjacent to y and for every region r adjacent to x, r overlaps y adjacent_to RO:0002220 adjacent_to adjacent_to uberon x adjacent_to y iff: x and y share a boundary surrounds RO:0002221 inverse of surrounded_by surrounds surrounds uberon temporally related to https://docs.google.com/document/d/1kBv1ep_9g3sTR-SD3jqzFqhuwo9TPNF-l-9fUDbO6rM/edit?pli=1 Chris Mungall Do not use this relation directly. It is ended as a grouping for relations between occurrents involving the relative timing of their starts and ends. A relation that holds between two occurrents. This is a grouping relation that collects together all the Allen relations. starts RO:0002223 Relation between occurrents, shares a start boundary with. starts starts uberon starts with starts with RO:0002224 starts_with starts_with uberon started by x starts with y if and only if x has part y and the time point at which x starts is equivalent to the time point at which y starts. Formally: α(y) = α(x) ∧ ω(y) < ω(x), where α is a function that maps a process to a start point, and ω is a function that maps a process to an end point. Every insulin receptor signaling pathway starts with the binding of a ligand to the insulin receptor Chris Mungall ends RO:0002229 Relation between occurrents, shares an end boundary with. ends ends finishes uberon ends with ends with RO:0002230 ends_with ends_with uberon Chris Mungall finished by x ends with y if and only if x has part y and the time point at which x ends is equivalent to the time point at which y ends. Formally: α(y) > α(x) ∧ ω(y) = ω(x), where α is a function that maps a process to a start point, and ω is a function that maps a process to an end point. has developmental contribution from RO:0002254 has_developmental_contribution_from has_developmental_contribution_from uberon developmentally_induced_by RO:0002256 developmentally_induced_by developmentally_induced_by sources for developmentally_induced_by relationships in Uberon: Developmental Biology, Gilbert, 8th edition, figure 6.5(F) t1 developmentally_induced_by t2 if there is a process of organ induction (GO:0001759) with t1 and t2 as interacting participants. t2 causes t1 to change its fate from a precursor tissue type T to T', where T' develops_from T. uberon developmentally preceded by RO:0002258 developmentally_preceded_by developmentally_preceded_by uberon developmentally_replaces RO:0002285 developmentally_replaces developmentally_replaces uberon mereotopologically related to A mereological relationship or a topological relationship Chris Mungall Do not use this relation directly. It is ended as a grouping for a diverse set of relations, all involving parthood or connectivity relationships has member RO:0002351 has_member has_member uberon attaches_to FMA:85990 RO:0002371 attaches_to attaches_to uberon has potential to developmentally contribute to RO:0002385 has_potential_to_developmentally_contribute_to has_potential_to_developmentally_contribute_to uberon x has potential to developmentrally contribute to y iff x developmentally contributes to y or x is capable of developmentally contributing to y has potential to develop into RO:0002387 has_potential_to_develop_into has_potential_to_develop_into uberon x has the potential to develop into y iff x develops into y or if x is capable of developing into y contributes to morphology of RO:0002433 contributes_to_morphology_of contributes_to_morphology_of uberon composed primarily of RO:0002473 UBREL:0000002 composed_primarily_of composed_primarily_of uberon x composed_primarily_of y iff: more than half of the mass of x is made from parts of y existence starts during BFO:0000068 RO:0002488 Relation between continuant c and occurrent s, such that every instance of c comes into existing during some s. begins_to_exist_during existence_starts_during existence_starts_during uberon existence starts with RO:0002489 Relation between continuant and occurrent, such that c comes into existence at the start of p. existence_starts_with existence_starts_with uberon existence ends during BFO:0000069 RO:0002492 Relation between continuant c and occurrent s, such that every instance of c ceases to exist during some s, if it does not die prematurely. ceases_to_exist_during existence_ends_during existence_ends_during uberon existence ends with RO:0002493 Relation between continuant and occurrent, such that c ceases to exist at the end of p. existence_ends_with existence_ends_with uberon transformation of RO:0002494 transformation_of transformation_of transforms from uberon immediate transformation of RO:0002495 direct_transformation_of immediate_transformation_of immediate_transformation_of immediately transforms from uberon existence starts during or after RO:0002496 existence_starts_during_or_after existence_starts_during_or_after uberon existence ends during or before RO:0002497 existence_ends_during_or_before existence_ends_during_or_before uberon has material contribution from RO:0002507 has_material_contribution_from has_material_contribution_from uberon has skeleton A relation between a subdivision of an organism and the single subdivision of skeleton that provides structural support for that subdivision. RO:0002551 has sekeletal support has supporting framework has_skeleton has_skeleton uberon luminal space of RO:0002572 luminal_space_of luminal_space_of uberon skeleton of RO:0002576 skeleton_of skeleton_of uberon produces RO:0003000 produces produces uberon produced_by RO:0003001 produced_by produced_by uberon has...channel tropism 归...经 has..nature 具有...药性 has...flavour 具有...药味 has...toxicity 具有...毒性 has part 0 BFO_0000051 chebi_ontology has_part has_part has functional parent 0 0 chebi_ontology has_functional_parent has parent hydride 0 0 chebi_ontology has_parent_hydride is conjugate acid of 0 1 chebi_ontology is_conjugate_acid_of is conjugate base of 0 1 chebi_ontology is_conjugate_base_of is enantiomer of 0 1 chebi_ontology is_enantiomer_of is substituent group from 0 0 chebi_ontology is_substituent_group_from is tautomer of 1 chebi_ontology is_tautomer_of channel for carries channel_for uberon channels_from channels_from uberon channels_into channels_into uberon conduit for conduit_for uberon x is a conduit for y iff y passes through the lumen of x. distally connected to distally_connected_to uberon x distally_connected_to y iff the distal part of x is connected to y. i.e. x connected_to y and x proximal_to y. evolved_from Status: experimental evolved_from uberon existence starts and ends during existence_starts_and_ends_during uberon in_central_side_of X in_central_side Y <=> if Y is subdivided into left and right portions around some median divisor, all parts of X are closer to the median divisor than the outermost lateral sides. https://github.com/obophenotype/uberon/wiki/Modeling-paired-structures-Design-Pattern in_central_side_of uberon protects protects uberon proximally connected to proximally_connected_to uberon x proximally_connected_to y iff the proximal part of x is connected to y. i.e. x connected_to y and x distal_to y. subdivision of placeholder relation. X = 'subdivision of A' and subdivision_of some B means that X is the mereological sum of A and B subdivision_of uberon transitively_connected to transitively_connected_to uberon transitively distally connected to . transitively_distally_connected_to uberon transitively proximally connected to . transitively_proximally_connected_to uberon has_proper_part has_proper_part http://purl.org/obo/owl/relationship OBO_REL:0000007 relationship entity entity 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 An entity is anything that exists or has existed or will exist. (axiom label in BFO2 Reference: [001-001]) 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 Julius Caesar Verdi’s Requiem the Second World War your body mass index continuant continuant Continuant (forall (x) (if (Continuant x) (Entity x))) // axiom label in BFO2 CLIF: [008-002] (forall (x y) (if (and (Continuant x) (exists (t) (continuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [009-002] (forall (x) (if (Material Entity x) (exists (t) (and (TemporalRegion t) (existsAt x t))))) // axiom label in BFO2 CLIF: [011-002] (forall (x y) (if (and (Continuant x) (exists (t) (hasContinuantPartOfAt y x t))) (Continuant y))) // axiom label in BFO2 CLIF: [126-001] 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]) 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 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]) occurrent (forall (x) (iff (Occurrent x) (and (Entity x) (exists (y) (temporalPartOf y x))))) // axiom label in BFO2 CLIF: [079-001] 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. (forall (x) (if (Occurrent x) (exists (r) (and (SpatioTemporalRegion r) (occupiesSpatioTemporalRegion x r))))) // axiom label in BFO2 CLIF: [108-001] An entity that has temporal parts and that happens, unfolds or develops through time. 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]) 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 occurrent Every occurrent occupies_spatiotemporal_region some spatiotemporal region. (axiom label in BFO2 Reference: [108-001]) 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. b is an occurrent entity iff b is an entity that has temporal parts. (axiom label in BFO2 Reference: [079-001]) independent continuant IndependentContinuant (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] (forall (x t) (if (IndependentContinuant x) (exists (r) (and (SpatialRegion r) (locatedInAt x r t))))) // axiom label in BFO2 CLIF: [134-001] A continuant that is a bearer of quality and realizable entity entities, in which other entities inhere and which itself cannot inhere in anything. 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]) a heart ic a chair a leg a molecule a spatial region an atom an orchestra. an organism 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]) the bottom right portion of a human torso the interior of your mouth process Process (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] An occurrent that has temporal proper parts and for some time t, p s-depends_on some material entity at t. 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) a process of cell-division, \ a beating of the heart a process of meiosis a process of sleeping 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]) process the course of a disease the flight of a bird the life of an organism your process of aging. disposition (forall (x) (if (Disposition x) (and (RealizableEntity x) (exists (y) (and (MaterialEntity y) (bearerOfAt x y t)))))) // axiom label in BFO2 CLIF: [062-002] 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. Disposition (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] disposition 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]) an atom of element X has the disposition to decay to an atom of element Y 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]) 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 realizable entity (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] (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] A specifically dependent continuant that inheres in continuant entities and are not exhibited in full at every time in which it inheres in an entity or group of entities. The exhibition or actualization of a realizable entity is a particular manifestation, functioning or process that occurs under certain circumstances. All realizable dependent continuants have independent continuants that are not spatial regions as their bearers. (axiom label in BFO2 Reference: [060-002]) RealizableEntity 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]) realizable 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 quality (forall (x) (if (Quality x) (SpecificallyDependentContinuant x))) // axiom label in BFO2 CLIF: [055-001] quality 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] 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]) 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]) 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 specifically dependent continuant (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] (iff (RelationalSpecificallyDependentContinuant a) (and (SpecificallyDependentContinuant a) (forall (t) (exists (b c) (and (not (SpatialRegion b)) (not (SpatialRegion c)) (not (= b c)) (not (exists (d) (and (continuantPartOfAt d b t) (continuantPartOfAt d c t)))) (specificallyDependsOnAt a b t) (specificallyDependsOnAt a c t)))))) // axiom label in BFO2 CLIF: [131-004] SpecificallyDependentContinuant A continuant that inheres in or is borne by other entities. Every instance of A requires some specific instance of B which must always be the same. 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 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. b is a relational specifically dependent continuant = Def. b is a specifically dependent continuant and there are n &gt; 1 independent continuants c1, … cn which are not spatial regions are such that for all 1 i &lt; j n, ci and cj share no common parts, are such that for each 1 i n, b s-depends_on ci at every time t during the course of b’s existence (axiom label in BFO2 Reference: [131-004]) 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]) 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. sdc 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 role A realizable entity the manifestation of which brings about some result or end that is not essential to a continuant in virtue of the kind of thing that it is but that can be served or participated in by that kind of continuant in some kinds of natural, social or institutional contexts. Role role (forall (x) (if (Role x) (RealizableEntity x))) // axiom label in BFO2 CLIF: [061-001] BFO 2 Reference: One major family of examples of non-rigid universals involves roles, and ontologies developed for corresponding administrative purposes may consist entirely of representatives of entities of this sort. Thus ‘professor’, defined as follows,b instance_of professor at t =Def. there is some c, c instance_of professor role & c inheres_in b at t.denotes a non-rigid universal and so also do ‘nurse’, ‘student’, ‘colonel’, ‘taxpayer’, and so forth. (These terms are all, in the jargon of philosophy, phase sortals.) By using role terms in definitions, we can create a BFO conformant treatment of such entities drawing on the fact that, while an instance of professor may be simultaneously an instance of trade union member, no instance of the type professor role is also (at any time) an instance of the type trade union member role (any more than any instance of the type color is at any time an instance of the type length).If an ontology of employment positions should be defined in terms of roles following the above pattern, this enables the ontology to do justice to the fact that individuals instantiate the corresponding universals – professor, sergeant, nurse – only during certain phases in their lives. 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. b is a role means: b is a realizable entity & b exists because there is some single bearer that is in some special physical, social, or institutional set of circumstances in which this bearer does not have to be& b is not such that, if it ceases to exist, then the physical make-up of the bearer is thereby changed. (axiom label in BFO2 Reference: [061-001]) the priest role the role of a boundary to demarcate two neighboring administrative territories the role of a building in serving as a military target the role of a stone in marking a property boundary the role of subject in a clinical trial the student role object aggregate ObjectAggregate 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. (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] 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 defined by fiat: the aggregate of members of an organization defined through physical attachment: the aggregate of atoms in a lump of granite object-aggregate 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) 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]) 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. site (forall (x) (if (Site x) (ImmaterialEntity x))) // axiom label in BFO2 CLIF: [034-002] Manhattan Canyon) site Site 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 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]) 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) object object Object 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 atom 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]) cell cells and organisms engineered artifacts grain of sand molecule organelle organism planet solid portions of matter star generically dependent continuant (iff (GenericallyDependentContinuant a) (and (Continuant a) (exists (b t) (genericallyDependsOnAt a b t)))) // axiom label in BFO2 CLIF: [074-001] GenericallyDependentContinuant gdc 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. 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]) 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. material entity material (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 y x t)))) (MaterialEntity x))) // axiom label in BFO2 CLIF: [020-002] (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] 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]) 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. Every entity which has a material entity as continuant part is a material entity. (axiom label in BFO2 Reference: [020-002]) MaterialEntity 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 every entity of which a material entity is continuant part is also a material entity. (axiom label in BFO2 Reference: [021-002]) the undetached arm of a human being immaterial entity immaterial 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 ImmaterialEntity Vomicine 380.438 A carbazole that has formula C22H24N2O4. C22H24N2O4 CAS:125-15-5 CHEBI:10019 CN1CC[C@@]23[C@@H]4[C@@H]5[C@H](CC(=O)N4c4c2cccc4O)OCC=C(C1)[C@@H]5CC3=O InChI=1S/C22H24N2O4/c1-23-7-6-22-14-3-2-4-15(25)20(14)24-18(27)10-16-19(21(22)24)13(9-17(22)26)12(11-23)5-8-28-16/h2-5,13,16,19,21,25H,6-11H2,1H3/t13-,16-,19-,21-,22+/m0/s1 KEGG:C09255 KNApSAcK:C00001788 Vomicine ZMTYENXGROJCEA-LNKPQSDASA-N chebi_ontology Wilfordine 883.846 A sesquiterpenoid that has formula C43H49NO19. C43H49NO19 CAS:37239-51-3 CC(=O)OC[C@]12[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]3[C@@H](OC(C)=O)[C@@]11O[C@@]3(C)COC(=O)c3cccnc3CCC(C)(O)C(=O)O[C@@H]([C@H](OC(=O)c3ccccc3)[C@@H]2OC(C)=O)[C@]1(C)O CHEBI:10039 InChI=1S/C43H49NO19/c1-21(45)55-20-42-34(59-24(4)48)30(57-22(2)46)29-32(58-23(3)47)43(42)41(8,54)33(31(35(42)60-25(5)49)61-36(50)26-13-10-9-11-14-26)62-38(52)39(6,53)17-16-28-27(15-12-18-44-28)37(51)56-19-40(29,7)63-43/h9-15,18,29-35,53-54H,16-17,19-20H2,1-8H3/t29-,30-,31+,32-,33+,34-,35+,39?,40+,41+,42-,43+/m1/s1 KEGG:C09992 KNApSAcK:C00001987 Wilfordine XQDBHSNYTFRCNJ-OURLNJDISA-N chebi_ontology alpha-amyrin (3beta)-urs-12-en-3-ol 4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol 426.71740 5alpha-urs-12-en-3beta-ol A pentacyclic triterpenoid that is ursane which contains a double bond between positions 12 and 13 and in which the hydrogen at the 3beta position is substituted by a hydroxy group. C30H50O CAS:638-95-9 CHEBI:10213 FSLPMRQHCOLESF-SFMCKYFRSA-N InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,19-20,22-25,31H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,27-,28+,29-,30-/m1/s1 KEGG:C08615 KNApSAcK:C00003737 LIPID_MAPS_instance:LMPR0106170001 MetaCyc:CPD-8250 PMID:10848960 PMID:15626726 PMID:15659316 PMID:18129592 PMID:19488928 PMID:21575133 Reaxys:1916550 [H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@]5(C)CC[C@@]34C)[C@@]1(C)CC[C@H](O)C2(C)C alpha-Amyrin alpha-amyrenol alpha-amyrin alpha-amyrine chebi_ontology urs-12-ene-3beta-ol viminalol alpha-Elemolic acid 456.701 A triterpenoid that has formula C30H48O3. C30H48O3 CAS:28282-27-1 CC(C)=CCC[C@@H]([C@@H]1CC[C@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@@H](O)C(C)(C)[C@@H]1CC3)C(O)=O CHEBI:10274 InChI=1S/C30H48O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24-,25+,28+,29-,30+/m0/s1 KEGG:C08623 KNApSAcK:C00003744 NBSBUIQBEPROBM-IMJUUJEHSA-N alpha-Elemolic acid chebi_ontology beta-amyrin (3beta)-olean-12-en-3-ol 3beta-hydroxyolean-12-ene 426.71740 A pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. C30H50O CAS:559-70-6 CHEBI:10352 InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1 JFSHUTJDVKUMTJ-QHPUVITPSA-N KEGG:C08616 KNApSAcK:C00003738 LIPID_MAPS_instance:LMPR0106150015 MetaCyc:CPD-6948 PMID:16478469 PMID:17803686 PMID:21046981 PMID:24079177 PMID:24960408 PMID:25026352 PMID:25115087 PMID:5639923 PMID:6875511 Reaxys:2063468 [H][C@@]12CC(C)(C)CC[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C amyrin beta-Amyrenol beta-Amyrin beta-amyrin chebi_ontology olean-12-en-3beta-ol electron 0.000548579903 CHEBI:10545 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 [*-] beta beta(-) beta-particle chebi_ontology e e(-) e- electron negatron (3bR,9bS)-6-hydroxy-9b-methyl-7-propan-2-yl-3,3b,4,5,10,11-hexahydronaphtho[2,1-e]isobenzofuran-1-one 312.404 An oxo steroid that has formula C20H24O3. C20H24O3 CC(C)C1=C(C2=C(C=C1)[C@]3(CCC4=C([C@@H]3CC2)COC4=O)C)O CHEBI:114185 InChI=1S/C20H24O3/c1-11(2)12-4-6-16-14(18(12)21)5-7-17-15-10-23-19(22)13(15)8-9-20(16,17)3/h4,6,11,17,21H,5,7-10H2,1-3H3/t17-,20+/m0/s1 KPXIBWGPZSPABK-FXAWDEMLSA-N LINCS:LSM-25629 chebi_ontology vitamin A A group of fat-soluble retinoids produced via metabolism of provitamin A carotenoids. Vitamin A is involved in immune function, vision, reproduction, and cellular communication. CHEBI:12777 Wikipedia:Vitamin_A chebi_ontology D-galactose 180.15588 C6H12O6 CHEBI:12936 D-Gal D-galacto-hexose D-galactose chebi_ontology Mycoplasma genitalium metabolite Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium. CHEBI:131604 Mycoplasma genitalium metabolites chebi_ontology C27-steroid A steroid compound with a structure based on a 27-carbon (cholestane) skeleton. C27-steroids CHEBI:131619 chebi_ontology EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor A DNA polymerase inhibitor that interferes with the action of a DNA-directed DNA polymerase (EC 2.7.7.7). CHEBI:131699 DNA duplicase inhibitor DNA duplicase inhibitors DNA nucleotidyltransferase (DNA-directed) inhibitor DNA nucleotidyltransferase (DNA-directed) inhibitors DNA nucleotidyltransferase inhibitor DNA nucleotidyltransferase inhibitors DNA polymerase I inhibitor DNA polymerase I inhibitors DNA polymerase II inhibitor DNA polymerase II inhibitors DNA polymerase III inhibitor DNA polymerase III inhibitors DNA polymerase alpha inhibitor DNA polymerase alpha inhibitors DNA polymerase beta inhibitor DNA polymerase beta inhibitors DNA polymerase gamma inhibitor DNA polymerase gamma inhibitors DNA polymerase inhibitor DNA polymerase inhibitors DNA replicase inhibitor DNA replicase inhibitors DNA-dependent DNA polymerase inhibitor DNA-dependent DNA polymerase inhibitors DNA-directed DNA polymerase (EC 2.7.7.7) inhibitor DNA-directed DNA polymerase (EC 2.7.7.7) inhibitors EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitors EC 2.7.7.7 inhibitor EC 2.7.7.7 inhibitors Klenow fragment inhibitor Klenow fragment inhibitors Taq DNA polymerase inhibitor Taq DNA polymerase inhibitors Taq Pol I inhibitor Taq Pol I inhibitors Tca DNA polymerase inhibitor Tca DNA polymerase inhibitors Wikipedia:DNA_polymerase chebi_ontology deoxynucleate polymerase inhibitor deoxynucleate polymerase inhibitors deoxynucleoside-triphosphate:DNA deoxynucleotidyltransferase (DNA-directed) inhibitor deoxynucleoside-triphosphate:DNA deoxynucleotidyltransferase (DNA-directed) inhibitors deoxyribonucleate nucleotidyltransferase inhibitor deoxyribonucleate nucleotidyltransferase inhibitors deoxyribonucleic acid duplicase inhibitor deoxyribonucleic acid duplicase inhibitors deoxyribonucleic acid polymerase inhibitor deoxyribonucleic acid polymerase inhibitors deoxyribonucleic duplicase inhibitor deoxyribonucleic duplicase inhibitors deoxyribonucleic polymerase I inhibitor deoxyribonucleic polymerase I inhibitors deoxyribonucleic polymerase inhibitor deoxyribonucleic polymerase inhibitors duplicase inhibitor duplicase inhibitors sequenase inhibitor sequenase inhibitors stigmastane derivative Any steroid (or derivative) based on a stigmastane skeleton. CHEBI:131702 chebi_ontology stigmastane derivatives stigmastane sterol Any sterol based on a stigmastane skeleton. CHEBI:131703 chebi_ontology stigmastane sterols hydroxy monounsaturated fatty acid Any monounsaturated fatty acid carrying one or more hydroxy substituents. CHEBI:131869 chebi_ontology hydroxy MUFA hydroxy monounsaturated fatty acids pyranopyran Any organic heterobicyclic compound containing two ortho-fused pyran rings. CHEBI:131900 chebi_ontology pyranopyrans pyranopyranone A pyranopyran in which at least one of the pyran rings in the pyranopyran skeleton is substituted by an oxo group. CHEBI:131901 chebi_ontology pyranopyranones 4-pyranones CHEBI:131906 chebi_ontology pyran-4-ones dicarboxylic acids and O-substituted derivatives A class of carbonyl compound encompassing dicarboxylic acids and any derivatives obtained by substitution of either one or both of the carboxy hydrogens. CHEBI:131927 chebi_ontology dicarboxylic acids and derivatives long-chain fatty acid ethyl ester 73.07060 A fatty acid ethyl ester resulting from the formal condensation of the carboxy group of a long-chain fatty acid with the hydroxy group of ethanol. C3H5O2R CCOC([*])=O CHEBI:13209 a long-chain fatty acyl ethyl ester chebi_ontology long-chain fatty acid ethyl esters long-chain fatty acyl ethyl ester long-chain fatty acyl ethyl esters wilforine (1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-tetraacetoxy-21-(acetoxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0(1,21).0(3,24).0(7,12)]hexacosa-7,9,11-trien-19-yl benzoate 867.847 An organic heteropentacyclic compound and pyridine alkaloid with formula C43H49NO18 originally isolated from the roots of Tripterygium wilfordii. C43H49NO18 CAS:11088-09-8 CBA:350230 CBA:353089 CBA:642181 CHEBI:132150 InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(58-25(5)48)42(20-54-22(2)45)36(59-26(6)49)32(60-38(51)27-13-10-9-11-14-27)34(61-37(21)50)41(8,53)43(42,62-40)33(30)57-24(4)47/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3/t21-,30+,31+,32-,33+,34-,35+,36-,40-,41-,42+,43-/m0/s1 PMID:11738408 PMID:18976997 PMID:21982911 PMID:24651642 PMID:25425175 PMID:25958670 PMID:4712613 ZOCKGJZEUVPPPI-QSNSFFMXSA-N [C@@]12([C@@H]([C@@H]([C@@]3([C@H]([C@]14[C@]([C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C=5C=CC=CC5)OC([C@H](CCC6=NC=CC=C6C(OC[C@@]3(O4)C)=O)C)=O)(O)C)OC(C)=O)[H])OC(C)=O)OC(=O)C)COC(C)=O chebi_ontology triptofordin C 2 (-)-Triptofordin C 2 (3R,4S,5R,5aS,6R,7S,9R,9aS,10R)-6,10-bis(acetyloxy)-7,9-dihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepine-4,5-diyl dibenzoate 610.649 A dihydroagarofuran sesquiterpenoid that is isolated from Tripterygium wilfordii. C-2 Triptofordin C33H38O11 CAS:111514-63-7 CHEBI:132152 FOIOSVGAFMLLDU-UDIRGPGZSA-N InChI=1S/C33H38O11/c1-18(34)40-25-22(36)17-31(5,39)33-26(41-19(2)35)23(30(3,4)44-33)24(42-28(37)20-13-9-7-10-14-20)27(32(25,33)6)43-29(38)21-15-11-8-12-16-21/h7-16,22-27,36,39H,17H2,1-6H3/t22-,23+,24-,25-,26+,27-,31+,32-,33-/m0/s1 KNApSAcK:C00013134 PMID:8722541 Reaxys:6553794 Wikipedia:Triptofordin_C-2 [C@]123[C@]([C@H]([C@H]([C@]([C@H]1OC(C)=O)(C(O2)(C)C)[H])OC(C=4C=CC=CC4)=O)OC(C5=CC=CC=C5)=O)([C@H]([C@H](C[C@]3(O)C)O)OC(=O)C)C chebi_ontology triptofordin C-2 celacinnine (-)-celacinnine (2S)-2-phenyl-9-[(2E)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridecan-4-one (S)-(-)-celacinnine (S)-celacinnine 405.533 A spermidine alkaloid that is isolated from Maytenus heterophylla and Maytenus senegalensis. C1C(NCCCN(CCCCN[C@@H]1C=2C=CC=CC2)C(/C=C/C=3C=CC=CC3)=O)=O C25H31N3O2 CAS:53938-05-9 CHEBI:132186 InChI=1S/C25H31N3O2/c29-24-20-23(22-12-5-2-6-13-22)26-16-7-8-18-28(19-9-17-27-24)25(30)15-14-21-10-3-1-4-11-21/h1-6,10-15,23,26H,7-9,16-20H2,(H,27,29)/b15-14+/t23-/m0/s1 OROFOUPCOTVAJQ-NSFRLNINSA-N PMID:22470236 PMID:26487315 Reaxys:4720682 chebi_ontology triptonide (-)-triptonide (3bS,4aS,5aS,6aS,7aS,7bS,8aS,8bS)-6a-isopropyl-8b-methyl-3b,4,4a,7a,7b,8b,9,10-octahydrotrisoxireno[6,7:8a,9:4b,5]phenanthro[1,2-c]furan-1,6(3H,6aH)-dione 358.386 A diterpene triepoxide that is triptobenzene K in which the acylhydroquinone moiety has undergone oxidation to the corresponding triepoxyketone derivative. It has been isolated from the roots of Tripterygium wilfordii. C20H22O6 CBA:292103 CHEBI:132267 InChI=1S/C20H22O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14H,4-7H2,1-3H3/t11-,12-,13-,14-,17-,18-,19+,20+/m0/s1 PMID:10774048 PMID:12903464 PMID:24346247 PMID:25296383 PMID:25308753 PMID:5072337 PMID:8237400 PMID:9863222 Reaxys:5313008 SWOVVKGLGOOUKI-ZHGGVEMFSA-N [C@]123[C@]4(CCC5=C([C@@]4(C[C@H]6[C@]3(C([C@@]7([C@H]([C@@H]1O2)O7)C(C)C)=O)O6)[H])COC5=O)C chebi_ontology Demethylzeylasteral CHEBI:132314 Pubchem:10322911 chebi_ontology pubchem.ncbi.nlm.nih.gov/compound/10322911 Triptohypol A CHEBI:132315 Pubchem:101936043 chebi_ontology pubchem.ncbi.nlm.nih.gov/compound/101936043 triptolidenol (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-6-hydroxy-6a-(2-hydroxypropan-2-yl)-8b-methyl-3b,4,4a,6,6a,7a,7b,8b,9,10-decahydrotrisoxireno[6,7:8a,9:4b,5]phenanthro[1,2-c]furan-1(3H)-one 15-Hydroxytriptolide 376.401 A tetracyclic diterpenoid that is isolated from Tripterygium wilfordii and exhibits anti-inflammatory properties. APBNDXHFQWSYOS-KSYZUNFVSA-N C20H24O7 CAS:99694-86-7 CC(O)(C)[C@]12O[C@H]1[C@@H]3O[C@@]34[C@@]5(C)CCC6=C(COC6=O)[C@]5([H])C[C@@H]7O[C@]47[C@@H]2O CHEBI:132333 InChI=1S/C20H24O7/c1-16(2,23)19-12(26-19)13-20(27-13)17(3)5-4-8-9(7-24-14(8)21)10(17)6-11-18(20,25-11)15(19)22/h10-13,15,22-23H,4-7H2,1-3H3/t10-,11-,12-,13-,15-,17-,18+,19-,20+/m0/s1 Reaxys:9526173 Wikipedia:Triptolidenol chebi_ontology Wilforgine CHEBI:132334 Pubchem:124030 chebi_ontology pubchem.ncbi.nlm.nih.gov/compound/124030 triptriolide CHEBI:132336 Pubchem:58636974 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/58636974 triptoditerpenic acid B CHEBI:132337 NSC672174 Pubchem:192372 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/192372#section=Top triptohypol B (2R,4aS,6aS,12bR,14aS,14bR)-11-hydroxy-10-methoxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid 480.637 C12=CC(=C(C(=C1C(C=C3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@]4(C[C@](CC5)(C)C(O)=O)[H])C)C)C)C)=O)C)OC)O C30H40O5 CHEBI:132338 InChI=1S/C30H40O5/c1-17-23-18(14-20(32)24(17)35-7)28(4)11-13-30(6)22-16-27(3,25(33)34)9-8-26(22,2)10-12-29(30,5)21(28)15-19(23)31/h14-15,22,32H,8-13,16H2,1-7H3,(H,33,34)/t22-,26-,27-,28+,29-,30+/m1/s1 KFGGKCFEQGLWFO-NLVUKCNFSA-N PMID:12165306 Pubchem:101936044 chebi_ontology http://pubchem.ncbi.nlm.nih.gov/compound/101936044 triptohypol D CHEBI:132339 Pubchem:101062653 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101062653 triptohypol C CHEBI:132340 Pubchem:10411574 chebi_ontology dihydrocelastrol https://pubchem.ncbi.nlm.nih.gov/compound/10411574 hypodiol CHEBI:132341 Pubchem:101936045 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101936045#section=Top triptohypol E CHEBI:132342 Pubchem:44559123 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/44559123 Triptohypol F CHEBI:132343 Pubchem:91895434 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/91895434 celastolide CHEBI:132344 Pubchem:101936042 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101936042 Canophyllal CHEBI:132345 Pubchem:586214 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/586214 neotriptophenolide (3br,9bs)-9-hydroxy-6-methoxy-9b-methyl-7-(propan-2-yl)-3b,4,5,9b,10,11-hexahydrophenanthro[1,2-c]furan-1(3h)-one Vendors Literature CHEBI:132346 Pubchem:133766 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/133766#section=Top triptonolide CHEBI:132347 Pubchem:133221 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/133221#section=Top triptonoterpene 14-hydroxyabieta-8(14),9(11),12-trien-3-one 300.436 An abietane diterpenoid that is abieta-8(14),9(11),12-triene substituted at positions 3 and 14 respectively by oxo and hydroxy groups. It is found in Tripterygium wilfordii. C20H28O2 CAS:99694-87-8 CHEBI:132348 InChI=1S/C20H28O2/c1-12(2)13-6-8-15-14(18(13)22)7-9-16-19(3,4)17(21)10-11-20(15,16)5/h6,8,12,16,22H,7,9-11H2,1-5H3/t16-,20+/m0/s1 KNApSAcK:C00035772 O=C1C([C@]2([C@](CC1)(C=3C(CC2)=C(O)C(=CC3)C(C)C)C)[H])(C)C PMID:17265278 PMID:25237706 Reaxys:7432793 WENIWZBFJBCNNG-OXJNMPFZSA-N chebi_ontology triptobenzene A CHEBI:132349 Pubchem:15762008 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/15762008 triptobenzene D CHEBI:132350 Pubchem:101712250 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101712250 Triptobenzene H CHEBI:132351 Pubchem:53363843 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/53363843 triptoquinone A CHEBI:132352 Pubchem:132524 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/132524#section=Top triptoquinone B CHEBI:132353 Pubchem:11724191 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/11724191 triptoquinone H CHEBI:132354 Pubchem:101062652 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101062652 EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor An EC 1.14.11.* (oxidoreductase acting on paired donors, 2-oxoglutarate as one donor, incorporating 1 atom each of oxygen into both donors) inhibitor that interferes with the action of procollagen-proline dioxygenase (EC 1.14.11.2). CHEBI:132365 EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitors EC 1.14.11.2 inhibitor EC 1.14.11.2 inhibitors Wikipedia:Procollagen-proline_dioxygenase chebi_ontology collagen proline hydroxylase inhibitor collagen proline hydroxylase inhibitors hydroxylase, collagen proline inhibitor hydroxylase, collagen proline inhibitors peptidyl proline hydroxylase inhibitor peptidyl proline hydroxylase inhibitors procollagen-L-proline,2-oxoglutarate:oxygen oxidoreductase (4-hydroxylating) inhibitor procollagen-L-proline,2-oxoglutarate:oxygen oxidoreductase (4-hydroxylating) inhibitors procollagen-proline 4-dioxygenase inhibitor procollagen-proline 4-dioxygenase inhibitors procollagen-proline dioxygenase (EC 1.14.11.2) inhibitor procollagen-proline dioxygenase (EC 1.14.11.2) inhibitors procollagen-proline dioxygenase inhibitor procollagen-proline dioxygenase inhibitors procollagen-proline,2-oxoglutarate-4-dioxygenase inhibitor procollagen-proline,2-oxoglutarate-4-dioxygenase inhibitors proline hydroxylase inhibitor proline hydroxylase inhibitors proline protocollagen hydroxylase inhibitor proline protocollagen hydroxylase inhibitors proline, 2-oxoglutarate dioxygenase inhibitor proline, 2-oxoglutarate dioxygenase inhibitors proline,2-oxoglutarate 4-dioxygenase inhibitor proline,2-oxoglutarate 4-dioxygenase inhibitors prolyl 4-hydroxylase inhibitor prolyl 4-hydroxylase inhibitors prolyl hydroxylase inhibitor prolyl hydroxylase inhibitors prolyl-glycyl-peptide, 2-oxoglutarate:oxygen oxidoreductase, 4-hydroxylating inhibitor prolyl-glycyl-peptide, 2-oxoglutarate:oxygen oxidoreductase, 4-hydroxylating inhibitors prolylprotocollagen dioxygenase inhibitor prolylprotocollagen dioxygenase inhibitors prolylprotocollagen hydroxylase inhibitor prolylprotocollagen hydroxylase inhibitors protocollagen hydroxylase inhibitor protocollagen hydroxylase inhibitors protocollagen proline 4-hydroxylase inhibitor protocollagen proline 4-hydroxylase inhibitors protocollagen proline dioxygenase inhibitor protocollagen proline dioxygenase inhibitors protocollagen proline hydroxylase inhibitor protocollagen proline hydroxylase inhibitors protocollagen prolyl hydroxylase inhibitor protocollagen prolyl hydroxylase inhibitors acceptor beta-D-glucuronoside(1-) 176.032 C6H8O6R CHEBI:132367 From EC 2.4.1.17: This entry denotes a family of enzymes accepting a wide range of substrates, including phenols, alcohols, amines and fatty acids. So R can also 'start' with an N MetaCyc:Glucuronosylated-Glucuronoside-Acceptors [C@@H]1(*)O[C@H](C([O-])=O)[C@H]([C@@H]([C@H]1O)O)O acceptor beta-D-glucuronoside chebi_ontology triptotriterpenic acid A CHEBI:132370 Pubchem:127707 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/127707 triptocallic acid D CHEBI:132371 Pubchem:44575705 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/44575705#section=Top triptocallic acid C CHEBI:132372 Pubchem:101937091 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101937091 mesembryanthemoidigenic acid AC1O54QP CHEBI:132373 Pubchem:6452118 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/6452118 29-hydroxyfriedelan-3-one CHEBI:132374 Pubchem:91895429 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/91895429 wilforic acid C CHEBI:132375 Pubchem:101707494 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101707494 Wilforic acid CHEBI:132376 Pubchem:101707492 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101707492 wilforol A CHEBI:132378 Pubchem:10096097 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10096097 wilforol B CHEBI:132379 Pubchem:10366522 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10366522 cangoronin CHEBI:132380 Pubchem:9869964 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/9869964#section=Top 2-O-deacetyleuonine CHEBI:132381 Pubchem:101408619 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101408619 tripfordine C CHEBI:132382 Pubchem:101416498 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101416498 wilfordinine A 763.740 A sesquiterpene alkaloid that is isolated from Tripterygium wilfordii and Tripterygium hypoglaucum. C36H45NO17 CAS:262599-02-0 CHEBI:132383 InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-28-25(43)29(51-20(6)41)35(14-47-17(3)38)30(52-21(7)42)26(49-18(4)39)24-27(50-19(5)40)36(35,34(28,9)46)54-33(24,8)13-48-32(45)23-12-37-11-10-22(15)23/h10-12,15-16,24-30,43,46H,13-14H2,1-9H3/t15-,16-,24+,25-,26+,27+,28-,29-,30+,33-,34-,35-,36-/m0/s1 KNApSAcK:C00046976 NZJBHDRNBSDTHF-XWOHFTJRSA-N [C@H]1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(C)=O)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2O)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C5=C([C@H]1C)C=CN=C5)=O)(C)O4)C)[H])=O)C chebi_ontology wilfordinine B 821.777 A sesquiterpene alkaloid that is isolated from Tripterygium wilfordii and Tripterygium hypoglaucum. C38H47NO19 CAS:262599-03-1 CHEBI:132384 GGYHKBFLZJPIPM-RBHPRBKBSA-N InChI=1S/C38H47NO19/c1-16-23-11-12-39-13-24(23)32(46)51-14-34(8)25-26(52-18(3)41)30(55-21(6)44)37(15-50-17(2)40)31(56-22(7)45)27(53-19(4)42)29(57-33(47)35(16,9)48)36(10,49)38(37,58-34)28(25)54-20(5)43/h11-13,16,25-31,48-49H,14-15H2,1-10H3/t16-,25-,26-,27+,28-,29+,30-,31+,34+,35-,36+,37-,38+/m1/s1 KNApSAcK:C00046977 [C@@]1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(C)=O)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2OC(C)=O)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C5=C([C@H]1C)C=CN=C5)=O)(C)O4)C)[H])=O)(C)O chebi_ontology wilfordinine C 883.846 A sesquiterpene alkaloid that is isolated from Tripterygium wilfordii and Tripterygium hypoglaucum. C43H49NO19 CAS:262599-04-2 CHEBI:132385 InChI=1S/C43H49NO19/c1-20-27-15-16-44-17-28(27)37(51)56-18-39(7)29-30(57-22(3)46)34(60-25(6)49)42(19-55-21(2)45)35(61-36(50)26-13-11-10-12-14-26)31(58-23(4)47)33(62-38(52)40(20,8)53)41(9,54)43(42,63-39)32(29)59-24(5)48/h10-17,20,29-35,53-54H,18-19H2,1-9H3/t20-,29-,30-,31+,32-,33+,34-,35+,39+,40-,41+,42-,43+/m1/s1 KNApSAcK:C00046978 XTKWHABDRIDBLJ-DWELFCMGSA-N [C@@]1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(C)=O)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(C=5C=CC=CC5)=O)[C@H]2OC(C)=O)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C6=C([C@H]1C)C=CN=C6)=O)(C)O4)C)[H])=O)(C)O chebi_ontology wilformine (8alpha)-8-(Acetyloxy)-8-deoxoevonimine 805.777 A sesquiterpene alkaloid that is isolated from Tripterygium wilfordii and exhibits immunosuppressive and insecticidal properties. C38H47NO18 CAS:41758-69-4 CHEBI:132386 Euonine InChI=1S/C38H47NO18/c1-17-12-13-25-24(11-10-14-39-25)34(47)50-15-35(8)26-27(51-19(3)41)31(54-22(6)44)37(16-49-18(2)40)32(55-23(7)45)28(52-20(4)42)30(56-33(17)46)36(9,48)38(37,57-35)29(26)53-21(5)43/h10-11,14,17,26-32,48H,12-13,15-16H2,1-9H3/t17-,26+,27+,28-,29+,30-,31+,32-,35-,36-,37+,38-/m0/s1 KNApSAcK:C00013118 PMID:11738408 PMID:12579877 PMID:14738378 PMID:16933883 PMID:18998413 PMID:23852638 PMID:2618700 Patent:FR2728466 Patent:WO9113627 QIHHQEWWGMEJTH-VWEYKOQISA-N Reaxys:5418533 [C@@H]1([C@H]([C@@]2([C@@H](OC(=O)C)[C@H]([C@]3([C@](O)([C@]42[C@H](OC(=O)C)[C@]1([H])[C@@](COC(C5=C(CC[C@@H](C(O3)=O)C)N=CC=C5)=O)(C)O4)C)[H])OC(C)=O)COC(=O)C)OC(=O)C)OC(C)=O chebi_ontology wilfornine A 925.883 A sesquiterpene alkaloid that is isolated from Tripterygium wilfordii. C45H51NO20 CAS:345954-00-9 CHEBI:132387 InChI=1S/C45H51NO20/c1-22(47)57-21-44-36(62-26(5)51)32(59-23(2)48)31-34(61-25(4)50)45(44)43(9,56)35(33(60-24(3)49)37(44)63-27(6)52)64-40(55)41(7,65-38(53)28-14-11-10-12-15-28)18-17-30-29(16-13-19-46-30)39(54)58-20-42(31,8)66-45/h10-16,19,31-37,56H,17-18,20-21H2,1-9H3/t31-,32-,33+,34-,35+,36-,37+,41?,42+,43+,44-,45+/m1/s1 KNApSAcK:C00046512 Reaxys:8821612 YJDNHPICMWQYIV-UJSRMDARSA-N [C@@H]1([C@H]([C@@]2([C@@H](OC(=O)C)[C@H]([C@]3([C@](O)([C@]42[C@H](OC(=O)C)[C@]1([H])[C@@](COC(C5=C(CCC(C(O3)=O)(OC(C=6C=CC=CC6)=O)C)N=CC=C5)=O)(C)O4)C)[H])OC(C)=O)COC(=O)C)OC(=O)C)OC(C)=O chebi_ontology hyponine D 930.904 A sesquiterpene alkaloid that is isolated from Tripterygium hypoglaucum. BDKQPFFHSCFTQW-UWRKWEHLSA-N C1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(=O)C=5C=CC=CC5)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2OC(C=6C=NC=CC6)=O)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C7=C(C1C)N=CC=C7)=O)(C)O4)C)[H])=O)C C47H50N2O18 CAS:259823-31-9 CHEBI:132388 InChI=1S/C47H50N2O18/c1-23-24(2)40(54)66-37-35(64-42(56)30-16-12-18-48-20-30)39(63-28(6)53)46(22-59-25(3)50)38(62-27(5)52)34(61-26(4)51)32-36(65-41(55)29-14-10-9-11-15-29)47(46,45(37,8)58)67-44(32,7)21-60-43(57)31-17-13-19-49-33(23)31/h9-20,23-24,32,34-39,58H,21-22H2,1-8H3/t23?,24?,32-,34-,35+,36-,37+,38-,39+,44+,45+,46-,47+/m1/s1 KNApSAcK:C00039395 Reaxys:8671241 chebi_ontology hyponin D hyponine E 7-(nicotinoyloxy)-O(5)-furanoyl-O(5)-deacetyl-7-deoxo-evonine 920.866 A sesquiterpene alkaloid that is isolated from Tripterygium hypoglaucum. C1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(=O)C=5OC=CC5)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2OC(C)=O)COC(=O)C)OC(=O)C)OC(C=6C=CC=NC6)=O)[C@@](COC(C7=C(C1C)N=CC=C7)=O)(C)O4)C)[H])=O)C C45H48N2O19 CAS:226975-99-1 CHEBI:132389 InChI=1S/C45H48N2O19/c1-21-22(2)38(52)65-35-33(60-24(4)49)37(62-26(6)51)44(20-58-23(3)48)36(61-25(5)50)32(63-39(53)27-12-9-15-46-18-27)30-34(64-41(55)29-14-11-17-57-29)45(44,43(35,8)56)66-42(30,7)19-59-40(54)28-13-10-16-47-31(21)28/h9-18,21-22,30,32-37,56H,19-20H2,1-8H3/t21?,22?,30-,32-,33+,34-,35+,36-,37+,42+,43+,44-,45+/m1/s1 KNApSAcK:C00039396 PMRSIAJYXABCTQ-IWYQQVOHSA-N chebi_ontology hyponin E hyponine F 7-(acetyloxy)-O(2)-furanoyl-O(2)-deacetyl-7-deoxo-evonine 857.809 A sesquiterpene alkaloid that is isolated from Tripterygium hypoglaucum. ALJJHPQWUBVQNM-KSTPHJKESA-N C1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(C)=O)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2OC(=O)C5=CC=CO5)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C6=C(C1C)N=CC=C6)=O)(C)O4)C)[H])=O)C C41H47NO19 CAS:259823-33-1 CHEBI:132390 InChI=1S/C41H47NO19/c1-18-19(2)35(48)60-32-30(59-37(50)26-13-11-15-52-26)34(58-24(7)47)40(17-53-20(3)43)33(57-23(6)46)29(55-21(4)44)27-31(56-22(5)45)41(40,39(32,9)51)61-38(27,8)16-54-36(49)25-12-10-14-42-28(18)25/h10-15,18-19,27,29-34,51H,16-17H2,1-9H3/t18?,19?,27-,29-,30+,31-,32+,33-,34+,38+,39+,40-,41+/m1/s1 KNApSAcK:C00039397 Reaxys:8105536 chebi_ontology hyponin F neoeuonymine 763.740 A sesquiterpene alkaloid that is isolated from Euonymus Sieboldiana. C(=O)(C)OC[C@@]12[C@@H]([C@H](OC(C)=O)[C@@]3([C@@H](O)[C@@]42[C@@](O)([C@]([C@H](OC(C)=O)[C@@H]1OC(=O)C)(OC([C@H]([C@@H](C5=C(C=CC=N5)C(OC[C@]3(C)O4)=O)C)C)=O)[H])C)[H])OC(=O)C C36H45NO17 CAS:33510-25-7 CHEBI:132392 InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-28-26(50-19(5)40)30(52-21(7)42)35(14-47-17(3)38)29(51-20(6)41)25(49-18(4)39)23-27(43)36(35,34(28,9)46)54-33(23,8)13-48-32(45)22-11-10-12-37-24(15)22/h10-12,15-16,23,25-30,43,46H,13-14H2,1-9H3/t15-,16-,23+,25+,26-,27+,28-,29+,30-,33-,34-,35+,36-/m0/s1 NKTOESKXBIEREY-CFCLDRGZSA-N Reaxys:5418062 chebi_ontology forrestine 867.847 A sesquiterpene alkaloid that is isolated from Tripterygium forrestii, Platanus chiapensis and Maytenus chiapensis. C1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(C)=O)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2OC(C=5C=CC=CC5)=O)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C6=C(C1C)N=CC=C6)=O)(C)O4)C)[H])=O)C C43H49NO18 CAS:146439-78-3 CHEBI:132393 InChI=1S/C43H49NO18/c1-20-21(2)37(50)61-34-32(60-38(51)27-14-11-10-12-15-27)36(59-26(7)49)42(19-54-22(3)45)35(58-25(6)48)31(56-23(4)46)29-33(57-24(5)47)43(42,41(34,9)53)62-40(29,8)18-55-39(52)28-16-13-17-44-30(20)28/h10-17,20-21,29,31-36,53H,18-19H2,1-9H3/t20?,21?,29-,31-,32+,33-,34+,35-,36+,40+,41+,42-,43+/m1/s1 KNApSAcK:C00043510 LBQLWUULERJYOL-PDVUZMAKSA-N PMID:11738408 PMID:14738378 Reaxys:8105266 chebi_ontology hypoglaunine C 883.846 A sesquiterpene alkaloid that is isolated from Tripterygium hypoglaucum and Tripterygium wilfordii. C1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(C)=O)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2OC(C=5C=CC=CC5)=O)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C6=C(C1C)C=CN=C6)=O)(C)O4)C)[H])=O)(O)C C43H49NO19 CHEBI:132394 InChI=1S/C43H49NO19/c1-20-27-15-16-44-17-28(27)37(51)56-18-39(7)29-30(57-22(3)46)34(59-24(5)48)42(19-55-21(2)45)35(60-25(6)49)31(61-36(50)26-13-11-10-12-14-26)33(62-38(52)40(20,8)53)41(9,54)43(42,63-39)32(29)58-23(4)47/h10-17,20,29-35,53-54H,18-19H2,1-9H3/t20?,29-,30-,31+,32-,33+,34-,35+,39+,40?,41+,42-,43+/m1/s1 MOTYOVLJDKAHIA-SWFKUUAOSA-N PMID:10757718 PMID:23252270 Reaxys:8105598 chebi_ontology cangorinine E-1 867.847 A sesquiterpene alkaloid that is isolated from Tripterygium wilfordii. C1(C(O[C@@]2([C@](O)([C@@]34[C@H](OC(=O)C=5C=CC=CC5)[C@@]([H])([C@H]([C@H]([C@@]3([C@@H](OC(=O)C)[C@H]2OC(C)=O)COC(=O)C)OC(=O)C)OC(C)=O)[C@@](COC(C6=C(C1C)C=CN=C6)=O)(C)O4)C)[H])=O)C C43H49NO18 CHEBI:132395 InChI=1S/C43H49NO18/c1-20-21(2)37(50)61-34-32(57-24(5)47)36(59-26(7)49)42(19-54-22(3)45)35(58-25(6)48)31(56-23(4)46)30-33(60-38(51)27-13-11-10-12-14-27)43(42,41(34,9)53)62-40(30,8)18-55-39(52)29-17-44-16-15-28(20)29/h10-17,20-21,30-36,53H,18-19H2,1-9H3/t20?,21?,30-,31-,32+,33-,34+,35-,36+,40+,41+,42-,43+/m1/s1 OSRVDUIIEIKWRP-QIMXLZNVSA-N PMID:17250858 Reaxys:7740635 cangorinine E-I chebi_ontology regelidine (3R,5R,5aS,6S,9S,9aS,10R)-5,6-bis(benzoyloxy)-9-hydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepin-10-yl pyridine-3-carboxylate 599.672 A sesquiterpene alkaloid that is isolated from the stem of Tripterygium regelii. C35H37NO8 CHEBI:132396 InChI=1S/C35H37NO8/c1-32(2)25-20-27(42-30(38)23-14-9-6-10-15-23)34(4)26(41-29(37)22-12-7-5-8-13-22)17-18-33(3,40)35(34,44-32)28(25)43-31(39)24-16-11-19-36-21-24/h5-16,19,21,25-28,40H,17-18,20H2,1-4H3/t25-,26+,27-,28-,33+,34+,35+/m1/s1 MZSHQEJWMYSZEP-OYUJOXQTSA-N PMID:27113553 Reaxys:22297507 [C@]123[C@]([C@@H](C[C@]([C@H]1OC(C=4C=NC=CC4)=O)(C(O2)(C)C)[H])OC(C5=CC=CC=C5)=O)([C@H](CC[C@@]3(O)C)OC(C6=CC=CC=C6)=O)C chebi_ontology 3-epi-fagomine (2R,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol 147.173 3-epifagomine A member of the class of hydroxypiperidines that is piperidine carrying a hydroxymethyl substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the 2R,3R,4S-diastereomer). C6H13NO3 CAS:156639-77-9 CHEBI:132399 InChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5+,6-/m1/s1 KNApSAcK:C00049947 PMID:18323202 PMID:22207282 PMID:8050098 PMID:9157194 PMID:9544568 Reaxys:7072956 YZNNBIPIQWYLDM-NGJCXOISSA-N [C@H]1([C@H]([C@H](CCN1)O)O)CO chebi_ontology marmesinin (-)-Marmesinin (-)-marmesin beta-D-glucoside (S)-2-(1-(beta-D-Glucopyranosyloxy)-1-methylethyl)-2,3-dihydro-7H-furo(3,2-g)(1)benzopyran-7-one 2-[(2S)-7-oxo-2,3-dihydro-7H-furo[3,2-9][1]benzopyran-2-yl]propan-2-yl beta-D-glucopyranoside 408.400 A member of the class of psoralens that is (-)-marmesin in which the hydroxy hydrogen is replaced by a beta-D-glucosyl residue. Ammijin C20H24O9 CAS:495-30-7 CHEBI:132401 HXCGUCZXPFBNRD-NEDVQNLSSA-N InChI=1S/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)13(8-21)28-19)14-6-10-5-9-3-4-15(22)27-11(9)7-12(10)26-14/h3-5,7,13-14,16-19,21,23-25H,6,8H2,1-2H3/t13-,14+,16-,17+,18-,19+/m1/s1 KNApSAcK:C00029680 O1[C@@H](CC2=C1C=C3OC(=O)C=CC3=C2)C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)CO)(C)C PMID:15271422 PMID:23721280 PMID:26247834 PMID:26552172 PMID:26653144 PMID:26975106 PMID:27054911 Reaxys:98702 chebi_ontology angelitriol 294.300 7-methoxy-6-[(1R,2S)-1,2,3-trihydroxy-3-methylbutyl]-2H-chromen-2-one A member of the class of coumarins that is 7-methoxycoumarin in which the hydrogen at position 6 has been replaced by a 1,2,3-trihydroxy-3-methylbutyl group (the 1R,2S stereoisomer). Originally isolated from the roots of Angelica pubescens, angelitriol shows strong inhibitory effects on human platelet aggregation. C15H18O6 C=1C(OC2=C(C1)C=C([C@@H](O)[C@H](O)C(O)(C)C)C(=C2)OC)=O CHEBI:132402 InChI=1S/C15H18O6/c1-15(2,19)14(18)13(17)9-6-8-4-5-12(16)21-10(8)7-11(9)20-3/h4-7,13-14,17-19H,1-3H3/t13-,14+/m1/s1 PCSZTTAMZGNQNB-KGLIPLIRSA-N PMID:17238102 Pubchem:10017318 chebi_ontology triptobenzene K (3bR,9bS)-6,9-dihydroxy-7-isopropyl-9b-methyl-3,3b,4,9b,10,11-hexahydrophenanthro[1,2-c]furan-1,5-dione 342.386 3beta,14,19-trihydroxy-abieta-8,11,13-triene A tetracyclic diterpenoid with fromula C20H22O5, originally isolated from the dried root outer bark of Tripterygium hypoglaucum. C20H22O5 CHEBI:132482 InChI=1S/C20H22O5/c1-9(2)11-6-15(22)17-16(18(11)23)14(21)7-13-12-8-25-19(24)10(12)4-5-20(13,17)3/h6,9,13,22-23H,4-5,7-8H2,1-3H3/t13?,20-/m0/s1 O1C(C2=C(C1)C3[C@](CC2)(C4=C(C(=C(C=C4O)C(C)C)O)C(C3)=O)C)=O Pubchem:101936047 WEYINIKPYXLZCS-JDOQCHFPSA-N chebi_ontology triptonoterpene methyl ether 11-hydroxy-14-methoxyabieta-8(14),9(11),12-trien-3-one 11-hydroxy-14-methoxyabieta-8,11,13-trien-3-one 330.462 An abietane diterpenoid that is abieta-8(14),9(11),12-triene substituted at positions 3, 11 and 14 respectively by oxo, hydroxy and methoxy groups. It is found in Tripterygium wilfordii and Tripterygium hypoglaucum. C21H30O3 CHEBI:132483 InChI=1S/C21H30O3/c1-12(2)14-11-15(22)18-13(19(14)24-6)7-8-16-20(3,4)17(23)9-10-21(16,18)5/h11-12,16,22H,7-10H2,1-6H3/t16-,21-/m0/s1 O=C1C([C@]2([C@](CC1)(C=3C(CC2)=C(OC)C(=CC3O)C(C)C)C)[H])(C)C PMID:18554602 PMID:22256754 Reaxys:7386633 SPNKZMRXBVCONG-KKSFZXQISA-N chebi_ontology wilforidine CHEBI:132512 Pubchem:101335371 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101335371 celafurine CHEBI:132513 Pubchem:15346742 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/15346742 EC 3.2.1.23 (beta-galactosidase) inhibitor An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of beta-galactosidase (EC 3.2.1.23). CHEBI:132518 EC 3.2.1.23 (beta-galactosidase) inhibitors EC 3.2.1.23 inhibitor EC 3.2.1.23 inhibitors S 2107 inhibitor S 2107 inhibitors beta-D-galactanase inhibitor beta-D-galactanase inhibitors beta-D-galactoside galactohydrolase inhibitor beta-D-galactoside galactohydrolase inhibitors beta-D-lactosidase inhibitor beta-D-lactosidase inhibitors beta-lactosidase inhibitor beta-lactosidase inhibitors chebi_ontology exo-(1->4)-beta-D-galactanase inhibitor exo-(1->4)-beta-D-galactanase inhibitors hydrolact inhibitor hydrolact inhibitors lactase inhibitor lactase inhibitors lactozym inhibitor lactozym inhibitors maxilact inhibitor maxilact inhibitors oryzatym inhibitor oryzatym inhibitors sumiklat inhibitor sumiklat inhibitors trilactase inhibitor trilactase inhibitors triptonoterpenol CHEBI:132613 Pubchem:159330 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/159330 triptohairic acid CHEBI:132614 Pubchem:100929735 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/100929735 orthosphenic acid CHEBI:132615 CHEMBL515079 Pubchem:20056194 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/20056194#section=Top triptotriterpenic acid B (3|A,5xi,18|A,22|A)-3,22-dihydroxyolean-12-en-30-oic acid CHEBI:132616 Pubchem:195563 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/195563 triptotriterpenic acid C CHEBI:132617 Pubchem:130072 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/130072 triptotritepenonic acid A (5xi,18|A,22|A)-22-hydroxy-3-oxoolean-12-en-30-oic acid CHEBI:132618 Pubchem:192337 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/192337 regelin CHEBI:132619 Pubchem:163808 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/163808 6alpha-hydroxycholestanol (3beta,5alpha,6alpha)-cholestane-3,6-diol (5alpha)-cholestane-3beta,6alpha-diol 404.670 6alpha-hydroxycholestanol A sterol that is cholestanol in which the hydrogen at the 6alpha position has been replaced by a hydroxy group. C27H48O2 CHEBI:132620 InChI=1S/C27H48O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h17-25,28-29H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25+,26-,27-/m1/s1 LIPID_MAPS_instance:LMST01010135 PMWTYEQRXYIMND-XNZKQLDXSA-N Reaxys:3211240 [C@]12([C@]([C@]3([C@](CC1)([C@@]4([C@](C[C@H](CC4)O)([C@H](C3)O)[H])C)[H])[H])(CC[C@@]2([C@@](CCCC(C)C)(C)[H])[H])[H])C chebi_ontology cholestan-3beta,6alpha-diol 16-hydroxytriptolide CHEBI:132621 Pubchem:126556 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/126556 triptophenolide methyl ether 74311-48-1 CHEBI:132622 Pubchem:156286 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/156286 nodakenetin CHEBI:132623 Pubchem:26305 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/26305 Columbianadin CHEBI:132624 Pubchem:6436246 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/6436246 CHEMBL299099 2-deoxymeranzin hydrate CHEBI:132625 Pubchem:10659145 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10659145#section=Top columbianetin acetate CHEBI:132626 Pubchem:161409 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/161409 (+)-Angenomalin CHEBI:132627 Pubchem:51520704 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/51520704#section=Top isotalatizidine CHEBI:132628 Pubchem:11452543 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/11452543 neoline CHEBI:132629 Pubchem:120682 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/120682 benzoylmesaconine CHEBI:132630 Pubchem:24832657 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/24832657 senbusine A CHEBI:132631 Pubchem:100930481 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/100930481 hukbusine A CHEBI:132632 Pubchem:102375480 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/102375480 benzoylaconine CHEBI:132633 Pubchem:78358486 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/78358486 benzoylhypaconine CHEBI:132634 Pubchem:78358526 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/78358526 neojiangyouaconitine CHEBI:132635 Pubchem:78358553 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/78358553 deoxyaconitine CHEBI:132636 Pubchem:6426870 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/6426870 foresaconitine CHEBI:132637 Pubchem:92044468 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/92044468 crassicauline A CHEBI:132638 Pubchem:157539 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/157539 aconine CHEBI:132639 Pubchem:20054813 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/20054813 yunaconitine CHEBI:132640 Pubchem:11250863 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/11250863 chasmanine CHEBI:132641 Pubchem:20055812 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/20055812 foresticine CHEBI:132642 Pubchem:185130 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/185130 N-deethylaconine CHEBI:132643 Pubchem:101552717 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101552717 hypaconine CHEBI:132644 Pubchem:101671038 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101671038 mesaconine CHEBI:132645 Pubchem:101671037 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101671037 oxonitine CHEBI:132646 Pubchem:6708531 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/6708531 futoenone CHEBI:132647 Pubchem:9819306 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/9819306 galgravin CHEBI:132648 Pubchem:101749 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101749 Acuminatin CHEBI:132649 Pubchem:6441048 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/6441048 burchellin CHEBI:132650 Pubchem:100199 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/100199 kadsurenin C CHEBI:132651 Pubchem:45487142 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/45487142 kadsurenin K CHEBI:132652 Pubchem:3083438 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3083438 kaadsurenin L CHEBI:132653 Pubchem:3083437 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3083437 kadsurenin M CHEBI:132654 Pubchem:208856 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/208856 Terpinen-4-ol CHEBI:132655 Pubchem:11230 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/11230 gamma-Elemene CHEBI:132656 Pubchem:6432312 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/6432312 piperlactam S CHEBI:132657 Pubchem:622222 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/622222 pipataline CHEBI:132658 Pubchem:9922008 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/9922008 isostrychnine CHEBI:132659 Pubchem:11024113 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/11024113 isobrucine CHEBI:132660 Pubchem:3081763 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3081763 Isostrychnine N-oxide CHEBI:132661 Pubchem:15631900 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/15631900 Isobrucine N-oxide CHEBI:132662 Pubchem:101532797 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101532797 protostrychnine CHEBI:132663 Pubchem:101282059 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101282059 isopseudostrychnine CHEBI:132664 Pubchem:101575887 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101575887 Stryvomitine CHEBI:132665 Pubchem:101575886 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101575886 pseudostrychnine CHEBI:132666 Pubchem:21723446 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/21723446 pseudobrucine CHEBI:132667 Pubchem:3083630 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3083630 icajine CHEBI:132668 Pubchem:3083907 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3083907 novacine CHEBI:132669 Pubchem:10365034 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10365034 14-hydroxyicajine CHEBI:132670 Pubchem:210990 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/210990 alpha-colubrine 3-methoxystrychnidin-10-one 3-methoxystrychnine 364.438 A monoterpenoid indole alkaloid that is strychnine in which the hydrogen at position 3 has been replaced by a methoxy group. It is a minor alkaloid from Strychnos nux-vomica. C1[C@@]2(N3CC[C@@]42[C@]5(N(C=6C4=CC=C(C6)OC)C(C[C@]7([C@@]5([C@@]1(C(=CCO7)C3)[H])[H])[H])=O)[H])[H] C22H24N2O3 CAPUGADOGHKUQS-JPPAUQSISA-N CAS:509-44-4 CHEBI:132696 InChI=1S/C22H24N2O3/c1-26-13-2-3-15-16(8-13)24-19(25)10-17-20-14-9-18-22(15,21(20)24)5-6-23(18)11-12(14)4-7-27-17/h2-4,8,14,17-18,20-21H,5-7,9-11H2,1H3/t14-,17-,18-,20-,21-,22+/m0/s1 KNApSAcK:C00025153 Reaxys:57558 chebi_ontology beta-colubrine 2-methoxystrychnidin-10-one 2-methoxystrychnine 364.438 A monoterpenoid indole alkaloid that is strychnine in which the hydrogen at position 2 has been replaced by a methoxy group. It is a minor alkaloid from Strychnos nux-vomica. C1[C@@]2(N3CC[C@@]42[C@]5(N(C=6C4=CC(=CC6)OC)C(C[C@]7([C@@]5([C@@]1(C(=CCO7)C3)[H])[H])[H])=O)[H])[H] C22H24N2O3 CAS:509-36-4 CHEBI:132697 InChI=1S/C22H24N2O3/c1-26-13-2-3-16-15(8-13)22-5-6-23-11-12-4-7-27-17-10-19(25)24(16)21(22)20(17)14(12)9-18(22)23/h2-4,8,14,17-18,20-21H,5-7,9-11H2,1H3/t14-,17-,18-,20-,21-,22+/m0/s1 KNApSAcK:C00025155 PMID:19235686 PMID:7912074 Reaxys:58916 ZTHVHELPCLGXHF-JPPAUQSISA-N chebi_ontology 10-Hydroxylicajine CHEBI:132699 PDBeChem:57412271 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/57412271 11-Hydroxylicajine CHEBI:132700 Pubchem:57412270 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/57412270 5-Hydroxylvomicine CHEBI:132702 Pubchem:101575888 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101575888 strychnine N-oxide (1S,11S,18S,20R,21R,22S)-12-oxa-8,17-diazaheptacyclo[15.5.2.0(1,18).0(2,7).0(8,22).0(11,21).0(15,20)]tetracosa-2,4,6,14-tetraen-9-one 17-oxide 350.412 ADTDBAKUQAKBGZ-VXJIXCKJSA-N An N-oxide resulting from the oxidation of the non-acylated nitrogen of strychnine. It is a metabolite of strychnine. C1[C@@]2([N+]3(CC[C@@]42[C@]5(N(C=6C4=CC=CC6)C(C[C@]7([C@@]5([C@@]1(C(=CCO7)C3)[H])[H])[H])=O)[H])[O-])[H] C21H22N2O3 CAS:7248-28-4 CHEBI:132703 InChI=1S/C21H22N2O3/c24-18-10-16-19-13-9-17-21(6-7-23(17,25)11-12(13)5-8-26-16)14-3-1-2-4-15(14)22(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+,23?/m0/s1 N-oxystrychnine PMID:12560037 PMID:13970484 PMID:19235686 PMID:22417832 PMID:25443369 PMID:26578094 PMID:26625339 PMID:27125604 PMID:2867877 PMID:5764883 PMID:7912074 PMID:8103941 Pubchem:73393 Reaxys:57208 chebi_ontology genostrychnine strychnidin-10-one, 19-oxide strychnine 19-oxide strychnine N(6)-oxide strychnine-N-oxide 2-Hydroxy-3-methoxystrychnine CHEBI:132705 Pubchem:21680050 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/21680050 5-Oxobrucine CHEBI:132707 Pubchem:57412268 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/57412268 loganoside CHEBI:132709 Pubchem:91727262 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/91727262 Secoxyloganin CHEBI:132712 Pubchem:162868 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/162868 ethyl trans-caffeate (E)-ethyl 3,4-dihydroxycinnamate (E)-ethyl 3-(3,4-dihydroxyphenyl)acrylate (E)-ethyl caffeate 208.211 An ethyl ester resulting from the formal condensation of the carboxy group of trans-caffeic acid with ethanol. C11H12O4 C=1(C=CC(=C(C1)O)O)/C=C/C(OCC)=O CAS:102-37-4 CHEBI:132714 InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4+ PMID:16041399 PMID:19813225 PMID:23050660 PMID:24892518 PMID:7334427 Pubchem:5317238 Reaxys:2106401 WDKYDMULARNCIS-GQCTYLIASA-N Wikipedia:Ethyl_caffeate chebi_ontology ethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate ethyl 3,4-dihydroxycinnamate ethyl caffeate stepharine CHEBI:132715 KNApSAcK:C00025272 PDBeChem:98455 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/98455 stepharanine CHEBI:132718 Pubchem:10358881 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10358881 bianfugenine 4,5,6,9-Tetramethoxy-7H-dibenzo(de,h)quinolin-7-one CHEBI:132719 Pubchem:137399 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/137399 sinomendine CHEBI:132720 Pubchem:11759516 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/11759516 dl-syrngaresinol 4,4'-tetrahydro-1h,3h-furo[3,4-c]furan-1,4-diylbis(2,6-dimethoxyphenol) CHEBI:132721 Pubchem:100067 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/100067 paeoninorigenone CHEBI:132788 Pubchem:133475 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/133475 Oxypaeoniflorin CHEBI:132789 PDBeChem:21631105 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/21631105 alpha-benzoyloxypaeoniflorin CHEBI:132790 Pubchem:46883189 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/46883189 beta-benzoyloxypaeoniflorin CHEBI:132791 Pubchem:46883190 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/46883190 (+)-Lactiflorin CHEBI:132792 Pubchem:14605198 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/14605198 albiforin CHEBI:132793 Pubchem:24868421 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/24868421 Pinen-10-yl vicianoside CHEBI:132794 Pubchem:3036428 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3036428#section=Top Lactinolide CHEBI:132795 PDBeChem:14336593 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/14336593 paeonilactinone (1R,4S,5R)-4-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-one 168.233 A cyclic monoterpene ketone that is bicyclo[3.1.1]heptan-2-one which is substituted at positions 4, 6, and 6 by hydroxymethyl, methyl, and methyl groups (the 1R,4S,5R stereoisomer). It has been found in Japanese Paeoniae Radix, which has been used in various Chinese medicinal preparations as an anodyne, sedative, antispasmodic, and astringent. C10H16O2 CC1(C)[C@]2([C@](CC([C@@]1(C2)[H])=O)(CO)[H])[H] CHEBI:132796 InChI=1S/C10H16O2/c1-10(2)7-4-8(10)9(12)3-6(7)5-11/h6-8,11H,3-5H2,1-2H3/t6-,7-,8+/m1/s1 PMID:27313650 PMID:8814958 Pubchem:68588302 ZRBRUAVSMJRQMW-PRJMDXOYSA-N chebi_ontology 6'-O-Acetylpaeoniflorin CHEBI:132815 PDBeChem:21575212 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/21575212 6'-O-Galloylalbiflorin CHEBI:132816 Pubchem:102516500 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/102516500 Paeoniflorin Sulfonate CHEBI:132817 Pubchem:101382399 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101382399 Trachelosperogenin B CHEBI:132819 Pubchem:23259303 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/23259303 Matairesinoside CHEBI:132820 Pubchem:486612 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/486612 Epipinoresinol CHEBI:132821 PDBeChem:637584 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/637584 Salicifoliol CHEBI:132822 Pubchem:102275941 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/102275941 Clionasterol CHEBI:132823 Pesticides:457801 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/457801 Spathulenol CHEBI:132824 PDBeChem:522266 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/522266 Aristoloterpenate-I CHEBI:132825 Pubchem:10347702 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10347702 Versicolactone B CHEBI:132826 Pubchem:6438997 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/6438997 Camphenilone CHEBI:132827 Pubchem:93073 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/93073 Isobornyl Formate Bornyl formate CHEBI:132828 Pubchem:23623868 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/23623868 delta-Terpineolacetate CHEBI:132829 Pubchem:91691738 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/91691738 terpiryl acetate delta-Elemene CHEBI:132830 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/12309449 beta-Maaliene CHEBI:132831 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101596917 gurjunele CHEBI:132832 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/15560275 L-Epicatechin CHEBI:132833 DL-Catechin chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/1203 naringenin 7-O-beta-D-glucuronide 448.378 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid A dihydroxyflavanone that is naringenin in which the phenolic hydrogen at position 7 has been replaced by a beta-D-glucuronosyl residue. BDCRTIDKZGEVEN-DNPGXZAYSA-N C21H20O11 CHEBI:132835 HMDB:HMDB29209 InChI=1S/C21H20O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-6,13,16-19,21-23,25-27H,7H2,(H,28,29)/t13?,16-,17-,18+,19-,21+/m0/s1 O1[C@H](C(O)=O)[C@H]([C@H](O)[C@H]([C@@H]1OC=2C=C(C3=C(OC(CC3=O)C=4C=CC(=CC4)O)C2)O)O)O Reaxys:10398829 chebi_ontology naringenin-7-O-glucuronide (E,E)-hepta-2,4-dienal (2E,4E)-2,4-heptadienal (2E,4E)-hepta-2,4-dienal (E,E)-2,4-Heptadien-1-al (E,E)-2,4-heptadienal 110.154 2,4-heptadienal A heptadienal in which the two double bonds are located at positions 2 and 4 (the E,E-geoisomer). C7H10O CAS:4313-03-5 CC/C=C/C=C/C(=O)[H] CHEBI:132837 InChI=1S/C7H10O/c1-2-3-4-5-6-7-8/h3-7H,2H2,1H3/b4-3+,6-5+ LIPID_MAPS_instance:LMFA06000024 PMID:23790924 PMID:26040727 Reaxys:1699244 SATICYYAWWYRAM-VNKDHWASSA-N chebi_ontology trans,trans-2,4-Heptadienal trans,trans-Hepta-2,4-dienal 3-hydroxyheptanoic acid 146.185 3-hydroxyheptanoic acid A 3-hydroxy fatty acid that is heptanoic acid in which one of the hydrogens at position 3 is replaced by a hydroxy group. C(C(O)=O)C(CCCC)O C7H14O3 CHEBI:132838 HMDB:HMDB61653 InChI=1S/C7H14O3/c1-2-3-4-6(8)5-7(9)10/h6,8H,2-5H2,1H3,(H,9,10) OXSSIXNFGTZQMZ-UHFFFAOYSA-N Reaxys:1755590 chebi_ontology (2R,5S)-linalyl oxide 170.249 2-[(2R,5S)-5-ethenyl-5-methyloxolan-2-yl]propan-2-ol A monoterpenoid that is 2-(2-hydroxypropan-2-yl)oxolane carying additional methyl and vinyl substituents both located at position 5 (the 2R,5S-diastereomer). BRHDDEIRQPDPMG-PSASIEDQSA-N C([C@@H]1O[C@@](CC1)(C=C)C)(O)(C)C C10H18O2 CHEBI:132839 InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3/t8-,10-/m1/s1 Reaxys:1423560 chebi_ontology cis-linalyl oxide (E)-2-undecenal (2E)-2-undecenal (2E)-undec-2-enal (E)-undec-2-enal 168.276 2-undecenal A 2-undecenal in which the C=C bond has E configuration. C(CCCCCCC)/C=C/C=O C11H20O CAS:53448-07-0 CHEBI:132843 HMDB:HMDB40247 InChI=1S/C11H20O/c1-2-3-4-5-6-7-8-9-10-11-12/h9-11H,2-8H2,1H3/b10-9+ LIPID_MAPS_instance:LMFA06000065 PANBRUWVURLWGY-MDZDMXLPSA-N PMID:12848511 PMID:20164502 PMID:22224661 PMID:24601090 PMID:25340465 Reaxys:1906352 chebi_ontology trans-2-undecenal trans-undec-2-enal GLYCIDYL METHACRYLATE CHEBI:132844 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/7837 (Z)-hex-3-en-1-yl methyl carbonate (3Z)-hex-3-en-1-yl methyl carbonate 158.195 A carbonate ester that is dimethyl carbonate in which one of the methyl groups has been replaced by a (Z)-hex-3-en-1-yl group. It has a floral scent and is used in the production of fruit or vegetable-like flavour additives. BLOXMGXSDAAJGX-PLNGDYQASA-N C8H14O3 CAS:67633-96-9 CC/C=C\CCOC(OC)=O CHEBI:132845 InChI=1S/C8H14O3/c1-3-4-5-6-7-11-8(9)10-2/h4-5H,3,6-7H2,1-2H3/b5-4- Reaxys:11333065 chebi_ontology cis-3-hexenyl methyl carbonate cis-hex-3-en-1-yl methyl carbonate 8-Methyl-1-undecene CHEBI:132846 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/522552 1-p-Menthene CHEBI:132847 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/21671 Linaloyl Oxide CHEBI:132848 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/522514 Lauric Anhydride CHEBI:132849 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/69527 trifloroside (4aS,5R,6S)-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl 2,3,6-tri-O-acetyl-4-O-[3-(beta-D-glucopyranosyloxy)-2-hydroxybenzoyl]-beta-D-glucopyranoside 782.697 A secoiridoid glycoside that is (4aS,5R,6R)-6-hydroxy-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one in which the hydroxy group has been converted to the corresponding 2,3,6-tri-O-acetyl-beta-D-glucoside, the 4-hydroxy group of which has been esterified by formal condensation with the carboxy group of 2,3-dihydroxybenzoic acid 3-beta-D-glucoside. It is a component of Gentiana scabra root extract, which is used as an internal remedy in traditional Korean medicine for the treatment of diabetes mellitus. C35H42O20 CAS:53823-10-2 CHEBI:132850 InChI=1S/C35H42O20/c1-5-17-18-9-10-46-31(44)20(18)12-48-33(17)55-35-30(50-16(4)39)29(49-15(3)38)28(23(53-35)13-47-14(2)37)54-32(45)19-7-6-8-21(24(19)40)51-34-27(43)26(42)25(41)22(11-36)52-34/h5-8,12,17-18,22-23,25-30,33-36,40-43H,1,9-11,13H2,2-4H3/t17-,18+,22-,23-,25-,26+,27-,28-,29+,30-,33+,34-,35+/m1/s1 KNApSAcK:C00010796 O1[C@@H](O[C@@H]2OC=C3[C@]([C@H]2C=C)(CCOC3=O)[H])[C@H](OC(=O)C)[C@@H](OC(=O)C)[C@H](OC(=O)C4=C(O)C(O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O)CO)=CC=C4)[C@H]1COC(=O)C PMCID:PMC4131568 PMID:12822897 PMID:17221438 PMID:17404979 PMID:23599008 PMID:26129938 PMID:9396170 PMID:9397205 PMID:9611826 RMBMLYUFYBZPCX-XQARLGSBSA-N Reaxys:7970578 chebi_ontology Roburic Acid CHEBI:132851 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/12315005 lespedezol D1 (6aR,11aR)-8-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol 286.280 A member of the class of pterocarpans that is (6aR,11aR)-3,9-dihydroxypterocarpan in which the hydrogen at position 8 has been replaced by a methoxy group. C12=CC(=C(C=C1O[C@@]3([C@]2(COC4=C3C=CC(=C4)O)[H])[H])O)OC C16H14O5 CHEBI:132852 InChI=1S/C16H14O5/c1-19-15-5-10-11-7-20-13-4-8(17)2-3-9(13)16(11)21-14(10)6-12(15)18/h2-6,11,16-18H,7H2,1H3/t11-,16-/m0/s1 NYGZYUAVZPIKBZ-ZBEGNZNMSA-N Reaxys:5595634 Wikipedia:Kushenin chebi_ontology kushenin lespedezol D1 acteoside 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside 2-(3,4-dihydroxyphenyl)ethyl 3-O-(alpha-L-rhamnopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside 624.588 A glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid. C29H36O15 CAS:61276-17-3 CHEBI:132853 CHEBI:9953 FBSKJMQYURKNSU-ZLSOWSIRSA-N HMDB:HMDB34843 InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1 KEGG:C10501 KNApSAcK:C00002783 PMID:10432210 PMID:25628651 PMID:25900014 PMID:25900087 PMID:26427909 PMID:26453510 PMID:26700563 PMID:26827721 PMID:26856531 PMID:26981096 PMID:26990576 PMID:27096224 PMID:27125592 PMID:27191581 PMID:27223850 PMID:27326537 PMID:27428333 Reaxys:1278646 Wikipedia:Verbascoside [C@H]1([C@H]([C@@H](O[C@@H]([C@H]1OC(/C=C/C=2C=CC(=C(C2)O)O)=O)CO)OCCC=3C=C(C(=CC3)O)O)O)O[C@@H]4O[C@H]([C@@H]([C@H]([C@H]4O)O)O)C chebi_ontology kusaginin verbascoside 9-hydroxyundec-10-enoic acid 200.275 A hydroxy monounsaturated fatty acid that is undec-10-enoic acid which is substituted by a hydroxy group at position 9. It has been isolated from the leaves of Corchorus olitorius, also known as the medicinal foodstuff moroheiya. C(CCCCCCCC(C=C)O)(O)=O C11H20O3 CHEBI:132854 CJUFNYIRKDOQMC-UHFFFAOYSA-N InChI=1S/C11H20O3/c1-2-10(12)8-6-4-3-5-7-9-11(13)14/h2,10,12H,1,3-9H2,(H,13,14) Reaxys:1774484 chebi_ontology corchorifatty acid E Viscumneoside I CHEBI:132856 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/42608078 Viscumneoside III CHEBI:132857 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/195287 Viscumneoside IV CHEBI:132858 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/5492426 Viscumneoside V CHEBI:132859 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/195288 Viscumneoside VI CHEBI:132860 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3082946 Viscumneoside VII CHEBI:132861 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/5748462 coriatin (1S,2R,3S,5R,6R,7R,9S,12S)-2-hydroxy-12-(2-hydroxypropan-2-yl)-7-methyl-11H-spiro[4,10-dioxatetracyclo[7.2.1.0(2,7).0(3,5)]dodecane-6,2'-oxiran]-11-one 296.316 A sesquiterpene lactone containing two epoxide groups and two tertiary hydroxy groups that has been isolated from the roots of Coriaria nepalensis. C15H20O6 CHEBI:132863 InChI=1S/C15H20O6/c1-12(2,17)7-6-4-13(3)14(5-19-14)9-10(21-9)15(13,18)8(7)11(16)20-6/h6-10,17-18H,4-5H2,1-3H3/t6-,7+,8+,9+,10-,13-,14+,15-/m0/s1 LGZSARJAXHVXEV-YEJVQPDVSA-N PMID:12016873 PMID:24467533 [C@@]12([C@]([C@]3(C(O[C@@](C1)([C@]3(C(O)(C)C)[H])[H])=O)[H])([C@@H]4[C@H]([C@@]25OC5)O4)O)C chebi_ontology Corianin CHEBI:132864 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10880921 Kaurenoic Acid CHEBI:132865 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/73062 Deoxyfuconojirimycin CHEBI:132866 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/122618 1-DEOXYNOJIRIMYCIN CHEBI:132867 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/29435 cyclomorusin A 418.440 6,11-dihydroxy-3,3-dimethyl-8-(2-methylprop-1-en-1-yl)-3H,7H,8H-chromeno[4,3-b]pyrano[2,3-h]chromen-7-one An extended flavonoid that is cyclomulberrin in which the hydroxy group at position 10 has undergone oxidative cyclisation to position 3 of the 3-methylbut-2-en-1-yl substituent, with migration of the double bond into conjugation with the aromatic ring. It is a moderate inhibitor of acetylcholinesterase (IC50 = 16.2 - 36.6 muM), and a strong inhibitor of platelet-activating factor (PAF; 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) induced platelet aggregation. C25H22O6 CAS:62596-34-3 CHEBI:132868 GDQXJMLXEYSICD-UHFFFAOYSA-N InChI=1S/C25H22O6/c1-12(2)9-19-21-22(28)20-16(27)11-18-15(7-8-25(3,4)31-18)23(20)30-24(21)14-6-5-13(26)10-17(14)29-19/h5-11,19,26-27H,1-4H3 O1C=2C3=C(OC(C=C3)(C)C)C=C(O)C2C(=O)C=4C(OC5=C(C14)C=CC(O)=C5)C=C(C)C PMID:12648543 PMID:12662107 PMID:15884809 PMID:15885940 PMID:17396934 PMID:17405024 PMID:18330242 PMID:18608767 PMID:19149258 PMID:21434689 PMID:22145117 PMID:24381530 PMID:24494557 PMID:25981820 PMID:7903365 PMID:8435100 Reaxys:1442991 chebi_ontology cyclomorusin cyclomulberrin 3,8,10-trihydroxy-11-(3-methylbut-2-en-1-yl)-6-(2-methylprop-1-en-1-yl)-6H,7H-chromeno[4,3-b]chromen-7-one 420.455 A extended flavonoid that is 6H,7H-chromeno[4,3-b]chromen-7-one which is substituted by a 2-methylprop-1-en-1-yl group at position 6, a 3-methylbut-2-en-1-yl group at position 11, and hydroxy groups at positions 3, 8, and 10. It is found in the bark of Morus species and has been reported to protect human neuronal cells derived from the human neuroblastoma SH-SY5Y cell line. C25H24O6 CAS:19275-51-5 CC(C)=CCC=1C(=CC(=C2C(C=3C(C=C(C)C)OC=4C=C(C=CC4C3OC12)O)=O)O)O CHEBI:132869 HMDB:HMDB30688 InChI=1S/C25H24O6/c1-12(2)5-7-15-17(27)11-18(28)21-23(29)22-20(9-13(3)4)30-19-10-14(26)6-8-16(19)25(22)31-24(15)21/h5-6,8-11,20,26-28H,7H2,1-4H3 KNApSAcK:C00004061 PMID:19149258 PMID:20815207 PMID:22297755 PMID:7903365 PMID:8435100 Reaxys:1631347 SYFDWXWLRGHYAJ-UHFFFAOYSA-N chebi_ontology (-)-homalomenol C 254.366 An organic heterotricyclic compound and sesquiterpenoid that is 11-oxatricyclo[5.3.1.0(2,6)]undecane-1,8-diol which is substituted by methyl groups at positions 5 and 8, and by an isopropyl group at position 5. The absolute stereochemistry is not known; it is either 1R,2S,5R,6R,7R,8R (as shown), or the enantiomer. C15H26O3 CHEBI:132870 DHUDRGOPTAAHRB-ARSDKDGVSA-N InChI=1S/C15H26O3/c1-9(2)10-5-6-13(3)11(10)12-14(4,16)7-8-15(13,17)18-12/h9-12,16-17H,5-8H2,1-4H3/t10-,11+,12-,13+,14-,15-/m1/s1 KNApSAcK:C00033918 Reaxys:5426860 [C@@]12([C@](CC[C@]([C@@]3([C@]1([C@](CC3)(C(C)C)[H])[H])C)(O2)O)(C)O)[H] chebi_ontology homalomenol C rel-(1R,2S,5R,6R,7R,8R)-5-isopropyl-2,8-dimethyl-11-oxatricyclo[5.3.1.0(2,6)]undecane-1,8-diol (-)-homalomenol D 238.366 An organic heterotricyclic compound and sesquiterpenoid that is 11-oxatricyclo[5.3.1.0(2,6)]undecan-8-ol which is substituted by methyl groups at positions 2 and 8, and by an isopropyl group at position 5. The absolute stereochemistry is not known; it is either 1R,2R,5S,6S,7R,8R (as shown), or the enantiomer. C15H26O2 CHEBI:132871 InChI=1S/C15H26O2/c1-9(2)10-5-7-14(3)11-6-8-15(4,16)13(17-11)12(10)14/h9-13,16H,5-8H2,1-4H3/t10-,11+,12+,13+,14-,15+/m0/s1 Reaxys:5425478 YEBFCABPNPSILV-RUDNTAQLSA-N [C@@]12([C@](CC[C@]([C@]3([C@@]1([C@@](CC3)(C(C)C)[H])[H])C)(O2)[H])(C)O)[H] chebi_ontology homalomenol D rel-(1R,2R,5S,6S,7R,8R)-5-isopropyl-2,8-dimethyl-11-oxatricyclo[5.3.1.0(2,6)]undecan-8-ol fangchinoline (+)-fangchinoline (+)-limacine (1beta)-2,2'-dimethyl-6,6',12-trimethoxyberbaman-7-ol (1beta)-6,6',12-trimethoxy-2,2'-dimethylberbaman-7-ol 608.725 7-O-demethyltetrandrine A bisbenzylisoquinoline alkaloid that is (1beta)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from Stephania tetrandra, it has been found to possess neuroprotective and anti-tumour activity. C37H40N2O6 CAS:436-77-1 CHEBI:132893 IIQSJHUEZBTSAT-VMPREFPWSA-N InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1 O1C=2C=C3C(=CC2OC)CCN([C@H]3CC4=CC=C(OC=5C=C(C[C@@]6(N(CCC=7C6=C1C(O)=C(OC)C7)C)[H])C=CC5OC)C=C4)C PMID:18161288 PMID:19428795 PMID:19764054 PMID:20030508 PMID:20208355 PMID:21418191 PMID:22130369 PMID:22720080 PMID:23112944 PMID:23401195 PMID:23452799 PMID:23596478 PMID:24568493 PMID:24856768 PMID:25539072 PMID:25645647 PMID:25754692 PMID:25872479 PMID:26408176 PMID:26512898 PMID:26893655 Reaxys:78975 Wikipedia:Fangchinoline chebi_ontology cassameridine 319.268 8H-bis[1,3]benzodioxolo[6,5,4-de:5',6'-g]quinolin-8-one ANNPRBPTCAXMQI-UHFFFAOYSA-N An oxoaporphine alkaloid that is 7H-dibenzo[de,g]quinolin-7-one which is substituted by methylenedioxy grups at the 1,2 and 9,10 positions. Compared with liriodenine, which lacks the 9,10-methylenedioxy group, cassameridine displays only moderate antifungal activity. C18H9NO5 C=12C(C3=NC=CC4=CC5=C(C(C1C=C6C(=C2)OCO6)=C34)OCO5)=O CHEBI:132894 InChI=1S/C18H9NO5/c20-17-10-5-12-11(21-6-22-12)4-9(10)15-14-8(1-2-19-16(14)17)3-13-18(15)24-7-23-13/h1-5H,6-7H2 KNApSAcK:C00025782 PMID:7420287 Reaxys:1088882 cassameridin chebi_ontology oxofangchirine 6,6',7,12-tetramethoxy-2-methyl-1',2',3',4'-tetradehydroberbaman-15'-one 618.676 A bisbenzylisoquinoline alkaloid that is 1',2',3',4'-tetradehydroberbaman which has been substituted by a methyl group at position 2, methoxy groups at positions 6, 6', 7, and 12, and an oxo group at the 15' position. Isolated from Stephania tetrandra. C37H34N2O7 CAS:102516-53-0 CHEBI:132895 INUHRHLZFLIFNB-UHFFFAOYSA-N InChI=1S/C37H34N2O7/c1-39-15-13-24-19-32(43-4)36(44-5)37-33(24)27(39)16-21-6-11-28(41-2)30(17-21)45-25-9-7-22(8-10-25)35(40)34-26-20-31(46-37)29(42-3)18-23(26)12-14-38-34/h6-12,14,17-20,27H,13,15-16H2,1-5H3 KNApSAcK:C00025994 O1C=2C=C3C(=CC2OC)C=CN=C3C(=O)C4=CC=C(OC=5C=C(CC6N(CCC=7C6=C1C(OC)=C(OC)C7)C)C=CC5OC)C=C4 PMID:3728032 chebi_ontology 22108-99-2 CHEBI:132896 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/161379 stephanthrine BETA-TERPINEOL CHEBI:132899 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/8748 (+)-homalomenol A (1R,3aR,4R,7S,7aR)-3a,7-dimethyl-1-(2-methylprop-1-en-1-yl)octahydro-1H-indene-4,7-diol 238.366 A sesquiterpenoid that is perhydroindane which is substituted by a (2-methylprop-1-en-1-yl) group at position 1, methyl groups at positions 3a and 7, and hydroxy groups at positions 4 and 7 (the 1R,3aR,4R,7S,7aR stereoisomer). C15H26O2 CAS:145400-03-9 CHEBI:132900 FKMCEEHVCIIPLE-ZSAUSMIDSA-N InChI=1S/C15H26O2/c1-10(2)9-11-5-7-14(3)12(16)6-8-15(4,17)13(11)14/h9,11-13,16-17H,5-8H2,1-4H3/t11-,12-,13-,14+,15+/m1/s1 PMID:1368861 PMID:17511005 PMID:18975180 Reaxys:5810527 [C@@]12([C@@H](CC[C@@]([C@@]1([C@H](CC2)C=C(C)C)[H])(O)C)O)C chebi_ontology homalomenol A (+)-homalomenol B (1R,3aR,4R,7S,7aR)-3a,7-dimethyl-1-(2-methylprop-2-en-1-yl)octahydro-1H-indene-4,7-diol 238.366 A sesquiterpenoid that is (+)-homalomenol A in which the double bond of the 2-methylpropen-1-yl group has migrated from the 1-2 position to the 2-3 position. C15H26O2 CAS:145400-04-0 CHEBI:132901 InChI=1S/C15H26O2/c1-10(2)9-11-5-7-14(3)12(16)6-8-15(4,17)13(11)14/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12-,13-,14+,15+/m1/s1 PECCCWAOADXQBC-ZSAUSMIDSA-N PMID:1368861 Reaxys:5810044 [C@@]12([C@@H](CC[C@@]([C@@]1([C@H](CC2)CC(C)=C)[H])(O)C)O)C chebi_ontology homalomenol B 1,4,7-Eudesmanetriol 1beta,4beta,7alpha-trihydroxyeudesmane CHEBI:132902 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/101634632 oplodiol (-)-oplodiol (1S,4R,4aR,8aR)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,5,8,8a-octahydronaphthalene-1,4-diol 238.366 C15H26O2 CHEBI:132903 InChI=1S/C15H26O2/c1-10(2)11-5-7-14(3)12(9-11)15(4,17)8-6-13(14)16/h5,10,12-13,16-17H,6-9H2,1-4H3/t12-,13-,14-,15+/m1/s1 KNApSAcK:C00012788 PMID:10643672 PMID:15139145 PMID:18649899 PMID:19370929 PMID:19735040 SOZSXJHFVBBAOY-TUVASFSCSA-N [1S-(1alpha,4alpha,4aalpha,8abeta)]-1,2,3,4,4a,5,8,8a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-1,4-naphthalenediol [C@@]12([C@@H](CC[C@@]([C@@]1(CC(=CC2)C(C)C)[H])(O)C)O)C chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/12313756 bullatantriol (+)-bullatantriol (1R,3aR,4R,7S,7aR)-1-(2-hydroxy-2-methylpropyl)-3a,7-dimethyloctahydro-1H-indene-4,7-diol 256.382 A sesqiterpenoid that is octahydro-1H-indene which is substituted by a 2-hydroxy-2-methylpropyl group at position 1, methyl groups at positions 3a and 7, and hydroxy groups at positions 4 and 7 (the 1R,3aR,4R,7S,7aR stereoisomer). It has been isolated from various Homalomena species. C15H28O3 CHEBI:132904 InChI=1S/C15H28O3/c1-13(2,17)9-10-5-7-14(3)11(16)6-8-15(4,18)12(10)14/h10-12,16-18H,5-9H2,1-4H3/t10-,11-,12-,14+,15+/m1/s1 JQHTXZNYHSCIFE-FPVZYODXSA-N PMID:1368861 PMID:17511005 PMID:18649899 PMID:23373216 Reaxys:5808002 [C@@]12([C@@H](CC[C@@]([C@@]1([C@H](CC2)CC(O)(C)C)[H])(O)C)O)C chebi_ontology alpha-Cadinol CHEBI:132905 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/10398656 T-Muurolol CHEBI:132906 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/3084331 Mucrolidin CHEBI:132907 chebi_ontology https://pubchem.ncbi.nlm.nih.gov/compound/14864716 aspartate CHEBI:132943 aspartate anion aspartic acid anion chebi_ontology octadec-9-enoate 281.454 9-octadecenoate An octadecenoate in which the double bond is at C-9. C(=CCCCCCCCC)CCCCCCCC(=O)[O-] C18:1, n-9(1-) C18H33O2 CHEBI:132944 Delta(9)-octadecenoate InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/p-1 ZQPPMHVWECSIRJ-UHFFFAOYSA-M chebi_ontology octadec-9-enoate tartrate A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of any tartaric acid. CHEBI:132950 CHEBI:35396 chebi_ontology tartaric acid anion tartaric acid anions tartrate tartrate anion tartrate anions tartrates oxalate A dicarboxylic acid anion obtained by deprotonation of at least one of the carboxy groups of oxalic acid. CHEBI:132952 chebi_ontology ethanedioic acid anion ethanedioic acid anions oxalate anion oxalate anions oxalates oxalic acid anion oxalic acid anions oxoaporphine alkaloid Any benzylisoquinoline alkaloid that has a 7-keto-4H-dibenzo[de,g]quinoline skeleton. They are found in members of the Anonacea, Aracea, Hernandiaceae, Lauraceae, Magnoliaceae, Menispermaceae, Monimiaceae, Papaveraceae, and Ranunculaceae families. CHEBI:132998 chebi_ontology oxoaporphine alkaloids bisbenzylisoquinoline alkaloid A type of benzylisoquinoline alkaloid whose structures are built up of two benzylisoquinoline units linked by ether bridges. Various structural patterns resulting from additional bridging between the two units by direct carbon-carbon bridging or by methylenedioxy groups are common. CHEBI:133004 PMID:1955879 PMID:2191354 PMID:3323421 bis(benzylisoquinoline) alkaloid bis(benzylisoquinoline) alkaloids bis-benzylisoquinoline alkaloid bis-benzylisoquinoline alkaloids bisbenzylisoquinoline alkaloids chebi_ontology diterpene triepoxide A diterpenoid compound that contains three epoxide groups. CHEBI:133018 Patent:US2002068098 chebi_ontology diterpene triepoxides spiro-epoxide An oxaspiro compound in which a carbon atom of an epoxide ring is the only common member of two rings. CHEBI:133131 chebi_ontology spiro-epoxides spiroepoxide spiroepoxides chromenochromene Any organic heteroolycyclic compound whose skeleton two ortho-fused chromene rings, and their derivatives. CHEBI:133135 chebi_ontology chromenochromenes undecenal 168.276 A monounsaturated fatty acid aldehyde that is undecanal which has undergone formal dehydrogenation to introduce a double bond at unspecified position. C11H20O CHEBI:133150 chebi_ontology 2-undecenal 168.276 An undecenal that has formula C11H20O. C(CCCCCCC)C(=CC=O)[H] C11H20O CAS:2463-77-6 CHEBI:133173 InChI=1S/C11H20O/c1-2-3-4-5-6-7-8-9-10-11-12/h9-11H,2-8H2,1H3 PANBRUWVURLWGY-UHFFFAOYSA-N chebi_ontology undec-2-enal saturated dicarboxylic acid dianion(2-) 88.019 A carboxylic acid dianion obtained by deprotonation of both carboxy groups of any dicarboxylic acid that contains no carbon-carbon double bonds. C2O4R CHEBI:133291 [O-]C(*C([O-])=O)=O a saturated dicarboxylic acid chebi_ontology saturated dicarboxylate(2-) oxo dicarboxylic acid dianion Any dicarboxylic acid dianion carrying one or more oxo groups. CHEBI:133294 chebi_ontology oxo dicarboxylic acid glycol A diol in which the two hydroxy groups are on different carbon atoms, usually but not necessarily adjacent. CHEBI:13643 Glykol a glycol chebi_ontology glycols carbamate 60.03212 An amino-acid anion that has formula CH2NO2. Beilstein:3903503 CAS:302-11-4 CH2NO2 CHEBI:13941 Carbamat Gmelin:239604 InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)/p-1 KXDHJXZQYSOELW-UHFFFAOYSA-M Karbamat NC([O-])=O carbamate carbamate ion carbamic acid, ion(1-) chebi_ontology glutamate(1-) 146.12136 2-ammoniopentanedioate An alpha-amino-acid anion that is the conjugate base of glutamic acid, having anionic carboxy groups and a cationic amino group C5H8NO4 CHEBI:14321 Gmelin:327908 InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1 WHUUTDBJXJRKMK-UHFFFAOYSA-M [NH3+]C(CCC([O-])=O)C([O-])=O chebi_ontology glutamate glutamate(1-) glutamic acid monoanion hydrogen glutamate retinal 284.43572 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal An enal that consists of 3,7-dimethyl-9-nona-2,4,6,8-tetraenal (double bond geometry unspecified) carrying a 2,6,6-trimethylcyclohex-1-en-1-yl group at the 9-position. C20H28O CHEBI:15035 InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3 MetaCyc:Retinals NCYCYZXNIZJOKI-UHFFFAOYSA-N Reaxys:2055098 [H]C(=O)C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C chebi_ontology retinal retinoate 299.42718 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate A retinoid that has formula C20H27O2. C20H27O2 CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC([O-])=O CHEBI:15036 InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/p-1 SHGAZHPCJJPHSC-UHFFFAOYSA-M chebi_ontology retinoate selenide 78.96000 An elemental selenium that has formula Se. CAS:22541-48-6 CHEBI:15076 Gmelin:85522 HMUBNCUQSSTAIB-UHFFFAOYSA-N InChI=1S/Se/q-2 Se Se(2-) [Se--] chebi_ontology selanediide selenide selenide(2-) tartrate(2-) 148.07096 Beilstein:5740673 C4H4O6 CHEBI:15193 chebi_ontology rel-(2R,3R)-2,3-dihydroxybutanedioate acceptor A A molecular entity that can accept an electron, a pair of electrons, an atom or a group from another molecular entity. Acceptor Akzeptor CHEBI:13699 CHEBI:15339 CHEBI:2377 Hydrogen-acceptor KEGG:C00028 KEGG:C16722 Oxidized donor accepteur acceptor chebi_ontology beta-D-glucosiduronic acid A glucosiduronic acid resulting from the formal condensation of any substance with beta-D-glucuronic acid to form a glycosidic bond. Acceptor beta-D-glucuronoside C6H9O7R CHEBI:10404 CHEBI:13701 CHEBI:15341 CHEBI:22803 Glucuronide KEGG:C03033 beta-D-Glucuronide beta-D-Glucuronoside beta-D-glucosiduronic acids beta-D-glucuronides beta-D-glucuronosides chebi_ontology 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} 3'-phosphoadenosine-(5')diphospho(4')pantatheine 767.53540 A thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit. Beilstein:77809 C21H36N7O16P3S CAS:85-61-0 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:13294 CHEBI:13295 CHEBI:13298 CHEBI:15346 CHEBI:23355 CHEBI:3771 CHEBI:41597 CHEBI:41631 CHEBI:741566 COENZYME A CoA CoA-SH CoASH Coenzym A Coenzyme A DrugBank:DB01992 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 KEGG:C00010 KNApSAcK:C00007258 Koenzym A PDBeChem:COA PDBeChem:COZ PMID:11923312 PMID:13025483 PMID:15014152 PMID:15893380 PMID:18407920 PMID:19666462 PMID:20351285 PMID:2981478 PMID:7310833 RGJOEKWQDUBAIZ-IBOSZNHHSA-N Wikipedia:Coenzyme_A [(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_ontology choline 104.17080 2-hydroxy-N,N,N-trimethylethanaminium A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function. Beilstein:1736748 Bilineurine C5H14NO CAS:62-49-7 CHEBI:13985 CHEBI:15354 CHEBI:23212 CHEBI:3665 CHEBI:41524 CHOLINE ION C[N+](C)(C)CCO Choline DrugBank:DB00122 ECMDB:ECMDB00097 Gmelin:324597 HMDB:HMDB00097 InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 KEGG:C00114 KEGG:D07690 KNApSAcK:C00007298 MetaCyc:CHOLINE N,N,N-trimethylethanol-ammonium N-trimethylethanolamine OEYIOHPDSNJKLS-UHFFFAOYSA-N 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 chebi_ontology choline trimethylethanolamine acetylcholine 146.20748 2-acetyloxy-N,N,N-trimethylethanaminium ACETYLCHOLINE ACh Acetylcholine Actylcholine is an ester of acetic acid and choline, which acts as a neurotransmitter. Azetylcholin Beilstein:1764436 C7H16NO2 CAS:51-84-3 CC(=O)OCC[N+](C)(C)C CHEBI:12686 CHEBI:13715 CHEBI:15355 CHEBI:22197 CHEBI:2416 CHEBI:40559 DrugBank:DB03128 Gmelin:326108 InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1 KEGG:C01996 LINCS:LSM-5888 O-Acetylcholine OIPILFWXSMYKGL-UHFFFAOYSA-N PDBeChem:ACH PMID:14764638 PMID:15014918 PMID:15231705 PMID:15361288 PMID:18050502 PMID:18407448 PMID:19255787 PMID:20963497 PMID:21130809 PMID:21246223 PMID:21545631 PMID:21601579 Wikipedia:Acetylcholine acetylcholine chebi_ontology choline acetate cysteine 121.15922 2-Amino-3-mercaptopropionic acid 2-amino-3-mercaptopropanoic acid 2-amino-3-sulfanylpropanoic acid A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3. Beilstein:1721406 C C3H7NO2S CAS:3374-22-9 CHEBI:14061 CHEBI:15356 CHEBI:23508 CHEBI:4050 Cys Cystein Cysteine Gmelin:2933 Hcys InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) KEGG:C00736 KNApSAcK:C00001351 KNApSAcK:C00007323 NC(CS)C(O)=O PMID:17439666 PMID:25181601 Reaxys:1721406 Wikipedia:Cysteine XUJNEKJLAYXESH-UHFFFAOYSA-N Zystein chebi_ontology cisteina cysteine acetic acid 60.05200 A simple monocarboxylic acid containing two carbons. ACETIC ACID AcOH Acetic acid Beilstein:506007 C2H4O2 CAS:64-19-7 CC(O)=O CH3-COOH CH3CO2H CHEBI:15366 CHEBI:22169 CHEBI:2387 CHEBI:40486 E 260 E-260 E260 Essigsaeure Ethanoic acid Ethylic acid Gmelin:1380 HMDB:HMDB00042 HOAc INS No. 260 InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) KEGG:C00033 KEGG:D00010 KNApSAcK:C00001176 LIPID_MAPS_instance:LMFA01010002 MeCO2H MeCOOH MetaCyc:ACET Methanecarboxylic acid PDBeChem:ACT PDBeChem:ACY PMID:12005138 PMID:15107950 PMID:16630552 PMID:16774200 PMID:17190852 PMID:19416101 PMID:19469536 PMID:22153255 PMID:22173419 QTBSBXVTEAMEQO-UHFFFAOYSA-N Reaxys:506007 Wikipedia:Acetic_acid acetic acid acide acetique chebi_ontology ethoic acid all-trans-retinoic acid (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid (ECL) 300.43512 A retinoic acid in which all four exocyclic double bonds have E- (trans-) geometry. AGN 100335 Acide retinoique (French) (DSL) Beilstein:2057223 C20H28O2 CAS:302-79-4 CC(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(C)=C/C(O)=O CHEBI:15367 CHEBI:45376 CHEBI:8815 DrugBank:DB00755 HMDB:HMDB01852 InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+ KEGG:C00777 KEGG:D00094 LIPID_MAPS_instance:LMPR01090019 PDBeChem:REA PMID:11073974 PMID:11214352 PMID:11332619 PMID:11343416 PMID:11437362 PMID:11556813 PMID:11722649 PMID:11896294 PMID:11904404 PMID:14581379 PMID:14605492 PMID:14627725 PMID:14704332 PMID:14705145 PMID:14978018 PMID:15194426 PMID:15318809 PMID:15327395 PMID:15359008 PMID:15376324 PMID:15476854 PMID:15537748 PMID:15539337 PMID:15675886 PMID:15839997 PMID:16569247 PMID:16685080 PMID:16688769 PMID:16720557 PMID:16819260 PMID:16847436 PMID:16920920 PMID:17073551 PMID:17166212 PMID:17204142 PMID:18052213 PMID:18085670 PMID:18162363 PMID:18183617 PMID:18318655 PMID:18322276 PMID:18400206 PMID:18404486 PMID:18440196 PMID:18678272 PMID:18819820 PMID:18977311 PMID:19112091 PMID:19144697 PMID:19427305 PMID:19587328 PMID:19597529 PMID:19814868 PMID:19841174 PMID:21898109 PMID:21924320 PMID:21993673 PMID:22134377 PMID:22177959 PMID:22180426 PMID:22244299 PMID:22261335 PMID:22428994 PMID:22514600 PMID:22532966 PMID:22534100 PMID:22538278 PMID:22741806 RETINOIC ACID Reaxys:2057223 Renova Retin-A Retinoic acid Retisol-A Ro 1-5488 SHGAZHPCJJPHSC-YCNIQYBTSA-N Stieva-A Tretin M Tretinoine (French) (EINECS) Vesanoid Vitamin A acid Wikipedia:Tretinoin all-(E)-Retinoic acid all-trans-Retinoic acid all-trans-Tretinoin all-trans-Vitamin A acid all-trans-Vitamin A1 acid all-trans-beta-Retinoic acid beta-Retinoic acid chebi_ontology trans-Retinoic acid tretinoin limonene (+-)-(RS)-limonene (+/-)-limonene 1,8-p-menthadiene 1-methyl-4-(1-methylethenyl)cyclohexene 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene 136.23404 4-isopropenyl-1-methylcyclohexene A monoterpene that is cyclohex-1-ene substituted by a methyl group at position 1 and a prop-1-en-2-yl group at position 4 respectively. C10H16 CAS:138-86-3 CAS:7705-14-8 CC(=C)C1CCC(C)=CC1 CHEBI:14506 CHEBI:15384 CHEBI:18466 CHEBI:6463 Cajeputene Dipentene InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3 KEGG:C06078 KNApSAcK:C00000823 KNApSAcK:C00003043 Kautschin Limonene Reaxys:774123 UM-BBD_compID:c0626 XMGQYMWWDOXHJM-UHFFFAOYSA-N chebi_ontology dl-Limonene limonene p-mentha-1,8-diene (+)-delta-cadinene (+)-delta-Cadinene (1S,8aR)-4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene (1S,8aR)-delta-cadinene 204.35106 A member of the cadinene family of sesquiterpenes in which the double bonds are located at the 4-4a and 7-8 positions, and in which the isopropyl group at position 1 is cis to the hydrogen at the adjacent bridgehead carbon (the 1S,8aR-enantiomer). C15H24 CAS:483-76-1 CHEBI:10750 CHEBI:15385 CHEBI:18458 CHEBI:56 FUCYIEXQVQJBKY-ZFWWWQNUSA-N InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13,15H,5-8H2,1-4H3/t13-,15-/m0/s1 KEGG:C06394 KNApSAcK:C00007636 LIPID_MAPS_instance:LMPR0103330001 MetaCyc:CPD-1722 [H][C@@]12C=C(C)CCC1=C(C)CC[C@H]2C(C)C cadina-1(10),4-diene chebi_ontology delta-amorphene delta-cadinene glycine 75.06664 Aminoacetic acid Aminoessigsaeure Beilstein:635782 C2H5NO2 CAS:56-40-6 CHEBI:10792 CHEBI:14344 CHEBI:15428 CHEBI:24368 CHEBI:42964 CHEBI:5460 DHMQDGOQFOQNFH-UHFFFAOYSA-N DrugBank:DB00145 ECMDB:ECMDB00123 G GLYCINE Gly Glycin Glycine Glycocoll Glykokoll Glyzin Gmelin:1808 H2N-CH2-COOH HMDB:HMDB00123 Hgly InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) KEGG:C00037 KEGG:D00011 KNApSAcK:C00001361 Leimzucker MetaCyc:GLY NCC(O)=O 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 The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain. Wikipedia:Glycine YMDB:YMDB00016 aminoacetic acid aminoethanoic acid chebi_ontology glycine squalene (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene (all-E)-2,6,10,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaene 410.71800 A triterpene consisting of 2,6,10,15,19,23-hexamethyltetracosane having six double bonds at the 2-, 6-, 10-, 14-, 18- and 22-positions with (all-E)-configuration. Beilstein:1728920 C30H50 CAS:111-02-4 CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C CHEBI:10795 CHEBI:10843 CHEBI:15104 CHEBI:15440 CHEBI:26746 CHEBI:9245 InChI=1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+ KEGG:C00751 KNApSAcK:C00003755 LIPID_MAPS_instance:LMPR0106010002 PMID:16341241 PMID:24362891 Spinacene Squalene Supraene YYGNTYWPHWGJRM-AAJYLUCBSA-N chebi_ontology squalene 3-oxo-fatty acyl-CoA 3-Oxoacyl-CoA 3-oxo fatty acyl-CoAs 3-oxo fatty acyl-coenzyme A 836.57300 An oxo fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of any 3-oxo-fatty acid.. C24H37N7O18P3SR 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)CC([*])=O CHEBI:11868 CHEBI:13606 CHEBI:15489 CHEBI:1629 CHEBI:20161 KEGG:C00264 PMID:11315193 PMID:11418601 PMID:11879205 PMID:7957058 PMID:8541311 chebi_ontology malate(2-) 132.07156 2-hydroxybutanedioate A C4-dicarboxylate resulting from deprotonation of both carboxy groups of malic acid. BJEPYKJPYRNKOW-UHFFFAOYSA-L Beilstein:3664410 C4H4O5 CAS:149-61-1 CHEBI:14556 CHEBI:15595 CHEBI:25114 Gmelin:327305 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2 KEGG:C00711 OC(CC([O-])=O)C([O-])=O PMID:17190852 Reaxys:3664410 chebi_ontology hydroxybutanedioic acid, ion(2-) mal malate anion malate dianion (+)-catechin (+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol (+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol (+)-Catechin (+)-Catechol (+)-Cyanidan-3-ol (2R,3S)-(+)-Catechin (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-chromene-3,5,7-triol (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol (2R,3S)-Catechin (2R,3S)-catechin (2R-trans)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-Benzopyran-3,5,7-triol 290.26810 C15H14O6 CAS:154-23-4 CHEBI:10862 CHEBI:15600 CHEBI:18 CHEBI:18443 Cianidanol Cyanidanol D-Catechin HMDB:HMDB02780 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1 KEGG:C06562 KNApSAcK:C00000947 LIPID_MAPS_instance:LMPK12020001 MetaCyc:CPD-1961 O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1ccc(O)c(O)c1 PDBeChem:KXN PFTAWBLQPZVEMU-DZGCQCFKSA-N PMID:10617953 PMID:11196148 PMID:1502708 PMID:8224433 PMID:9438556 Reaxys:92761 The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. Wikipedia:Catechin catechuic acid chebi_ontology (6aR,11aR)-3,9-dihydroxypterocarpan (6AR,11AR)-3,9-dihydroxypterocarpan (6aR,11aR)-3,9-Dihydroxypterocarpan (6aR,11aR)-3,9-dihydroxypterocarpan (6aR,11aR)-6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromene-3,9-diol (6aR-cis)-6a,11a-Dihydro-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol 256.25338 A pterocarpan that has formula C15H12O4. C15H12O4 CAS:61135-91-9 CHEBI:10934 CHEBI:15648 CHEBI:18599 CHEBI:259 InChI=1S/C15H12O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,12,15-17H,7H2/t12-,15-/m0/s1 KEGG:C04271 ODMIEGVTNZNSLD-WFASDCNBSA-N [H][C@@]12COc3cc(O)ccc3[C@]1([H])Oc1cc(O)ccc21 chebi_ontology 2,3-dihydroxybutanedioic acid (+)-Tartaric acid (2R,3R)-Tartaric acid (R,R)-Tartrate 150.08684 2,3-dihydroxybutanedioic acid 2,3-dihydroxysuccinic acid A tetraric acid that is butanedioic acid substituted by hydroxy groups at positions 2 and 3. C4H6O6 CAS:87-69-4 CHEBI:15674 CHEBI:9404 FEWJPZIEWOKRBE-UHFFFAOYSA-N Gmelin:27021 InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10) KEGG:C00898 KEGG:D00103 KNApSAcK:C00001206 L-Tartaric acid OC(C(O)C(O)=O)C(O)=O Reaxys:510169 Tartaric acid Wikipedia:Tartaric_Acid chebi_ontology aldose 90.07790 Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals. Aldose C2H4O2(CH2O)n CHEBI:13755 CHEBI:15693 CHEBI:22305 CHEBI:2561 KEGG:C01370 Wikipedia:Aldose aldoses an aldose chebi_ontology L-alpha-amino acid 74.05870 Any alpha-amino acid having L-configuration at the alpha-carbon. C2H4NO2R CHEBI:13072 CHEBI:13243 CHEBI:13797 CHEBI:15705 CHEBI:21224 CHEBI:6175 KEGG:C00151 L-2-Amino acid L-Amino acid L-alpha-amino acid L-alpha-amino acids L-alpha-amino acids N[C@@H]([*])C(O)=O chebi_ontology primary alcohol 1-Alcohol 31.03390 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. CH3OR CHEBI:13676 CHEBI:14887 CHEBI:15734 CHEBI:26262 CHEBI:57489 CHEBI:8406 KEGG:C00226 Primary alcohol [H]C([H])(O)[*] a primary alcohol chebi_ontology primary alcohols formate 45.01744 A monocarboxylic acid anion that is the conjugate base of formic acid. Induces severe metabolic acidosis and ocular injury in human subjects. BDAGIHXWWSANSR-UHFFFAOYSA-M Beilstein:1901205 CAS:71-47-6 CHEBI:14276 CHEBI:15740 CHEBI:24081 CHO2 Gmelin:1006 HCO2 anion HMDB:HMDB00142 InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1 KEGG:C00058 MetaCyc:FORMATE PMID:17190852 PMID:3946945 Reaxys:1901205 UM-BBD_compID:c0106 Wikipedia:Formate [H]C([O-])=O aminate chebi_ontology formate formiate formic acid, ion(1-) formylate hydrogen carboxylate methanoate succinic acid 1,2-ethanedicarboxylic acid 118.08800 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. Beilstein:1754069 Bernsteinsaeure Butandisaeure Butanedionic acid C4H6O4 CAS:110-15-6 CHEBI:15741 CHEBI:22943 CHEBI:26807 CHEBI:45639 CHEBI:9304 Dihydrofumaric acid DrugBank:DB00139 E363 ECMDB:ECMDB00254 Ethylenesuccinic acid Gmelin:2785 HMDB:HMDB00254 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 KEGG:C00042 KNApSAcK:C00001205 LIPID_MAPS_instance:LMFA01170043 MetaCyc:SUC OC(=O)CCC(O)=O PDBeChem:SIN PMID:17439666 Reaxys:1754069 SUCCINIC ACID Succinic acid Wikipedia:Succinic_acid YMDB:YMDB00338 acide butanedioique acide succinique acidum succinicum amber acid asuccin butanedioic acid chebi_ontology spirit of amber succinic acid hexadecanoic acid 1-Pentadecanecarboxylic acid 1-hexyldecanoic acid 16:00 256.42410 A straight-chain, sixteen-carbon, saturated long-chain fatty acid. Beilstein:607489 C16 C16 fatty acid C16:0 C16H32O2 CAS:57-10-3 CCCCCCCCCCCCCCCC(O)=O CH3-[CH2]14-COOH CHEBI:14730 CHEBI:15756 CHEBI:233028 CHEBI:24540 CHEBI:24541 CHEBI:24542 CHEBI:24550 CHEBI:29889 CHEBI:35978 CHEBI:44952 DrugBank:DB03796 Gmelin:190200 HMDB:HMDB00220 Hexadecanoate Hexadecylic acid Hexaectylic acid IPCSVZSSVZVIGE-UHFFFAOYSA-N InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18) KEGG:C00249 KEGG:D05341 KNApSAcK:C00001233 KNApSAcK:C00030479 LIPID_MAPS_instance:LMFA01010001 MetaCyc:PALMITATE PALMITIC ACID PDBeChem:PLM PMID:12492626 PMID:15357969 PMID:1589452 PMID:16509590 PMID:16884313 PMID:17439666 PMID:17502136 PMID:20001317 PMID:22735334 Palmitate Palmitic acid Palmitinic acid Palmitinsaeure Pentadecanecarboxylic acid Reaxys:607489 Wikipedia:Palmitic_acid cetylic acid chebi_ontology hexadecanoic acid hexadecoic acid n-hexadecanoic acid n-hexadecoic acid palmitic acid loganin 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester 390.38234 AGR:IND500719365 AMBQHHVBBHTQBF-UOUCRYGSSA-N An iridoid monoterpenoid isolated from the plant species of the genus Cornus. C17H26O10 CAS:18524-94-2 CHEBI:14525 CHEBI:15771 CHEBI:25069 CHEBI:6513 InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1 KEGG:C01433 KNApSAcK:C00003088 LIPID_MAPS_instance:LMPR0102070001 Loganin MetaCyc:LOGANIN PMID:19666019 PMID:22931211 Reaxys:55724 Wikipedia:Loganin [H][C@]12C[C@H](O)[C@H](C)[C@@]1([H])[C@@H](OC=C2C(=O)OC)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O chebi_ontology loganin methyl (1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate malonate(2-) (-)OOC-CH2-COO(-) 102.04558 A dicarboxylic acid dianion obtained by the deprotonation of the carboxy groups of malonic acid. Beilstein:3904386 C3H2O4 CAS:156-80-9 CHEBI:14563 CHEBI:15792 CHEBI:25130 CHEBI:44151 DrugBank:DB02201 Gmelin:141932 InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)/p-2 KEGG:C00383 MALONATE ION OFOBLEOULBTSOW-UHFFFAOYSA-L PDBeChem:MLI Reaxys:3904386 [O-]C(=O)CC([O-])=O chebi_ontology malo malonate malonic acid, ion(2-) propanedioate propanedioic acid, ion(2-) luteolin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one 286.23630 3',4',5,7-Tetrahydroxyflavone 5,7,3',4'-Tetrahydroxyflavone A 3'-hydroxyflavonoid which is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an agent in the prevention of inflammation, a promoter of carbohydrate metabolism, and an immune system modulator. C15H10O6 CAS:491-70-3 CHEBI:12082 CHEBI:14536 CHEBI:15864 CHEBI:25086 CHEBI:6578 HMDB:HMDB05800 IQPNAANSBPBGFQ-UHFFFAOYSA-N InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H KEGG:C01514 KNApSAcK:C00000674 LINCS:LSM-5229 LIPID_MAPS_instance:LMPK12110006 Luteolin Luteolol MetaCyc:5734-TETRAHYDROXYFLAVONE Oc1cc(O)c2c(c1)oc(cc2=O)-c1ccc(O)c(O)c1 PMID:18946424 PMID:18991571 PMID:21899269 PMID:22749133 PMID:23035972 PMID:23229294 Reaxys:292084 Salifazide Wikipedia:Luteolin chebi_ontology digitoflavone flacitran sterol 3-hydroxysteroids A 3-hydroxy steroid closely related to cholestan-3-ol. CHEBI:13688 CHEBI:15114 CHEBI:15889 CHEBI:26771 CHEBI:9266 KEGG:C00370 LIPID_MAPS_class:LMST01 Sterol chebi_ontology sterol sterols 5,6-dihydrouracil 114.10272 2,4(1H,3H)-Pyrimidinedione, dihydro- 2,4-Dioxotetrahydropyrimidine 5,6-Dihydro-2,4-dihydroxypyrimidine 5,6-Dihydrouracil 5,6-dihydrouracil A pyrimidine obtained by formal addition of hydrogen across the 5,6-position of uracil. Beilstein:112496 Beilstein:1851498 C4H6N2O2 CAS:504-07-4 CHEBI:12078 CHEBI:15901 CHEBI:19360 CHEBI:1999 CHEBI:20511 CHEBI:42107 CHEBI:921 DIHYDROPYRIMIDINE-2,4(1H,3H)-DIONE Dihydro-2,4(1H,3H)-pyrimidinedione Dihydrouracil Dihydrouracile HMDB:HMDB00076 Hydrouracil InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8) KEGG:C00429 MetaCyc:DI-H-URACIL O=C1CCNC(=O)N1 OIVLITBTBDPEFK-UHFFFAOYSA-N PDBeChem:DUC PMID:15724255 PMID:18619742 PMID:20926004 PMID:22770225 Reaxys:112496 Wikipedia:Dihydrouracil chebi_ontology dihydropyrimidine-2,4(1H,3H)-dione beta-D-glucose 180.15588 BETA-D-GLUCOSE Beilstein:1281607 C6H12O6 CAS:492-61-5 CHEBI:10397 CHEBI:12373 CHEBI:15903 CHEBI:22795 CHEBI:41140 D-Glucopyranose with beta configuration at the anomeric centre. DrugBank:DB02379 Gmelin:648637 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1 KEGG:C00221 OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O PDBeChem:BGC PMID:19443021 PMID:25568069 Reaxys:1281607 WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-Glucose beta-D-glucopyranose beta-D-glucose chebi_ontology long-chain fatty acid A fatty acid with a chain length ranging from C13 to C22. CHEBI:13655 CHEBI:14529 CHEBI:15904 CHEBI:25075 CHEBI:6528 CHO2R Higher fatty acid KEGG:C00638 LCFA LCFAs Long-chain fatty acid OC([*])=O chebi_ontology long-chain fatty acids nicotinic acid 123.10944 3-Pyridinecarboxylic acid 3-Pyridylcarboxylic acid 3-carboxypyridine A pyridinemonocarboxylic acid that is pyridine in which the hydrogen at position 3 is replaced by a carboxy group. Beilstein:109591 C6H5NO2 CAS:59-67-6 CHEBI:15940 CHEBI:25538 CHEBI:44319 CHEBI:7559 DrugBank:DB00627 Gmelin:3340 HMDB:HMDB01488 InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9) KEGG:C00253 KEGG:D00049 KNApSAcK:C00000208 LINCS:LSM-4676 MetaCyc:NIACINE NICOTINIC ACID Niacin Nicotinic acid Nikotinsaeure OC(=O)c1cccnc1 P.P. factor PDBeChem:NIO PMID:12563315 PMID:12789870 PMID:15037193 PMID:15183629 PMID:15205990 PMID:15311728 PMID:15627518 PMID:16018787 PMID:16172771 PMID:16400392 PMID:16449845 PMID:16767301 PMID:16877271 PMID:16945375 PMID:18037924 PMID:18993152 PMID:18996527 PMID:19369827 PMID:19592242 PMID:19678716 PMID:19779335 PMID:20979384 PMID:21632263 PMID:22116693 PMID:22155410 PMID:22229411 PMID:22366213 PMID:22458880 PMID:22770225 PMID:24568240 PMID:24675661 PMID:24848081 PMID:24975217 PMID:25040591 PMID:25241762 PMID:25429652 PMID:4259917 PP factor PVNIIMVLHYAWGP-UHFFFAOYSA-N Reaxys:109591 Wikipedia:Niacin acide nicotinique acido nicotinico acidum nicotinicum anti-pellagra vitamin beta-pyridinecarboxylic acid chebi_ontology m-pyridinecarboxylic acid nicotinic acid nicotinic acid pellagra preventive factor pyridine-3-carboxylic acid pyridine-beta-carboxylic acid vitamin B3 (R)-lactate (2R)-2-hydroxypropanoate (R)-lactate 89.07000 An optically active form of lactate having (R)-configuration. Beilstein:4655978 C3H5O3 CHEBI:11001 CHEBI:16004 CHEBI:18684 C[C@@H](O)C([O-])=O D-2-hydroxypropanoate D-2-hydroxypropionate D-lactate Gmelin:362716 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m1/s1 JVTAAEKCZFNVCJ-UWTATZPHSA-M KEGG:C00256 MetaCyc:D-LACTATE Reaxys:4655978 chebi_ontology ethylbenzene 106.16500 Aethylbenzol An alkylbenzene carrying an ethyl substituent. It is a constituent of coal tar and petroleum. Beilstein:1901871 C8H10 CAS:100-41-4 CCc1ccccc1 CHEBI:14229 CHEBI:16101 CHEBI:23999 CHEBI:45136 CHEBI:4898 DrugBank:DB01722 Ethylbenzene Ethylbenzol Ethylenzene Gmelin:2990 HMDB:HMDB59905 InChI=1S/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3 KEGG:C07111 MetaCyc:ETHYLBENZENE PHENYLETHANE Phenylethane Reaxys:1901871 UM-BBD_compID:c0116 Wikipedia:Ethylbenzene YNQLUTRBYVCPMQ-UHFFFAOYSA-N alpha-methyltoluene chebi_ontology ethylbenzene chlorogenic acid 3-(3,4-Dihydroxycinnamoyl)quinic acid 3-Caffeoylquinic acid 3-O-Caffeoylquinic acid 354.30870 5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 3-hydroxy group of quinic acid. It is an intermediate metabolite in the biosynthesis of lignin. C16H18O9 CAS:327-97-9 CHEBI:13972 CHEBI:16112 CHEBI:23145 CHEBI:3625 CWVRJTMFETXNAD-JUHZACGLSA-N Caffeoyl quinic acid Chlorogenate Chlorogenic acid HMDB:HMDB03164 InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1 KEGG:C00852 KNApSAcK:C00002724 MetaCyc:CAFFEOYLQUINATE O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)C(O)=O PMID:16507475 PMID:22770225 Reaxys:2017157 Wikipedia:Chlorogenic_acid [1S-(1alpha,3beta,4alpha,5alpha)]3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid chebi_ontology edit(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid trans-5-O-Caffeoyl-D-quinate cholesterol (3beta,14beta,17alpha)-cholest-5-en-3-ol 386.65350 A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. Beilstein:2060565 C27H46O CAS:57-88-5 CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C CHEBI:13982 CHEBI:16113 CHEBI:23204 CHEBI:3659 CHEBI:41564 CHOLESTEROL Cholest-5-en-3beta-ol Cholesterin Cholesterol DrugBank:DB04540 Gmelin:550297 HMDB:HMDB00067 HVYWMOMLDIMFJA-DPAQBDIFSA-N InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 KEGG:C00187 KEGG:D00040 KNApSAcK:C00003648 LIPID_MAPS_instance:LMST01010001 MetaCyc:CHOLESTEROL PDBeChem:CLR PMID:10901445 PMID:11412894 PMID:16341241 PMID:24287311 PMID:25308664 PMID:25451949 PMID:25522988 PMID:25658343 PMID:25977713 PMID:4696527 PMID:8838010 Reaxys:2060565 Wikipedia:Cholesterol chebi_ontology cholest-5-en-3beta-ol cholesterol shikimic acid (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid 174.15130 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid 3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms. Beilstein:2210055 C7H10O5 CAS:138-59-0 CHEBI:16119 CHEBI:26662 CHEBI:26664 CHEBI:45740 CHEBI:9133 HMDB:HMDB03070 InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1 JXOHGGNKMLTUBP-HSUXUTPPSA-N KEGG:C00493 KNApSAcK:C00001203 L-shikimic acid O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O PDBeChem:SKM PMID:24190737 PMID:24628944 PMID:24783849 PMID:24836188 PMID:24894540 PMID:24981409 Reaxys:2210055 Shikimate Shikimic acid Wikipedia:Shikimic_acid [3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid chebi_ontology ammonia 17.03056 AMMONIA Ammonia Ammoniak An azane that consists of a single nitrogen atom covelently bonded to three hydrogen atoms. Beilstein:3587154 CAS:7664-41-7 CHEBI:13405 CHEBI:13406 CHEBI:13407 CHEBI:13771 CHEBI:16134 CHEBI:22533 CHEBI:44269 CHEBI:44284 CHEBI:44404 CHEBI:7434 Gmelin:79 H3N HMDB:HMDB00051 InChI=1S/H3N/h1H3 KEGG:C00014 KEGG:D02916 KNApSAcK:C00007267 MetaCyc:AMMONIA MolBase:930 NH3 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 QGZKDVFQNNGYKY-UHFFFAOYSA-N R-717 Reaxys:3587154 Wikipedia:Ammonia [H]N([H])[H] [NH3] ammonia ammoniac amoniaco azane chebi_ontology spirit of hartshorn heptadecane 240.46774 A straight-chain alkane with 17 carbon atoms. It is a component of essential oils from plants like Opuntia littoralis and Annona squamosa. Beilstein:1738898 C17H36 CAS:629-78-7 CCCCCCCCCCCCCCCCC CH3-[CH2]15-CH3 CHEBI:14393 CHEBI:16148 CHEBI:24511 CHEBI:5671 HMDB:HMDB59830 Heptadecane Heptadekan InChI=1S/C17H36/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3-17H2,1-2H3 KEGG:C01816 KNApSAcK:C00030472 LIPID_MAPS_instance:LMFA11000003 MetaCyc:HEPTADECANE-CPD NDJKXXJCMXVBJW-UHFFFAOYSA-N PMID:19296389 PMID:24354326 Reaxys:1738898 Wikipedia:Heptadecane chebi_ontology heptadecane n-heptadecane benzoate 121.11340 Beilstein:1862486 Benzenecarboxylate Benzeneformate Benzenemethanoate C7H5O2 CAS:766-76-7 CHEBI:13879 CHEBI:16150 CHEBI:22717 Gmelin:2945 HMDB:HMDB01870 InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)/p-1 KEGG:C00180 MetaCyc:BENZOATE Phenylcarboxylate Phenylformate Reaxys:1862486 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. UM-BBD_compID:c0121 WPYMKLBDIGXBTP-UHFFFAOYSA-M [O-]C(=O)c1ccccc1 benzoate benzoate anion benzoic acid, ion(1-) chebi_ontology retinyl ester 313.45380 A carboxylic ester obtained by formal condensation of the hydroxy group of retinol with the carboxy group of any carboxylic acid. C21H29O2R CC(=CCOC([*])=O)C=CC=C(C)C=CC1=C(C)CCCC1(C)C CHEBI:15039 CHEBI:16179 CHEBI:26540 CHEBI:8818 Retinyl ester chebi_ontology retinyl ester retinyl esters oleic acid (9Z)-Octadecenoic acid (9Z)-octadec-9-enoic acid (Z)-Octadec-9-enoic acid 18:1 n-9 18:1Delta9cis 282.46140 An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry. Beilstein:1726542 C18:1 n-9 C18H34O2 CAS:112-80-1 CCCCCCCC\C=C/CCCCCCCC(O)=O CHEBI:104361 CHEBI:16196 CHEBI:25664 CHEBI:44741 CHEBI:7741 DrugBank:DB04224 ECMDB:ECMDB21348 Gmelin:109551 Gmelin:57556 HMDB:HMDB00207 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9- KEGG:C00712 KEGG:D02315 KNApSAcK:C00001232 LIPID_MAPS_instance:LMFA01030002 OLEIC ACID Octadec-9-enoic acid Oelsaeure Oleate Oleic acid PDBeChem:OLA PMID:11304127 PMID:15325315 PMID:15723125 PMID:18772370 PMID:19761868 PMID:23844805 PMID:24819471 PMID:25794012 PMID:5332408 PMID:6205897 Reaxys:1726542 Wikipedia:Oleic_acid ZQPPMHVWECSIRJ-KTKRTIGZSA-N chebi_ontology cis-9-octadecenoic acid cis-Delta(9)-octadecenoic acid cis-oleic acid ethanol 1-hydroxyethane 46.06844 A primary alcohol that is ethane in which one of the hydrogens is substituted by a hydroxy group. Aethanol Aethylalkohol Alkohol Beilstein:1718733 C2H5OH C2H6O CAS:64-17-5 CCO CHEBI:14222 CHEBI:16236 CHEBI:23978 CHEBI:30878 CHEBI:30880 CHEBI:42377 CHEBI:44594 CHEBI:4879 Dehydrated ethanol DrugBank:DB00898 ETHANOL EtOH Ethanol Ethyl alcohol Gmelin:787 HMDB:HMDB00108 InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 KEGG:C00469 KEGG:D00068 KEGG:D06542 KNApSAcK:C00019560 LFQSCWFLJHTTHZ-UHFFFAOYSA-N MetaCyc:ETOH Methylcarbinol 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 [CH2Me(OH)] [OEtH] alcohol alcohol etilico alcool ethylique chebi_ontology etanol ethanol hydroxyethane spiritus vini quercetin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one 3,3',4',5,7-pentahydroxyflavone 3,5,7,3',4'-PENTAHYDROXYFLAVONE 3,5,7,3',4'-Pentahydroxyflavone 302.23570 A pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3'-, 4'-, 5- and 7-positions. Beilstein:317313 C15H10O7 CAS:117-39-5 CHEBI:11704 CHEBI:14991 CHEBI:16243 CHEBI:26472 CHEBI:45280 CHEBI:8696 DrugBank:DB04216 Gmelin:579210 HMDB:HMDB05794 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 KEGG:C00389 KNApSAcK:C00004631 LINCS:LSM-4199 LIPID_MAPS_instance:LMPK12110004 MetaCyc:CPD-520 Oc1cc(O)c2c(c1)oc(-c1ccc(O)c(O)c1)c(O)c2=O PDBeChem:QUE PMID:18549926 PMID:18564899 PMID:18579649 PMID:22920589 PMID:23342112 PMID:23359794 Patent:KR20120121684 Patent:US2013012577 Quercetin REFJWTPEDVJJIY-UHFFFAOYSA-N Reaxys:317313 Wikipedia:Quercetin chebi_ontology sophoretin xanthaurine phospholipid A lipid containing phosphoric acid as a mono- or di-ester. The term encompasses phosphatidic acids and phosphoglycerides. C5H6O8PR3 CHEBI:14816 CHEBI:16247 CHEBI:26063 CHEBI:8150 KEGG:C00865 Phospholipid chebi_ontology phospholipid derivative phospholipids adenosine (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 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 A ribonucleoside composed of a molecule of adenine attached to a ribofuranose moiety via a beta-N(9)-glycosidic bond. ADENOSINE Ade-Rib Adenine Deoxyribonucleoside Adenocard Adenocor Adenoscan Adenosin Adenosine Adenyldeoxyriboside Ado Beilstein:93029 C10H13N5O4 CAS:58-61-7 CHEBI:13734 CHEBI:16335 CHEBI:22237 CHEBI:2472 CHEBI:40558 CHEBI:40825 CHEBI:40906 Deoxyadenosine Desoxyadenosine DrugBank:DB00640 ECMDB:ECMDB00050 Gmelin:53385 HMDB:HMDB00050 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 KEGG:C00212 KEGG:D00045 KNApSAcK:C00007444 LINCS:LSM-28568 MetaCyc:ADENOSINE Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 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 beta-D-Adenosine chebi_ontology D-threonine (2R,3S)-2-amino-3-hydroxybutanoic acid 119.11920 AYFVYJQAPQTCCC-STHAYSLISA-N An optically active form of threonine having D-configuration. Beilstein:1721643 Beilstein:4656043 C4H9NO3 CAS:632-20-2 CHEBI:13027 CHEBI:16398 CHEBI:21107 CHEBI:42146 CHEBI:42196 CHEBI:42224 CHEBI:4254 CHEBI:45935 CHEBI:45990 C[C@H](O)[C@@H](N)C(O)=O D-2-Amino-3-hydroxybutyric acid D-THREONINE D-Threonin D-Threonine D-threonine DTH DrugBank:DB03700 ECMDB:ECMDB21519 Gmelin:874136 HMDB:HMDB13775 InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 KEGG:C00820 PDBeChem:DTH PMID:15375647 PMID:17081141 PMID:22176976 Reaxys:1721643 YMDB:YMDB00802 chebi_ontology trans-caffeic acid (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid 180.15740 3,4-Dihydroxy-trans-cinnamate 3,4-Dihydroxycinnamic acid 3,4-dihydroxy-trans-cinnamate Beilstein:1954563 C9H8O4 CAFFEIC ACID CAS:331-39-5 CAS:501-16-6 CHEBI:11691 CHEBI:11692 CHEBI:12870 CHEBI:1379 CHEBI:16433 CHEBI:19877 CHEBI:41964 Caffeic acid HMDB:HMDB01964 InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+ KEGG:C01197 KEGG:C01481 KNApSAcK:C00000615 OC(=O)\C=C\c1ccc(O)c(O)c1 PDBeChem:DHC QAIPRVGONGVQAS-DUXPYHPUSA-N Reaxys:1954563 The trans-isomer of caffeic acid. Wikipedia:Caffeic_acid chebi_ontology trans-Caffeate trans-caffeate alanine 2-Aminopropanoic acid 2-Aminopropionic acid 2-aminopropanoic acid 89.09322 A ALA Alanin Alanine An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. Beilstein:635807 C3H7NO2 CAS:302-72-7 CC(N)C(O)=O CHEBI:13748 CHEBI:16449 CHEBI:22277 CHEBI:2539 Gmelin:2449 InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) KEGG:C01401 PMID:17439666 PMID:22264337 QNAYBMKLOCPYGJ-UHFFFAOYSA-N Reaxys:635807 Wikipedia:Alanine alanina alanine chebi_ontology naphthalene 128.17052 An aromatic hydrocarbon comprising two fused benzene rings. It occurs in the essential oils of numerous plant species e.g. magnolia. Beilstein:1421310 C10H8 CAS:91-20-3 CHEBI:14638 CHEBI:16482 CHEBI:25469 CHEBI:44619 CHEBI:7472 Gmelin:3347 HMDB:HMDB29751 InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H KEGG:C00829 KNApSAcK:C00001259 MetaCyc:NAPHTHALENE NAPHTHALENE Naphthalen Naphthalene Naphthalin PDBeChem:NPY PMID:10814889 PMID:11202734 PMID:16220979 PMID:16699520 PMID:17850896 PMID:26875834 PMID:26895256 PMID:27439360 Reaxys:1421310 UFWIBTONFRDIAS-UHFFFAOYSA-N UM-BBD_compID:c0333 Wikipedia:Naphthalene c1ccc2ccccc2c1 chebi_ontology naftaleno naftalina naphtalene naphtaline naphthalene spermidine 1,5,10-triazadecane 145.24598 4-azaoctamethylenediamine 4-azaoctane-1,8-diamine A triamine that is the 1,5,10-triaza derivative of decane. ATHGHQPFGPMSJY-UHFFFAOYSA-N Beilstein:1698591 C7H19N3 CAS:124-20-9 CHEBI:15095 CHEBI:15097 CHEBI:16610 CHEBI:26732 CHEBI:26733 CHEBI:45647 CHEBI:9218 DrugBank:DB03566 Gmelin:454510 HMDB:HMDB01257 InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 KEGG:C00315 KNApSAcK:C00001431 LINCS:LSM-37075 MetaCyc:SPERMIDINE N-(3-Aminopropyl)-1,4-butane-diamine N-(3-aminopropyl)butane-1,4-diamine NCCCCNCCCN PDBeChem:SPD PMID:22770225 Reaxys:1698591 SPERMIDINE Spermidin Spermidine Wikipedia:Spermidine chebi_ontology vanillate 167.13878 4-HYDROXY-3-METHOXYBENZOATE 4-hydroxy-3-methoxybenzoate A methoxybenzoate that is the conjugate base of vanillic acid. Beilstein:6504377 C8H7O4 CHEBI:15301 CHEBI:16632 CHEBI:27277 CHEBI:46315 COc1cc(ccc1O)C([O-])=O DrugBank:DB08711 InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)/p-1 KEGG:C06672 PDBeChem:VNL Reaxys:6504377 UM-BBD_compID:c0194 WKOLLVMJNQIZCI-UHFFFAOYSA-M chebi_ontology vanillate D-abequosyl-D-mannosyl-rhamnosyl-D-galactose-1-diphospholipid 3,6-dideoxy-D-xylo-hexosyl-D-mannosyl-rhamnosyl-D-galactose 1-diphospholipid CHEBI:12898 CHEBI:16640 CHEBI:22142 CHEBI:4085 C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@H](O[C@H]3[C@H](C)O[C@@H](O[C@H]4[C@@H](O)[C@@H](CO)O[C@H](OP(O)(=O)OP(O)(=O)OC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H]4O)[C@H](O)[C@@H]3O)[C@H]2O)[C@H](O)C[C@H]1O D-Abequosyl-D-mannosyl-rhamnosyl-D-galactose-1-diphospholipid D-abequosyl-D-mannosyl-rhamnosyl-D-galactose-1-diphospholipid InChI=1S/C79H132O24P2/c1-50(2)25-15-26-51(3)27-16-28-52(4)29-17-30-53(5)31-18-32-54(6)33-19-34-55(7)35-20-36-56(8)37-21-38-57(9)39-22-40-58(10)41-23-42-59(11)43-24-44-60(12)45-46-94-104(90,91)103-105(92,93)102-79-72(89)75(68(85)66(49-81)98-79)101-77-70(87)69(86)73(62(14)96-77)99-78-71(88)74(67(84)65(48-80)97-78)100-76-64(83)47-63(82)61(13)95-76/h25,27,29,31,33,35,37,39,41,43,45,61-89H,15-24,26,28,30,32,34,36,38,40,42,44,46-49H2,1-14H3,(H,90,91)(H,92,93)/b51-27+,52-29+,53-31-,54-33-,55-35-,56-37-,57-39-,58-41-,59-43-,60-45-/t61-,62+,63-,64-,65-,66-,67-,68+,69+,70-,71+,72-,73+,74+,75+,76-,77+,78-,79-/m1/s1 KEGG:C04808 PTVYOHQZLXNCIG-IXAGMXAFSA-N abequosyl-D-mannosyl-rhamnosyl-D-galactose 1-diphospholipid chebi_ontology carbohydrate 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:16646 CHEBI:23008 CHEBI:9318 Kohlenhydrat Kohlenhydrate Wikipedia:Carbohydrate carbohidrato carbohidratos carbohydrate carbohydrates chebi_ontology glucide glucides glucido glucidos hydrates de carbone saccharide saccharides saccharidum (S)-lactate (+)-lactate (2S)-2-hydroxypropanoate (S)-lactate 89.07000 An optically active form of lactate having (S)-configuration. Beilstein:4655977 C3H5O3 CHEBI:11065 CHEBI:12411 CHEBI:16651 CHEBI:18783 C[C@H](O)C([O-])=O Gmelin:324523 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m0/s1 JVTAAEKCZFNVCJ-REOHCLBHSA-M KEGG:C00186 L(+)-lactate L-(+)-lactate L-lactate MetaCyc:L-LACTATE Reaxys:4655977 UM-BBD_compID:c0152 chebi_ontology nucleoside 5'-phosphate 196.09510 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. C5H9O6PR2 CHEBI:14674 CHEBI:16701 CHEBI:25603 CHEBI:7650 KEGG:C01117 Nucleoside 5'-phosphate O[C@H]1[C@@H]([*])[C@H]([*])O[C@@H]1COP(O)(O)=O chebi_ontology nucleoside 5'-phosphates uridine 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione 1-beta-D-ribofuranosyluracil 244.20146 A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. Beilstein:754904 C9H12N2O6 CAS:58-96-8 CHEBI:15296 CHEBI:16704 CHEBI:27227 CHEBI:46386 CHEBI:46391 CHEBI:46460 CHEBI:9893 DRTQHJPVMGBUCF-XVFCMESISA-N DrugBank:DB02745 ECMDB:ECMDB00296 Gmelin:397474 HMDB:HMDB00296 InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1 KEGG:C00299 KNApSAcK:C00019674 MetaCyc:URIDINE OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O PDBeChem:URI PMID:12084455 PMID:15621516 PMID:16839635 PMID:17190852 PMID:22392515 PMID:22770225 Reaxys:754904 URIDINE Urd Uridin Uridine Wikipedia:Uridine YMDB:YMDB00127 beta-Uridine chebi_ontology u uridine adenine 135.12690 6-Aminopurine 9H-purin-6-amine A ADENINE Ade Adenin Adenine Beilstein:608603 C5H5N5 CAS:73-24-5 CHEBI:13733 CHEBI:16708 CHEBI:22236 CHEBI:2470 CHEBI:40579 DrugBank:DB00173 GFFGJBXGBJISGV-UHFFFAOYSA-N Gmelin:3903 HMDB:HMDB00034 InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) KEGG:C00147 KEGG:D00034 KNApSAcK:C00001490 MetaCyc:ADENINE Nc1ncnc2[nH]cnc12 PDBeChem:ADE PMID:17439666 PMID:8070089 Reaxys:608603 The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. Wikipedia:Adenine adenine chebi_ontology benzene 78.11184 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. BENZENE Beilstein:969212 Benzen Benzene Benzine Benzol Bicarburet of hydrogen C6H6 CAS:71-43-2 CHEBI:13876 CHEBI:16716 CHEBI:22703 CHEBI:3025 CHEBI:41187 Coal naphtha Gmelin:1671 HMDB:HMDB01505 InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H KEGG:C01407 Mineral naphtha 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 Phene Pyrobenzol Pyrobenzole Reaxys:969212 UHOVQNZJYSORNB-UHFFFAOYSA-N UM-BBD_compID:c0142 Wikipedia:Benzene [6]annulene benzene benzole c1ccccc1 chebi_ontology cyclohexatriene phenyl hydride D-alpha-amino acid 74.05870 C2H4NO2R CHEBI:12909 CHEBI:13625 CHEBI:16733 CHEBI:20906 CHEBI:4097 D-Amino acid D-alpha-amino acid D-alpha-amino acids D-alpha-amino acids KEGG:C00405 N[C@H]([*])C(O)=O chebi_ontology 2-furoate 111.07610 A furancarboxylate that is the conjugate base of 2-furoic acid. Beilstein:1366018 C5H3O3 CHEBI:11577 CHEBI:16739 CHEBI:19582 Gmelin:326316 InChI=1S/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7)/p-1 KEGG:C01546 SMNDYUVBFMFKNZ-UHFFFAOYSA-M [O-]C(=O)c1ccco1 chebi_ontology furan-2-carboxylate ADP 427.20110 5'-adenylphosphoric acid A purine ribonucleoside 5'-diphosphate having adenine as the nucleobase. ADENOSINE-5'-DIPHOSPHATE ADP Adenosine 5'-diphosphate Beilstein:67722 C10H15N5O10P2 CAS:20398-34-9 CAS:58-64-0 CHEBI:13222 CHEBI:16761 CHEBI:22244 CHEBI:2342 CHEBI:40553 COMe:MOL000173 DrugBank:DB03431 Gmelin:88452 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 KEGG:C00008 KEGG:G11113 KNApSAcK:C00019353 Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O PDBeChem:ADP PMID:16295522 Reaxys:67722 XTWYTFMLZFPYCI-KQYNXXCUSA-N adenosine 5'-(trihydrogen diphosphate) chebi_ontology tryptamine 160.21570 1H-indole-3-ethanamine 2-(1H-INDOL-3-YL)ETHANAMINE 2-(1H-indol-3-yl)ethanamine 2-(3-indolyl)ethylamine 3-(2-Aminoethyl)indole APJYDQYYACXCRM-UHFFFAOYSA-N An aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. Beilstein:125513 C10H12N2 CAS:61-54-1 CHEBI:15274 CHEBI:16765 CHEBI:27161 CHEBI:46157 CHEBI:9767 DrugBank:DB08653 Gmelin:603448 HMDB:HMDB00303 InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2 KEGG:C00398 KNApSAcK:C00001434 MetaCyc:TRYPTAMINE NCCc1c[nH]c2ccccc12 PDBeChem:TSS PMID:16126914 PMID:22770225 PMID:24345948 PMID:24558969 Reaxys:125513 Tryptamine Wikipedia:Tryptamine chebi_ontology melatonin 232.27830 5-methoxy-N-acetyltryptamine A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a hormone secreted by the pineal gland in humans. Beilstein:205542 C13H16N2O2 CAS:73-31-4 CHEBI:14577 CHEBI:16796 CHEBI:25180 CHEBI:6730 COc1ccc2[nH]cc(CCNC(C)=O)c2c1 DRLFMBDRBRZALE-UHFFFAOYSA-N DrugBank:DB01065 HMDB:HMDB01389 InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16) KEGG:C01598 KEGG:D08170 LINCS:LSM-4779 Melatonin MetaCyc:N-ACETYL-5-METHOXY-TRYPTAMINE N-Acetyl-5-methoxytryptamine N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide N-[2-(5-methoxyindol-3-yl)ethyl]acetamide PDBeChem:ML1 PMID:16678784 PMID:18212404 PMID:18485664 Reaxys:205542 Wikipedia:Melatonin chebi_ontology melatonin melatonine 2-oxoglutarate(2-) 144.08226 2-ketoglutarate 2-oxoglutarate 2-oxopentanedioate 2-oxopentanedioic acid, ion(2-) An oxo dicarboxylate obtained by deprotonation of both carboxy groups of 2-oxoglutaric acid. Beilstein:3664503 C5H4O5 CAS:64-15-3 CHEBI:11638 CHEBI:16810 CHEBI:19748 Gmelin:602479 InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)/p-2 KEGG:C00026 KPGXRSRHYNQIFN-UHFFFAOYSA-L MetaCyc:2-KETOGLUTARATE PMID:11913971 PMID:15612731 PMID:17190852 PMID:19376872 PMID:21184277 PMID:21196226 PMID:21791173 Reaxys:3664503 [O-]C(=O)CCC(=O)C([O-])=O alpha-ketoglutarate chebi_ontology methionine 149.21238 2-Amino-4-(methylthio)butyric acid 2-amino-4-(methylsulfanyl)butanoic acid 2-amino-4-(methylthio)butanoic acid A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4. Beilstein:636185 C5H11NO2S CAS:59-51-8 CHEBI:14590 CHEBI:16811 CHEBI:25229 CHEBI:6829 CSCCC(N)C(O)=O DL-Methionine FFEARJCKVFRZRR-UHFFFAOYSA-N Gmelin:3117 Hmet InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) KEGG:C01733 KEGG:D04983 M Met Methionin Methionine PMID:16702333 PMID:22264337 PMID:2543976 Racemethionine Reaxys:636185 UM-BBD_compID:c0094 Wikipedia:Methionine alpha-amino-gamma-methylmercaptobutyric acid chebi_ontology methionine metionina L-threonine (2S)-threonine (2S,3R)-(-)-Threonine (2S,3R)-2-amino-3-hydroxybutanoic acid 119.11920 2-Amino-3-hydroxybutyric acid AYFVYJQAPQTCCC-GBXIJSLDSA-N An optically active form of threonine having L-configuration. Beilstein:1721646 C4H9NO3 CAS:72-19-5 CHEBI:13175 CHEBI:16857 CHEBI:21403 CHEBI:42083 CHEBI:45843 CHEBI:45983 CHEBI:6308 C[C@@H](O)[C@H](N)C(O)=O DrugBank:DB00156 ECMDB:ECMDB00167 Gmelin:82510 HMDB:HMDB00167 InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 KEGG:C00188 KEGG:D00041 KNApSAcK:C00001394 L-(-)-Threonine L-2-Amino-3-hydroxybutyric acid L-Threonin L-Threonine L-alpha-amino-beta-hydroxybutyric acid L-threonine PDBeChem:THR PMID:11964235 PMID:12523390 PMID:16659349 PMID:17379183 PMID:22289691 PMID:22342587 PMID:22513921 PMID:22770225 PMID:24671569 Reaxys:1721646 T THREONINE Thr UM-BBD_compID:c0413 Wikipedia:Threonine YMDB:YMDB00214 chebi_ontology nucleoside diphosphate 293.08240 C5H11O10P2R CHEBI:13401 CHEBI:13662 CHEBI:14675 CHEBI:16862 CHEBI:25606 CHEBI:7428 CHEBI:7652 KEGG:C00454 NDP Nucleoside diphosphate O[C@H]1[C@H]([*])O[C@H](COP(O)(=O)OP(O)(O)=O)[C@H]1O chebi_ontology nucleoside diphosphates gamma-aminobutyric acid 103.11980 4-Aminobutanoic acid 4-Aminobutyric acid 4-aminobutanoic acid 4-aminobutanoic acid 4-aminobutyric acid 4Abu A gamma-amino acid that is butanoic acid with the amino substituent located at C-4. BTCSSZJGUNDROE-UHFFFAOYSA-N Beilstein:906818 C4H9NO2 CAS:56-12-2 CHEBI:16865 CHEBI:1786 CHEBI:193777 CHEBI:20318 CHEBI:40483 DrugBank:DB02530 GABA GAMMA-AMINO-BUTANOIC ACID Gmelin:49775 HMDB:HMDB00112 InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7) KEGG:C00334 KEGG:D00058 KNApSAcK:C00001337 LIPID_MAPS_instance:LMFA01100039 MetaCyc:4-AMINO-BUTYRATE NCCCC(O)=O PDBeChem:ABU PMID:10630630 PMID:10930630 PMID:16276116 PMID:21614609 PMID:22770225 Reaxys:906818 Wikipedia:Gamma-Aminobutyric_acid chebi_ontology gamma-Aminobuttersaeure gamma-Aminobutyric acid gamma-amino-n-butyric acid gamma-aminobutanoic acid gamma-aminobutyric acid omega-aminobutyric acid piperidic acid piperidinic acid salicylic acid 138.12070 2-HYDROXYBENZOIC ACID 2-carboxyphenol 2-hydroxybenzoic acid 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. Beilstein:774890 C7H6O3 CAS:69-72-7 CHEBI:16914 CHEBI:26597 CHEBI:45521 CHEBI:9006 DrugBank:DB00936 Gmelin:3418 HMDB:HMDB01895 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) KEGG:C00805 KEGG:D00097 KNApSAcK:C00000206 LINCS:LSM-4763 MetaCyc:CPD-110 OC(=O)c1ccccc1O PDBeChem:SAL PMID:11016405 PMID:12865403 PMID:1650428 PMID:19400653 PMID:19816125 PMID:22770225 PMID:3425858 Reaxys:774890 Salicylic acid Wikipedia:Salicylic_Acid YGSDEFSMJLZEOE-UHFFFAOYSA-N chebi_ontology o-Hydroxybenzoic acid o-carboxyphenol o-hydroxybenzoic acid gallate 169.11160 3,4,5-trihydroxybenzoate A trihydroxybenzoate that is the conjugate base of gallic acid. Beilstein:3907457 C7H5O5 CHEBI:11686 CHEBI:14291 CHEBI:16918 CHEBI:24178 Gmelin:328003 InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)/p-1 KEGG:C01424 LNTHITQWFMADLM-UHFFFAOYSA-M MetaCyc:CPD-183 Oc1cc(cc(O)c1O)C([O-])=O Reaxys:3907457 UM-BBD_compID:c0006 chebi_ontology gallate ergosterol (22E)-ergosta-5,7,22-trien-3beta-ol (22E,24S)-24-methylcholesta-5,7,22-trien-3beta-ol 396.64836 A phytosterol consiting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. Beilstein:2338604 C28H44O CAS:57-87-4 CHEBI:14214 CHEBI:16933 CHEBI:23942 CHEBI:42264 CHEBI:4825 DNVPQKQSNYMLRS-APGDWVJJSA-N DrugBank:DB04038 ERGOSTEROL Ergosterol InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1 KEGG:C01694 KNApSAcK:C00003652 KNApSAcK:C00023755 LIPID_MAPS_instance:LMST01030093 PDBeChem:ERG Provitamin D2 Reaxys:2338604 [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C chebi_ontology ergosterol citrate(3-) 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-hydroxypropane-1,2,3-tricarboxylate 2-hydroxytricarballylate A tricarboxylic acid trianion, obtained by deprotonation of the three carboxy groups of citric acid. Beilstein:1884707 C6H5O7 CAS:126-44-3 CHEBI:13999 CHEBI:16947 CHEBI:23321 CHEBI:42563 CITRATE ANION Gmelin:4239 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 KEGG:C00158 KRKNYBCHXYNGOX-UHFFFAOYSA-K OC(CC([O-])=O)(CC([O-])=O)C([O-])=O PDBeChem:FLC Reaxys:1884707 chebi_ontology cit cit(3-) citrate geranial (2E)-3,7-dimethylocta-2,6-dienal (E)-Citral (E)-Geranial 152.23340 A monoterpenoid that is (2E,6E)-octa-2,6-dienal substituted by methyl groups at positions 3 and 7. C10H16O CAS:141-27-5 CAS:5392-40-5 CC(C)=CCC\C(C)=C\C=O CHEBI:14296 CHEBI:16980 CHEBI:24218 CHEBI:5327 Geranial HMDB:HMDB35078 InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+ KEGG:C01499 KNApSAcK:C00003035 LIPID_MAPS_instance:LMPR0102010003 MetaCyc:GERANIAL PMID:23938144 PMID:24682420 Reaxys:1721873 WTEVQBCEXWBHNA-JXMROGBWSA-N alpha-Citral chebi_ontology citral A geranial lemonal neral trans-Citral oxalic acid 90.03490 An alpha,omega-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2. Beilstein:385686 C2H2O4 CAS:144-62-7 CHEBI:16995 CHEBI:25730 CHEBI:44583 CHEBI:7811 DrugBank:DB03902 Ethandisaeure Ethanedioic acid Gmelin:2208 H2ox HMDB:HMDB02329 HOOCCOOH InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6) KEGG:C00209 KNApSAcK:C00001198 LIPID_MAPS_instance:LMFA01170031 MUBZPKHOEPUJKR-UHFFFAOYSA-N MetaCyc:OXALATE OC(=O)C(O)=O OXALIC ACID Oxalic acid Oxalsaeure PDBeChem:OXD PMID:15587083 PMID:22735334 Reaxys:385686 Wikipedia:Oxalic_acid chebi_ontology ethane-1,2-dioic acid oxalic acid propane-1,2-diol 1,2-Propanediol 1,2-Propylenglykol 1,2-dihydroxypropane 2-hydroxypropanol 76.09442 C3H8O2 CAS:57-55-6 CC(O)CO CH3CH(OH)CH2OH CHEBI:14899 CHEBI:16997 CHEBI:8469 DNIAPMSPPWPWGF-UHFFFAOYSA-N DrugBank:DB01839 HMDB:HMDB01881 HOCH2CH(OH)CH3 HOCH2CH(OH)Me InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3 KEGG:C00583 KEGG:D00078 KNApSAcK:C00007410 LINCS:LSM-36856 MeCH(OH)CH2OH PMID:15665701 PMID:16078503 PMID:18346395 PMID:18845115 PMID:21616561 PPD Propane-1,2-diol Propylene glycol Reaxys:1340498 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. Wikipedia:Propylene_glycol alpha-propyleneglycol chebi_ontology isopropylene glycol methyl glycol methylethyl glycol methylethylene glycol monopropylene glycol propane-1,2-diol (+)-Cassythicine (+)-Cassythicine 325.359 An isoquinoline alkaloid that has formula C19H19NO4. C19H19NO4 CAS:5890-28-8 CHEBI:17 COc1cc-2c(C[C@@H]3N(C)CCc4cc5OCOc5c-2c34)cc1O InChI=1S/C19H19NO4/c1-20-4-3-10-7-16-19(24-9-23-16)18-12-8-15(22-2)14(21)6-11(12)5-13(20)17(10)18/h6-8,13,21H,3-5,9H2,1-2H3/t13-/m0/s1 KEGG:C09389 KNApSAcK:C00001834 MPWZJVCAMFAIGV-ZDUSSCGKSA-N chebi_ontology cholesterol ester 413.65570 C28H45O2R CHEBI:13983 CHEBI:17002 CHEBI:23205 CHEBI:3660 Cholesterol ester Cholesterol esterified at the 3-hydroxy group. KEGG:C02530 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC([*])=O)[C@H](C)CCCC(C)C a cholesterol ester chebi_ontology cholesterol esters octadecanal 268.47784 An alpha-CH2-containing aldehyde that has formula C18H36O. C18H36O CAS:638-66-4 CCCCCCCCCCCCCCCCCC=O CHEBI:14679 CHEBI:17034 CHEBI:25628 CHEBI:7722 FWWQKRXKHIRPJY-UHFFFAOYSA-N InChI=1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h18H,2-17H2,1H3 KEGG:C01838 LIPID_MAPS_instance:LMFA06000098 Octadecanal chebi_ontology octadecanal stearaldehyde L-aspartic acid (2S)-2-aminobutanedioic acid (S)-2-aminobutanedioic acid (S)-2-aminosuccinic acid 133.10270 2-Aminosuccinic acid ASPARTIC ACID Asp Beilstein:1723530 C4H7NO4 CAS:56-84-8 CHEBI:17053 CHEBI:21247 CHEBI:40853 CHEBI:40900 CHEBI:40913 CHEBI:40942 CHEBI:6193 CKLJMWTZIZZHCS-REOHCLBHSA-N D DrugBank:DB00128 ECMDB:ECMDB00191 Gmelin:3333 HMDB:HMDB00191 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1 KEGG:C00049 KEGG:D00013 KNApSAcK:C00001342 L-Asparaginsaeure L-Aspartic acid L-aspartic acid MetaCyc:L-ASPARTATE N[C@@H](CC(O)=O)C(O)=O PDBeChem:ASP PMID:11568288 PMID:21359215 PMID:22770225 Reaxys:1723530 The L-enantiomer of aspartic acid. YMDB:YMDB00896 chebi_ontology ketone 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:17087 CHEBI:24974 CHEBI:6127 CHEBI:8742 COR2 KEGG:C01450 Keton Ketone R-CO-R' Wikipedia:Ketone [*]C([*])=O a ketone cetone chebi_ontology ketones ketones erythritol (2R,3S)-butane-1,2,3,4-tetrol 122.11980 Beilstein:1719753 C4H10O4 CAS:149-32-6 CHEBI:14215 CHEBI:17113 CHEBI:23946 CHEBI:372804 CHEBI:44263 CHEBI:4840 DrugBank:DB04481 Erythrit Erythrite Erythritol Erythrol Gmelin:82499 HMDB:HMDB02994 InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+ KEGG:C00503 KNApSAcK:C00001161 L-erythritol MESO-ERYTHRITOL MetaCyc:ERYTHRITOL OC[C@H](O)[C@H](O)CO PDBeChem:MRY PMID:12639570 PMID:163226 PMID:16901854 PMID:17336832 PMID:17979222 PMID:18369603 PMID:19632091 PMID:22770225 PMID:23421980 PMID:23574577 PMID:23890177 PMID:9862657 Phycite Phycitol Reaxys:1735878 The meso-diastereomer of butane-1,2,3,4-tetrol. UNXHWFMMPAWVPI-ZXZARUISSA-N Wikipedia:Erythritol chebi_ontology erythritol erythro-tetritol meso-erythritol mesoerythritol hexanoate 1-hexanoate 1-pentacarboxylate 1-pentanecarboxylate 115.15034 A short-chain fatty acid anion that is the conjugate base of hexanoic acid (also known as caproic acid). Beilstein:3601453 C6H11O2 CAS:151-33-7 CCCCCC([O-])=O CH3-[CH2]4-COO(-) CHEBI:14398 CHEBI:17120 CHEBI:24569 ECMDB:ECMDB21229 FUZZWVXGSFPDMH-UHFFFAOYSA-M Gmelin:326340 InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1 KEGG:C01585 MetaCyc:HEXANOATE butylacetate caproate capronate chebi_ontology hexanoate hexoate hexylate n-caproate n-hexanoate n-hexoate n-hexylate nPnCO2 anion pentanecarboxylate pentylformate long-chain fatty alcohol 17.00730 A fatty alcohol with a chain length of C13 or greater. CHEBI:14527 CHEBI:17135 CHEBI:6524 CHEBI:73312 HOR KEGG:C00339 Long-chain alcohol O[*] PMID:19155068 PMID:22436224 PMID:22444994 a long chain fatty alcohol chebi_ontology long chain fatty alcohol long chain fatty alcohols long-chain alcohols long-chain fatty alcohols benzaldehyde 106.12190 An arenecarbaldehyde that consists of benzene bearing a single formyl substituent; the simplest aromatic aldehyde and parent of the class of benzaldehydes. Artificial almond oil Benzaldehyde Benzanoaldehyde Benzene carbaldehyde Benzene carboxaldehyde Benzenecarbonal Benzenecarboxaldehyde Benzenemethylal Benzoic acid aldehyde Benzoic aldehyde Benzylaldehyde C7H6O CAS:100-52-7 CHEBI:13875 CHEBI:17169 CHEBI:22697 CHEBI:3019 Ethereal oil of bitter almonds HMDB:HMDB06115 HUMNYLRZRPPJDN-UHFFFAOYSA-N InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H KEGG:C00193 KEGG:C00261 KEGG:D02314 MetaCyc:BENZALDEHYDE O=Cc1ccccc1 PDBeChem:HBX PMID:11943806 PMID:12692643 PMID:12738275 PMID:12746108 PMID:1388821 PMID:15087594 PMID:15658857 PMID:16248550 PMID:16508147 PMID:16557466 PMID:18348134 PMID:20733068 PMID:20878540 PMID:21035797 PMID:21538605 PMID:21773601 PMID:21828928 PMID:23263855 Phenylformaldehyde Phenylmethanal Reaxys:471223 Synthetic oil of bitter almond UM-BBD_compID:c0279 Wikipedia:Benzaldehyde benzaldehyde chebi_ontology cinnamyl alcohol 134.17510 3-Phenyl-2-propen-1-ol 3-phenyl-2-propen-1-ol 3-phenylprop-2-en-1-ol A primary alcohol comprising an allyl core with a hydroxy substituent at the 1-position and a phenyl substituent at the 3-position (geometry of the C=C bond unspecified). Beilstein:1903999 C9H10O CAS:104-54-1 CHEBI:13996 CHEBI:17177 CHEBI:23254 CHEBI:23255 CHEBI:3714 Cinnamyl alcohol Gmelin:27238 HMDB:HMDB29697 InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2 KEGG:C02394 KNApSAcK:C00042390 MetaCyc:CINNAMYL-ALC OCC=Cc1ccccc1 OOCCDEMITAIZTP-UHFFFAOYSA-N PMID:23421457 PMID:24190481 Reaxys:1903999 Styrylcarbinol Wikipedia:Cinnamyl_alcohol Zimtalcohol chebi_ontology cinnamyl alcohol pinene C10H16 CHEBI:14839 CHEBI:17187 CHEBI:26134 CHEBI:8215 KEGG:C06077 Pinene chebi_ontology nucleoside 5'-monophosphate C5H10O7PR CHEBI:14676 CHEBI:17188 CHEBI:25607 CHEBI:7439 CHEBI:7653 CHEBI:7654 KEGG:C01329 KEGG:C02520 NMP Nucleoside monophosphate Nucleoside phosphate O[C@H]1[C@H]([*])O[C@H](COP(O)(O)=O)[C@H]1O chebi_ontology nucleoside monophosphate nucleoside monophosphates salutaridine 327.37438 4-hydroxy-3,6-dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-7-one 5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-morphinan-7-one A morphinane alkaloid from the opium poppy, in which the 5,6,8,14-tetradehydromorphinan-7-one skeleton is substituted at position 4 by a hydroxyl group, positions 3 and 6 by methoxy groups and position N17 by a methyl group. An intermediate in the biosynthesis of narcotic analgesics such as morphine and codeine. Beilstein:1630083 Beilstein:4788633 C19H21NO4 CAS:1936-18-1 CHEBI:15062 CHEBI:17225 CHEBI:26598 CHEBI:9015 COC1=C[C@]23CCN(C)[C@H](Cc4ccc(OC)c(O)c24)C3=CC1=O GVTRUVGBZQJVTF-YJYMSZOUSA-N InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m1/s1 KEGG:C05179 KNApSAcK:C00001916 PMID:17226487 PMID:17611928 Reaxys:1630083 Salutaridine Sinoacutine Wikipedia:Salutaridine chebi_ontology glucose 180.15588 An aldohexose used as a source of energy and metabolic intermediate. C6H12O6 CAS:50-99-7 CHEBI:14313 CHEBI:17234 CHEBI:24277 CHEBI:33929 CHEBI:5418 DL-glucose Glc Glucose Glukose KEGG:C00293 Wikipedia:Glucose chebi_ontology gluco-hexose glucose 7H-purine 120.11222 7H-purine Beilstein:3200 C5H4N4 CHEBI:14968 CHEBI:17258 CHEBI:8639 Gmelin:601779 HMDB:HMDB01366 InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9) KDCGOANMDULRCW-UHFFFAOYSA-N KEGG:C15587 Purine Purine base Reaxys:3200 The 7H-tautomer of purine. c1ncc2[nH]cnc2n1 chebi_ontology purine myo-inositol (1r,2R,3S,4s,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol 1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE 1,2,3,5/4,6-cyclohexanehexol 180.15588 1D-myo-Inositol 1L-myo-Inositol An inositol having myo- configuration. Beilstein:1907329 Bios I C6H12O6 CAS:87-89-8 CDAISMWEOUEBRE-GPIVLXJGSA-N CHEBI:10601 CHEBI:12826 CHEBI:12831 CHEBI:17268 CHEBI:25451 CHEBI:43559 Cyclohexitol D-myo-Inositol Dambose DrugBank:DB03106 Gmelin:82918 HMDB:HMDB00211 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6- Inositol Ins KEGG:C00137 KEGG:D08079 KNApSAcK:C00001164 L-myo-Inositol Meat sugar MetaCyc:MYO-INOSITOL Myoinositol O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O PDBeChem:INS PMID:11034685 PMID:11244303 PMID:11323092 PMID:11772411 PMID:12478879 PMID:12832083 PMID:14583919 PMID:14681857 PMID:15181167 PMID:15295080 PMID:15558078 PMID:16410747 PMID:1694860 PMID:17439666 PMID:17722064 PMID:18650262 PMID:18854045 PMID:19097871 PMID:19383710 PMID:22285975 PMID:22461977 PMID:22517104 PMID:838172 Reaxys:1907329 Wikipedia:Inositol chebi_ontology cis-1,2,3,5-trans-4,6-cyclohexanehexol i-inositol inosite meso-Inositol myo-Inositol myo-inositol propionate 73.07060 Beilstein:3587503 C3H5O2 CAS:72-03-7 CCC([O-])=O CH3-CH2-COO(-) CHEBI:14903 CHEBI:17272 CHEBI:26290 EtCO2 anion Gmelin:1820 InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1 KEGG:C00163 PMID:17951291 PMID:18375549 PMID:2647392 The conjugate base of propionic acid; a key precursor in lipid biosynthesis. UM-BBD_compID:c0277 XBDQKXXYIPTUBI-UHFFFAOYSA-M carboxylatoethane chebi_ontology ethanecarboxylate ethylformate metacetonate methylacetate propanate propanoate propanoate propanoic acid, ion(1-) propionate pseudoacetate pectin Any mixture of complex, colloidal, macromolecular plant galacturonans containing a large proportion of D-galactopyranosyluronic acid residues in alpha-(1->4) linkage, the carboxy groups of which may be esterified to varying degrees by methyl groups or be partially or completely converted into salts. The structure shown is that of the parent polygalacturonan. CAS:9000-69-5 CHEBI:14741 CHEBI:17309 CHEBI:26180 CHEBI:7946 H2O(C6H8O6)n HMDB:HMDB03402 KEGG:C00714 KEGG:D02316 KEGG:G10591 MetaCyc:PECTATE PMID:17930085 PMID:24751282 PMID:24798790 PMID:7960137 Pectin Pektin Pektine Poly(1,4-alpha-D-galacturonide) Reaxys:8539058 Wikipedia:Pectin chebi_ontology pectic substance pectina pectinas pectine pectines pectins poly[(1->4)-alpha-D-GalpA] all-trans-retinol (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol 286.45160 A retinol in which all four exocyclic double bonds have E- (trans-) geometry. Alphalin Beilstein:403040 C20H30O CAS:11103-57-4 CAS:68-26-8 CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/CO CHEBI:12783 CHEBI:17336 CHEBI:22349 CHEBI:8816 Chocola A DrugBank:DB00162 FPIPGXGPPPQFEQ-OVSJKPMPSA-N Gmelin:247497 InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ KEGG:C00473 KEGG:C17276 KEGG:D00069 KEGG:D06543 LIPID_MAPS_instance:LMPR01090000 LIPID_MAPS_instance:LMPR01090001 PDBeChem:RTL Retinol Vitamin A Vitamin A1 Wikipedia:Vitamin_A all-trans-Retinol all-trans-retinol all-trans-retinyl alcohol all-trans-vitamin A alcohol chebi_ontology linoleic acid (9Z,12Z)-Octadecadienoic acid (9Z,12Z)-octadeca-9,12-dienoic acid (Z,Z)-9,12-octadecadienoic acid 280.44550 9-cis,12-cis-Octadecadienoic acid 9Z,12Z-octadecadienoic acid An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry. Beilstein:1727101 C18:2 9c, 12c omega6 todos cis-9,12-octadienoico C18:2, n-6,9 all-cis C18H32O2 CAS:60-33-3 CCCCC\C=C/C\C=C/CCCCCCCC(O)=O CHEBI:17351 CHEBI:25047 CHEBI:42395 CHEBI:6479 Gmelin:57557 HMDB:HMDB00673 InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9- KEGG:C01595 KNApSAcK:C00001224 LA LINOLEIC ACID LIPID_MAPS_instance:LMFA01030120 Linoleic acid MetaCyc:LINOLEIC_ACID OYHQOLUKZRVURQ-HZJYTTRNSA-N PDBeChem:EIC PMID:11113630 PMID:11304127 PMID:11322990 PMID:14667063 PMID:14993245 PMID:15115315 PMID:15642793 PMID:15969511 PMID:16254037 PMID:16563718 PMID:17647039 PMID:18044828 PMID:18990554 PMID:19628674 PMID:19936816 PMID:23900039 PMID:24081493 PMID:6205897 Reaxys:1727101 Wikipedia:Linoleic_acid acide cis-linoleique acide linoleique acido linoleico all-cis-9,12-octadecadienoic acid chebi_ontology cis,cis-9,12-octadecadienoic acid cis,cis-linoleic acid cis-Delta(9,12)-octadecadienoic acid linolic acid D-aspartic acid (2R)-2-aminobutanedioic acid (R)-2-aminobutanedioic acid (R)-2-aminosuccinic acid 133.10270 Beilstein:1723529 C4H7NO4 CAS:1783-96-6 CHEBI:17364 CHEBI:20920 CHEBI:4108 CKLJMWTZIZZHCS-UWTATZPHSA-N D-Asparaginsaeure D-Aspartic acid D-aspartic acid DAS DrugBank:DB02655 Gmelin:602084 HMDB:HMDB06483 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1 KEGG:C00402 MetaCyc:CPD-302 N[C@H](CC(O)=O)C(O)=O PDBeChem:DAS PMID:11419736 PMID:17118457 PMID:17407322 PMID:18318836 PMID:19860889 Reaxys:1723529 The D-enantiomer of aspartic acid. aspartic acid D-form chebi_ontology cystine 240.30256 3,3'-disulfanediylbis(2-aminopropanoic acid) 3,3'-dithiobis(2-aminopropanoic acid) A sulfur-containing amino acid obtained by the oxidation of two cysteine molecules which are then linked via a disulfide bond. Beilstein:1728091 C6H12N2O4S2 CAS:923-32-0 CHEBI:14062 CHEBI:17376 CHEBI:23513 CHEBI:4052 Cystin Cystine Dicysteine Gmelin:83347 InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12) KEGG:C01420 LEVWYRKDKASIDU-UHFFFAOYSA-N NC(CSSCC(N)C(O)=O)C(O)=O PMID:18608550 PMID:24327171 PMID:24525029 PMID:24525030 Reaxys:1728091 Wikipedia:Cystine Zystin alpha-Diamino-beta-dithiolactic acid chebi_ontology cistina cystine bergaptol 202.16294 4-hydroxy-7H-furo[3,2-g]chromen-7-one 5-Hydroxyfuranocoumarin 5-Hydroxypsoralen A 5-hydroxyfurocoumarin that has formula C11H6O4. Bergaptol C11H6O4 CAS:486-60-2 CHEBI:12136 CHEBI:13894 CHEBI:17377 CHEBI:22755 CHEBI:22756 CHEBI:3068 GIJHDGJRTUSBJR-UHFFFAOYSA-N InChI=1S/C11H6O4/c12-10-2-1-6-9(15-10)5-8-7(11(6)13)3-4-14-8/h1-5,13H KEGG:C00758 KNApSAcK:C00000581 Oc1c2ccoc2cc2oc(=O)ccc12 chebi_ontology geraniol (2E)-3,7-dimethyl-2,6-octadien-1-ol (2E)-3,7-dimethylocta-2,6-dien-1-ol (E)-3,7-dimethyl-2,6-octadien-1-ol (E)-geraniol (E)-nerol 154.24932 2-trans-3,7-Dimethyl-2,6-octadien-1-ol 3,7-dimethyl-trans-2,6-octadien-1-ol A monoterpenoid consisting of two prenyl units linked head-to-tail and functionalised with a hydroxy group at its tail end. Beilstein:1722456 C10H18O CAS:106-24-1 CC(C)=CCC\C(C)=C\CO CHEBI:14297 CHEBI:17447 CHEBI:24219 CHEBI:5329 GLZPCOQZEFWAFX-JXMROGBWSA-N Geraniol Gmelin:185248 InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+ KEGG:C01500 KNApSAcK:C00000845 LIPID_MAPS_instance:LMPR0102010016 PMID:18824010 PMID:20573166 PMID:23102596 PMID:23108028 PMID:23168261 PMID:23200656 PMID:23399806 PMID:23415329 PMID:23499697 PMID:23510343 Wikipedia:Geraniol chebi_ontology geraniol geranyl alcohol lemonol t-geraniol trans-3,7-dimethyl-2,6-octadien-1-ol trans-geraniol aldehyde 29.01800 A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group. Aldehyd Aldehyde CHEBI:13432 CHEBI:13753 CHEBI:13805 CHEBI:13806 CHEBI:17478 CHEBI:22291 CHEBI:2554 CHEBI:8750 CHOR KEGG:C00071 RC(=O)H RCHO [H]C([*])=O aldehido aldehidos