CHEBI:82464 - cis-9,10-epoxyoctadecanoic acid

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ChEBI Name cis-9,10-epoxyoctadecanoic acid
ChEBI ID CHEBI:82464
ChEBI ASCII Name cis-9,10-epoxyoctadecanoic acid
Definition A 9,10-epoxyoctadecanoic acid which has cis configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H34O3
Net Charge 0
Average Mass 298.461
Monoisotopic Mass 298.25079
InChI InChI=1S/C18H34O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)/t16-,17+/m1/s1
InChIKey IMYZYCNQZDBZBQ-SJORKVTESA-N
SMILES C(CCCCCCC[C@]1([C@@](CCCCCCCC)(O1)[H])[H])(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via 9,10-epoxyoctadecanoic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cis-9,10-epoxyoctadecanoic acid (CHEBI:82464) is a 9,10-epoxyoctadecanoic acid (CHEBI:85661)
Incoming (9R,10S)-9,10-epoxyoctadecanoic acid (CHEBI:138260) is a cis-9,10-epoxyoctadecanoic acid (CHEBI:82464)
(9S,10R)-epoxyoctadecanoic acid (CHEBI:138262) is a cis-9,10-epoxyoctadecanoic acid (CHEBI:82464)
IUPAC Name
rel-8-[(2R,3S)-3-octyloxiran-2-yl]octanoic acid
Synonym Source
cis-9,10-epoxystearic acid ChEBI
Manual Xrefs Databases
C00000391 KNApSAcK
C19418 KEGG COMPOUND
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Registry Number Type Source
24560-98-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10519279 PubMed citation Europe PMC
12505783 PubMed citation Europe PMC
15081936 PubMed citation Europe PMC
186392 PubMed citation Europe PMC
27519515 PubMed citation Europe PMC
486745 PubMed citation Europe PMC
Last Modified
04 January 2019
General Comment
2019-01-04 The term cis does not imply a specific enantiomer. It can either be the (9R,10S) or (9S,10R) enantiomers or a mixture of both.