CHEBI:79312 - 18-hydroxyoleic acid

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ChEBI Name 18-hydroxyoleic acid
ChEBI ID CHEBI:79312
Definition An ω-hydroxy fatty acid that is 18-hydroxyoctadecanoic acid which has been dehydrogenated to introduce a trans double bond at the 9-10 position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H34O3
Net Charge 0
Average Mass 298.46080
Monoisotopic Mass 298.25079
InChI InChI=1S/C18H34O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h1-2,19H,3-17H2,(H,20,21)/b2-1-
InChIKey LQUHZVLTTWMBTO-UPHRSURJSA-N
SMILES OCCCCCCCC\C=C/CCCCCCCC(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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 18-hydroxyoleic acid (CHEBI:79312) has functional parent oleic acid (CHEBI:16196)
18-hydroxyoleic acid (CHEBI:79312) has role plant metabolite (CHEBI:76924)
18-hydroxyoleic acid (CHEBI:79312) is a ω-hydroxy-long-chain fatty acid (CHEBI:140997)
18-hydroxyoleic acid (CHEBI:79312) is a hydroxy monounsaturated fatty acid (CHEBI:131869)
18-hydroxyoleic acid (CHEBI:79312) is a straight-chain fatty acid (CHEBI:59202)
18-hydroxyoleic acid (CHEBI:79312) is conjugate acid of 18-hydroxyoleate (CHEBI:78424)
Incoming (9Z)-18-hydroxyoctadec-9-enoic acid 18-O-β-D-glucoside (CHEBI:144844) has functional parent 18-hydroxyoleic acid (CHEBI:79312)
(9Z)-18-hydroxyoctadec-9-enoic acid 18-O-sophoroside (CHEBI:229691) has functional parent 18-hydroxyoleic acid (CHEBI:79312)
18-hydroxyoleate (CHEBI:78424) is conjugate base of 18-hydroxyoleic acid (CHEBI:79312)
IUPAC Name
(9Z)-18-hydroxyoctadec-9-enoic acid
Synonyms Sources
(9Z)-18-hydroxyoctadecenoic acid ChEBI
18-Hydroxy-9-octadecenoic acid KNApSAcK
18-hydroxy-9Z-octadecenoic acid LIPID MAPS
19-HOME(9Z) LIPID MAPS
ω-hydroxy-(9Z)-octadecenoic acid ChEBI
ω-hydroxyoleic acid ChEBI
Manual Xrefs Databases
18-HYDROXYOLEATE MetaCyc
C00007439 KNApSAcK
C19616 KEGG COMPOUND
LMFA02000181 LIPID MAPS
View more database links
Registry Number Type Source
1712247 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23205954 PubMed citation Europe PMC
24673591 PubMed citation Europe PMC
4356240 PubMed citation Europe PMC
Last Modified
28 February 2024