CHEBI:79312 - 18-hydroxyoleic acid

ChEBI IDCHEBI:79312
ChEBI Name18-hydroxyoleic acid
Stars
DefinitionAn ω-hydroxy fatty acid that is 18-hydroxyoctadecanoic acid which has been dehydrogenated to introduce a trans double bond at the 9-10 position.
Last Modified28 February 2024
SubmitterSteve
DownloadsMolfile
FormulaC18H34O3
Net Charge0
Average Mass298.467
Monoisotopic Mass298.25079
SMILESO=C(O)CCCCCCC/C=C\CCCCCCCCO
InChIInChI=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-
InChIKeyLQUHZVLTTWMBTO-UPHRSURJSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 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 a ω-hydroxy-long-chain fatty acid (CHEBI:140997)
18-hydroxyoleic acid (CHEBI:79312) is conjugate acid of 18-hydroxyoleate (CHEBI:78424)
Incoming Relation(s)
(9Z)-18-hydroxyoctadec-9-enoic acid 18-O-sophoroside (CHEBI:229691) has functional parent 18-hydroxyoleic acid (CHEBI:79312)
(9Z)-18-hydroxyoctadec-9-enoic acid 18-O-β-D-glucoside (CHEBI:144844) 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  Source
(9Z)-18-hydroxyoctadecenoic acidChEBI
ω-hydroxy-(9Z)-octadecenoic acidChEBI
ω-hydroxyoleic acidChEBI
18-hydroxy-9Z-octadecenoic acidLIPID MAPS
19-HOME(9Z)LIPID MAPS
18-Hydroxy-9-octadecenoic acidKNApSAcK
Manual XrefsDatabases
C19616KEGG COMPOUND
LMFA02000181LIPID MAPS
C00007439KNApSAcK
18-HYDROXYOLEATEMetaCyc
Registry NumbersSources
Reaxys:1712247Reaxys
Citations