CHEBI:132472 - 18-hydroxylinoleic acid

ChEBI IDCHEBI:132472
ChEBI Name18-hydroxylinoleic acid
Stars
DefinitionAn ω-hydroxy fatty acid that is linoleic acid in which one of the terminal methyl hydrogens has been replaced by a hydroxy group.
Last Modified24 January 2023
SubmitterSteve
DownloadsMolfile
FormulaC18H32O3
Net Charge0
Average Mass296.451
Monoisotopic Mass296.23514
SMILESO=C(O)CCCCCCC/C=C\C/C=C\CCCCCO
InChIInChI=1S/C18H32O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h1-2,5,7,19H,3-4,6,8-17H2,(H,20,21)/b2-1-,7-5-
InChIKeyKPBOLLJJMHIJPH-PQZOIKATSA-N
Species of MetaboliteComponentSourceComments
Neurospora crassa (ncbitaxon:5141) - PubMed (26859959)
Homo sapiens (ncbitaxon:9606) - PubMed (10553002)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
ChEBI Ontology
Outgoing Relation(s)
18-hydroxylinoleic acid (CHEBI:132472) has functional parent linoleic acid (CHEBI:17351)
18-hydroxylinoleic acid (CHEBI:132472) has role fungal metabolite (CHEBI:76946)
18-hydroxylinoleic acid (CHEBI:132472) has role human xenobiotic metabolite (CHEBI:76967)
18-hydroxylinoleic acid (CHEBI:132472) is a polyunsaturated fatty acid (CHEBI:26208)
18-hydroxylinoleic acid (CHEBI:132472) is a ω-hydroxy-long-chain fatty acid (CHEBI:140997)
18-hydroxylinoleic acid (CHEBI:132472) is conjugate acid of 18-hydroxylinoleate (CHEBI:132029)
Incoming Relation(s)
18-hydroxylinoleate (CHEBI:132029) is conjugate base of 18-hydroxylinoleic acid (CHEBI:132472)
IUPAC Name 
(9Z,12Z)-18-hydroxyoctadeca-9,12-dienoic acid
Synonyms  Source
18-hydroxy-(9Z,12Z)-octadecadienoic acidChEBI
ω-hydroxylinoleic acidChEBI
18-HODEChEBI
Manual XrefsDatabases
CPD-17376MetaCyc
Registry NumbersSources
Reaxys:14940271Reaxys
Citations