18-hydroxylinoleic acid (CHEBI:132472)

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ChEBI Name	18-hydroxylinoleic acid

ChEBI ID	CHEBI:132472

Definition	An ω-hydroxy fatty acid that is linoleic acid in which one of the terminal methyl hydrogens has been replaced by a hydroxy group.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C18H32O3

Net Charge

Average Mass

296.446

Monoisotopic Mass

296.23514

InChI

InChI=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-

InChIKey

KPBOLLJJMHIJPH-PQZOIKATSA-N

SMILES

C(=C\C/C=C\CCCCCO)\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):	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	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 ω-hydroxy-long-chain fatty acid (CHEBI:140997) 18-hydroxylinoleic acid (CHEBI:132472) is a polyunsaturated fatty acid (CHEBI:26208) 18-hydroxylinoleic acid (CHEBI:132472) is conjugate acid of 18-hydroxylinoleate (CHEBI:132029)

Incoming	18-hydroxylinoleate (CHEBI:132029) is conjugate base of 18-hydroxylinoleic acid (CHEBI:132472)

IUPAC Name

(9Z,12Z)-18-hydroxyoctadeca-9,12-dienoic acid

Synonyms	Sources
18-HODE	ChEBI
18-hydroxy-(9Z,12Z)-octadecadienoic acid	ChEBI
ω-hydroxylinoleic acid	ChEBI

Registry Number	Type	Source
14940271	Reaxys Registry Number	Reaxys

Last Modified

24 January 2023