18-hydroxyoleic acid (CHEBI:79312)

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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	ZINC000033822274

Download	Molfile XML SDF

Formula

C18H34O3

Net Charge

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.

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

Registry Number	Type	Source
1712247	Reaxys Registry Number	Reaxys

Citations

Last Modified

28 February 2024