(12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538)

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ChEBI Name	(12Z)-10-hydroxyoctadec-12-enoic acid

ChEBI ID	CHEBI:192538

ChEBI ASCII Name	(12Z)-10-hydroxyoctadec-12-enoic acid

Definition	An octadecenoic acid that is (12Z)-octadec-12-enoic acid substituted by a hydroxy group at position 10. It is a metabolite of linoleic acid produced by the gut lactic acid bacterium Lactobacillus plantarum.

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

Submitter	MetaboLights

Secondary ChEBI IDs	CHEBI:195370

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

Formula

C18H34O3

Net Charge

Average Mass

298.467

Monoisotopic Mass

298.25079

InChI

InChI=1S/C18H34O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h8,11,17,19H,2-7,9-10,12-16H2,1H3,(H,20,21)/b11-8-

InChIKey

WVYIZGMCLSGZGG-FLIBITNWSA-N

SMILES

CCCCC\C=C/CC(O)CCCCCCCCC(O)=O

Metabolite of Species	Details
Mus Musculus (NCBI:txid10090)	Found in lung (BTO:0000763). of strain BALB/c [EFO:0000602] See: MetaboLights Study
Mus Musculus (NCBI:txid10090)	Found in serum (BTO:0001239). of strain BALB/c [EFO:0000602] See: MetaboLights Study
Mus Musculus (NCBI:txid10090)	Found in colon (BTO:0000269). of strain BALB/c [EFO:0000602] See: MetaboLights Study
Lactiplantibacillus plantarum (NCBI:txid1590)	Species also known as Lactobacillus plantarum. See: PubMed
Candida boidinii (NCBI:txid5477)	See: PubMed
Stenotrophomonas nitritireducens (NCBI:txid83617)	See: PubMed

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):	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

Application(s):	anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology
Outgoing	(12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538) has role anti-inflammatory agent (CHEBI:67079) (12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538) has role antifungal agent (CHEBI:35718) (12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538) has role bacterial metabolite (CHEBI:76969) (12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538) is a hydroxy monounsaturated fatty acid (CHEBI:131869) (12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538) is a octadecenoic acid (CHEBI:25634) (12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538) is conjugate acid of (12Z)-10-hydroxyoctadec-12-enoate (CHEBI:195300)

Incoming	(12Z)-10-hydroxyoctadec-12-enoate (CHEBI:195300) is conjugate base of (12Z)-10-hydroxyoctadec-12-enoic acid (CHEBI:192538)

IUPAC Name

(12Z)-10-hydroxyoctadec-12-enoic acid

Synonyms	Sources
(12Z)-10-hydroxy-12-octadecenoic acid	ChEBI
(12Z)-10-hydroxyoctadecenoic acid	ChEBI
(Z)-10-hydroxy-12-octadecenoic acid	ChEBI
(Z)-10-hydroxyoctadec-12-enoic acid	ChEBI
10-HOE	ChEBI
10-hydroxy-12(Z)-octadecenoic acid	ChEBI
10-hydroxy-12Z-octadecenoic acid	LIPID MAPS
10-hydroxy-cis-12-octadecenoic acid	ChEBI
12(Z)-10-HOME	LIPID MAPS

Citations

Last Modified

13 July 2023