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

ChEBI IDCHEBI:192538
ChEBI Name(12Z)-10-hydroxyoctadec-12-enoic acid
Stars
ASCII Name(12Z)-10-hydroxyoctadec-12-enoic acid
DefinitionAn 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.
Secondary ChEBI IDCHEBI:195370
Last Modified13 July 2023
SubmitterAdnan, MetaboLights
DownloadsMolfile
FormulaC18H34O3
Net Charge0
Average Mass298.467
Monoisotopic Mass298.25079
SMILESCCCCC/C=C\CC(O)CCCCCCCCC(=O)O
InChIInChI=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-
InChIKeyWVYIZGMCLSGZGG-FLIBITNWSA-N
Species of MetaboliteComponentSourceComments
Mus Musculus (ncbitaxon:10090)
serum (BTO:0001239) MetaboLights (MTBLS4590) Strain: BALB/c [EFO:0000602]
colon (BTO:0000269) MetaboLights (MTBLS4590) Strain: BALB/c [EFO:0000602]
lung (BTO:0000763) MetaboLights (MTBLS4590) Strain: BALB/c [EFO:0000602]
Stenotrophomonas nitritireducens (ncbitaxon:83617) - PubMed (18197675)
Lactiplantibacillus plantarum (ncbitaxon:1590) - PubMed (20058923) Species also known as Lactobacillus plantarum.
Candida boidinii (ncbitaxon:5477) - PubMed (24967938)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
(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  Source
(Z)-10-hydroxyoctadec-12-enoic acidChEBI
10-hydroxy-12Z-octadecenoic acidLIPID MAPS
(12Z)-10-hydroxy-12-octadecenoic acidChEBI
10-hydroxy-cis-12-octadecenoic acidChEBI
(Z)-10-hydroxy-12-octadecenoic acidChEBI
12(Z)-10-HOMELIPID MAPS
Manual XrefsDatabases
57451003ChemSpider
LMFA02000345LIPID MAPS
Citations