CHEBI:136927 - 2-hydroxylinoleic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 2-hydroxylinoleic acid
ChEBI ID CHEBI:136927
Definition A 2-hydroxy fatty acid derived from linoleic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H32O3
Net Charge 0
Average Mass 296.446
Monoisotopic Mass 296.23514
InChI InChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h6-7,9-10,17,19H,2-5,8,11-16H2,1H3,(H,20,21)/b7-6-,10-9-
InChIKey AFDSETGKYZMEEA-HZJYTTRNSA-N
SMILES C(=C\C/C=C\CCCCC)\CCCCCCC(C(=O)O)O
Metabolite of Species Details
Arabidopsis thaliana (NCBI:txid3702) See: PubMed
Arabidopsis thaliana (NCBI:txid3702) See: MetaboLights Study
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): Arabidopsis thaliana metabolite
Any plant metabolite that is produced by Arabidopsis thaliana.
PPARalpha agonist
A PPAR modulator which activates the peroxisome proliferator-activated receptor-alpha.
PPARgamma agonist
A PPAR modulator which activates the peroxisome proliferator-activated receptor-gamma.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-hydroxylinoleic acid (CHEBI:136927) has functional parent linoleic acid (CHEBI:17351)
2-hydroxylinoleic acid (CHEBI:136927) has role Arabidopsis thaliana metabolite (CHEBI:140602)
2-hydroxylinoleic acid (CHEBI:136927) has role antineoplastic agent (CHEBI:35610)
2-hydroxylinoleic acid (CHEBI:136927) has role PPARα agonist (CHEBI:70782)
2-hydroxylinoleic acid (CHEBI:136927) has role PPARγ agonist (CHEBI:71554)
2-hydroxylinoleic acid (CHEBI:136927) is a 2-hydroxy fatty acid (CHEBI:10283)
2-hydroxylinoleic acid (CHEBI:136927) is a HODE (CHEBI:36328)
2-hydroxylinoleic acid (CHEBI:136927) is a long-chain fatty acid (CHEBI:15904)
IUPAC Name
(9Z,12Z)-2-hydroxyoctadeca-9,12-dienoic acid
Synonyms Sources
(9Z,12Z)-2-hydroxyoctadecadienoic acid ChEBI
2-hydroxy-9Z,12Z-Octadecadienoic acid LIPID MAPS
ABTL-0812 ChemIDplus
ABTL0812 ChemIDplus
α-Hydroxylinoleic acid LIPID MAPS
alpha-Hydroxylinoleic acid ChemIDplus
Manual Xref Database
LMFA02000290 LIPID MAPS
View more database links
Registry Numbers Types Sources
27883686 Reaxys Registry Number Reaxys
57818-44-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
26671995 PubMed citation Europe PMC
Last Modified
17 April 2018