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> Main
CHEBI:136927 - 2-hydroxylinoleic acid
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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
Download
Molfile
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Molfile
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 (Br
o
nsted 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
(9
Z
,12
Z
)-2-hydroxyoctadeca-9,12-dienoic acid
Synonyms
Sources
(9
Z
,12
Z
)-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
Type
Source
26671995
PubMed citation
Europe PMC
Last Modified
17 April 2018