CHEBI:30245 - linoleate

ChEBI IDCHEBI:30245
ChEBI Namelinoleate
Stars
DefinitionAn octadecadienoate with cis- double bonds at the 9- and 12- positions; the conjugate base of linoleic acid.
Secondary ChEBI IDsCHEBI:12272, CHEBI:14515, CHEBI:20826
Last Modified24 February 2022
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC18H31O2
Net Charge-1
Average Mass279.444
Monoisotopic Mass279.23295
SMILESCCCCC/C=C\C/C=C\CCCCCCCC(=O)[O-]
InChIInChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/p-1/b7-6-,10-9-
InChIKeyOYHQOLUKZRVURQ-HZJYTTRNSA-M
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) blood serum (BTO:0000133) MetaboLights (MTBLS90)
Roles Classification
Biological Roles:
human blood serum metabolite  Any metabolite (endogenous or exogenous) found in human blood serum samples.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
linoleate (CHEBI:30245) has functional parent 9-HPODE(1−) (CHEBI:146293)
linoleate (CHEBI:30245) has role human blood serum metabolite (CHEBI:85234)
linoleate (CHEBI:30245) has role plant metabolite (CHEBI:76924)
linoleate (CHEBI:30245) is a octadecadienoate (CHEBI:25626)
linoleate (CHEBI:30245) is conjugate base of linoleic acid (CHEBI:17351)
Incoming Relation(s)
(S)-3-hydroxylinoleoyl-CoA(4−) (CHEBI:233824) has functional parent linoleate (CHEBI:30245)
(9S),10-epoxy-(10,12Z)-octadecadienoate (CHEBI:143139) has functional parent linoleate (CHEBI:30245)
(9Z,12Z)-11-hydroxyoctadecadienoate (CHEBI:136522) has functional parent linoleate (CHEBI:30245)
N-linoleoylglycine(1−) (CHEBI:150011) has functional parent linoleate (CHEBI:30245)
1,1',2-trilinoleoyl-2'-palmitoleoyl-cardiolipin(2−) (CHEBI:176427) has functional parent linoleate (CHEBI:30245)
1,1',2-trioleoyl-2'-linoleoyl-cardiolipin(2−) (CHEBI:173223) has functional parent linoleate (CHEBI:30245)
13-HODE(1−) (CHEBI:133819) has functional parent linoleate (CHEBI:30245)
9-HODE(1−) (CHEBI:133820) has functional parent linoleate (CHEBI:30245)
trininoleoyl-monolysocardiolipin(2−) (CHEBI:156311) has functional parent linoleate (CHEBI:30245)
Calcium linoleate (CHEBI:31343) has part linoleate (CHEBI:30245)
tetralinoleoyl cardiolipin ketone(2−) (CHEBI:231791) has part linoleate (CHEBI:30245)
linoleic acid (CHEBI:17351) is conjugate acid of linoleate (CHEBI:30245)
IUPAC Name 
(9Z,12Z)-octadeca-9,12-dienoate
Synonyms  Source
(9Z,12Z)-9,12-octadecadienoic acid, ion(1−)ChemIDplus
(Z,Z)-9,12-octadecadienoic acid, ion(1−)ChemIDplus
linoleic acid, ion(1−)ChemIDplus
cis,cis-9,12-octadecadienoateChEBI
cis,cis-linoleateChEBI
cis9,12-octadecadienoateChEBI
UniProt Name  Source
(9Z,12Z)-octadecadienoateUniProt
Manual XrefsDatabases
C01595KEGG COMPOUND
LINOLEIC_ACIDMetaCyc
Registry NumbersSources
Gmelin:667201Gmelin
Reaxys:4139597Reaxys
CAS:1509-85-9ChemIDplus