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CHEBI:17351 - linoleic acid

ChEBI IDCHEBI:17351
ChEBI Namelinoleic acid
Stars
DefinitionAn octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry.
Secondary ChEBI IDsCHEBI:6479, CHEBI:25047, CHEBI:42395
Last Modified31 May 2023
DownloadsMolfile

FormulaC18H32O2
Net Charge0
Average Mass280.452
Monoisotopic Mass280.24023
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)/b7-6-,10-9-
InChIKeyOYHQOLUKZRVURQ-HZJYTTRNSA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Carthamus oxyacantha (ncbitaxon:122010) aerial part (BTO:0001658) PubMed (22060189) Crude ethanolic extract of aerial parts
Daphnia galeata (ncbitaxon:27404) - Article (Is the fatty acid composition of Daphnia galeata determined by the fatty acid composition of the ingested diet?Weers P.M.M., Siewertsen K., and Gulati R.D.Freshwater Biology (1997), 38, 731-738)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Roles Classification

ChEBI Ontology
IUPAC Name 
(9Z,12Z)-octadeca-9,12-dienoic acid
Synonyms  Source
Linoleic acidKEGG COMPOUND
9-cis,12-cis-Octadecadienoic acidKEGG COMPOUND
(Z,Z)-9,12-octadecadienoic acidNIST Chemistry WebBook
cis,cis-linoleic acidNIST Chemistry WebBook
cis-Δ9,12-octadecadienoic acidChemIDplus
LINOLEIC ACIDPDBeChem
Manual XrefsDatabases
C01595KEGG COMPOUND
EICPDBeChem
LMFA01030120LIPID MAPS
LINOLEIC_ACIDMetaCyc
HMDB0000673HMDB
Linoleic_acidWikipedia
C00001224KNApSAcK
3323DrugCentral
Registry NumbersSources
Gmelin:57557Gmelin
Reaxys:1727101Reaxys
CAS:60-33-3KEGG COMPOUND
CAS:60-33-3ChemIDplus
CAS:60-33-3NIST Chemistry WebBook
Citations