CHEBI:10275 - (9Z,11E,13E)-octadeca-9,11,13-trienoic acid

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ChEBI Name (9Z,11E,13E)-octadeca-9,11,13-trienoic acid
ChEBI ID CHEBI:10275
ChEBI ASCII Name (9Z,11E,13E)-octadeca-9,11,13-trienoic acid
Definition A conjugated linolenic acid having three fully-conjugated double bonds at positions 9, 11 and 13, in cis, trans and trans configurations, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H30O2
Net Charge 0
Average Mass 278.42960
Monoisotopic Mass 278.225
InChI InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9-
InChIKey CUXYLFPMQMFGPL-WPOADVJFSA-N
SMILES CCCC\C=C\C=C\C=C/CCCCCCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (9Z,11E,13E)-octadeca-9,11,13-trienoic acid (CHEBI:10275) is a 9,11,13-octadecatrienoic acid (CHEBI:38382)
Incoming α-licanic acid (CHEBI:28771) has functional parent (9Z,11E,13E)-octadeca-9,11,13-trienoic acid (CHEBI:10275)
(9Z,11E,13E)-octadecatrienoyl-containing glycerolipid (CHEBI:88254) has functional parent (9Z,11E,13E)-octadeca-9,11,13-trienoic acid (CHEBI:10275)
(9Z,11E,13E)-octadecatrienoyl group (CHEBI:86023) is substituent group from (9Z,11E,13E)-octadeca-9,11,13-trienoic acid (CHEBI:10275)
IUPAC Name
(9Z,11E,13E)-octadeca-9,11,13-trienoic acid
Synonyms Sources
(9Z,11E,13E)-9,11,13-Octadecatrienoic acid KEGG COMPOUND
(9Z,11E,13E)-Octadecatrienoic acid KEGG COMPOUND
(Z,E,E)-octadeca-9,11,13-trienoic acid ChEBI
9-cis,11-trans,13-trans-octadecatrienoic acid ChEBI
9c,11t,13t-CLnA ChEBI
9c11t13t-18:3 ChEBI
9cis,11trans,13trans-octadecatrienoic acid ChEBI
α-ELA ChEBI
α-eleostearic acid ChEBI
alpha-Eleostearic acid KEGG COMPOUND
alpha-Eleostearic acid KEGG COMPOUND
α-ESA ChEBI
c9,t11,t13-CLnA ChEBI
c9,t11,t13-linolenic acid ChEBI
ELA ChEBI
elaeostearic acid ChEBI
Database Links Databases
C00001216 KNApSAcK
C08315 KEGG COMPOUND
LMFA01030147 LIPID MAPS
View more database links
Registry Numbers Types Sources
1726551 Beilstein Registry Number Beilstein
1726551 Reaxys Registry Number Reaxys
506-23-0 CAS Registry Number KEGG COMPOUND
Citation Waiting for Citations Type Source
12396127 PubMed citation Europe PMC
Last Modified
09 November 2015
General Comment
2011-02-01 A conjugated linolenic acid found in tung and bitter gourd oils which, unlike its isomer alpha-linolenic acid, is a non-essential fatty acid; reported to promote apoptosis.