CHEBI:8638 - (9Z,11E,13Z)-octadecatrienoic acid

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ChEBI Name (9Z,11E,13Z)-octadecatrienoic acid
ChEBI ASCII Name (9Z,11E,13Z)-octadecatrienoic acid
Definition A 9,11,13-octadecatrienoic acid having its double bonds in cis, trans and cis configurations, respectively. It has been isolated from pomegranate (Punica granatum).
Stars This entity has been manually annotated by the ChEBI Team.
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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-
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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing (9Z,11E,13Z)-octadecatrienoic acid (CHEBI:8638) has role antineoplastic agent (CHEBI:35610)
(9Z,11E,13Z)-octadecatrienoic acid (CHEBI:8638) has role plant metabolite (CHEBI:76924)
(9Z,11E,13Z)-octadecatrienoic acid (CHEBI:8638) is a 9,11,13-octadecatrienoic acid (CHEBI:38382)
Incoming (9Z,11E,13Z)-octadeca-9,11,13-trienoyl-containing glycerolipid (CHEBI:88259) has functional parent (9Z,11E,13Z)-octadecatrienoic acid (CHEBI:8638)
(9Z,11E,13Z)-octadeca-9,11,13-trienoyl group (CHEBI:86283) is substituent group from (9Z,11E,13Z)-octadecatrienoic acid (CHEBI:8638)
(9Z,11E,13Z)-octadeca-9,11,13-trienoic acid
Synonyms Sources
(Z,E,Z)-octadeca-9,11,13-trienoic acid ChEBI
9-cis,11-trans,13-cis-octadecatrienoic acid ChEBI
9c,11t,13c-18:3 ChEBI
9c,11t,13c-linolenic acid ChEBI
9cis,11trans,13cis-octadecatrienoic acid ChEBI
C18:3 n-5 cis, 7 trans, 9 cis ChEBI
cis-9,trans-11,cis-13-Octadecatrienoic acid KEGG COMPOUND
octadeca-9c,11t,13c-trienoic acid ChEBI
Octadeca-9c,11t,13c-triensäure ChEBI
Punicic acid KEGG COMPOUND
trichosanic acid ChEBI
Trichosanic acid KEGG COMPOUND
Manual Xrefs Databases
C00001236 KNApSAcK
HMDB0030963 HMDB
Punicic_acid Wikipedia
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Registry Numbers Types Sources
1726550 Beilstein Registry Number Beilstein
1726550 Reaxys Registry Number Reaxys
544-72-9 CAS Registry Number KEGG COMPOUND
544-72-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15533261 PubMed citation Europe PMC
15744587 PubMed citation Europe PMC
19649246 PubMed citation Europe PMC
Last Modified
09 November 2015
General Comment
2011-02-02 A polyunsaturated fatty acid containing three conjugated double bonds, making it similar to the conjugated linolenic acids. Abundant in seeds of the pomegranate Punica granatum, it reportedly exerts important anticancer and anti-obesity effects.