methyl gamma-linolenate (CHEBI:144354)

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ChEBI Name	methyl γ-linolenate

ChEBI ID	CHEBI:144354

ChEBI ASCII Name	methyl gamma-linolenate

Definition	A fatty acid methyl ester obtained from the formal condensation of methanol and γ-linolenic acid.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Mark Williams

Supplier Information

Download	Molfile XML SDF

Formula

C19H32O2

Net Charge

Average Mass

292.463

Monoisotopic Mass

292.24023

InChI

InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11,13-14H,3-6,9,12,15-18H2,1-2H3/b8-7-,11-10-,14-13-

InChIKey

JFRWATCOFCPIBM-JPFHKJGASA-N

SMILES

O(C(=O)CCCC/C=C\C/C=C\C/C=C\CCCCC)C

Metabolite of Species	Details
Arthrospira platensis (NCBI:txid118562)	See: PubMed

Roles Classification
Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	methyl γ-linolenate (CHEBI:144354) has functional parent γ-linolenic acid (CHEBI:28661) methyl γ-linolenate (CHEBI:144354) has role antibacterial agent (CHEBI:33282) methyl γ-linolenate (CHEBI:144354) has role antineoplastic agent (CHEBI:35610) methyl γ-linolenate (CHEBI:144354) has role apoptosis inducer (CHEBI:68495) methyl γ-linolenate (CHEBI:144354) has role bacterial metabolite (CHEBI:76969) methyl γ-linolenate (CHEBI:144354) is a fatty acid methyl ester (CHEBI:4986)

IUPAC Name

methyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate

Synonyms	Sources
(6Z,9Z,12Z)-6,9,12-octadecatrienoic acid methyl ester	ChEBI
C18:3 (all cis-6,9,12) methyl ester	ChEBI
γ-linolenic acid methyl ester	ChEBI
methyl (Z,Z,Z)-6,9,12-octadecatrienoate	ChemIDplus
methyl GLA	ChEBI

Registry Number	Type	Source
16326-32-2	CAS Registry Number	ChemIDplus

Last Modified

26 July 2019