(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768)

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CHEBI:65768 - (9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid

ChEBI ID	CHEBI:65768
ChEBI Name	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid
Stars
Definition	A trienoic fatty acid, that is octadecanoic acid containing double bonds at positions 9, 12 and 15 and a triple bond at position 6. Isolated from Dicranum scoparium, it exhibits antibacterial activity and inhibitory activity against arachidonate 15-lipoxygenase.
Last Modified	9 November 2015
Downloads	Molfile

Formula	C18H26O2
Net Charge	0
Average Mass	274.404
Monoisotopic Mass	274.19328
SMILES	CC/C=C\C/C=C\C/C=C\CC#CCCCCC(=O)O
InChI	InChI=1S/C18H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-
InChIKey	UXMMIMGEKFYPFK-PDBXOOCHSA-N

Species of Metabolite	Component	Source	Comments
Dicranum scoparium (ncbitaxon:3222)	-	PubMed (8377015)

Roles Classification

Chemical Role:

Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).

Biological Roles:

EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor A lipoxygenase inhibitor that interferes with the action of arachidonate 15-lipoxygenase (EC 1.13.11.33).

antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology

Outgoing Relation(s)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768) has role antibacterial agent (CHEBI:33282)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768) has role EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor (CHEBI:64996)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768) has role metabolite (CHEBI:25212)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768) is a acetylenic fatty acid (CHEBI:25380)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768) is a long-chain fatty acid (CHEBI:15904)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768) is a straight-chain fatty acid (CHEBI:59202)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768) is a trienoic fatty acid (CHEBI:73155)
Incoming Relation(s)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoyl-containing glycerolipid (CHEBI:88244) has functional parent (9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768)
	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoyl group (CHEBI:86292) is substituent group from (9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid (CHEBI:65768)

IUPAC Name
(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid

Synonym	Source
dicranin	ChEBI

Registry Numbers	Sources
Reaxys:4432637	Reaxys
CAS:61481-30-9	ChemIDplus

Citations