(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:

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

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.

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