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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid
ChEBI ID CHEBI:65768
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H26O2
Net Charge 0
Average Mass 274.39780
Monoisotopic Mass 274.19328
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
SMILES CC\C=C/C\C=C/C\C=C/CC#CCCCCC(O)=O
Metabolite of Species Details
Dicranum scoparium (NCBI:txid3222) See: PubMed
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): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
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).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 (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 Types Sources
4432637 Reaxys Registry Number Reaxys
61481-30-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1632297 PubMed citation Europe PMC
1636161 PubMed citation Europe PMC
21604791 PubMed citation Europe PMC
8377015 PubMed citation Europe PMC
Last Modified
09 November 2015