cis-9-nonadecenoic acid (CHEBI:78443)

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ChEBI Name	cis-9-nonadecenoic acid

ChEBI ID	CHEBI:78443

ChEBI ASCII Name	cis-9-nonadecenoic acid

Definition	A monounsaturated fatty acid that is nonadecanoic acid that has been dehydrogenated to introduce a double bond with Z configuration between the carbons at positions 9 and 10. It has been isolated from the spores of reishi mushroom, Ganoderma lucidum, and found to inhibit tumour cell proliferation and induce apoptosis of HL-60 cells.

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

Supplier Information

Download	Molfile XML SDF

Formula

C19H36O2

Net Charge

Average Mass

296.48790

Monoisotopic Mass

296.27153

InChI

InChI=1S/C19H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21/h10-11H,2-9,12-18H2,1H3,(H,20,21)/b11-10-

InChIKey

YOKHLRHWEXTWJR-KHPPLWFESA-N

SMILES

CCCCCCCCC\C=C/CCCCCCCC(O)=O

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):	fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.

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

ChEBI Ontology
Outgoing	cis-9-nonadecenoic acid (CHEBI:78443) has role antineoplastic agent (CHEBI:35610) cis-9-nonadecenoic acid (CHEBI:78443) has role apoptosis inducer (CHEBI:68495) cis-9-nonadecenoic acid (CHEBI:78443) has role fungal metabolite (CHEBI:76946) cis-9-nonadecenoic acid (CHEBI:78443) is a long-chain fatty acid (CHEBI:15904) cis-9-nonadecenoic acid (CHEBI:78443) is a monounsaturated fatty acid (CHEBI:25413) cis-9-nonadecenoic acid (CHEBI:78443) is a straight-chain fatty acid (CHEBI:59202)

IUPAC Name

(9Z)-nonadec-9-enoic acid

Citation	Type	Source
22230194	PubMed citation	Europe PMC

Last Modified

08 May 2014