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	No supplier information found for this compound.

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