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CHEBI:78443 - cis-9-nonadecenoic acid

ChEBI IDCHEBI:78443
ChEBI Namecis-9-nonadecenoic acid
Stars
ASCII Namecis-9-nonadecenoic acid
DefinitionA 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.
Last Modified8 May 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H36O2
Net Charge0
Average Mass296.495
Monoisotopic Mass296.27153
SMILESCCCCCCCCC/C=C\CCCCCCCC(=O)O
InChIInChI=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-
InChIKeyYOKHLRHWEXTWJR-KHPPLWFESA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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
Synonyms  Source
9Z-nonadecenoic acidLIPID MAPS
19:1(9Z)LIPID MAPS
C19:1n-10LIPID MAPS
Manual XrefsDatabases
LMFA01030886LIPID MAPS
Citations