CHEBI:16423 - (9Z)-octadec-9-en-12-ynoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (9Z)-octadec-9-en-12-ynoic acid
ChEBI ID CHEBI:16423
ChEBI ASCII Name (9Z)-octadec-9-en-12-ynoic acid
Definition An octadecenynoic acid having a cis-double bond at C-9 and a triple bond at position 12.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3913, CHEBI:3912, CHEBI:23407
Supplier Information
Download Molfile XML SDF
Formula C18H30O2
Net Charge 0
Average Mass 278.42960
Monoisotopic Mass 278.225
InChI InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b10-9-
InChIKey SAOSKFBYQJLQOS-KTKRTIGZSA-N
SMILES CCCCCC#CC\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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (9Z)-octadec-9-en-12-ynoic acid (CHEBI:16423) is a octadecenynoic acid (CHEBI:25635)
(9Z)-octadec-9-en-12-ynoic acid (CHEBI:16423) is conjugate acid of crepenynate (CHEBI:14030)
Incoming (9Z)-octadec-9-en-12-ynoyl-containing glycerolipid (CHEBI:88260) has functional parent (9Z)-octadec-9-en-12-ynoic acid (CHEBI:16423)
crepenynate (CHEBI:14030) is conjugate base of (9Z)-octadec-9-en-12-ynoic acid (CHEBI:16423)
(9Z)-octadec-9-en-12-ynoyl group (CHEBI:86295) is substituent group from (9Z)-octadec-9-en-12-ynoic acid (CHEBI:16423)
IUPAC Name
(9Z)-octadec-9-en-12-ynoic acid
Synonyms Sources
(Z)-9-Octadecen-12-ynoic acid KEGG COMPOUND
(Z)-octadec-9-en-12-ynoic acid ChEBI
9c12a-18:2 ChEBI
cis-9-Octadecen-12-ynoic acid ChemIDplus
cis-Octadec-9-en-12-in-1-säure ChEBI
Crepenynic acid KEGG COMPOUND
Crepenynsäure ChEBI
Manual Xrefs Databases
C00001278 KNApSAcK
C07289 KEGG COMPOUND
LMFA01030742 LIPID MAPS
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Registry Numbers Types Sources
1911942 Reaxys Registry Number Reaxys
2277-31-8 CAS Registry Number KEGG COMPOUND
2277-31-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17329262 PubMed citation Europe PMC
17805875 PubMed citation Europe PMC
2822134 PubMed citation Europe PMC
4086624 PubMed citation Europe PMC
4676643 PubMed citation Europe PMC
5028298 PubMed citation Europe PMC
Last Modified
09 November 2015
General Comment
2011-02-13 Found in seed oils, it is a potential inhibitor of essential fatty acid metabolism, and has been linked with mortality in mammals.