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CHEBI:144441 - triacsin C

ChEBI IDCHEBI:144441
ChEBI Nametriacsin C
Stars
DefinitionA nitroso compound that is N-undecylnitrous hydrazide carrying double bonds at positions 1,2,4, and 7. It is a long-chain fatty acyl CoA synthetase inhibitor and interferes with lipid metabolism by inhibiting the de novo synthesis of glycerolipids and cholesterol esters.
Last Modified9 August 2019
SubmitterSandra Orchard
DownloadsMolfile
FormulaC11H17N3O
Net Charge0
Average Mass207.277
Monoisotopic Mass207.13716
SMILESCCC/C=C/C/C=C/C=C/C=N/NN=O
InChIInChI=1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+
InChIKeyNKTGCVUIESDXPU-YLEPRARLSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces aureofaciens (ncbitaxon:1894) cell suspension culture (BTO:0000221) PubMed (6804425) Strain: 1228
Roles Classification
Biological Roles:
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor  An EC 6.2.1.* (acid-thiol ligase) inhibitor that interferes with the action of a long-chain-fatty-acid—CoA ligase (EC 6.2.1.3).
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
EC 3.1.1.64 (retinoid isomerohydrolase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of retinoid isomerohydrolase (EC 3.1.1.64).
Applications:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
vasodilator agent  A drug used to cause dilation of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
triacsin C (CHEBI:144441) has role antimalarial (CHEBI:38068)
triacsin C (CHEBI:144441) has role apoptosis inhibitor (CHEBI:68494)
triacsin C (CHEBI:144441) has role bacterial metabolite (CHEBI:76969)
triacsin C (CHEBI:144441) has role EC 3.1.1.64 (retinoid isomerohydrolase) inhibitor (CHEBI:144455)
triacsin C (CHEBI:144441) has role EC 6.2.1.3 (long-chain-fatty-acid—CoA ligase) inhibitor (CHEBI:83157)
triacsin C (CHEBI:144441) has role vasodilator agent (CHEBI:35620)
triacsin C (CHEBI:144441) is a hydrazone (CHEBI:38532)
triacsin C (CHEBI:144441) is a nitroso compound (CHEBI:35800)
triacsin C (CHEBI:144441) is a olefinic compound (CHEBI:78840)
IUPAC Name 
N-[(1E,2E,4E,7E)-undeca-2,4,7-trien-1-ylidene]nitrous hydrazide
Synonyms  Source
WS 1228AChemIDplus
FR 900190ChemIDplus
nitrosohydrazone-2E,4E,7E-undecatrienalChEBI
WS-1228AChEBI
2,4,7-undecatrienal nitrosohydrazoneChEBI
(2E,4E,7E)-2,4,7-undecatrienal nitrosohydrazoneChEBI
Manual XrefsDatabases
Triacsin_CWikipedia
CPD-14770MetaCyc
LSM-43284LINCS
Registry NumbersSources
CAS:76896-80-5ChemIDplus
Citations