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CHEBI:73158 - sirtinol

ChEBI IDCHEBI:73158
ChEBI Namesirtinol
Stars
DefinitionA benzamide obtained by formal condensation of the carboxy group of 2-{[(2-hydroxy-1-naphthyl)methylene]amino}benzoic acid with the amino group of 1-phenylethylamine.
Last Modified3 June 2014
SubmitterJohnny Lloyd
DownloadsMolfile
FormulaC26H22N2O2
Net Charge0
Average Mass394.474
Monoisotopic Mass394.16813
SMILES[H]C(=Nc1ccccc1C(=O)NC(C)c1ccccc1)c1c(O)ccc2ccccc12
InChIInChI=1S/C26H22N2O2/c1-18(19-9-3-2-4-10-19)28-26(30)22-13-7-8-14-24(22)27-17-23-21-12-6-5-11-20(21)15-16-25(23)29/h2-18,29H,1H3,(H,28,30)
InChIKeyUXJFDYIHRJGPFS-UHFFFAOYSA-N
Roles Classification
Biological Roles:
EC 3.5.1.98 (histone deacetylase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).
Sir2 inhibitor  An EC 3.5.1.98 (histone deacetylase) inhibitor that interferes with the action of Sir2.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
sirtinol (CHEBI:73158) has functional parent anthranilic acid (CHEBI:30754)
sirtinol (CHEBI:73158) has role anti-inflammatory agent (CHEBI:67079)
sirtinol (CHEBI:73158) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115)
sirtinol (CHEBI:73158) has role Sir2 inhibitor (CHEBI:71181)
sirtinol (CHEBI:73158) is a aldimine (CHEBI:33271)
sirtinol (CHEBI:73158) is a benzamides (CHEBI:22702)
sirtinol (CHEBI:73158) is a naphthols (CHEBI:25392)
IUPAC Name 
2-{[(2-hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide
Manual XrefsDatabases
US2009137681Patent
US2008200489Patent
Registry NumbersSources
Reaxys:15029840Reaxys
Citations