1426074-86-3

Basic information

• Product Name: C₁₇H₂₇NO₂Si
• Synonyms: C₁₇H₂₇NO₂Si
• CAS NO: 1426074-86-3
• Molecular Weight: 305.492
• Mol File: 1426074-86-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₇H₂₇NO₂Si(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₇H₂₇NO₂Si(1426074-86-3)
• EPA Substance Registry System: C₁₇H₂₇NO₂Si(1426074-86-3)

Safety Data

• Hazardous Substances Data: 1426074-86-3(Hazardous Substances Data)

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 120820-40-8 1-(2-(((1,1-dimethylethyl)dimethylsilyl)oxy)phenyl)ethanone 

Downstream Products

• 1426074-88-5 (5-hydroxybenzofuran-3yl)(2-hydroxyphenyl)methanone 

Relevant articles and documents

Identification of benzofuran-3-yl(phenyl)methanones as novel SIRT1 inhibitors: Binding mode, inhibitory mechanism and biological action

SIRT1 is a NAD+-dependent deacetylase. Here we described new SIRT1 inhibitors with the scaffold of benzofuran-3-yl(phenyl)methanone. The inhibitors were predicted to bind in C-pocket of SIRT1, forming hydrophobic interactions with Phe273, Phe312 and Ile347. Introducing hydroxyl to meta position of phenyl may form H-bond with Asn346. Indeed, (2,5-dihydroxyphenyl)(5- hydroxy-1-benzofuran-3-yl)methanone (16), an analogue with hydroxyls at ortho and meta positions, showed greater inhibition. The binding mode was validated by structural modifications and kinetic studies. Since C-pocket is the site where the nicotinamide moiety of NAD+ binds and the hydrolysis takes place, binding of 16 in C-pocket would block the transformation of NAD+ to productive conformation and hence inhibit the deacetylase activity. Consistently, 16 inhibited SIRT1 through up-regulating p53 acetylation on cellular level.