566323

SIRT1/2 Inhibitor IV, Cambinol

The SIRT1/2 Inhibitor IV, Cambinol, also referenced under CAS 14513-15-6, controls the biological activity of SIRT1/2. This small molecule/inhibitor is primarily used for Cell Structure applications.

• Synonym(s): SIRT1/2 Inhibitor IV, Cambinol, 5-(2-Hydroxy-naphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, NSC-112546, SIRT1 Inhibitor II, SIRT2 Inhibitor VI
• Empirical Formula (Hill Notation): C₂₁H₁₆N₂O₂S
• CAS Number: 14513-15-6
• Molecular Weight: 360.43
• MDL number: MFCD09057543
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 100 mg/mL; ethanol: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: S=[c]1[nH][c](c(c([nH]1)c4ccccc4)Cc2c3c(ccc2O)cccc3)=O
• InChI: 1S/C21H16N2O2S/c24-18-11-10-13-6-4-5-9-15(13)16(18)12-17-19(14-7-2-1-3-8-14)22-21(26)23-20(17)25/h1-11,24H,12H2,(H2,22,23,25,26)
• InChI key: RVNSQVIUFZVNAU-UHFFFAOYSA-N

Description

General description

A cell-permeable β-naphthol compound that inhibits the NAD-dependent deacetylase activity of hSIRT1 and hSIRT2 (IC₅₀ = 56 µM and 59 µM, respectively) in a substrate-, but not NAD-, competitive manner. It inhibits SIRT5 deacetylase activity only at much higher concentrations (IC₅₀ >300 µM) and exhibits no inhibition against class I and II HDACs. Cambinol-induced apoptosis in BCL6-expressing Burkitt lymphoma cell lines has been attributed to the hyperacetylation of BCL6 and p53. Shown to effectively inhibit xenografted Daudi Burkitt lymphoma growth in mice in vivo.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
hSIRT1 and hSIRT2

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 56 µM and 59 µM against the NAD-dependent deacetylase activity of hSIRT1 and hSIRT2, respectively

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Heltweg, B., et al. 2006. Cancer Res.66, 4368.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable