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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

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About This Item

Empirical Formula (Hill Notation):
C21H16N2O2S
CAS Number:
14513-15-6
Molecular Weight:
360.43
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD09057543
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
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Quality Segment

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

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

Preparation Note

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

Disclaimer

Toxicity: Irritant (B)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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