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Cambinol

SIGMA/C0494 - ≥97% (HPLC), white, powder

Synonym: 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one; 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone; NSC-1125476; Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone

CAS Number: 14513-15-6
Empirical Formula (Hill Notation): C21H16N2O2S
Molecular Weight: 360.43
MDL Number: MFCD09057543
Linear Formula: C21H16N2O2S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-C0494-5MG 5 mg
$233.00
1/EA
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45-C0494-25MG 25 mg
$748.00
1/EA
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This picture is provided solely for illustration purposes, it may have been created or edited with AI. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts C0494-25MG

 

assay ≥97% (HPLC)
color white
form powder
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
Quality Level 100 
SMILES string Oc1ccc2ccccc2c1CC3=C(NC(=S)NC3=O)c4ccccc4
solubility DMSO: ≥10 mg/mL
storage temp. room temp
Application: Cambinol has been used:
• as an inhibitor of sirutins (SIRT1 and 2) in hepatocarcinoma cell lines to test its effect on cellular viability and colony formation
• as a SIRT1 and SIRT2 inhibitor to test its effect on frizzled 7 (FZD7) expression in the breast cancer cells MDA-MB-231 and T-47D cells
• as a sirutin inhibitor in L929 cells to test its protective effect against tumor necrosis factor (TNF)-induced cell death

Biochem/physiol Actions: Cambinol is a Sirtuin (Human Silent Information Regulator) Type 1/2 Inhibitor.
Biochem/physiol Actions: Cambinol is a Sirtuin (Human Silent Information Regulator) Type 1/2 Inhibitor. Sirtuins are structurally and mechanistically unrelated to HDACs Class 1 & 2 deacetylases but share many protein targets. HDAC is a large complex enzyme family involved in epigenetic-control of gene expression. Sirt2 has an IC50 equal to 59 μM.
Biochem/physiol Actions: Cambinol, a β-naphthol compound, elicits antitumor activity and impairs the mitogen-activated protein kinase (MAPK) signaling. It has ability to inhibit the secretion of inflammatory cytokines including the tumor necrosis factor and interleukins. Cambinol can be a potential therapeutic agent for treating inflammatory diseases. It also aids protection in events of endotoxic and septic shock.
Features and Benefits: This compound is a featured product for Gene Regulation research. Click here  to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Packaging: 5, 25 mg in glass bottle
Hazard Codes Xn
Risk Statements 22
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥97% (HPLC)
Storage Temp. room temp
UNSPSC 12352200

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