5.05767

GSK-3beta Inhibitor XXVII, CESI

• Synonym(s): GSK-3beta Inhibitor XXVII, CESI, 2-(3-chloro-4-hydroxyphenyl)-8-(1,1-dioxidoisothiazolidin-2-yl)-3-hydroxy-6-methyl-4H-chromen-4-one
• Empirical Formula (Hill Notation): C₁₉H₁₆ClNO₆S
• CAS Number: 372102-47-1
• Molecular Weight: 421.85
• UNSPSC Code: 51111800
• PubChem Substance ID: 9910100
• NACRES: NA.77

Properties

• Assay: ≥96% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow
• solubility: DMSO: 50 mg/mL
• storage temp.: −20°C
• SMILES string: CC1=CC2=C(C(=C1)N3CCCS3(=O)=O)OC(=C(C2=O)O)C4=CC(=C(C=C4)O)Cl

Description

General description

A cell-permeable, 3-hydroxychromone derived compound that acts as a selective and reversible inhibitor of GSK-3β (IC₅₀<100 nM). Shown to increase phosphorylation at Ser9. Does not show any inhibitory effect on a panel of 15 other protein kinases, including AMPK and Akt. By blocking GSK-3β activity, it acts as a positive regulator of b-catenin signaling. Does not affect the viability or the growth rate of 3T3-L1 preadipocytes, however, it significantly reduces their differentiation into adipocytes (˜ 50 to 100 nM). Exerts anti-adipogenic activity by down-regulating C/EBPa and PPARg. Shown to reduce adipocyte size and diminish weight gain in diet-induced obese mice without affecting their daily food intake.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
GSK3b

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

S. Lee et al. 2013, Biochemical Pharmacology85, 965.

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