GSK-3beta Inhibitor XXVII, CESI

Name: GSK-3beta Inhibitor XXVII, CESI
Brand: MM

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

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₁₆ClNO₆S

CAS Number:

372102-47-1

Molecular Weight:

421.85

UNSPSC Code:

51111800

NACRES:

NA.77

PubChem Substance ID:

9910100

SMILES string

CC1=CC2=C(C(=C1)N3CCCS3(=O)=O)OC(=C(C2=O)O)C4=CC(=C(C=C4)O)Cl

assay

≥96% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 50 mg/mL

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: yes

Primary Target
GSK3b

Disclaimer

Toxicity: Standard Handling (A)

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.

Other Notes

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

Preparation Note

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

Legal Information

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

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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