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
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About This Item
Empirical Formula (Hill Notation):
C19H16ClNO6S
CAS Number:
Molecular Weight:
421.85
UNSPSC Code:
51111800
NACRES:
NA.77
PubChem Substance ID:
Assay:
≥96% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
assay
≥96% (HPLC)
Quality Segment
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
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
Primary Target
GSK3b
GSK3b
Cell permeable: yes
Preparation Note
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
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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