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Merck

361553

GSK-3β Inhibitor XI

The GSK-3β Inhibitor XI, also referenced under CAS 626604-39-5, controls the biological activity of GSK-3β. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Synonym(s):

GSK-3β Inhibitor XI, 3-(1-(3-Hydroxypropyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-pyrazin-2-yl-pyrrole-2,5-dione, 7AIPM

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About This Item

Empirical Formula (Hill Notation):
C18H15N5O3
CAS Number:
626604-39-5
Molecular Weight:
349.34
MDL number:
MFCD09037534
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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SMILES string

N1C(=O)C(=C(C1=O)c3c4c([n](c3)CCCO)nccc4)c2nccnc2

InChI

1S/C18H15N5O3/c24-8-2-7-23-10-12(11-3-1-4-21-16(11)23)14-15(18(26)22-17(14)25)13-9-19-5-6-20-13/h1,3-6,9-10,24H,2,7-8H2,(H,22,25,26)

InChI key

ZDEJZKULWCZIHL-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

orange-red

solubility

DMSO: 5 mg/mL

shipped in

ambient

Quality Level

100

Related Categories

General description

A cell-permeable azaindolylmaleimide compound that acts as a potent, specific, and ATP-competitive inhibitor of GSK-3β (Ki = 25 nM) and minimally inhibits a panel of 79 commonly studied protein kinases, including several PKC isozymes. Shown to increase intracellular glycogen synthase activity in HEK293 cells with an EC50 of 32 nM and demonstrate metabolic stability in human liver microsomes (HLM; t1/2 >100 min).
A cell-permeable, potent, specific, and ATP-competitive inhibitor of GSK-3β (Ki = 25 nM) that exhibits minimal inhibition against a panel of 79 commonly studied protein kinases, including several PKC isozymes. Shown to increase intracellular glycogen synthase activity in HEK293 cells (EC50 = 32 nM) and demonstrate metabolic stability in human liver microsomes (HLM; t1/2 >100 min).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Gsk-3β
Product competes with ATP.
Reversible: no
Target Ki: 25 nM against GSK-3β

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Justman, Q.A., et al. 2009. Science324, 509.
O′Neill, D.J., et al. 2004. Bioorg. Med. Chem.12, 3167.

Legal Information

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

Storage Class

11 - Combustible Solids

wgk

WGK 1

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

361553-1MG: + 361553-1.1ML: + 361553-10MG: + 361553-VMG:

jan

Certificates of Analysis (COA)

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Seda Mehtap Sarı Kılıçaslan et al.
Iranian journal of basic medical sciences, 24(11), 1500-1508 (2022-03-24)
This study examines the impact of integrin-linked kinase (ILK), protein kinase B (AKT), glycogen synthase kinase-3β (GSK-3β), and β-catenin signal molecules in SKOV-3 ovarian cancer cells adhered to fibronectin. Expression levels of α4, αv, β1, and β6 integrin subunits known

Global Trade Item Number

SKUGTIN
361553-1MGCN04055977214116

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