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AB120962

SB 415286, GSK3 inhibitor

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(2 Publications)

MW 359.72 Da, Purity >99%. Potent, selective GSK3 inhibitor (Ki = 31 nM for GSK-3α); competes with ATP. Neuroprotective and antioxidant properties. Also able to stimulate glycogen synthesis and gene transcription. Cell-permeable.

View Alternative Names

DKFZp686D0638, GSK-3 alpha, GSK-3 beta, GSK3A_HUMAN, GSK3B_HUMAN, GSK3beta isoform, Glycogen synthase kinase-3 alpha, Glycogen synthase kinase-3 beta, Serine/threonine protein kinase GSK3A, Serine/threonine-protein kinase GSK3B

1 Images
Chemical Structure - SB 415286, GSK3 inhibitor (AB120962)
  • Chemical Structure

Lab

Chemical Structure - SB 415286, GSK3 inhibitor (AB120962)

2D chemical structure image of ab120962, SB 415286, GSK3 inhibitor

Key facts

CAS number

264218-23-7

Purity

>99%

Form

Solid

form

Molecular weight

359.72 Da

Molecular formula

C<sub>1</sub><sub>6</sub>H<sub>1</sub><sub>0</sub>ClN<sub>3</sub>O<sub>5</sub>

PubChem

4210951

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Soluble in ethanol to 100 mM

Biochemical name

3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione

Biological description

Potent, selective GSK3 inhibitor (Ki = 31 nM for GSK-3α); competes with ATP. Neuroprotective and antioxidant properties. Also able to stimulate glycogen synthesis and gene transcription. Cell-permeable.

Canonical smiles

C1=CC=C(C(=C1)C2=C(C(=O)NC2=O)NC3=CC(=C(C=C3)O)Cl)[N+](=O)[O-]

InChi

InChI=1S/C16H10ClN3O5/c17-10-7-8(5-6-12(10)21)18-14-13(15(22)19-16(14)23)9-3-1-2-4-11(9)20(24)25/h1-7,21H,(H2,18,19,22,23)

InChiKey

PQCXVIPXISBFPN-UHFFFAOYSA-N

IUPAC Name

3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)pyrrole-2,5-dione

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
It is important to note that this product is reported to be light sensitive|Store in the dark|Store under desiccating conditions

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Glycogen synthase kinase 3 beta (GSK3β) and glycogen synthase kinase 3 alpha (GSK3α) are serine/threonine protein kinases involved in various cellular processes. GSK3β weighs approximately 47 kDa while GSK3α is around 51 kDa. These proteins are expressed in various tissues including brain heart and liver. GSK3 isoforms act as key regulators in signaling pathways by phosphorylating target proteins affecting their function and stability. Alternative names for GSK3 include GSK-3β and GSK-3α respectively.
Biological function summary

The kinases play essential roles in cellular functions like glycogen metabolism cell cycle regulation and apoptosis. GSK3 proteins often function as part of larger enzyme complexes influencing cellular responses to external signals. They bind to numerous substrates impacting processes such as glucose homeostasis and neuron function. Dramatic changes in GSK3 activity can disrupt these biological processes highlighting their importance.

Pathways

These kinases are integral components of the Wnt/β-catenin and insulin signaling pathways. In the Wnt pathway GSK3 is involved in β-catenin phosphorylation affecting its degradation and transcriptional activity. In the insulin pathway GSK3 influences glycogen synthesis by phosphorylating and regulating glycogen synthase. Both pathways highlight how GSK3 interacts with other proteins such as adenomatous polyposis coli (APC) and axin to coordinate cellular activities.

GSK3 has links to conditions like Alzheimer's disease and diabetes mellitus. Dysregulation of GSK3 activity is observed in Alzheimer's disease where abnormal GSK3 signaling contributes to tau hyperphosphorylation and neurofibrillary tangle formation. In diabetes altered GSK3 function affects insulin signaling pathways influencing glucose metabolism. GSK3's involvement in these diseases often connects it to proteins like tau in Alzheimer's and insulin receptor substrate 1 (IRS1) in diabetes.

Product protocols

Publications (2)

Recent publications for all applications. Explore the full list and refine your search

Translational neurodegeneration 13:54 PubMed39497162

2024

Critical role of ROCK1 in AD pathogenesis via controlling lysosomal biogenesis and acidification.

Applications

Unspecified application

Species

Unspecified reactive species

Chenghuan Song,Wanying Huang,Pingao Zhang,Jiyun Shi,Ting Yu,Jing Wang,Yongbo Hu,Lanxue Zhao,Rui Zhang,Gang Wang,Yongfang Zhang,Hongzhuan Chen,Hao Wang

Nature communications 8:665 PubMed28939859

2017

Cortical Up states induce the selective weakening of subthreshold synaptic inputs.

Applications

Unspecified application

Species

Unspecified reactive species

Julian Bartram,Martin C Kahn,Simon Tuohy,Ole Paulsen,Tony Wilson,Edward O Mann
View all publications

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