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AB120202

SB 216763, GSK3 inhibitor

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(8 Publications)

MW 371.2 Da, Purity >98%. Potent and selective GSK3 inhibitor (Ki= 9 nM for GSK-3α). Has little activity against 24 other protein kinases (IC50 > 10 μM). Stimulates glycogen synthesis, gene transcription and is cardio- and neuroprotective.

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 216763, GSK3 inhibitor (AB120202)
  • Chemical Structure

Lab

Chemical Structure - SB 216763, GSK3 inhibitor (AB120202)

2D chemical structure image of ab120202, SB 216763, GSK3 inhibitor

Key facts

CAS number

280744-09-4

Purity

>98%

Form

Solid

form

Molecular weight

371.2 Da

Molecular formula

C<sub>1</sub><sub>9</sub>H<sub>1</sub><sub>2</sub>Cl<sub>2</sub>N<sub>2</sub>O<sub>2</sub>

PubChem

176158

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

Biological description

Potent and selective GSK3 inhibitor (Ki= 9 nM for GSK-3α). Has little activity against 24 other protein kinases (IC50 > 10 μM). Stimulates glycogen synthesis, gene transcription and is cardio- and neuroprotective.

Canonical smiles

CN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=C(C=C(C=C4)Cl)Cl

InChi

InChI=1S/C19H12Cl2N2O2/c1-23-9-13(11-4-2-3-5-15(11)23)17-16(18(24)22-19(17)25)12-7-6-10(20)8-14(12)21/h2-9H,1H3,(H,22,24,25)

InChiKey

JCSGFHVFHSKIJH-UHFFFAOYSA-N

IUPAC Name

3-(2,4-dichlorophenyl)-4-(1-methylindol-3-yl)pyrrole-2,5-dione

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

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 (8)

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

eLife 13: PubMed39641975

2024

Reversing protonation of weakly basic drugs greatly enhances intracellular diffusion and decreases lysosomal sequestration.

Applications

Unspecified application

Species

Unspecified reactive species

Debabrata Dey,Shir Marciano,Anna Poryval,Ondřej Groborz,Lucie Wohlrabova,Tomás Slanina,Gideon Schreiber

iScience 25:105088 PubMed36157590

2022

Diffusion of small molecule drugs is affected by surface interactions and crowder proteins.

Applications

Unspecified application

Species

Unspecified reactive species

Debabrata Dey,Ariane Nunes-Alves,Rebecca C Wade,Gideon Schreiber

Frontiers in physiology 13:861981 PubMed36060704

2022

Effects of cGMP/Akt/GSK-3β signaling pathway on atrial natriuretic peptide secretion in rabbits with rapid atrial pacing.

Applications

Unspecified application

Species

Unspecified reactive species

Shuxia Cao,Chengyong Han,Chunhua Xuan,Xiangdan Li,Jing Wen,Dongyuan Xu

Cell metabolism 27:588-601.e4 PubMed29514067

2018

Visceral Adipose Tissue Immune Homeostasis Is Regulated by the Crosstalk between Adipocytes and Dendritic Cell Subsets.

Applications

Unspecified application

Species

Unspecified reactive species

Claire E Macdougall,Elizabeth G Wood,Jakob Loschko,Valeria Scagliotti,Féaron C Cassidy,Mark E Robinson,Niklas Feldhahn,Leandro Castellano,Mathieu-Benoit Voisin,Federica Marelli-Berg,Carles Gaston-Massuet,Marika Charalambous,M Paula Longhi

Scientific reports 6:34284 PubMed27721485

2016

The anti-hyperglycemic efficacy of a lipid-lowering drug Daming capsule and the underlying signaling mechanisms in a rat model of diabetes mellitus.

Applications

Unspecified application

Species

Unspecified reactive species

Yong Zhang,Xiaoguang Li,Jiamin Li,Qingwei Zhang,Xiaohui Chen,Xin Liu,Yue Zhang,Haiying Zhang,Huan Yang,Yingying Hu,Xianxian Wu,Xin Li,Jiaming Ju,Baofeng Yang

Neurobiology of aging 36:730-9 PubMed25443285

2014

Rescue of impaired late-phase long-term depression in a tau transgenic mouse model.

Applications

Unspecified application

Species

Unspecified reactive species

Tariq Ahmed,David Blum,Sylvie Burnouf,Dominique Demeyer,Valérie Buée-Scherrer,Rudi D'Hooge,Luc Buée,Detlef Balschun

The FEBS journal 280:3840-53 PubMed23745637

2013

S100A11 is involved in the regulation of the stability of cell cycle regulator p21(CIP1/WAF1) in human keratinocyte HaCaT cells.

Applications

Unspecified application

Species

Unspecified reactive species

Franziska Foertsch,Nicole Teichmann,Robert Kob,Julia Hentschel,Ulrike Laubscher,Christian Melle

Development (Cambridge, England) 139:4405-15 PubMed23132247

2012

Dishevelled limits Notch signalling through inhibition of CSL.

Applications

Unspecified application

Species

Unspecified reactive species

Giovanna M Collu,Ana Hidalgo-Sastre,Ahmet Acar,Laura Bayston,Clara Gildea,Michael K Leverentz,Christopher G Mills,Thomas W Owens,Olivier Meurette,Karel Dorey,Keith Brennan
View all publications

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