MW 486.3 Da, Purity >98%. Potent, selective ATP-competitive GSK3 inhibitor (IC50 values are 0.58 and 0.65 nM for GSKα and GSKβ respectively). Potently activates the Wnt/β-catenin signaling pathway. CHIR 98014 (ab146582) solution.
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- Brain research 1690:51-602018Inhibition of glycogen synthase kinase-3 reduces extension of the axonal leading process by destabilizing microtubules in cerebellar granule neurons.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYoshihiro Inami et. al.PubMed 29653082
Key facts
- CAS number
- 252935-94-7
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 486.3 Da
- Molecular formula
- C20H17Cl2N9O2
- PubChem identifier
- 53396311
- Nature
- Synthetic
Target data
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
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MW 486.3 Da, Purity >98%. Potent, selective ATP-competitive GSK3 inhibitor (IC50 values are 0.58 and 0.65 nM for GSKα and GSKβ respectively). Potently activates the Wnt/β-catenin signaling pathway. CHIR 98014 (ab146582) solution.
Key facts
- CAS number
- 252935-94-7
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 486.3 Da
- Molecular formula
- C20H17Cl2N9O2
- PubChem identifier
- 53396311
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 5 mM.
- Biochemical name
- 6-N-[2-[[4-(2,4-dichlorophenyl)-5-imidazol-1-ylpyrimidin-2-yl]amino]ethyl]-3-nitropyridine-2,6-diamine
- Biological description
Potent, selective ATP-competitive GSK3 inhibitor (IC50 values are 0.58 and 0.65 nM for GSKα and GSKβ respectively). Potently activates the Wnt/β-catenin signaling pathway. CHIR 98014 (ab146582) solution.
- Canonical SMILES
- C1=CC(=C(C=C1Cl)Cl)C2=NC(=NC=C2N3C=CN=C3)NCCNC4=NC(=C(C=C4)[N+](=O)[O-])N
- InChI
- InChI=1S/C20H17Cl2N9O2/c21-12-1-2-13(14(22)9-12)18-16(30-8-7-24-11-30)10-27-20(29-18)26-6-5-25-17-4-3-15(31(32)33)19(23)28-17/h1-4,7-11H,5-6H2,(H3,23,25,28)(H,26,27,29)
- InChIKey
- MDZCSIDIPDZWKL-UHFFFAOYSA-N
- IUPAC name
- 6-N-[2-[[4-(2,4-dichlorophenyl)-5-imidazol-1-ylpyrimidin-2-yl]amino]ethyl]-3-nitropyridine-2,6-diamine
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Notes
This product is manufactured by BioVision, an Abcam company and was previously called 2595 CHIR-98014. 2595-5 is the same size as the 5 mg size of ab146582.
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
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.
- Associated diseases and disorders
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.
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Chemical Structure - CHIR 98014, ATP-competitive GSK3 inhibitor (ab146582)
2D chemical structure image of ab146582, CHIR 98014, ATP-competitive GSK3 inhibitor
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