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.
Images
Publications
Filter by
- Nature communications 8:6652017Cortical Up states induce the selective weakening of subthreshold synaptic inputs.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJulian Bartram et. al.PubMed 28939859
Key facts
- CAS number
- 264218-23-7
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 359.72 Da
- Molecular formula
- C16H10ClN3O5
- PubChem identifier
- 4210951
- 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
Recommended products
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.
Key facts
- CAS number
- 264218-23-7
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 359.72 Da
- Molecular formula
- C16H10ClN3O5
- PubChem identifier
- 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
Storage
- 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 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.
Product promise
We are dedicated to supporting your work with high quality reagents and we are here for you every step of the way should you need us.
In the unlikely event of one of our products not working as expected, you are covered by our product promise.
Full details and terms and conditions can be found here:
Terms & Conditions.
1 product image
Chemical Structure - SB 415286, GSK3 inhibitor (ab120962)
2D chemical structure image of ab120962, SB 415286, GSK3 inhibitor
Downloads
Product protocols
- Visit the general protocols
- Visit troubleshooting
Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.
For licensing inquiries, please contact partnerships@abcam.com