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Submit ReviewIndirubin-3'-oxime
Description: GSK-3β inhibitor; also inhibits cdks and other protein kinases
Alternative Names: Indirubin-3'-monoxime
Chemical Name: 3-[1,3-Dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one
Purity: ≥99% (HPLC)
Biological Activity for Indirubin-3'-oxime
Indirubin-3'-oxime is a inhibitor of GSK-3β (IC50 = 190 nM) and cyclin dependent kinases (cdks; IC50 values are 0.05, 0.18 and 0.25-0.5 βM for cdk9, cdk1 and cdk2, respectively). Also reported to inhibit AMPK, LCK and SGK. Inhibits cdk5- and GSK-3β-mediated tau phosphorylation. Induces cell cycle arrest and inhibits cell proliferation.
Technical Data for Indirubin-3'-oxime
| M. Wt | 277.28 |
| Formula | C16H11N3O2 |
| Storage | Store at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 160807-49-8 |
| PubChem ID | 5326739 |
| InChI Key | LDEWQRSYYHTQRA-UHFFFAOYSA-N |
| Smiles | O\N=C1C2=CC=CC=C2NC/1=C1\C(=O)NC2=C1C=CC=C2 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Indirubin-3'-oxime
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 27.73 | 100 | |
| ethanol | 27.73 | 100 |
Preparing Stock Solutions for Indirubin-3'-oxime
The following data is based on the product molecular weight 277.28. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.61 mL | 18.03 mL | 36.06 mL |
| 5 mM | 0.72 mL | 3.61 mL | 7.21 mL |
| 10 mM | 0.36 mL | 1.8 mL | 3.61 mL |
| 50 mM | 0.07 mL | 0.36 mL | 0.72 mL |
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Product Datasheets for Indirubin-3'-oxime
References for Indirubin-3'-oxime
References are publications that support the biological activity of the product.
Bain et al (2003) The specificities of protein kinase inhibitors: an update. Biochem.J. 371 199 PMID: 12534346
Hoessel et al (1999) Indirubin, the active constituent of a Chinese antileukaemia medicine, inhibits cyclin-dependent kinases. Nat.Cell.Biol. 1 60 PMID: 10559866
Leclerc et al (2001) Indirubins inhibit glycogen synthase kinase-3β and CDK5/p25, two protein kinases involved in abnormal tau phosphorylation in Alzheimer's disease. J.Biol.Chem. 276 251 PMID: 11013232
Jorda et al (2018) How selective are pharmacological inhibitors of cell-cycle-regulating cyclin-dependent kinases? J.Med.Chem. 61 9105 PMID: 30234987
If you know of a relevant reference for Indirubin-3'-oxime, please let us know.
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Pathways for Indirubin-3'-oxime
