Chemical Property of Indirubin-3'-monoxime
Chemical Property:
- Appearance/Colour:Dark Red Solid
- Melting Point:247-249°C
- Boiling Point:532.2±50.0 °C(Predicted)
- PKA:8.66±0.20(Predicted)
- PSA：73.72000
- Density:1.50
- LogP:2.92980
- Storage Temp.:Store at RT
- Solubility.:DMSO: >10 mg/mL
- Water Solubility.:DMSO: >10 mg/mL
- XLogP3:3.2
- Hydrogen Bond Donor Count:3
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:1
- Exact Mass:277.085126602
- Heavy Atom Count:21
- Complexity:405
- Purity/Quality:
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97% *data from raw suppliers
Indirubin-3?-monoxime *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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Useful:
- Canonical SMILES:C1=CC=C2C(=C1)C(=C(N2)O)C3=C(C4=CC=CC=C4N3)N=O
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Description
Indirubin-3’-oxime is a potent inhibitor of glycogen synthase kinase 3β (GSK3β; IC50 = 22 nM). As GSK3β phosphorylates tau protein, indirubin-3’-oxime prevents tau phosphorylation both in vitro and in vivo at Alzheimer’s disease-relevant sites. It also inhibits cyclin-dependent kinases (CDKs) at higher concentrations, including Cdk1/cyclin B (IC50 = 180 nM), Cdk2/cyclin A (IC50 ~500 nM), Cdk2/cyclin E (IC50 = 250nM), Cdk4/cyclin D1 (IC50 = 3.3 μM) and Cdk5/p35 (IC50 = 100 nM). Indirubin-3’-oxime reversibly inhibits the proliferation of many cells types, arresting cycling in the G2/M phase.
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Uses
A potent inhibitor of GSK-3? (IC50=22nM). Also inhibits CDK1 (IC50=180nM) and CDK (IC50=100nM). It reversibly arrests asynchronous HBL-100 cells at G2. It induces apoptosis in the mammary carcinoma cell line MCF-7 (10üM). Indirubin-3′-oxime has been used in the inhibition of glycogen synthase kinase 3 in human monocytic cell line, THP-1.
