SML0280

(2′Z)-Indirubin

≥98% (HPLC)

• Synonym(s): 3-(1,3-Dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one; [Δ2,3′-Biindoline]-2′,3-dione (7CI,8CI), C.I. 73200, Couroupitine B, Indigo red, Indigopurpurin, NSC 105327
• Empirical Formula (Hill Notation): C₁₆H₁₀N₂O₂
• CAS Number: 906748-38-7
• Molecular Weight: 262.26
• MDL number: MFCD00956441
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825288
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• form: powder
• storage condition: protect from light
• solubility: DMSO: 2 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: O=C1Nc2ccccc2\C1=C3\Nc4ccccc4C3=O
• InChI: 1S/C16H10N2O2/c19-15-10-6-2-4-8-12(10)17-14(15)13-9-5-1-3-7-11(9)18-16(13)20/h1-8,17H,(H,18,20)/b14-13-
• InChI key: CRDNMYFJWFXOCH-YPKPFQOOSA-N

Description

Biochem/physiol Actions

Indirubin is an inhibitor of GSK-3β and of cyclin-dependent kinases (CDK1/cyclin B, CDK2/cyclin A, CDK2/cyclin E, CDK4/cyclin D1, CDK5/p35). Also, indirubin is a specific Aryl Hydrocarbon receptor (AHR) ligand.

Features and Benefits

This compound is featured on the GSK-3 page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable