402088

Indirubin-3′-monoxime-5-sulphonic Acid

A potent, reversible, and selective inhibitor of Cdk1 (IC₅₀ = 5 nM) and Cdk5 (IC₅₀ = 7 nM) and glycogen synthase kinase-3β (GSK-3β; IC₅₀ = 80 nM).

• Synonym(s): Indirubin-3′-monoxime-5-sulphonic Acid
• Empirical Formula (Hill Notation): C₁₆H₁₁N₃O₅S
• CAS Number: 331467-05-1
• Molecular Weight: 357.34
• UNSPSC Code: 12352106
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥97% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: dark red
• solubility: DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C16H11N3O5S/c20-16-13(10-7-8(25(22,23)24)5-6-12(10)18-16)15-14(19-21)9-3-1-2-4-11(9)17-15/h1-7,17,19,21H,(H,22,23,24)
• InChI key: IZDNACYDKBNHHC-UHFFFAOYSA-N

Description

General description

A highly potent, reversible, and selective inhibitor of cyclin-dependent kinases 1 and 5 (IC₅₀ = 5 nM for CDK1; IC₅₀ = 7 nM for CDK5). Reported to act by competing with ATP for binding to the catalytic site of the kinase. Also acts as a potent inhibitor of glycogen synthase kinase-3β (GSK-3β; IC₅₀ = 80 nM).

A potent, reversible, and selective inhibitor of Cdk1 (IC₅₀ = 5 nM) and Cdk5 (IC₅₀ = 7 nM) and glycogen synthase kinase-3β (GSK-3β; IC₅₀ = 80 nM). The inhibition is competitive with respect to ATP.

Biochem/physiol Actions

Cell permeable: no

Primary Target
CDK1

Product competes with ATP.

Reversible: yes

Target IC₅₀: 5 nM, 7 nM, 80 nM, against Cdk1, Cdk5, and glycogen synthase kinase-3β (GSK-3β), respectively

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze at -20°C. Stock solutions are stable for up to 4 months at -20°C.

Other Notes

Leclerc, S., et al. 2001. J. Biol. Chem.276, 251.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable