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Merck

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

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About This Item

Empirical Formula (Hill Notation):
C16H11N3O5S
CAS Number:
331467-05-1
Molecular Weight:
357.34
MDL number:
MFCD03452679
UNSPSC Code:
12352106
NACRES:
NA.77

Key Documents

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Product Name

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).

SMILES string

[S](=O)(=O)(O)c1c[c]2[c](cc1)=NC(=O)C=2c3[nH]c4c(c3NO)cccc4

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

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

Quality Level

100

Related Categories

Biochem/physiol Actions

Reversible: yes
Cell permeable: no
Primary Target
CDK1
Product competes with ATP.
Target IC50: 5 nM, 7 nM, 80 nM, against Cdk1, Cdk5, and glycogen synthase kinase-3β (GSK-3β), respectively

Disclaimer

Toxicity: Standard Handling (A)

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.

Other Notes

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

Packaging

Packaged under inert gas

Preparation Note

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

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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