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:
Molecular Weight:
357.34
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.77
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
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
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
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
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
Preparation Note
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
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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