A PKC inhibitor
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Bisindolylmaleimide III

Item No. 11072

Technical Information
Formal Name
3-[1-(3-aminopropyl)-1H-indol-3-yl]-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione
CAS Number
137592-43-9
Synonyms
  • BIM III
Molecular Formula
C23H20N4O2
Formula Weight
Purity
≥98%
A crystalline solid
DMSO: solubleMethanol: soluble
SMILES
O=C(NC1=O)C(C2=CNC3=C2C=CC=C3)=C1C4=CN(CCCN)C5=CC=CC=C54
InChi Code
InChI=1S/C23H20N4O2/c24-10-5-11-27-13-17(15-7-2-4-9-19(15)27)21-20(22(28)26-23(21)29)16-12-25-18-8-3-1-6-14(16)18/h1-4,6-9,12-13,25H,5,10-11,24H2,(H,26,28,29)
InChi Key
APYXQTXFRIDSGE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bisindolylmaleimide III was developed as a protein kinase C (PKC) inhibitor with structural similarity to the nonspecific PKC inhibitor staurosporine.1,2 At 1 μM, bisindolylmaleimide III inhibits 93% of PKCα kinase activity and also inhibits many other protein kinases including, S6K1, MAPKAP-K1, RSK2 and MSK1 with similar potency.3 Additionally, it inhibits PDK1, an important kinase in the insulin signaling pathway, with an IC50 value of 3.8 μM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Davis, P.D., Hill, C.H., Lawton, G., et alInhibitors of protein kinase C. 1.1 2,3-bisarylmaleimides. J. Med. Chem. 35(1), 177-184 (1992).

    2. Toullec, D., Pianetti, P., Coste, H., et alThe bisindolylmaleimide GF 109203X is a potent and selective inhibitor of protein kinase C. The Journal of Biological Chemisty 266(24), 15771-15781 (1991).

    3. Davies, S.P., Reddy, H., Caivano, M., et alSpecificity and mechanism of action of some commonly used protein kinase inhibitors. Biochem. J. 351(1), 95-105 (2000).

    Product Citations

    Soriano-Castell, D., Currais, A., and Maher, P. Defining a pharmacological inhibitor fingerprint for oxytosis/ferroptosis. Free Radic. Biol. Med. S0891-5849(21), (2021).