A PKC inhibitor
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Bisindolylmaleimide X (hydrochloride)

Item No. 17511

Technical Information
Formal Name
3-[8-(aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione, monohydrochloride
CAS Number
145317-11-9
Synonyms
  • BIM X
  • Ro 31-8425
Molecular Formula
C26H24N4O2 • HCl
Formula Weight
Purity
≥98%
A solid
SMILES
O=C(N1)C(C2=CN(C)C3=C2C=CC=C3)=C(C4=C5N(CCC(CN)C5)C6=C4C=CC=C6)C1=O.Cl
InChi Code
InChI=1S/C26H24N4O2.ClH/c1-29-14-18(16-6-2-4-8-19(16)29)23-24(26(32)28-25(23)31)22-17-7-3-5-9-20(17)30-11-10-15(13-27)12-21(22)30;/h2-9,14-15H,10-13,27H2,1H3,(H,28,31,32);1H
InChi Key
IMBOYWXMTUUYGZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bisindolylmaleimide X is a cell-permeable, reversible, ATP-competitive protein kinase C (PKC) inhibitor (IC50 = 15 nM, rat brain PKC).1 It has been shown to inhibit PKCα, βI, βII, γ, and ε with IC50 values of 8, 8, 14, 13, and 39 nM, respectively.1 It has also been identified as an inhibitor of Cdk2 (IC50 = 200 nM) and GSK3α/β.2 This compound has been used to activate mesenchymal stem cells, increase the surface expression of homing ligands that bind to intercellular adhesion molecule 1, and target delivery of these cells to sites of inflammation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wilkinson, S.E., Parker, P.J., and Nixon, J.S. Isoenzyme specificity of bisindolylmaleimides, selective inhibitors of protein kinase C. Biochem. J. 294(Pt 2), 335-337 (1993).

    2. Brehmer, D., Godl, K., Zech, B., et alProteome-wide identification of cellular targets affected by bisindolylmaleimide-type protein kinase C inhibitors. Mol. Cell. Proteomics 3(5), 490-500 (2004).

    3. Levy, O., Mortensen, L.J., Boquet, G., et alA small-molecule screen for enhanced homing of systemically infused cells. Cell Rep. 10(8), 1261-1268 (2015).