Bisindolylmaleimide IX (mesylate)

Cayman Chemical Item Number 13334

Ro 31-8220; BIM IX (CAS 138489-18-6)

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Description

Bisindolylmaleimide IX (BIM IX) is a potent, cell-permeable inhibitor of protein kinase C (PKC) isoforms (IC50 = 5, 24, 14, 27, and 24 nM for PKC-α, PKC-βI, PKC-βII, PKC-γ, and PKC-ε, respectively).1 It is a poor inhibitor of protein kinase A (PKA, IC50 = 0.9 μM) and calcium/calmodulin kinase II (IC50 = 17 μM). BIM IX also inhibits glycogen synthase kinase 3 (IC50 = 6.8 nM).2

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

2. Hers, I., Tavaré, J.M., and Denton, R.M. The protein kinase C inhibitors bisindolylmaleimide I (GF 109203x) and IX (Ro 31-8220) are potent inhibitors of glycogen synthase kinase-3 activity. FEBS Lett 460 433-436 (1999).

Synonyms
  • Ro 31-8220
  • BIM IX
Formal Name 3-​[3-​[2,​5-​dihydro-​4-​(1-​methyl-​1H-​indol-​3-​yl)-​2,​5-​dioxo-​1H-​pyrrol-​3-​yl]-​1H-​indol-​1-​yl]propyl ester-​methanesulfonate,​ carbamimidothioic acid
CAS Number 138489-18-6
Molecular Formula C25H23N5O2S • CH3SO3H
Formula Weight 553.7
Formulation A crystalline solid
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(N1[H]​)​C(C2=CN(C)​C3=C2C=CC=C3)​=C(C4=CN(CCCS/C(N)​=N\[H]​)​C5=C4C=CC=C5)​C1=O.CS(=O)​(O)​=O
InCHI Code
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​1S/C25H23N5O2S.CH4O3S/c1-29-13-17(15-7-2-4-9-19(15)​29)​21-22(24(32)​28-23(21)​31)​18-14-30(11-6-12-33-25(26)​27)​20-10-5-3-8-16(18)​20;1-5(2,3)​4/h2-5,7-10,13-14H,6,11-12H2,1H3,(H3,26,27)​(H,28,31,32)​;1H3,(H,2,3,4)​
InCHI Key
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SAWVGDJBSPLRRB-UHFFFAOYSA-N

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Bisindolylmaleimide IX (mesylate) is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $35.00 $0.00
5 mg $135.00 $0.00
10 mg $199.00 $0.00
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