MedKoo Cat#: 563417 | Name: Bisindolylmaleimide V
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Bisindolylmaleimide V is a weak inhibitor of protein kinase C (PKC). It acts by blocking the activation of mitogen-stimulated protein kinase p70s6k/p85s6k (S6K) in vivo.

Chemical Structure

Bisindolylmaleimide V
Bisindolylmaleimide V
CAS#113963-68-1

Theoretical Analysis

MedKoo Cat#: 563417

Name: Bisindolylmaleimide V

CAS#: 113963-68-1

Chemical Formula: C21H15N3O2

Exact Mass: 341.1164

Molecular Weight: 341.37

Elemental Analysis: C, 73.89; H, 4.43; N, 12.31; O, 9.37

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
1g USD 550.00 2 Weeks
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Related CAS #
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Synonym
Bisindolylmaleimide V; Bisindolylmaleimide-V; Ro 31-6045; Ro 316045; Ro 31 6045; BIMV; BIM-V; BIM V;
IUPAC/Chemical Name
3,4-Di-1H-indol-3-yl-1-methyl-1H-pyrrole-2,5-dione
InChi Key
SWAWYMIKGOHZMR-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H15N3O2/c1-24-20(25)18(14-10-22-16-8-4-2-6-12(14)16)19(21(24)26)15-11-23-17-9-5-3-7-13(15)17/h2-11,22-23H,1H3
SMILES Code
O=C(C(C1=CNC2=C1C=CC=C2)=C3C4=CNC5=C4C=CC=C5)N(C)C3=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 341.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Roca H, Varsos ZS, Pienta KJ. CCL2 is a negative regulator of AMP-activated protein kinase to sustain mTOR complex-1 activation, survivin expression, and cell survival in human prostate cancer PC3 cells. Neoplasia. 2009 Dec;11(12):1309-17. PubMed PMID: 20019839; PubMed Central PMCID: PMC2794512. 2: Reeves SR, Gozal D. Protein kinase C activity in the nucleus tractus solitarii is critically involved in the acute hypoxic ventilatory response, but is not required for intermittent hypoxia-induced phrenic long-term facilitation in adult rats. Exp Physiol. 2007 Nov;92(6):1057-66. Epub 2007 Aug 3. PubMed PMID: 17675414. 3: Shults MD, Carrico-Moniz D, Imperiali B. Optimal Sox-based fluorescent chemosensor design for serine/threonine protein kinases. Anal Biochem. 2006 May 15;352(2):198-207. Epub 2006 Mar 20. PubMed PMID: 16600168. 4: Kim A, Bae YM, Kim J, Kim B, Ho WK, Earm YE, Cho SI. Direct block by bisindolylmaleimide of the voltage-dependent K+ currents of rat mesenteric arterial smooth muscle. Eur J Pharmacol. 2004 Jan 12;483(2-3):117-26. PubMed PMID: 14729098. 5: Cheung HH, Teves L, Wallace MC, Gurd JW. Inhibition of protein kinase C reduces ischemia-induced tyrosine phosphorylation of the N-methyl-d-aspartate receptor. J Neurochem. 2003 Sep;86(6):1441-9. PubMed PMID: 12950452. 6: Voutilainen-Myllylä S, Tavi P, Weckström M. Chelerythrine and bisindolylmaleimide I prolong cardiac action potentials by protein kinase C-independent mechanism. Eur J Pharmacol. 2003 Apr 11;466(1-2):41-51. PubMed PMID: 12679140. 7: Asakai R, Aoyama Y, Fujimoto T. Bisindolylmaleimide I and V inhibit necrosis induced by oxidative stress in a variety of cells including neurons. Neurosci Res. 2002 Nov;44(3):297-304. PubMed PMID: 12413658. 8: Booth G, Stalker TJ, Lefer AM, Scalia R. Mechanisms of amelioration of glucose-induced endothelial dysfunction following inhibition of protein kinase C in vivo. Diabetes. 2002 May;51(5):1556-64. PubMed PMID: 11978656. 9: Soliakov L, Wonnacott S. Involvement of protein kinase C in the presynaptic nicotinic modulation of [(3)H]-dopamine release from rat striatal synaptosomes.. Br J Pharmacol. 2001 Feb;132(3):785-91. PubMed PMID: 11159732; PubMed Central PMCID: PMC1572612. 10: Lynch K, Fernandez G, Pappalardo A, Peluso JJ. Basic fibroblast growth factor inhibits apoptosis of spontaneously immortalized granulosa cells by regulating intracellular free calcium levels through a protein kinase Cdelta-dependent pathway. Endocrinology. 2000 Nov;141(11):4209-17. PubMed PMID: 11089555. 11: Sansom AJ, Smith PF, Darlington CL, Laverty R. The effects of protein kinase C and calmodulin kinase II inhibitors on vestibular compensation in the guinea pig. Brain Res. 2000 Nov 3;882(1-2):45-54. PubMed PMID: 11056183. 12: Ward KW, Rogers EH, Hunter ES 3rd. Comparative pathogenesis of haloacetic acid and protein kinase inhibitor embryotoxicity in mouse whole embryo culture. Toxicol Sci. 2000 Jan;53(1):118-26. PubMed PMID: 10653529. 13: Dabdoub A, Payne R. Protein kinase C activators inhibit the visual cascade in Limulus ventral photoreceptors at an early stage. J Neurosci. 1999 Dec 1;19(23):10262-9. PubMed PMID: 10575023. 14: Hers I, Tavaré JM, Denton RM. 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. 1999 Nov 5;460(3):433-6. PubMed PMID: 10556511. 15: Lazareno S, Popham A, Birdsall NJ. Muscarinic interactions of bisindolylmaleimide analogues. Eur J Pharmacol. 1998 Nov 6;360(2-3):281-4. PubMed PMID: 9851596. 16: Browman KE, Kantor L, Richardson S, Badiani A, Robinson TE, Gnegy ME. Injection of the protein kinase C inhibitor Ro31-8220 into the nucleus accumbens attenuates the acute response to amphetamine: tissue and behavioral studies. Brain Res. 1998 Dec 14;814(1-2):112-9. PubMed PMID: 9838071. 17: Ward KW, Rogers EH, Hunter ES 3rd. Dysmorphogenic effects of a specific protein kinase C inhibitor during neurulation. Reprod Toxicol. 1998 Sep-Oct;12(5):525-34. PubMed PMID: 9763244. 18: Dent G, Muñoz NM, Rühlmann E, Zhu X, Leff AR, Magnussen H, Rabe KF. Protein kinase C inhibition enhances platelet-activating factor-induced eicosanoid production in human eosinophils. Am J Respir Cell Mol Biol. 1998 Jan;18(1):136-44. PubMed PMID: 9448055. 19: Marley PD, Thomson KA. Inhibition of nicotinic responses of bovine adrenal chromaffin cells by the protein kinase C inhibitor, Ro 31-8220. Br J Pharmacol. 1996 Sep;119(2):416-22. PubMed PMID: 8886429; PubMed Central PMCID: PMC1915873.