Bisindolylmaleimide I HCl
featured

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

MedKoo CAT#: 561718

CAS#: 176504-36-2

Description: Bisindolylmaleimide I HCl, also known as GF-109203X HCl, is a specific ATP-competitive PKC inhibitor.


Chemical Structure

img
Bisindolylmaleimide I HCl
CAS# 176504-36-2

Theoretical Analysis

MedKoo Cat#: 561718
Name: Bisindolylmaleimide I HCl
CAS#: 176504-36-2
Chemical Formula: C25H25ClN4O2
Exact Mass: 0.00
Molecular Weight: 448.950
Elemental Analysis: C, 66.88; H, 5.61; Cl, 7.90; N, 12.48; O, 7.13

Price and Availability

Size Price Availability Quantity
1mg USD 190 2 weeks
5mg USD 380 2 weeks
Bulk inquiry

Synonym: Bisindolylmaleimide I HCl; BIS-I HCl; GF-109203X HCl; GO-6860 HCl;

IUPAC/Chemical Name: 3-[1-[3-(Dimethylamino)propyl]indol-3-yl]-4-(1H-indol-3-yl)pyrrole-2,5-dione Hydrochloride

InChi Key: XRAMWNCMYJHGGH-UHFFFAOYSA-N

InChi Code: InChI=1S/C25H24N4O2.ClH/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20;/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31);1H

SMILES Code: O=C(C(C1=CN(CCCN(C)C)C2=C1C=CC=C2)=C3C4=CNC5=C4C=CC=C5)NC3=O.[H]Cl

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: >2 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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 448.95 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Girardi BA, Ribeiro DA, Signor C, Muller M, Gais MA, Mello CF, Rubin MA. Spermidine-induced improvement of reconsolidation of memory involves calcium-dependent protein kinase in rats. Learn Mem. 2015 Dec 15;23(1):21-8. doi: 10.1101/lm.039396.115. Print 2016 Jan. PubMed PMID: 26670183; PubMed Central PMCID: PMC4749837.

2: Wang W, Song N, Zhang H, Xie J, Wang J. 6-Hydroxydopamine upregulates iron regulatory protein 1 by activating certain protein kinase C isoforms in the dopaminergic MES23.5 cell line. Int J Biochem Cell Biol. 2012 Nov;44(11):1987-92. doi: 10.1016/j.biocel.2012.07.018. Epub 2012 Jul 27. PubMed PMID: 22846799.

3: Guerra GP, Mello CF, Bochi GV, Pazini AM, Rosa MM, Ferreira J, Rubin MA. Spermidine-induced improvement of memory involves a cross-talk between protein kinases C and A. J Neurochem. 2012 Jul;122(2):363-73. doi: 10.1111/j.1471-4159.2012.07778.x. Epub 2012 May 24. PubMed PMID: 22564082.

4: McBane JE, Santerre JP, Labow R. Effect of phorbol esters on the macrophage-mediated biodegradation of polyurethanes via protein kinase C activation and other pathways. J Biomater Sci Polym Ed. 2009;20(4):437-53. doi: 10.1163/156856209X416467. PubMed PMID: 19228446.

5: Cristóvão-Ferreira S, Vaz SH, Ribeiro JA, Sebastião AM. Adenosine A2A receptors enhance GABA transport into nerve terminals by restraining PKC inhibition of GAT-1. J Neurochem. 2009 Apr;109(2):336-47. doi: 10.1111/j.1471-4159.2009.05963.x. Epub 2009 Feb 7. PubMed PMID: 19200339.

6: Al Ghouleh I, Magder S. Nicotinamide adenine dinucleotide phosphate (reduced form) oxidase is important for LPS-induced endothelial cell activation. Shock. 2008 May;29(5):553-9. doi: 10.1097/SHK.0b013e318157ebc8. PubMed PMID: 18414230.

7: Jajoo S, Mukherjea D, Brewer GJ, Ramkumar V. Pertussis toxin B-oligomer suppresses human immunodeficiency virus-1 Tat-induced neuronal apoptosis through feedback inhibition of phospholipase C-beta by protein kinase C. Neuroscience. 2008 Jan 24;151(2):525-32. Epub 2007 Nov 17. PubMed PMID: 18093742.

8: McKay DM, Watson JL, Wang A, Caldwell J, Prescott D, Ceponis PM, Di Leo V, Lu J. Phosphatidylinositol 3'-kinase is a critical mediator of interferon-gamma-induced increases in enteric epithelial permeability. J Pharmacol Exp Ther. 2007 Mar;320(3):1013-22. Epub 2006 Dec 18. PubMed PMID: 17178936.

9: Cristofanilli M, Akopian A. Calcium channel and glutamate receptor activities regulate actin organization in salamander retinal neurons. J Physiol. 2006 Sep 1;575(Pt 2):543-54. Epub 2006 Jun 15. PubMed PMID: 16777935; PubMed Central PMCID: PMC1819466.

10: Voulalas PJ, Holtzclaw L, Wolstenholme J, Russell JT, Hyman SE. Metabotropic glutamate receptors and dopamine receptors cooperate to enhance extracellular signal-regulated kinase phosphorylation in striatal neurons. J Neurosci. 2005 Apr 13;25(15):3763-73. PubMed PMID: 15829628.

11: Lin Y, Liu LJ, Murray T, Sodek J, Rao L. Effect of raloxifene and its interaction with human PTH on bone formation. J Endocrinol Invest. 2004 May;27(5):416-23. PubMed PMID: 15279072.

12: Lee JJ, Hahm ET, Min BI, Cho YW. Activation of protein kinase C antagonizes the opioid inhibition of calcium current in rat spinal dorsal horn neurons. Brain Res. 2004 Aug 13;1017(1-2):108-19. PubMed PMID: 15261106.

13: Tillmar L, Welsh N. Glucose-induced binding of the polypyrimidine tract-binding protein (PTB) to the 3'-untranslated region of the insulin mRNA (ins-PRS) is inhibited by rapamycin. Mol Cell Biochem. 2004 May;260(1-2):85-90. PubMed PMID: 15228089.

14: Kaneider NC, Lindner J, Feistritzer C, Sturn DH, Mosheimer BA, Djanani AM, Wiedermann CJ. The immune modulator FTY720 targets sphingosine-kinase-dependent migration of human monocytes in response to amyloid beta-protein and its precursor. FASEB J. 2004 Aug;18(11):1309-11. Epub 2004 Jun 18. PubMed PMID: 15208267.

15: Javed RR, Dewey WL, Smith PA, Smith FL. PKC and PKA inhibitors reverse tolerance to morphine-induced hypothermia and supraspinal analgesia in mice. Eur J Pharmacol. 2004 May 25;492(2-3):149-57. PubMed PMID: 15178359.

16: Ramm GA, Li L, Britton RS, O'Neill R, Bacon BR. Effect of protein kinase C activation and inhibition on rat hepatic stellate cell activation. Dig Dis Sci. 2003 Apr;48(4):790-6. PubMed PMID: 12741473.

17: Sahni SK, Turpin LC, Brown TL, Sporn LA. Involvement of protein kinase C in Rickettsia rickettsii-induced transcriptional activation of the host endothelial cell. Infect Immun. 1999 Dec;67(12):6418-23. PubMed PMID: 10569758; PubMed Central PMCID: PMC97050.

18: Anema SM, Walker SW, Howie AF, Arthur JR, Nicol F, Beckett GJ. Thioredoxin reductase is the major selenoprotein expressed in human umbilical-vein endothelial cells and is regulated by protein kinase C. Biochem J. 1999 Aug 15;342 ( Pt 1):111-7. PubMed PMID: 10432307; PubMed Central PMCID: PMC1220443.

19: Chew CS, Zhou CJ, Parente JA Jr. Ca2+-independent protein kinase C isoforms may modulate parietal cell HCl secretion. Am J Physiol. 1997 Feb;272(2 Pt 1):G246-56. PubMed PMID: 9124348.