Bisindolylmaleimide VII - ≥96% , CAS No.137592-47-3

CAS: 137592-47-3 Cat. No.: B339030 Molecular Weight: 453.54

GRADE & PURITY ≥96%

Synonyms

3-(1H-indol-3-yl)-4-[1-(3-piperazin-1-ylpropyl)indol-3-yl]pyrrole-2,5-dione | DTXSID40274364 | SCHEMBL7978092 | Bisindolylmaleimide VII, 96% (TLC), solid | BDBM2686 | Bisindolyl deriv. 24 | bisindolylmaleimide vii | 3-(1H-indol-3-yl)-4-(1-(3-(piperazin-1-

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Bisindolylmaleimides are potent, selective inhibitors of protein kinase C (PKC). They are structurally similar to the naturally occurring molecule, staurosporine, but they are more selective for PKC over other protein kinases. Bisindolylmaleimides are used to selectively probe for PKC-mediated pathways for transduction of hormone, cytokine, and growth factor signals. Bisindolylmaleimides inhibit PKC by interacting with the catalytic subunit. Inhibition is competitive with ATP. Studies of structure-activity relationships of analogs indicate that cationic substituents at the indole nitrogen increase the potency as an inhibitor of PKC.

Specifications

Synonyms

3-(1H-indol-3-yl)-4-[1-(3-piperazin-1-ylpropyl)indol-3-yl]pyrrole-2, 5-dione | DTXSID40274364 | SCHEMBL7978092 | Bisindolylmaleimide VII, 96% (TLC), solid | BDBM2686 | Bisindolyl deriv. 24 | bisindolylmaleimide vii | 3-(1H-indol-3-yl)-4-(1-(3-(piperazin-1-

Specifications & Purity

≥96%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: C1CN(CCN1)CCCN2C=C(C3=CC=CC=C32)C4=C(C(=O)NC4=O)C5=CNC6=CC=CC=C65
• IUPAC Name: 3-(1H-indol-3-yl)-4-[1-(3-piperazin-1-ylpropyl)indol-3-yl]pyrrole-2,5-dione
• InChIKey: VKLVUAHQOFDKLR-UHFFFAOYSA-N
• INCHI: 1S/C27H27N5O2/c33-26-24(20-16-29-22-8-3-1-6-18(20)22)25(27(34)30-26)21-17-32(23-9-4-2-7-19(21)23)13-5-12-31-14-10-28-11-15-31/h1-4,6-9,16-17,28-29H,5,10-15H2,(H,30,33,34)
• Isomeric SMILES: C1CN(CCN1)CCCN2C=C(C3=CC=CC=C32)C4=C(C(=O)NC4=O)C5=CNC6=CC=CC=C65
• WGK Germany: 3
• Molecular Weight: 453.54
• Reaxy-Rn: 13753619
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13753619&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass N-alkylindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: N-alkylindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: N-alkylindoles
• Alternative Parents: Indoles N-alkylpiperazines Maleimides Substituted pyrroles Benzenoids Pyrrolines N-unsubstituted carboxylic acid imides Dicarboximides Heteroaromatic compounds Trialkylamines Amino acids and derivatives Azacyclic compounds Dialkylamines Carbonyl compounds Organic oxides Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-alkylindole - Indole - Maleimide - N-alkylpiperazine - 1,4-diazinane - Piperazine - Substituted pyrrole - Benzenoid - Heteroaromatic compound - Carboxylic acid imide - Dicarboximide - Carboxylic acid imide, n-unsubstituted - Pyrroline - Pyrrole - Tertiary aliphatic amine - Tertiary amine - Amino acid or derivatives - Azacycle - Carboxylic acid derivative - Secondary aliphatic amine - Secondary amine - Organic nitrogen compound - Organic oxygen compound - Amine - Carbonyl group - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO.
• Sensitivity: light sensitive
• Molecular Weight: 453.500 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 453.216 Da
• Monoisotopic Mass: 453.216 Da
• Topological Polar Surface Area: 82.200 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 822.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1