ChemSpider 2D Image | marinopyrrole A | C22H12Cl4N2O4

marinopyrrole A

  • Molecular FormulaC22H12Cl4N2O4
  • Average mass510.154 Da
  • Monoisotopic mass507.955109 Da
  • ChemSpider ID27023262

More details:

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(-)-marinopyrrole A
(4,4',5,5'-Tetrachlor-1'H-1,3'-bipyrrol-2,2'-diyl)bis[(2-hydroxyphenyl)methanon] [German] [ACD/IUPAC Name]
(4,4',5,5'-Tetrachloro-1'H-1,3'-bipyrrole-2,2'-diyl)bis[(2-hydroxyphenyl)methanone] [ACD/IUPAC Name]
(4,4',5,5'-Tétrachloro-1'H-1,3'-bipyrrole-2,2'-diyl)bis[(2-hydroxyphényl)méthanone] [French] [ACD/IUPAC Name]
1227962-62-0 [RN]
2-[4,4',5,5'-tetrachloro-2'-(2-hydroxybenzoyl)-1'H-[1,3'-bipyrrole]-2-carbonyl]phenol
marinopyrrole A
Methanone, 1,1'-(4,4',5,5'-tetrachloro[1,3'-bi-1H-pyrrole]-2,2'-diyl)bis[1-(2-hydroxyphenyl)- [ACD/Index Name]
()-marinopyrrole A
(?)-Marinopyrrole A
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CCRIS 4693 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A member of the class of pyrroles that is 1'<element>H</element>-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from <ital>Streptomyces</ital> sp.CNQ-418 and exhibits cytotoxic and antibacterial activities. ChEBI CHEBI:66678
      A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. ; It is isolated fr om Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:66678
      A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities. ChEBI CHEBI:66678

    • Bio Activity:

      Apoptosis Tocris Bioscience 5368
      Apoptosis MedChem Express HY-15613
      Apoptosis; MedChem Express HY-15613
      Bcl-2 Family Tocris Bioscience 5368
      Bcl-2 Family MedChem Express HY-15613
      Cell Biology Tocris Bioscience 5368
      Marinopyrrole (Maritoclax) is a novel and specific Mcl-1 inhibitor with an IC50 value of 10.1 uM, >8 fold selectivity than BCL-xl (IC50 > 80 uM).; IC50 value: 10.1 uM [1]; Target: Mcl-1; in vitro: Treatment with maritoclax markedly inhibited the viability of Mcl-1-IRES-BimEL cells (EC50 = 1.6 ?m) with a selectivity greater than 40-fold over Bcl-2-IRES-BimEL (EC50 = 65.1 ?m) and Bcl-XL-IRES-BimEL (EC50 = 70.0 ?m) cells, consistent with its affinity for Mcl-1 over Bcl-XL. MedChem Express HY-15613
      Mcl-1 inhibitor; disrupts Mcl-1-Bim interaction and induces Mcl-1 proteasomal degradation. Exhibits no effect on Bcl-XL-Bim interaction. Selectively induces apoptosis in Mcl-1-dependent K562 leukemia cells. Sensitizes K562 and Raji cells to ABT-737-induced apoptosis. Tocris Bioscience 5368
      Mcl-1 inhibitor; disrupts Mcl-1-Bim interaction and induces Mcl-1 proteasomal degradation. Exhibits no effect on Bcl-XL-Bim interaction. Selectively induces apoptosis in Mcl-1-dependent K562 leukemia cells. Sensitizes K562 and Raji cells to ABT-737-induced apoptosis. Tocris Bioscience 5368
      Mcl-1 inhibitor; proapoptotic Tocris Bioscience 5368

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.6±0.1 g/cm3
Boiling Point: 732.4±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.5 mmHg at 25°C
Enthalpy of Vaporization: 110.7±3.0 kJ/mol
Flash Point: 396.7±32.9 °C
Index of Refraction: 1.708
Molar Refractivity: 122.6±0.5 cm3
#H bond acceptors: 6
#H bond donors: 3
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 2
ACD/LogP: 6.91
ACD/LogD (pH 5.5): 6.46
ACD/BCF (pH 5.5): 47316.03
ACD/KOC (pH 5.5): 76561.40
ACD/LogD (pH 7.4): 5.76
ACD/BCF (pH 7.4): 9468.75
ACD/KOC (pH 7.4): 15321.26
Polar Surface Area: 95 Å2
Polarizability: 48.6±0.5 10-24cm3
Surface Tension: 60.5±7.0 dyne/cm
Molar Volume: 314.2±7.0 cm3

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