SML1533

(±)-Marinopyrrole A

≥95% (HPLC)

• Synonym(s): (±)-Maritoclax, 1,1′-(4,4′,5,5′-Tetrachloro[1,3′-bi-1H-pyrrole]-2,2′-diyl)bis[1-(2-hydroxyphenyl)-methanone
• Empirical Formula (Hill Notation): C₂₂H₁₂Cl₄N₂O₄
• CAS Number: 1227962-62-0
• Molecular Weight: 510.15
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: powder
• color: light yellow to dark yellow
• solubility: DMSO: 20 mg/mL, clear
• storage temp.: −20°C
• SMILES string: Clc1[n](c(cc1Cl)C(=O)c4c(cccc4)O)c2c([nH]c(c2Cl)Cl)C(=O)c3c(cccc3)O
• InChI: 1S/C22H12Cl4N2O4/c23-12-9-13(19(31)10-5-1-3-7-14(10)29)28(22(12)26)18-16(24)21(25)27-17(18)20(32)11-6-2-4-8-15(11)30/h1-9,27,29-30H
• InChI key: QYPJBTMRYKRTFG-UHFFFAOYSA-N

Description

General description

Marinopyrrole A (Maritoclax) is a member of phenolic 1,3′-bipyrroles family targeting actin group.[1]

Biochem/physiol Actions

Marinopyrrole A (Maritoclax) is a potent and selective inhibitor of Bcl-2 family member Mcl-1, originally isolated from marine streptomycetes for its antimicrobial activity against methicillin-resistant Staphylococcus aureus. Marinopyrrole A directly binds to Mcl-1 and targets it for proteasomal degradation. Marinopyrrole A induced apoptosis in Mcl-1-dependent cancer cells and sensitized cancer cells to ABT-737.

Marinopyrrole A (Maritoclax) is a potent and selective inhibitor of Bcl-2 family member Mcl-1; antibiotic.

Safety Information

• hcodes: H413
• pcodes: P273 - P501
• Hazard Classifications: Aquatic Chronic 4
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable