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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C22H12Cl4N2O4
CAS Number:
Molecular Weight:
510.15
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
powder
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Quality Segment

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

General description

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

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.


hcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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