Skip to Content
Merck
All Photos(1)

Documents

Safety Information

SML1533

Sigma-Aldrich

(±)-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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C22H12Cl4N2O4
CAS Number:
1227962-62-0
Molecular Weight:
510.15
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

light yellow to dark yellow

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

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.

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML1533-VAR:
SML1533-25MG:
SML1533-BULK:
SML1533-5MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Chambers C Hughes et al.
Journal of the American Chemical Society, 131(34), 12094-12096 (2009-08-14)
The targeting of marinopyrrole A to actin was identified using a fluorescent dye transfer strategy. The process began by appending a carboxylic acid terminal tag to a phenol in the natural product. The resulting probe was then studied in live

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service