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215911

Sigma-Aldrich

Carbonyl Cyanide m-Chlorophenylhydrazone

≥95% (HPLC), solid, mitophagy inducer, Calbiochem

Synonym(s):

Carbonyl Cyanide m-Chlorophenylhydrazone, CCCP

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About This Item

CAS Number:
555-60-2
MDL number:
MFCD00001848
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Carbonyl Cyanide m-Chlorophenylhydrazone, Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. Approximately 100 times more effective than 2,4-dinitrophenol.

Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

yellow

solubility

ethanol: 1 mg/mL
DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H

InChI key

UGTJLJZQQFGTJD-UHFFFAOYSA-N

General description

Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. Approximately 100 times more effective than 2,4-dinitrophenol. Binds with cytochrome c oxidase with high affinity (Kd = 270 nM). Inhibits transport processes and depresses growth.
Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. ~100 times more effective than 2,4-dinitrophenol. Binds cytochrome C oxidase with high affinity (Kd = 270 nM). Inhibits transport processes and depresses growth.

Biochem/physiol Actions

Cell permeable: no
Kd = 270 nM in binding with cytochrome c oxidase
Primary Target
cytochrome c oxydase
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 1 month at 4°C.

Other Notes

Bona, M., et al. 1993. Gen. Physiol. Biophys. 12, 533.
Heytler, P.G., and Prichard, W.W. 1962. Biochem. Biophys. Res. Commun.7, 272.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

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.

PDSCL

Deleterious substance

JAN Code

215911-250MG:
215911-MG:

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’.

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