Carbonyl cyanide m-chlorophenyl hydrazone

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Carbonyl cyanide m-chlorophenyl hydrazone
Carbonyl cyanide m-chlorophenyl hydrazone.svg
CAS number 555-60-2 YesY
PubChem 2603
ChemSpider 2504 YesY
KEGG C11164 YesY
Jmol-3D images Image 1
Molecular formula C9H5ClN4
Molar mass 204.62 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Carbonyl cyanide m-chlorophenyl hydrazone (CCCP), is a chemical inhibitor of oxidative phosphorylation. It is a nitrile, hydrazone and protonophore. In general, CCCP causes the gradual destruction of living cells and death of the organism.[1][2] The CCCP affects the protein synthesis reactions in seedling mitochondria.[3] CCCP causes an uncoupling of the proton gradient that is established during the normal activity of electron carriers in the electron transport chain. The chemical acts essentially as an ionophore and reduces the ability of ATP synthase to function optimally.

See also[edit]


  1. ^ J.W. Park; S.Y. Lee, J.Y. Yang, H.W. Rho, B.H. Park, S.N. Lim, J.S. Kim, H.R. Kim (1997). "Effect of carbonyl cyanide m-chlorophenylhydrazone (CCCP) on the dimerization of lipoprotein lipase.". Biochimica et Biophysica Acta 1344 (2): 132–8. doi:10.1016/s0005-2760(96)00146-4. PMID 9030190. 
  2. ^ D. Gášková; B. Brodská; A. Holoubek; K. Sigler (1999). "Factors and processes involved in membrane potential build-up in yeast: diS-C3(3) assay". The International Journal of Biochemistry & Cell Biology 31 (5): 575–584. doi:10.1016/S1357-2725(99)00002-3. 
  3. ^ Y.M. Konstantinov; I.V. Subota, A.S. Arziev. "Protein synthesis in mitochondria under different redox conditions". Preprint of the Irkutsk Institute of Plant Physiology and Biochemistry.