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Data

Product overview

  • Name
    CCCP
  • Short description
    Potent uncoupler of mitochondrial oxidative phosphorylation
  • Biological description

    CCCP is a protonophore which is a widely used uncoupler of mitochondrial oxidative phosphorylation.


    CCCP disrupts ATP synthesis by transporting protons across the mitochondrial inner membrane, interfering with the proton gradient.

    By depolarizing the plasma membrane and reducing ATP production, CCCP can indirectly affect proton pump activity and cellular metabolism to cause cell death.


    The uncoupling agent FCCP is also available.

  • Alternative names
    Carbonyl cyanide m-chlorophenylhydrazone
  • Purity
    >98%
  • Citations

Properties

  • Chemical name
    Carbonyl cyanide 3-chlorophenylhydrazone
  • Molecular Weight
    204.62
  • Chemical structure
    CCCP [555-60-2 ]
  • Molecular Formula
    C9H5ClN4
  • CAS Number
    555-60-2
  • PubChem identifier
    2603
  • SMILES
    C1=CC(=CC(=C1)Cl)NN=C(C#N)C#N
  • Source
    Synthetic
  • InChi
    InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H
  • InChiKey
    UGTJLJZQQFGTJD-UHFFFAOYSA-N
  • MDL number
    MFCD00001848
  • Appearance
    Yellow solid

Storing and Using Your Product

  • Storage instructions
    Room temperature
  • Solubility overview
    Soluble in DMSO (100 mM)
  • Important
    This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use

References for CCCP

  • Carbonyl cyanide p-(trifluoromethoxy) phenylhydrazone (FCCP) as an O2(*-) generator induces apoptosis via the depletion of intracellular GSH contents in Calu-6 cells.

    Han et al (2009) Lung Cancer 63(2) : 201-9
    PubMedID: 18585819
  • Carbonyl Cyanide m-Chlorophenylhydrazine (CCCP) Reverses Resistance to Colistin, but Not to Carbapenems and Tigecycline in Multidrug-Resistant Enterobacteriaceae.

    Sekyere and Amoako (2017) Front Microbiol 8 : 228
    PubMedID: 28261184
  • The protonophore CCCP induces mitochondrial permeability transition without cytochrome c release in human osteosarcoma cells.

    LIm et al (2001) FEBS Lett 503(1) : 69-74
    PubMedID: 11513857
  • Mitochondrial uncouplers with an extraordinary dynamic range.

    Lou et al (2007) Biochem J 407(1) : 129-40
    PubMedID: 17608618