CCCP

• CAT Number: I010212
• CAS Number: 555-60-2
• Molecular Formula: C9H5ClN4
• Molecular Weight: 204.62
• Purity: ≥95%
• Synonyms: Carbonyl cyanide 3-chlorophenylhydrazone
• Target: Oxidative Phosphorylation
• Solubility: Soluble to 100 mM in DMSO
• Storage: -20°C
• IUPAC Name: 2-[(3-chlorophenyl)hydrazinylidene]propanedinitrile
• 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
• SMILES: C1=CC(=CC(=C1)Cl)NN=C(C#N)C#N

Carbonyl cyanide 3-chlorophenylhydrazone (Cat No.: I010212), referred to as CCCP, is a potent uncoupler of oxidative phosphorylation, disrupting the proton gradient across mitochondrial membranes. By dissipating the electrochemical gradient, CCCP inhibits ATP synthesis and accelerates energy depletion. It is widely used in research to study mitochondrial function, bioenergetics, and cellular metabolism. CCCP is often employed in assays to investigate the effects of mitochondrial uncoupling on cellular processes such as apoptosis, ion transport, and reactive oxygen species (ROS) production.