A mitochondrial uncoupler
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CCCP

Item No. 25458

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[2-(3-chlorophenyl)hydrazinylidene]-propanedinitrile
CAS Number
555-60-2
Synonyms
  • Carbonyl cyanide m-chlorophenyl hydrazone
  • NSC 88124
Molecular Formula
C9H5ClN4
Formula Weight
204.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
248, 353 nm
SMILES
ClC1=CC=CC(N/N=C(C#N)\C#N)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $38

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    250 mg

    $90

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    500 mg

    $131

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    Product Description

    CCCP is a protonophore mitochondrial uncoupler that increases membrane permeability to protons, leading to a disruption in the mitochondrial membrane potential.1 It inhibits mitochondrial respiration and ATPase activity when used at concentrations of 110 and 35 nM, respectively.2 CCCP inhibits activation of stimulation of interferon genes (STING), decreasing the expression of downstream STING targets, including IFN-β, TBK1, and IRF3 when used at a concentration of 50 µM in RAW 264.7 cells.3 It induces mitochondrial fission in a manner dependent on the GTPase Drp1. CCCP (4 mg/kg) increases body temperature as well as left ventricular systolic and diastolic dimensions and decreases fractional shortening in rats.4 It also increases myocardial glucose and fatty acid uptake in rats.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kane, M.S., Paris, A., Codron, P., et al. Current mechanistic insights into the CCCP-induced cell survival response. Biochem. Pharmacol. 148, 100-110 (2018).

    2. Terada, H. The interaction of highly active uncouplers with mitochondria. Biochim. Biophys. Acta 639(3-4), 225-242 (1981).

    3. Kwon, D., Park, E., Sesaki, H., et al. Carbonyl cyanide 3-chlorophenylhydrazone (CCCP) suppresses STING-mediated DNA sensing pathway through inducing mitochondrial fission. Biochem. Biophys. Res. Commun. 493(1), 737-743 (2017).

    4. Minanimo-Muta, E., Kato, T., Shioi, T., et al. Cardiac effects of acute administration of a protonophore in a rat model. J. Pharm. Pharmacol. 70(9), 1209-1215 (2018).