A potent mitochondria uncoupler
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FCCP

Item No. 15218

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[2-[4-(trifluoromethoxy)phenyl]hydrazinylidene]-propanedinitrile
CAS Number
370-86-5
Synonyms
  • Trifluoromethoxy carbonylcyanide phenylhydrazone
Molecular Formula
C10H5F3N4O
Formula Weight
254.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 25 mg/ml
λmax
240, 356 nm
SMILES
N#C/C(C#N)=N/NC1=CC=C(OC(F)(F)F)C=C1
InChi Code
InChI=1S/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H
InChi Key
BMZRVOVNUMQTIN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $80

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    50 mg

    $278

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    Product Description

    FCCP is a potent uncoupler of oxidative phosphorylation in mitochondria that disrupts ATP synthesis by transporting protons across cell membranes.1,2 At 40 μM, FCCP induces complete depolymerization of microtubules by increasing intracellular pH via the disruption of the mitochondrial H+ gradient and by decreasing the stability of microtubules by impairing the binding of microtubule-associated proteins.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Parker, V.H. Uncouplers of rat-liver mitochondrial oxidative phosphorylation. Biochem. J. 97(3), 658-662 (1965).

    2. Benz, R., and McLaughlin, S. The molecular mechanism of action of the proton ionophore FCCP (carbonylcyanide p-trifluoromethoxyphenylhydrazone). Biophys. J. 41(3), 381-398 (1983).

    3. Maro, B., Marty, M.C., and Bornens, M. In vivo and in vitro effects of the mitochondrial uncoupler FCCP on microtubules. EMBO J. 1(11), 1347-1352 (1982).

    Product Citations

    Bessho, R., Davidoff, O., Kobayashi, H., et al. Regional metabolic analysis of structurally preserved kidney slices by ex vivo respirometry. Am. J. Physiol. Renal Physiol. 329(6), F796-F808 (2025).

    Nagakannan, P., Islam, M.I., Conrad, M., et al. Cathepsin B is an excutioner of ferroptosis. Biochim. Biophys. Acta Mol. Cell Res. 1868(3), 118928 (2021).

    Soriano-Castell, D., Currais, A., and Maher, P. Defining a pharmacological inhibitor fingerprint for oxytosis/ferroptosis. Free Radic. Biol. Med. S0891-5849(21), (2021).

    Izreig, S., Gariepy, A., Kaymak, I., et al. Repression of LKB1 by miR-17~92 sensitizes MYC-dependent lymphoma to biguanide treatment. Cell Rep. Med. 1(2), 100014 (2020).

    Varalda, M., Antona, A., Bettio, V., et al. Psychotropic drugs show anticancer activity by disrupting mitochondrial and lysosomal function. Front. Oncol. 10, 562196 (2020).

    Holmila, R.J., Vance, S.A., Chen, X., et al. Mitochondria-targeted probes for imaging protein sulfenylation. Sci. Rep. 8(1), 6635 (2018).