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Rotenone

Cat. No. 3616

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Chemical Name: (2R,6aS,12aS)-1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one

Biological Activity

Mitochondrial electron transport chain inhibitor (IC₅₀ = 1.7 - 2.2 μM at complex I). Inhibits NADH oxidation by cardiac sarcoplasmic reticulum (IC₅₀ = 3.4 nM). Commonly used pesticide and induces Parkinsonism in animal models. May also inhibit autophagy induction; blocks lysosomal degradation of autophagic vacuoles. Cell-permeable and brain penetrant.

Technical Data

M.Wt:

394.42

Formula:

C₂₃H₂₂O₆

Solubility:

Soluble to 100 mM in DMSO and to 5 mM in ethanol

Purity:

>95 %

Storage:

Store at RT

CAS No:

83-79-4

The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.

Resources

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch

Safety Data Sheet: View Safety Data Sheet

References

Cherednichenko et al (2004) NADH oxidase activity of rat cardiac sarcoplasmic reticulum regulates calcium-induced calcium release. Circ.Res. 94 478. PMID: 14699012.

Uversky (2004) Neurotoxicant-induced animal models of Parkinson's disease: understanding the role of rotenone, maneb and paraquat in neurodegeneration. Cell Tissue Res. 318 225. PMID: 15258850.

Gomez et al (2007) Pesticides and impairment of mitochondrial function in relation with the parkinsonian syndrome. Front.Biosci. 12 1079. PMID: 17127363.

Mader et al (2012) Rotenone inhibits autophagic flux prior to inducing cell death. ACS Chem.Neurosci. 3 1063. PMID: 23259041.

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