Rotenone

Name: Rotenone
Brand: Tocris Bioscience
SKU: 3616
Rating: 5 (3 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 3616

(3)

Citations (43)

COA / SDS

Inhibits complex I of the mitochondrial electron transport chain

Key Product Details

Description:	Inhibits complex I of the mitochondrial electron transport chain
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
Purity:	≥95% (HPLC)
Molecular Weight:	394.42

View Full Technical Details for Rotenone

Technical Data
Citations / Reviews (3)

Biological Activity for Rotenone

Rotenone is a 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 for Rotenone

M. Wt	394.42
Formula	C₂₃H₂₂O₆
Storage	Store at RT
Purity	≥95% (HPLC)
CAS Number	83-79-4
PubChem ID	6758
InChi Key	JUVIOZPCNVVQFO-HBGVWJBISA-N
Smiles	C=[C@](C)[C@@H](C5)OC4=C5C(O3)=C(C=C4)C([C@@]([C@@]3([H])CO2)([H])C1=C2C=C(OC)C(OC)=C1)=O

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

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Rotenone

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	39.44	100

Preparing Stock Solutions for Rotenone

The following data is based on the product molecular weight 394.42.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	2.54 mL	12.68 mL	25.35 mL
5 mM	0.51 mL	2.54 mL	5.07 mL
10 mM	0.25 mL	1.27 mL	2.54 mL
50 mM	0.05 mL	0.25 mL	0.51 mL

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References for Rotenone

References are publications that support the biological activity of the product.

Mader Rotenone inhibits autophagic flux prior to inducing cell death. ACS Chem.Neurosci. 2012 PMID: 23259041
Uversky Neurotoxicant-induced animal models of Parkinson's disease: understanding the role of rotenone, maneb and paraquat in neurodegeneration. Cell Tissue Res. 2004 PMID: 15258850
Gomez Pesticides and impairment of mitochondrial function in relation with the parkinsonian syndrome. Front.Biosci. 2007 PMID: 17127363
Cherednichenko NADH oxidase activity of rat cardiac sarcoplasmic reticulum regulates calcium-induced calcium release. Circ.Res. 2004 PMID: 14699012