Rotenone

Name: Rotenone
Brand: Tocris Bioscience
SKU: 3616
Rating: 5 (2 reviews)

Tocris Bioscience a Bio-Techne Brand

Catalog # 3616

Citations (7)

(2)

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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

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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
	DMSO	39.44	100
	ethanol	1.97	5

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
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
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

Citations for Rotenone (7)

Showing 1 - 7 of 7 citations Showing All

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Citations are publications that use Bio-Techne products. Selected citations for Rotenone include:

Battefeld et al. (2019) High-Frequency Microdomain Ca²⁺ Transients and Waves during Early Myelin Internode Remodeling. Cell Rep. 26:182
PMID: 30605675
Moloney et al. (2017) Subcellular localization of the FLT3-ITD oncogene plays a significant role in the production of NOX- and p22(phox)-derived reactive oxygen species in acute myeloid leukemia. Leuk Res. 52:34
PMID: 27870947
Martin et al. (2017) A Role for Mitochondrial Translation in Promotion of Viability in K-Ras Mutant Cells. Cell Rep. 20:427
PMID: 28700943
Agarwal et al. (2017) Transient Opening of the Mitochondrial Permeability Transition Pore Induces Microdomain Calcium Transients in Astrocyte Processes. Neuron. 93:587
PMID: 28132831
Banh et al. (2016) PTP1B controls non-mitochondrial oxygen consumption by regulating RNF213 to promote tumour survival during hypoxia. Nat Cell Biol. 18:803
PMID: 27323329
Beyer et al. (2014) An acute rise in intraluminal pressure shifts the mediator of flow-mediated dilation from nitric oxide to hydrogen peroxide in human arterioles. Am J Physiol Heart Circ Physiol. 307:H1587
PMID: 25260615
Juliana et al. (2012) Non-transcriptional priming and deubiquitination regulate NLRP3 inflammasome activation. Leukemia. 287:36617
PMID: 22948162

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Customer Reviews for Rotenone (2)

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Strong inhibitor of the mitochondrial complex I.

Name: Anonymous

Species: Rat

Assay Type: In Vitro

Cell Line/Tissue: motor neurons

Effect of rotenone (10 micromolar) on AMPA induced ROS formation in motor neurons.
Good choice!

Name: Anton Mukhamedshin

Species: Human

Assay Type: Ex Vivo

Cell Line/Tissue: Platelets

I use it to inhibit mitochondrial electron transport chain in platelets. It helps to understand the role of mitochondria in thrombosis.

Nice delivery time and all works well!

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Product Documents for Rotenone

COA

Certificate of Analysis

To download a Certificate of Analysis, please select a batch below.