Rotenone

Catalog #: 3616
14 Citations Datasheet / COA / SDS

Catalog #	Availability	Size / Price	Qty
3616/50

Rotenone | CAS No. 83-79-4 | Oxidative Phosphorylation Inhibitors

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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%

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Product Details

Citations (14)

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Biological Activity

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

M.Wt:

394.42

Formula:

C₂₃H₂₂O₆

Solubility:

Soluble to 100 mM in DMSO

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

Background References

Rotenone inhibits autophagic flux prior to inducing cell death.
Mader et al.
ACS Chem.Neurosci., 2012;3:1063
NADH oxidase activity of rat cardiac sarcoplasmic reticulum regulates calcium-induced calcium release.
Cherednichenko et al.
Circ.Res., 2004;94:478
Neurotoxicant-induced animal models of Parkinson's disease: understanding the role of rotenone, maneb and paraquat in neurodegeneration.
Uversky
Cell Tissue Res., 2004;318:225
Pesticides and impairment of mitochondrial function in relation with the parkinsonian syndrome.
Gomez et al.
Front.Biosci., 2007;12:1079

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Citations for Rotenone

The citations listed below are publications that use Tocris products. Selected citations for Rotenone include:

14 Citations: Showing 1 - 10

Transcriptome, proteome, and protein synthesis within the intracellular cytomatrix.
Authors: Sandra L Et al.
iScience 2023;26:105965
SOX2 mediates metabolic reprogramming of prostate cancer cells.
Authors: Heng Et al.
Oncogene 2022;41:1190-1202
Single-cell resolved imaging reveals intra-tumor heterogeneity in glycolysis, transitions between metabolic states, and their regulatory mechanisms.
Authors: Kurt I Et al.
Cell Rep 2021;34:108750
Automated Quantification of Mitochondrial Fragmentation in an In Vitro Parkinson's Disease Model.
Authors: Luke Et al.
Curr Protoc Neurosci 2020;94:e105
The influence of hypoxia and energy depletion on the response of endothelial cells to the vascular disrupting agent combretastatin A-4-phosphate.
Authors: Toby Et al.
Sci Rep 2020;10:9926
Loss of PINK1 causes age-dependent decrease of dopamine release and mitochondrial dysfunction.
Authors: Hui Et al.
Neurobiol Aging 2019;75:1-10
High-Frequency Microdomain Ca²⁺ Transients and Waves during Early Myelin Internode Remodeling.
Authors: Battefeld Et al.
Cell Rep 2019;26:182
Transient Opening of the Mitochondrial Permeability Transition Pore Induces Microdomain Calcium Transients in Astrocyte Processes.
Authors: Agarwal Et al.
Neuron 2017;93:587
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.
Authors: Moloney Et al.
Leuk Res 2017;52:34
A Role for Mitochondrial Translation in Promotion of Viability in K-Ras Mutant Cells.
Authors: Martin Et al.
Cell Rep 2017;20:427

Maintenance and propagation of a deleterious mitochondrial genome by the mitochondrial unfolded protein response.
Authors: Shai Et al.
Nature 2016;533:416-9

PTP1B controls non-mitochondrial oxygen consumption by regulating RNF213 to promote tumour survival during hypoxia.
Authors: Banh Et al.
Nat Cell Biol 2016;18:803

An acute rise in intraluminal pressure shifts the mediator of flow-mediated dilation from nitric oxide to hydrogen peroxide in human arterioles.
Authors: Beyer Et al.
Am J Physiol Heart Circ Physiol 2014;307:H1587

Non-transcriptional priming and deubiquitination regulate NLRP3 inflammasome activation.
Authors: Juliana Et al.
Leukemia 2012;287:36617

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