Rotenone

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%

Product Details
Citations (14)
Reviews

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

  1. PTP1B controls non-mitochondrial oxygen consumption by regulating RNF213 to promote tumour survival during hypoxia
    RS Banh, C Iorio, R Marcotte, Y Xu, D Cojocari, AA Rahman, J Pawling, W Zhang, A Sinha, CM Rose, M Isasa, S Zhang, R Wu, C Virtanen, T Hitomi, T Habu, SS Sidhu, A Koizumi, SE Wilkins, T Kislinger, SP Gygi, CJ Schofield, JW Dennis, BG Wouters, BG Neel
    Nat. Cell Biol, 2016;18(7):803-13.
  2. PTP1B controls non-mitochondrial oxygen consumption by regulating RNF213 to promote tumour survival during hypoxia

    Nat Cell Biol, 2016;18(7):803-13.
  3. PTP1B controls non-mitochondrial oxygen consumption by regulating RNF213 to promote tumour survival during hypoxia
    Robert S Banh
    Nat Cell Biol, 2016;18(7):803-13.
  4. Rotenone inhibits autophagic flux prior to inducing cell death.
    Mader et al.
    ACS Chem.Neurosci., 2012;3:1063
  5. NADH oxidase activity of rat cardiac sarcoplasmic reticulum regulates calcium-induced calcium release.
    Cherednichenko et al.
    Circ.Res., 2004;94:478
  6. 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
  7. Pesticides and impairment of mitochondrial function in relation with the parkinsonian syndrome.
    Gomez et al.
    Front.Biosci., 2007;12:1079
  8. Single-cell resolved imaging reveals intra-tumor heterogeneity in glycolysis, transitions between metabolic states, and their regulatory mechanisms
    H Kondo, CDH Ratcliffe, S Hooper, J Ellis, JI MacRae, M Hennequart, CW Dunsby, KI Anderson, E Sahai
    Cell Reports, 2021;34(7):108750.

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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

  1. Transcriptome, proteome, and protein synthesis within the intracellular cytomatrix.
    Authors: Sandra L Et al.
    iScience  2023;26:105965
  2. SOX2 mediates metabolic reprogramming of prostate cancer cells.
    Authors: Heng Et al.
    Oncogene  2022;41:1190-1202
  3. 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
  4. Automated Quantification of Mitochondrial Fragmentation in an In Vitro Parkinson's Disease Model.
    Authors: Luke Et al.
    Curr Protoc Neurosci  2020;94:e105
  5. 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
  6. Loss of PINK1 causes age-dependent decrease of dopamine release and mitochondrial dysfunction.
    Authors: Hui Et al.
    Neurobiol Aging  2019;75:1-10
  7. High-Frequency Microdomain Ca2+ Transients and Waves during Early Myelin Internode Remodeling.
    Authors: Battefeld Et al.
    Cell Rep  2019;26:182
  8. Transient Opening of the Mitochondrial Permeability Transition Pore Induces Microdomain Calcium Transients in Astrocyte Processes.
    Authors: Agarwal Et al.
    Neuron  2017;93:587
  9. 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
  10. A Role for Mitochondrial Translation in Promotion of Viability in K-Ras Mutant Cells.
    Authors: Martin Et al.
    Cell Rep  2017;20:427

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