Molecular structure of Rotenone, CAS Number: 83-79-4
Rotenone (CAS 83-79-4)
See product citations (41)
Alternate Names:
Paraderil; Dactinol; Rotocide
Application:
Rotenone is a mitochondrial toxin and a potent, reversible, and competitive inhibitor of complex I of the respiratory chain
CAS Number:
83-79-4
Purity:
≥97%
Molecular Weight:
394.42
Molecular Formula:
C23H22O6
Supplemental Information:
This is as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Rotenone is a mitochondrial electron transport inhibitor, which specifically inhibits NAD-linked substrate oxidation of NADH dehydrogenase with an EC50=10 pmol/mg. It is known that this interference of the electron transport chain occurs from complex I to ubiquinone, similarly to amytal. Studies indicate that Rotenone inhibits mammalian cell proliferation, via suppressing microtubule assembly by binding to tubulin. Rotenone can inhibit the effects of N-methyl-4-phenylpyridinium on mitochondrial swelling and cytochrome c release. It is also an inhibitor of NDUFS.
Rotenone (CAS 83-79-4) References
- Levosimendan is a mitochondrial K(ATP) channel opener. | Kopustinskiene, DM., et al. 2001. Eur J Pharmacol. 428: 311-4. PMID: 11689188
- NADH oxidase activity of rat cardiac sarcoplasmic reticulum regulates calcium-induced calcium release. | Cherednichenko, G., et al. 2004. Circ Res. 94: 478-86. PMID: 14699012
- Neurotoxicant-induced animal models of Parkinson's disease: understanding the role of rotenone, maneb and paraquat in neurodegeneration. | Uversky, VN. 2004. Cell Tissue Res. 318: 225-41. PMID: 15258850
- Rotenone induces oxidative stress and dopaminergic neuron damage in organotypic substantia nigra cultures. | Testa, CM., et al. 2005. Brain Res Mol Brain Res. 134: 109-18. PMID: 15790535
- Fatality after deliberate ingestion of the pesticide rotenone: a case report. | Wood, DM., et al. 2005. Crit Care. 9: R280-4. PMID: 15987402
- Neurotrophic factors stabilize microtubules and protect against rotenone toxicity on dopaminergic neurons. | Jiang, Q., et al. 2006. J Biol Chem. 281: 29391-400. PMID: 16887804
- Pesticides and impairment of mitochondrial function in relation with the parkinsonian syndrome. | Gomez, C., et al. 2007. Front Biosci. 12: 1079-93. PMID: 17127363
- Rotenone inhibits mammalian cell proliferation by inhibiting microtubule assembly through tubulin binding. | Srivastava, P. and Panda, D. 2007. FEBS J. 274: 4788-801. PMID: 17697112
- Identification of novel proteins affected by rotenone in mitochondria of dopaminergic cells. | Jin, J., et al. 2007. BMC Neurosci. 8: 67. PMID: 17705834
- Protection by the NDI1 gene against neurodegeneration in a rotenone rat model of Parkinson's disease. | Marella, M., et al. 2008. PLoS One. 3: e1433. PMID: 18197244
- Metabolism of rotenone in vitro by tissue homogenates from mammals and insects. | Fukami, JI., et al. 1967. Science. 155: 713-6. PMID: 4381128
- Rotenone, an anticarcinogen, inhibits cellular proliferation but not peroxisome proliferation in mouse liver. | Cunningham, ML., et al. 1995. Cancer Lett. 95: 93-7. PMID: 7656250
- [3H]dihydrorotenone binding to NADH: ubiquinone reductase (complex I) of the electron transport chain: an autoradiographic study. | Higgins, DS. and Greenamyre, JT. 1996. J Neurosci. 16: 3807-16. PMID: 8656275
- Inhibition of mitochondrial respiratory chain complex I by TNF results in cytochrome c release, membrane permeability transition, and apoptosis. | Higuchi, M., et al. 1998. Oncogene. 17: 2515-24. PMID: 9824162
- The parkinsonian neurotoxin MPP+ opens the mitochondrial permeability transition pore and releases cytochrome c in isolated mitochondria via an oxidative mechanism. | Cassarino, DS., et al. 1999. Biochim Biophys Acta. 1453: 49-62. PMID: 9989245
Inhibitor of:
γ-crystallin, 1190007I07Rik, 1810026J23Rik, 1810043H04Rik, 2900010M23Rik, 4930420K17Rik, 4930443G12Rik, 6430531B16Rik, ACAD-9, AFG3L1, AFG3L2, AI-BP, ALKBH7, AMPD3, ANT3, apoOL, ATAD3B, ATAD3C, ATP-BL, ATP5, ATP5A, ATP5ATP5L2, ATP5C1, ATP5E, ATP5F1, ATP5I, ATP5J2, ATP5S, ATP6, ATP8, ATPAF1, ATPAF2, ATPIF1, Barhl1, BCS1L, BOLA3, BRP44L, C10orf88, C11orf83, C19orf12, C20orf7, C20orf72, C3orf60, C4orf14, C7orf44, C7orf73, C8orf38, CABC1, CCDC109A, CCDC58, CDNF, Ces3b, CHCHD8, CHPPR, CKMT1A, Clpb, CLS1, COA1, COA5, connexin 33, connexin 45, COX14, COX20, COX6a2, COX7a2L, COX7b2, COX8b, creatine kinase-B, CRIF1, Cstad, CYB5D1, Cyclophilin F, cytochrome b561, Cytochrome c, Cytochrome c oxidase (COX), D10Jhu81e, D10Wsu102e, DHRS11, DHRS12, DNTTIP2, EF-G2, EG546368, EG623286, ERAL1, ETFDH, ETHE1, FAHD1, FAM113B, FAM173A, FAM173B, FAM96B, FASTKD1, FASTKD2, FASTKD3, FDX1L, FLAD1, GABP-β1, Gamma-glutamyltransferase (GGT), GDAP1, GDAP1L1, Grim19, GTPBP3, GTPBP5, GTPBP8, GUF1, HCCR-1, HDMCP, HIGD1A, HIGD1B, HIGD2A, HRPAP20, HscB, IARS2, IMMP1L, IMMP2L, ISCA1/1L, KIAA1143, L2HGDH, LACE1, LACTB2, LIAS, LIPT1, LIPT2, LOC283398, LONP1, LONP2, LRP130, LYCAT, LYRM1, LYRM2, LYRM4, LYRM5, Magmas, MAMSTR, MCART2, MCART6, MCEE, MDH1B, ME3, Metaxin 3, MFF, Mimitin, Mimp, MINOS1, MIPEP, Misato, Mitochondrial ATP synthase (ATP5G), Mitochondrial Inner Membrane, Mitochondrial Marker, Mitofilin, MMAA, MP68, MPV17, MPV17L, MRP-L33, MT-ND (mitochondrial NADH dehydrogenase), MTCH1, Mtch2, MTERFD1, MTERFD2, MTG1, MTMR12, MTO1, mtp110, MTRF1, NADK, NARFL, NCB5OR, ND1, ND2, ND4, ND6, NDH II, NDUFA (NADH:ubiquinone oxidoreductase subunit), NDUFA4L2, NDUFAB1, NDUFAF7, NDUFB (NADH:ubiquinone oxidoreductase subunit), NDUFB10, NDUFB11, NDUFB2, NDUFB3, NDUFB5, NDUFB6, NDUFB7, NDUFB8, NDUFB9, NDUFC1, NDUFC2, NDUFS, NDUFS5, NFS1, NIMP, NIPSNAP3A, NNT, NUBP2, NUBPL, NXT-1, Olfr570, Olfr607, Olfr640, Olfr641, Olfr642, Olfr643, Olfr644, Olfr645, Olfr648, Olfr657, Oma1, OPA3, ORNT2, OSAP, OSCP, OSCP1, OXA1L, P117, P5CR2, p60 Mitochondrial Marker, p67-phox, Paraplegin, Parkin, PCDHGC5, PET100, PGAM5, PINK1, PMPCB, PPC-DC, PRELI, PRELID2, PRX V, PTCD1, PTCD2, PTCD3, PTRH2, PYROXD2, QCR10, QP-C, Rab L4, RDH13, RFESD, Rho T2, RMND1, Ros, RPUSD1, RPUSD2, Sam50, SCAF1, SCaMC-1, SCOCO, SDHC, SFXN1, SFXN2, SFXN3, SFXN4, SFXN5, SLC25A18, SLC25A21, SLC25A22, SLC25A3, SLC25A33, SLC25A34, SLC25A35, SLC25A36, SLC25A40, SLC25A41, SLC25A42, SLC25A43, SLC25A44, SLC25A45, SLC25A48, SLC43A3, SMCR7L, SNAP 23, SOD-2, SOD-3, SPATA18, Spatacsin, Sptrx-2, SQRDL, SSBP4, Syntaphilin, TAMM41, TaR-1, TBC1D20, TFB1M, TFB2M, TIFAB, Tim13A/B, Tim17A, Tim17B, Tim22, Tim50, TMEM11, TMEM126A, TMEM135, TMEM33, TMEM70, TMPPE, Tom34, Tom7, Tom70, Tomm5, uMtCK, UNQ9438, UQCRC2, UQCRH, UQCRHL, USMG5, V-ATPase B2, WBSCR18, WDR93, XylT-I, YME1L1, and ZCSL3.Activator of:
α-synuclein, 4930420K17Rik, 8-OHdG, AIF, AK2, Apaf-1, ATP5D, BACH2, Brg-1, c-Jun, C1orf198, C20orf7, C20orf72, ClpP, Codanin-1, COX6a2, COX7a2, COX8a, Cstad, Cyclophilin F, cytochrome b, DCAR1, DHRS2, DIC, dinitrophenol, DUOX1, DUOX2, EG623286, FUNDC1, GDF-15, GHITM, Grx5, HERP, HSP 60, HVCN1, JAGN1, JIP-2, JNK1, KIAA0247, KIAA0664, LETM1, LETM2, LOC100041351, LONP2, MCJ, Mfn1, MIP-2, Mitoferrin, MRP-L18, MRP-L37, MRP-L41, MRRF, MsrB3, MTERF, MTFmt, Mtif3, MYG1, NALP6, ND1, ND6, NDUFA1, NDUFC1, NDUFS4, NOD9, Nox5, OPA3, OSCP, p32, PARL, PISD, PPA2, Rab 7, REEP6, Rieske FeS, Romo1, SAPK4, SDHAF2, SDHB, SESN3, SIAH-2, SLC25A18, SLC25A3, SSBP1, synphilin-1, TaR-1, Tim22, Tim23, Tim8B, TMEM60, Tomm20l, TRAP-1, UCH-L1, UCRC, UQCRB, VDAC2, Wolframin, and Yfh1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Rotenone, 1 g | sc-203242 | 1 g | $89.00 | |||
Rotenone, 5 g | sc-203242A | 5 g | $259.00 |