Rotenone

• CAT Number: I005017
• CAS Number: 83-79-4
• Molecular Formula: C₂₃H₂₂O₆
• Molecular Weight: 394.42
• Purity: ≥95%
• Synonyms: (2R,6aR,12aS)-8,9-dimethoxy-2-(prop-1-en-2-yl)-1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one
• Target: Oxidative Phosphorylation
• Solubility: 10 mM in DMSO
• Storage: Store at RT
• IUPAC Name: (1S,6R,13S)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
• InChI: InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1
• InChIKey: JUVIOZPCNVVQFO-HBGVWJBISA-N
• SMILES: CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC

Rotenone (Cat No.:I005017) is a naturally occurring compound derived from the roots and stems of certain plants, such as Derris and Lonchocarpus. It is commonly used as an insecticide, pesticide, and piscicide (fish poison). Rotenone acts as a potent inhibitor of mitochondrial complex I, a key enzyme involved in cellular respiration and energy production. By inhibiting complex I, rotenone disrupts the electron transport chain and impairs ATP synthesis, leading to cellular dysfunction and eventual cell death. It is also used in agricultural applications for pest control and in some cases for fishing purposes.

Reference

1. Khadrawy YA, et al. Cerebellar neurochemical and histopathological changes in rat model of Parkinson/'s disease induced by intrastriatal injection of rotenone. Gen Physiol Biophys. 2016 Nov 30.
2. Guan Q, et al. RNA-Seq Expression Analysis of Enteric Neuron Cells with Rotenone Treatment and Prediction of Regulated Pathways. Neurochem Res. 2016 Nov 30.
3. Kishore Kumar SN, et al. Morinda citrifolia mitigates rotenone-induced striatal neuronal loss in male Sprague-Dawley rats by preventing mitochondrial pathway of intrinsic apoptosis. Redox Rep. 2016 Nov 24:1-12.
4. Zhang ZN, et al. Subcutaneous rotenone rat model of Parkinson/'s disease: dose exploration study. Brain Res. 2016 Nov 19. pii: S0006-8993(16)30776-4.