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CAS 83-79-4

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Rotenone

Description:
Rotenone is a naturally occurring chemical compound classified as a plant-derived insecticide and piscicide, primarily extracted from the roots of certain plants in the Fabaceae family, such as Derris and Lonchocarpus species. It is characterized by its ability to inhibit mitochondrial respiration by blocking the electron transport chain, specifically at complex I, which disrupts ATP production in aerobic organisms. This mechanism makes rotenone effective against a wide range of pests, including insects and fish, but it also poses risks to non-target organisms, including humans and wildlife, due to its toxicity. Rotenone is typically used in organic farming and aquaculture, although its use has declined in some regions due to environmental and health concerns. In terms of physical properties, rotenone is a pale yellow to brown solid with a characteristic odor, and it is soluble in organic solvents but has limited solubility in water. Its application requires careful handling and adherence to safety guidelines to mitigate potential adverse effects on ecosystems and human health.
Formula:C23H22O6
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
InChI key:InChIKey=JUVIOZPCNVVQFO-HBGVWJBISA-N
SMILES:O=C1C=2C(=C3C(O[C@@H](C(C)=C)C3)=CC2)O[C@]4([C@@]1(C=5C(OC4)=CC(OC)=C(OC)C5)[H])[H]
Synonyms:
  • (-)-Rotenone
  • (-)-cis-Rotenone
  • (2R,6AS,12aS)-1,2,6,6a,12,12a-Hexahydro-2-isopropenyl-8,9-dimethoxychromenol[3,4b]furo[2,3-h]chromen-6-one
  • (2R,6AS,12aS)-1,2,6,6a,12,12a-hexahydro-2-isopropenyl-8,9-dimethoxychromeno[3,4-b]furo[2,3-h]chromen-6-one
  • (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
  • (2R,6aS,12aS)-1,2,6,6a,12,12a-Hexahydro-2-isopropenyl-8,9-dimethoxychromeno[3,4-b]furo[2,3-h]chromen-6-on
  • (2R,6aS,12aS)-1,2,6,6a,12,12a-hexahidro-2-isopropenil-8,9-dimetoxicromeno[3,4-b]furo[2,3-h]cromen-6-ona
  • (2R,6aS,12aS)-1,2,6,6a,12,12a-hexahydro-2-isopropenyl-8,9-dimethoxychromeno[3,4-b]furo[2,3-h]chromene-6-one
  • 5'β-Rotenone
  • 5′β-Rotenone
  • See more synonyms
Found 17 products.