| Identification | |
| Name: | Rotenone |
| Synonyms: | (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; tubatoxin |
| CAS: | 83-79-4 |
| EINECS: | 201-501-9 |
| Molecular Formula: | C23H22O6 |
| Molecular Weight: | 394.42 |
| InChI: | InChI=1/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 |
| Molecular Structure: |  |
| Properties | |
| Transport: | UN 2811 |
| Stability: | Stable, but light and air sensitive. Combustible. Incompatible with oxidizing agents, especially in the presence of alkalies. |
| Refractive index: | 1.591 |
| Alpha: | -115 º (C=1.4 IN CHLOROFORM) |
| Solubility: | Sol in alcohol, acetone, carbon tetrachloride, chloroform, ether Sol in acetic acid, acetone; sl sol in ethanol 15 PPM IN WATER AT 100 DEG C; SLIGHTLY SOL IN PETROLEUM OILS SOL IN LIPIDS Water solubility = 0.2 mg/l at 20 deg C Soluble in ether, alcohol, acetone, and other organic solvents |
| Appearance: | white or off-white powder |
| Specification: | white or off-white powder Safety Statements:22-24/25-36-45-60-61 22:Do not breathe dust 24/25:Avoid contact with skin and eyes 36:Wear suitable protective clothing 45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 60:This material and/or its container must be disposed of as hazardous waste 61:Avoid release to the environment. Refer to special instructions safety data sheet |
| Packinggroup: | III |
| Biological Activity: | Mitochondrial electron transport chain inhibitor (IC 50 = 1.7 - 2.2 μ M at complex I). Inhibits NADH oxidation by cardiac sarcoplasmic reticulum (IC 50 = 3.4 nM). Commonly used pesticide and induces Parkinsonism in animal models. Cell-permeable and brain penetrant. |
| Storage Temperature: | Store at RT |
| Color: | ORTHORHOMBIC, SIX-SIDED PLATES FROM TRICHLOROETHYLENE NEEDLES OR LEAVES (ALCOHOL, AQ ACETONE) COLORLESS CRYSTALS White crystals Colorless to red, crystalline solid. |
| Safety Data | |
| Hazard Symbols |
T:Toxic
N:Dangerousfortheenvironment
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