Rotenone
SIGMA/R8875 - ≥95%
CAS Number: 83-79-4
Empirical Formula (Hill Notation): C23H22O6
Molecular Weight: 394.42
EC Number: 201-501-9
MDL Number: MFCD09025614
Linear Formula: C23H22O6
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: R8875-1G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: R8875-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: R8875-1G
| assay | ≥95% |
| bp | 210-220 °C/0.5 mmHg (lit.) |
| InChI | 1S/C23H22O6/c1-11(2)16-8- |
| InChI key | JUVIOZPCNVVQFO-HBGVWJBISA |
| mp | 159-164 °C (lit.) |
| Quality Level | 200  |
| SMILES string | COc1cc2OCC3Oc4c5C[C@@H](O |
| Application: | Rotenone has been used: • to study its effect on cell proliferation • to detect the production of cellular reactive oxygen species in isolated rat forebrain mitochondria • to measure mitochondrial enzymatic activity |
| Biochem/physiol Actions: | Inhibitor of mitochondrial electron transport. |
| Biochem/physiol Actions: | Rotenone is an inhibitor of mitochondrial electron transport at nicotinamide adenine dinucleotide (NADH):ubiquinone oxidoreductase. It is readily absorbed through the exoskeletons of arthropods, but poorly absorbed cutaneously or from the gastrointestinal tract of mammals. Rotenone acts as a neurotoxic agent which can produce Parkinson-like condition to serve as an animal model for the study of etiology and interventions. The primary mechanism of action of rotenone is complex I inhibition, followed by the generation of oxidative stress and oxidative damage. Because rotenone is lipophilic, it readily penetrates the brain, where it attaches to and inhibits mitochondrial complex I of electron chain transport (ETC). |
| General description: | Rotenone belongs to the retinoid family. It is naturally present in Leguminosa plants and is considered to be cytotoxic. It is commonly used as an insecticide and a pesticide. |
| Other Notes: | 2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research  |
| Packaging: | 1, 5, 10, 25 g in glass bottle |
| Preparation Note: | This product is soluble in DMSO at 0.5 mg/ml. Other sources suggest it can be dissolved in DMSO up to 100 mM, however this has not been verified. |
| Symbol |   GHS06,GHS09 |
| Signal word | Danger |
| Hazard statements | H300 + H330 - H315 - H319 - H335 - H410 |
| Precautionary statements | P260 - P264 - P273 - P302 + P352 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | T,N |
| Risk Statements | 25-36/37/38-50/53 |
| Safety Statements | 22-24/25-36-45-60-61 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Purity | ≥95% |
| bp | 210-220 °C/0.5 mmHg (lit.) |
| mp | 159-164 °C (lit.) |
| UNSPSC | 12352202 |