Rotenone
SIAL/45656 - PESTANAL®, analytical standard
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
| application(s) | agriculture environmental |
| bp | 210-220 °C/0.5 mmHg (lit.) |
| format | neat |
| grade | analytical standard |
| InChI | 1S/C23H22O6/c1-11(2)16-8- |
| InChI key | JUVIOZPCNVVQFO-HBGVWJBISA |
| mp | 159-164 °C (lit.) |
| product line | PESTANAL® |
| Quality Level | 100  |
| shelf life | limited shelf life, expiry date on the label |
| SMILES string | COc1cc2OCC3Oc4c5C[C@@H](O |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable |
| Application: | Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support. |
| Application: | Rotenone may be used as an analytical reference standard for the quantification of the analyte in raw honey samples and biological samples using different chromatography techniques. |
| 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 is a contact insecticide and a slow stomach poison, extremely potent against many insects. It is widely used against Varroa Jacobsoni mite, affecting colonies of honey bees. |
| Legal Information: | PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany |
| Other Notes: | 2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research  |
| 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 | UN2811 - class 6.1 - PG 3 - MP - EHS - Toxic solids, organic, n. |
| WGK Germany | WGK 3 |
| bp | 210-220 °C/0.5 mmHg (lit.) |
| mp | 159-164 °C (lit.) |
| UNSPSC | 41116107 |