45656

Rotenone

PESTANAL^®, analytical standard

• Fórmula empírica (notación de Hill): C₂₃H₂₂O₆
• Número de CAS: 83-79-4
• Peso molecular: 394.42
• Beilstein: 6773081
• Número CE: 201-501-9
• Número MDL: MFCD09025614
• Código UNSPSC: 41116107
• ID de la sustancia en PubChem: 329756870
• NACRES: NA.24

Propiedades

• grado: analytical standard
• Nivel de calidad: 100
• Línea del producto: PESTANAL^®
• caducidad: limited shelf life, expiry date on the label
• técnicas: HPLC: suitable; gas chromatography (GC): suitable
• bp: 210-220 °C/0.5 mmHg (lit.)
• mp: 159-164 °C (lit.)
• aplicaciones: agriculture; environmental
• formato: neat
• cadena SMILES: COc1cc2OCC3Oc4c5C[C@@H](Oc5ccc4C(=O)C3c2cc1OC)C(C)=C
• 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
• Clave InChI: JUVIOZPCNVVQFO-HBGVWJBISA-N

Descripción

Descripción general

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.

Aplicación

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Acciones bioquímicas o fisiológicas

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).

Otras notas

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Información legal

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Pictogramas: GHS06,GHS09
• Palabra de señalización: Danger
• Frases de peligro: H300 + H330,H315,H319,H335,H410
• Consejos de prudencia: P260 - P264 - P273 - P302 + P352 - P304 + P340 + P310 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges