Structure via PubChem · Public domain (PubChem)
Rotenon
Sign in to saveAlso known as 1,2,12,12a-Tetrahydro-8,9-dimethoxy-2-(1-methyl-ethenyl)-[1]benzopyrano [3,4-b]furo[2,3-h][1] benzopyran-6(6aH)-one, [2R-(2alpha,6aalpha,12aalpha)]-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, barbasco, 5'beta-rotenone, canex, (-)-cis-rotenone, (-)-rotenone, noxfire
chemische Verbindung
Chemical data
- Formula
- C23H22O6
- Molecular weight
- 394.4 g/mol
- IUPAC name
- (1S,6R,13S)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
- SMILES
- CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC
- InChIKey
- JUVIOZPCNVVQFO-HBGVWJBISA-N
- XLogP
- 4.1
- Polar surface area
- 63.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
8,173 papers- Rotenone: from modelling to implication in Parkinson's disease.Folia neuropathologica · 2019
- Mitochondrial complex I inhibitor rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production.The Journal of biological chemistry · 2003
- ROS Regulate Rotenone-induced SH-SY5Y Dopamine Neuron Death Through Ferroptosis-mediated Autophagy and Apoptosis.Molecular neurobiology · 2025
- Effect of Rotenone on the Neurodegeneration among Different Models.Current drug targets · 2024
- Using Rotenone to Model Parkinson's Disease in Mice: A Review of the Role of Pharmacokinetics.Chemical research in toxicology · 2021
via PubMed
Wikidata facts
- Mass
- 394.142
- Has use
- insecticide
Show 13 more facts
- found in taxon
- Lonchocarpus
- immediately dangerous to life or health
- 2500
- melting point
- 330
- chemical formula
- C₂₃H₂₂O₆
- NIOSH Pocket Guide ID
- 0548
- density
- 1.27
- vapor pressure
- 0.00004
- time-weighted average exposure limit
- 5
- canonical SMILES
- CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC
- isomeric SMILES
- CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC
- subject has role
- neurotoxin
- Commons category
- Rotenone
- boiling point
- 215
via Wikidata · CC0
Article · Deutsch
Rotenon ist ein isoflavonoides Benzopyrano-Furochroman-4-on-Derivat. Es ist der bekannteste Vertreter der Rotenoide. Rotenon ist weit verbreitet in der Familie der Fabaceae, z. B. in der Tubawurzel (Derris elliptica), Pachyrhizus erosus, sowie in -Arten und -Arten.Rotenon findet Verwendung als Insektizid und Akarizid, ist jedoch auch für Fische sehr giftig (weniger giftig für Säugetiere und Bienen) und wird deshalb traditionell als Wirkstoff des Barbasco im Fischfang verwendet.
Abstract from DBpedia / Wikipedia · CC BY-SA