Structure via PubChem · Public domain (PubChem)
rotenone
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
farmaco
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 · Italiano
Il rotenone è un insetticida e acaricida naturale, a largo spettro d'azione, estratto dalle radici di piante tropicali della famiglia delle Leguminose . Si presenta sotto forma di polvere cristallina o di cristalli; è inodore, di colore bianco, grigiastro o incolore.
Abstract from DBpedia / Wikipedia · CC BY-SA