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Molecule
Rotenone
CAS: 83-79-4 · C23H22O6
2D Structure
3D Structure
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Basic Information
- CAS Registry Number
- 83-79-4
- Molecular Formula
- C23H22O6
- Molecular Mass
- 394.42 g/mol
Identifiers
CAS Registry Number
83-79-4
SMILES
C=C(C)[C@H]1Cc2c(ccc3c2O[C@@H]2COc4cc(OC)c(OC)cc4[C@@H]2C3=O)O1
InChI Key
JUVIOZPCNVVQFO-HBGVWJBISA-N
InChI
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
Names and Synonyms
- Rotenone Synonym
- Tox-R Synonym
- [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aS,12aS)- Synonym
- Rotenone Synonym
- [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aαH)-one, 1,2,12,12aα-tetrahydro-2α-isopropenyl-8,9-dimethoxy- Synonym
- [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, [2R-(2α,6aα,12aα)]- Synonym
- (2R,6aS,12aS)-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 Synonym
- Derrin Synonym
- Nicouline Synonym
- Ronone Synonym
- Rotenon Synonym
- Rotocide Synonym
- Tubatoxin Synonym
- 5′β-Rotenone Synonym
- Derris (insecticide) Synonym
- (-)-Rotenone Synonym
- Dactinol Synonym
- Liquid Derris Synonym
- Cube-Pulver Synonym
- Deril Synonym
- Paraderil Synonym
- Noxfish Synonym
- Dri-kil Synonym
- Derris Synonym
- Rotenox Synonym
- (-)-cis-Rotenone Synonym
- NSC 26258 Synonym
- NSC 8505 Synonym
- Rotena Synonym
- CFT Legumine Synonym
- TIFA Chem Fish Synonym
- Chem Fish Synonym
- Prentox Prenfish Toxicant Synonym
- Prentox Prenfish Synonym
- Prenfish Toxicant Synonym
- Cuberol Synonym
- Fish Tox 5 Synonym
- Fish Tox Synonym
- Noxfire Synonym
- Rotacide Synonym
- Rotacide EC Synonym
- Sinid Synonym
- Curex flea duster Synonym
- Cenol Garden Dust Synonym
- Chem-Mite Synonym
- Green cross warble powder Synonym
- YuTengTong Synonym
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 394.42 g/mol | CAS Common Chemistry |
| 394.4230000000001 g/mol | RDKit | |
| 394.423 g/mol | RDKit | |
| Density | 1.27 g/cm³ | CAS Common Chemistry |
| 1.27 g/cm3 @ 20 °C | CAS Common Chemistry | |
| Wikipedia Url | https://en.wikipedia.org/wiki/Rotenone | CAS Common Chemistry |
| Canonical SMILES | O=C1C2=CC=C3OC(C(=C)C)CC3=C2OC4COC5=CC(OC)=C(OC)C=C5C14 | CAS Common Chemistry |
| InChI | 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 | CAS Common Chemistry |
| InChI Key | InChIKey=JUVIOZPCNVVQFO-HBGVWJBISA-N | CAS Common Chemistry |
| Melting Point | 165-166 °C | CAS Common Chemistry |
| Name | Rotenone | CAS Common Chemistry |
| Heavy Atom Count | 29 | RDKit |
| Hydrogen Bond Acceptors | 6 | RDKit |
| Hydrogen Bond Donors | 0 | RDKit |
| Rotatable Bonds | 3 | RDKit |
| Aromatic Ring Count | 2 | RDKit |
| Topological Polar Surface Area | 63.22 Ų | RDKit |
| LogP | 3.7033000000000023 | RDKit |
| 3.7033 | RDKit | |
| 3.45 | chempirical lib | |
| Molar Refractivity | 105.90450000000007 cm³/mol | RDKit |
| Ring Count | 5 | RDKit |
| Formal Charge | 0 | RDKit |
| Fraction Csp3 | 0.3478 | RDKit |
| 0.35 | chempirical lib | |
| Exact Mass | 394.1416384239999 g/mol | RDKit |
| Boiling Point | 210-220 °C @ 0.5 Torr | CAS Common Chemistry |
Spectral Data
NMR, IR, and Mass spectral data
Predicting NMR spectra...
10 ppm
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200 ppm
180
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| Shift (ppm) | DEPT | Assignment |
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Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
External Resources
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MW = 394.42 g/mol; density = 1.270 g/mL. Edit any field — others recompute live.
