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Rotenone
CAS: 83-79-4 | C23H22O6
2D Structure
3D Structure
Loading 3D structure...
Basic Information
CAS Registry Number:
83-79-4
Molecular Formula:
C23H22O6
Molecular Weight:
394.4230000000001 g/mol
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
Identifiers:
SMILES:
C=C(C)[C@H]1Cc2c(ccc3c2O[C@@H]2COc4cc(OC)c(OC)cc4[C@@H]2C3=O)O1
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
Spectral Data
NMR, IR, and Mass spectral data
1H NMR
13C NMR
Predicting NMR spectra...
10 ppm
9
8
7
6
5
4
3
2
1
0 ppm
| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
160
140
120
100
80
60
40
20
0 ppm
| Shift (ppm) | DEPT | Assignment |
|---|
Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
All Properties
Comprehensive physical and chemical properties
Physical Properties
| Property | Value | Source |
|---|---|---|
| molecular_mass | 394.42 g/mol | Legacy Database |
| density | 1.27 g/cm³ | Legacy Database |
| wikipedia_url | https://en.wikipedia.org/wiki/Rotenone None | Legacy Database |
| cas-boiling-point | 210-220 °C @ Press: 0.5 Torr None | Legacy Database |
| cas-canonical-smile | O=C1C2=CC=C3OC(C(=C)C)CC3=C2OC4COC5=CC(OC)=C(OC)C=C5C14 None | Legacy Database |
| cas-density | 1.27 g/cm3 @ Temp: 20 °C None | Legacy Database |
| cas-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 None | Legacy Database |
| cas-inchi-key | InChIKey=JUVIOZPCNVVQFO-HBGVWJBISA-N None | Legacy Database |
| cas-melting-point | 165-166 °C None | Legacy Database |
| cas-name | Rotenone None | Legacy Database |
| wikipedia-name | Rotenone None | Legacy Database |
| LogP | 3.7033000000000023 | RDKit |
Molecular
| Property | Value | Source |
|---|---|---|
| Molecular Weight | 394.4230000000001 g/mol | RDKit |
Exact
| Property | Value | Source |
|---|---|---|
| Exact Molecular Weight | 394.1416384239999 g/mol | RDKit |
Heavy
| Property | Value | Source |
|---|---|---|
| Heavy Atom Count | 29 count | RDKit |
Hydrogen
| Property | Value | Source |
|---|---|---|
| Hydrogen Bond Acceptors | 6 count | RDKit |
| Hydrogen Bond Donors | 0 count | RDKit |
Rotatable
| Property | Value | Source |
|---|---|---|
| Rotatable Bonds | 3 count | RDKit |
Aromatic
| Property | Value | Source |
|---|---|---|
| Aromatic Ring Count | 2 count | RDKit |
Topological
| Property | Value | Source |
|---|---|---|
| Topological Polar Surface Area | 63.22 Ų | RDKit |
Molar
| Property | Value | Source |
|---|---|---|
| Molar Refractivity | 105.90450000000007 | RDKit |