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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
Tox-R
[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)-
Rotenone
[1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aαH)-one, 1,2,12,12aα-tetrahydro-2α-isopropenyl-8,9-dimethoxy-
[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)]-
(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
Derrin
Nicouline
Ronone
Rotenon
Rotocide
Tubatoxin
5′β-Rotenone
Derris (insecticide)
(-)-Rotenone
Dactinol
Liquid Derris
Cube-Pulver
Deril
Paraderil
Noxfish
Dri-kil
Derris
Rotenox
(-)-cis-Rotenone
NSC 26258
NSC 8505
Rotena
CFT Legumine
TIFA Chem Fish
Chem Fish
Prentox Prenfish Toxicant
Prentox Prenfish
Prenfish Toxicant
Cuberol
Fish Tox 5
Fish Tox
Noxfire
Rotacide
Rotacide EC
Sinid
Curex flea duster
Cenol Garden Dust
Chem-Mite
Green cross warble powder
YuTengTong
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 |
