Rotenone

C₂₃H₂₂O₆CAS 83-79-4394.42 g/mol

Open in Covalent MOL file

Alkene Ether Ketone

Properties

Molecular formula: C₂₃H₂₂O₆
Molar mass: 394.42 g/mol
Exact mass: 394.1416 Da
Density: 1.27 g/mL (at 20 °C)
Melting point: 165–166 °C
Boiling point: 210–220 °C (at 0.5 Torr)
Water solubility: 15 mg/L (100 °C)
logP: 3.70Crippen estimate
Polar surface area: 63.2 Å²
H-bond donors / acceptors: 0 / 6
Rotatable bonds: 3
Stereocentres: R, S, Sin SMILES atom order

Hazards

Danger

H301 Toxic if swallowedAcute toxicity, oral
H315 Causes skin irritationSkin corrosion/irritation
H319 Causes serious eye irritationSerious eye damage/eye irritation
H335 May cause respiratory irritationSpecific target organ toxicity, single exposure; Respiratory tract irritation
H400 Very toxic to aquatic lifeHazardous to the aquatic environment, acute hazard
H410 Very toxic to aquatic life with long lasting effectsHazardous to the aquatic environment, long-term hazard

Harmonised EU classification (CLP Annex VI, index 650-005-00-2), via PubChem.

Precautionary statements

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

83-79-4

SMILES

C=C(C)[C@H]1Cc2c(ccc3c2O[C@@H]2COc4cc(OC)c(OC)cc4[C@@H]2C3=O)O1

InChIKey

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

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

45 names · show all

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)-
[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

Work with Rotenone

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Kushenol I99119-69-431 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Deguelin522-17-8

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia