[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)-

Emmanuel Geoffroy first isolated rotenone from a specimen of Rotenone (CAS NO.83-79-4), now called Lonchocarpus nicou, while traveling in French Guiana.He wrote about this research in his thesis, published posthumously in 1895 after his death from a parasitic disease.Researchers later determined that the substance which Geoffroy termed nicouline was identically rotenone.

OSHA PEL: TWA 5 mg/m³
ACGIH TLV: TWA 5 mg/m³; Not Classifiable as a Human Carcinogen
DFG MAK: 5 mg/m³

For occupational chemical analysis use NIOSH: Rotenone, 5007.

The systematic name of Rotenone is (2R,6aS,12aS)-8,9-dimethoxy-2-(prop-1-en-2-yl)-1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one. With the CAS registry number 83-79-4, it is also named as (-)-cis-Rotenone. The product's categories are Miscellaneous Natural Products; Alpha sort; Botanicals Pesticides & Metabolites; Q-ZAnalytical Standards; Botanicals Analytical Standards; Alphabetic; Insecticides; Pesticides; R; Mitochondrial Inhibitors; Cell Stress; Nitric Oxide and Cell Stress; Asymmetric Synthesis; Chiral Building Blocks; Complex Molecules, and the other registry number is 12679-58-2. Besides, it is white or off-white powder, which should be sealed in plastic bags in a cool, dry and ventilated place. It is stable, but light and air sensitive. In addition, its molecular formula is C₂₃H₂₂O₆ and molecular weight is 394.42.

The other characteristics of this product can be summarized as: (1)EINECS: 201-501-9; (2)ACD/LogP: 4.65; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 4.65; (5)ACD/LogD (pH 7.4): 4.65; (6)ACD/BCF (pH 5.5): 2007.36; (7)ACD/BCF (pH 7.4): 2007.36; (8)ACD/KOC (pH 5.5): 8046.68; (9)ACD/KOC (pH 7.4): 8046.68; (10)#H bond acceptors: 6; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.591; (14)Molar Refractivity: 104.92 cm³; (15)Molar Volume: 310.2 cm³; (16)Surface Tension: 45.3 dyne/cm; (17)Density: 1.271 g/cm³; (18)Flash Point: 244.6 °C; (19)Melting Point: 159-164 °C; (20)alpha: -115 °(c=1.4 in chloroform); (21)Water Solubility: 0.2 mg/L at 20 °C; (22)Enthalpy of Vaporization: 84.22 kJ/mol; (23)Boiling Point: 559.8 °C at 760 mmHg; (24)Vapour Pressure: 1.45E-12 mmHg at 25 °C.

Preparation of Rotenone: this chemical can be prepared by extraction from the roots and stems of several tropical and subtropical plant species with organic solvents. And then concentrate extract liquor. At last, you would obtain this chemical after filtration and crystallization.

Uses of Rotenone: this chemical can be used as a broad-spectrum insecticide, piscicide, and pesticide. It is also used for studying of the biodiversity of marine fishes to collect cryptic, or hidden, fishes by fish researchers. And it has been used to reduce parasitic mites on chickens and other fowl in powdered form. Furthermore, it is used for the garden as an excellent organic pesticide dust.

When you are using this chemical, please be cautious about it as the following: it is toxic if swallowed. Please do not breathe dust. It is also irritating to eyes, respiratory system and skin. Youi should wear suitable protective clothing to avoid contact with skin and eyes. Moreover, this chemical is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. And this material and its container must be disposed of as hazardous waste. Please avoid release to the environment, and refer to special instructions / safety data sheets. Additionally, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C2c5ccc1O[C@@H](C(=C)\C)Cc1c5O[C@H]3[C@@H]2c4c(OC3)cc(OC)c(OC)c4
(2)InChI: InChI=1/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
(3)InChIKey: JUVIOZPCNVVQFO-HBGVWJBIBF

The toxicity data is as follows: