ROTENONE

Structure

2D structure of ROTENONE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js.

Names and identifiers

Name

ROTENONE

IUPAC name

(2R,6aS,12aS)-8,9-dimethoxy-2-(prop-1-en-2-yl)hexadecahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one

SMILES

CC(=C)[C@H]1CC2C(O1)CCC3C2O[C@@H]4COC5CC(OC)C(OC)CC5[C@@H]4C3=O

General information

Molecular formula

C23H34O6

Molecular weight

406.52 g/mol

Monoisotopic mass

406.2355 Da

Classification

Pathway:
Superclass:
-
Class:
-
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Amorpha fruticosa L. root -
Hohmann, J., Rozsa, Z., Reisch, J., Szendrei, K. (1982). Flavonoids of root-bark of Amorpha fruticosa L. Herba Hung, 21(2/3), 179-183
Amorpha fruticosa L. seed -
Bhandari, P., Crombie, L., Kilbee, G.W., Pegg, S.J., Proudfoot, G., Rossiter, J., Sanders, M., Whiting, D.A. (1992). Biosynthesis of rotenone and amorphigenin. Study of the orgins of isopropenyl-substituted dihydrofuran e-rings using isotopically labelled late precursors. J Chem Soc Perkin Trans I, (7), 851-863 doi:10.1039/p19920000851
Amorpha fruticosa L. seedling -
Crombie, L., Holden, I., Kilbee, G.W., Whiting, D.A. (1982). Biosynthesis of rotenoids by Amorpha fruticosa: sequence, specificity, and stereochemistry in the development of the hemiterpenoid segment. J Chem Soc Perkin Trans I, 789-797 doi:10.1039/p19820000789