7047. Parthenin
Nomenclature
CAS number: 508-59-8
[3aS-(3aα,6β,6aα,9aβ,9bα)]-3,3a,4,5,6,6a,9a,9b-Octahydro-6a-hydroxy-6,9a-dimethyl-3-methyleneazuleno[4,5-b]furan-2,9-dione; 1,6β-dihydroxy-4-oxo-10αH-ambrosa-2,11(13)-dien-12-oic
acid γ-lactone; parthenicin. C15H18O4; mol wt 262.30.
C 68.68%, H 6.92%, O 24.40%.
Description and references
From herb of Parthenium hysterophorus L., Compositae. Parthenin is the substance largely responsible for the allergic contact dermatitis caused by P. hysterophorus. Isoln: Arny, Am. J. Pharm. 69, 169 (1897). Isoln and structure: Herz et al., Tetrahedron Lett. 1961, 82; Herz et al., J. Am. Chem. Soc. 84, 2601 (1962). Abs config: Emerson et al., Tetrahedron Lett. 1966, 6151. Total synthesis of (±)-form: P. Kok et al., Bull. Soc. Chim. Belg. 87, 615 (1978); C. H. Heathcock et al., J. Am. Chem. Soc. 104, 6081 (1982).
