Flavaspidic Acid
Structural Formula Vector Image
Title: Flavaspidic Acid
CAS Registry Number: 114-42-1
CAS Name: 3,5-Dihydroxy-4,4-dimethyl-2-(1-oxobutyl)-6-[[2,4,6-trihydroxy-3-methyl-5-(1-oxobutyl)phenyl]methyl]-2,5-cyclohexadien-1-one
Additional Names: 3¢-[(5-butyryl-2,4-dihydroxy-3,3-dimethyl-6-oxo-1,4-cyclohexadien-1-yl)methyl]-5¢-methylphlorobutyrophenone; polystichocitrin
Trademarks: Toxifren
Molecular Formula: C24H30O8
Molecular Weight: 446.49
Percent Composition: C 64.56%, H 6.77%, O 28.67%
Literature References: Isolated from the rhizomes of male fern: Boehm, Ann. 318, 253 (1901); 329, 310 (1903). Structure and synthesis: McGookin et al., J. Chem. Soc. 1953, 1828; Riedl, Ann. 585, 32 (1954); Aebi, Helv. Chim. Acta 39, 153 (1956). Crystal structure of a- and b-forms: Erämetsä, Penttilä, Acta Chem. Scand. 24, 3335 (1970). Toxicity study: Airaksinen et al., Acta Pharmacol. Toxicol. 25, 33 (1967).
Derivative Type: a-Form
Properties: Orthorhombic crystals from methanol or ethanol, mp 92°; solidifies again at 110° and melts again at 156°. LD50 orally in mice: 690 mg/kg (Airaksinen).
Melting point: mp 92°
Toxicity data: LD50 orally in mice: 690 mg/kg (Airaksinen)
Derivative Type: b-Form
Properties: Monoclinic crystals from benzene, xylene or acetic acid, mp 156°.
Melting point: mp 156°

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