Title: Protoverine
CAS Registry Number: 76-45-9
CAS Name: (3b,4a,6a,7a,15a,16b)-4,9-Epoxycevane-3,4,6,7,14,15,16,20-octol
Molecular Formula: C27H43NO9
Molecular Weight: 525.63
Percent Composition: C 61.70%, H 8.25%, N 2.66%, O 27.39%
Literature References: Obtained by alkaline hydrolysis of protoveratrine A: Poethke, Arch. Pharm. 275, 571 (1937); Stoll, Seebeck, Helv. Chim. Acta 36, 718 (1953). Structure: Kupchan et al., Chem. Ind. (London) 1958, 1626; J. Am. Chem. Soc. 81, 1009 (1959); 82, 2242 (1960). Comparative toxicity: O. Krayer et al., J. Pharmacol. Exp. Ther. 82, 167 (1944); K. Tanaka, ibid. 113, 89 (1955).
Properties: Fine needles from methanol, dec 220-222°. [a]D20 -15.7° (c = 1.1 in pyridine). Sol in CHCl3, methanol, pyridine. LD50 i.v. in mice: 194.0 mg/kg (Krayer). LD50 s.c. in male mice: 520 mg/kg (Tanaka).
Optical Rotation: [a]D20 -15.7° (c = 1.1 in pyridine)
Toxicity data: LD50 i.v. in mice: 194.0 mg/kg (Krayer); LD50 s.c. in male mice: 520 mg/kg (Tanaka) |