Rubijervine

Title: Rubijervine
CAS Registry Number: 79-58-3
CAS Name: (3b,12a)-Solanid-5-ene-3,12-diol
Additional Names: D5-3b,12a-dihydroxysolanidene; rubigervine
Molecular Formula: C27H43NO2
Molecular Weight: 413.64
Percent Composition: C 78.40%, H 10.48%, N 3.39%, O 7.74%
Literature References: From various species of Veratrum, Liliaceae. Isoln: Wright, Luff, J. Chem. Soc. 35, 405 (1879); Salzberger, Arch. Pharm. 228, 462 (1890); Jacobs, Craig, J. Biol. Chem. 148, 41 (1943); Sato, Jacobs, ibid. 179, 623 (1949); Pelletier, Locke, J. Am. Chem. Soc. 79, 4531 (1957). Stereochemistry: Höhne et al., Tetrahedron 22, 673 (1966). Comparative toxicity: O. Krayer et al., J. Pharmacol. Exp. Ther. 82, 167 (1944).
Properties: Solvated needles from alc, mp 240-246°. [a]D25 +19.0° (ethanol). Very sparingly sol in water. Sol in ethanol, methanol, benzene, chloroform. Slightly sol in ether, petr ether. Red color in concd H2SO4. Precipitated by digitonin. LD50 i.v. in mice: 70 mg/kg (Krayer).
Melting point: mp 240-246°
Optical Rotation: [a]D25 +19.0° (ethanol)
Toxicity data: LD50 i.v. in mice: 70 mg/kg
Derivative Type: Hydrobromide
Molecular Formula: C27H43NO2.HBr
Molecular Weight: 494.55
Percent Composition: C 65.57%, H 8.97%, N 2.83%, O 6.47%, Br 16.16%
Properties: Needles from methanol + acetone, dec 265-270°.
Therap-Cat: Antifungal.
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