Bufotalin
Title: Bufotalin
CAS Registry Number: 471-95-4
CAS Name: (3b,5b,16b)-16-(Acetyloxy)-3,14-dihydroxybufa-20,22-dienolide
Additional Names: 3b,14,16b-trihydroxy-5b-bufa-20,22-dienolide 16-acetate
Molecular Formula: C26H36O6
Molecular Weight: 444.56
Percent Composition: C 70.24%, H 8.16%, O 21.59%
Literature References: One of the genins found in the venom of the common European toad (Bufo vulgaris). Isoln and structure: Faust, Arch. Exp. Pathol. Pharmakol. 47, 279 (1902); 49, 1 (1902); Wieland, Weil, Ber. 46, 3315 (1913); Wieland, Weyland, Sitzungsber. Bayer. Akad. Wiss. (math.-physikal. Klasse) 1920, 329; Wieland et al., Ann. 524, 203 (1936); Meyer, Helv. Chim. Acta 32, 1993 (1949); Pettit et al., Chem. Commun. 1970, 1566. Synthesis: G. R. Pettit et al., J. Org. Chem. 52, 3573 (1987).
Properties: Solvated crystals from alc. Sinters at 154°, dec 223°. Sublimes in high vacuum at 225-230°. uv max: 300 nm. [a]D20 +5.4° (c = 0.5 in chloroform). Sol in alcohol, chloroform.
Optical Rotation: [a]D20 +5.4° (c = 0.5 in chloroform)
Absorption maximum: uv max: 300 nm
 
Derivative Type: 3-Acetate
Properties: mp 269-272°.
Melting point: mp 269-272°

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