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°
Bufotenine Bufotoxin Bufuralol Bulan? Bulbocapnine

Bufotalin
Bufotalin2DACS.svg
Identifiers
CAS number 471-95-4 YesY
PubChem 10119
ChemSpider 16735710 YesY
ChEMBL CHEMBL463064 YesY
Jmol-3D images Image 1
Properties
Molecular formula C26H36O6
Molar mass 444.56 g mol−1
Appearance crystalline solid
Hazards
Main hazards Toxic
LD50 4.13 mg·kg−1 (mouse, intravenous)

0.4 mg·kg−1 (mouse, subcutaneous) 0.136 mg·kg−1 (cat, intravenous)[1]

 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bufotalin is a cardiotoxic bufanolide steroid, cardiac glycoside analogue, secreted by a number of toad species.[2][3]