Digitogenin

Title: Digitogenin
CAS Registry Number: 511-34-2
CAS Name: (2a,3b,5a,15b,25R)-Spirostan-2,3,15-triol
Molecular Formula: C27H44O5
Molecular Weight: 448.64
Percent Composition: C 72.28%, H 9.89%, O 17.83%
Literature References: The aglycon of digitonin: Tschesche, Ber. 68, 1090 (1935); Tschesche, Hagedorn, Ber. 69, 797 (1936). Structure and stereochemistry: Marker et al., J. Am. Chem. Soc. 64, 1843 (1942); Meystre et al., Helv. Chim. Acta 38, 381 (1955). Klass et al., J. Am. Chem. Soc. 77, 3829 (1955); and IR spectra: Djerassi et al., ibid. 78, 3166 (1956).
Properties: Needles from alc, dec 296°. [a]D19 -81° (c = 1.4 in chloroform). Practically insol in water. Sol in 30 parts chloroform, 35 parts boiling alc, 100 parts alc at 20°.
Optical Rotation: [a]D19 -81° (c = 1.4 in chloroform)
Derivative Type: 2,3-Diacetate
Properties: Crystals from methanol-chloroform, mp 241.5-242°. [a]D -104°.
Melting point: mp 241.5-242°
Optical Rotation: [a]D -104°
Derivative Type: Triacetate
Properties: Minute needles from ether, mp 190°.
Melting point: mp 190°
Digitonin Digitoxigenin Digitoxin Digitoxose Diglyme