Gitogenin
Structural Formula Vector Image
Title: Gitogenin
CAS Registry Number: 511-96-6
CAS Name: (2a,3b,5a,25R)-Spirostan-2,3-diol
Additional Names: digin
Molecular Formula: C27H44O4
Molecular Weight: 432.64
Percent Composition: C 74.96%, H 10.25%, O 14.79%
Literature References: Obtained from gitonin by heating with dil HCl. Structure: Tschesche, Ber. 68, 1090 (1935); Jacobs, Simpson, J. Biol. Chem. 110, 429 (1935); Marker, Rohrmann, J. Am. Chem. Soc. 61, 2724 (1939); 62, 647 (1940); Noller, Lieberman, ibid. 63, 2131 (1941); Klass et al, ibid. 77, 3829 (1955). Pharmacological study: H. K. Iwamoto et al., J. Pharmacol. Exp. Ther. 91, 130 (1947).
Properties: Leaflets from benzene, dec 271.5-275°. [a]D20 -75° (c = 1.02 in CHCl3). Sol in chloroform, hot alc; sparingly sol in cold ethyl acetate, in ether; practically insol in water. Not precipitated by digitonin.
Optical Rotation: [a]D20 -75° (c = 1.02 in CHCl3)
 
Derivative Type: Diacetate
Molecular Formula: C31H48O6
Molecular Weight: 516.71
Percent Composition: C 72.06%, H 9.36%, O 18.58%
Properties: Long needles from ether + methanol, mp 251-254°. [a]D20 -96° (c = 1.92 in CHCl3).
Melting point: mp 251-254°
Optical Rotation: [a]D20 -96° (c = 1.92 in CHCl3)

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