Nomenclature
CAS number: 126-18-1
(25
R)-Spirostan-3β-ol; isosarsasapogenin.
C
27H
44O
3; mol wt 416.64.
C 77.83%, H 10.64%, O 11.52%.
Description and references
Steroid sapogenin from Smilax ornata Hooker, Liliaceae (Sarsaparilla): Ashew et al., J. Chem. Soc. 1936, 1399; from Agave lecheguilla Tou., Amaryllidaceae: Nord, US 2897192 (1959). C25 isomer of sarsasapogenin: Scheer et al., J. Am. Chem. Soc. 77, 641 (1955).
Obtained by acid isomerization of sarsasapogenin: Marker, Rohrmann, ibid. 61, 846 (1939); Wall et al., ibid. 77, 3086 (1955). For structure and stereochemistry see Sarsasapogenin.
Properties
Silky needles from acetone, mp 185°. [α]D25 -69° (c = 0.5 in chloroform). Absorption spectrum: Smith, Eddy, Anal.
Chem. 31, 1539 (1959).Derivative
Acetate.
C
29H
46O
4; mol wt 458.67.
C 75.94%, H 10.11%, O 13.95%.
Properties
Needles from methanol, mp 152°.Use
In making compds of the pregnane series.