2211. Chondrillasterol

Nomenclature

CAS number: 481-17-4
(3β,5α,22E,24R)-Stigmasta-7,22-dien-3-ol.
C29H48O; mol wt 412.69.
C 84.40%, H 11.72%, O 3.88%.

Description and references

Stereoisomeric with α-spinasterol, q.v. Isolated from the green alga Scenedesmus obliquus (Turpin) Kuetz., Scenedesmaceae: Bergmann, Feeney, J. Org. Chem. 15, 812 (1950). Synthesis: W. Sucrow et al., Phytochemistry 15, 1533 (1976); M. Anastasia et al., J. Chem. Soc. Perkin Trans. 1 1981, 2561.

Chemical structure

Properties

Crystals from chloroform-methanol, mp 168-169°. [α]D24 -2° (chloroform).

Derivative

Acetate.
C31H50O2; mol wt 454.73.
C 81.88%, H 11.08%, O 7.04%.

Properties

Crystals from chloroform-methanol, mp 174.5-175.5°. [α]D24 -0.7° (chloroform).

Derivative

Benzoate.
C36H52O2; mol wt 516.80.
C 83.67%, H 10.14%, O 6.19%.

Properties

Crystals from dioxane, mp 194-195°. [α]D24 +3.9° (chloroform).