8814. Stigmastanol

Nomenclature

CAS number: 83-45-4
(3β,5α)-Stigmastan-3-ol; dihydro-β-sitosterol; β-sitostanol; 24α-ethylcholestanol; fucostanol.
C29H52O; mol wt 416.72.
C 83.58%, H 12.58%, O 3.84%.

Description and references

Occurs along with β-sitosterol and stigmasterol. Formation from β-sitosterol: Bernstein, Wallis, J. Org. Chem. 2, 341 (1937); from β-sitostenone: Marker, Wittle, J. Am. Chem. Soc. 59, 2704 (1937). Antihypercholesteremic activity in rabbits: I. Ikeda et al., J. Nutr. Sci. Vitaminol. 27, 243 (1981).

Chemical structure

Derivative

Monohydrate.

Properties

Crystals, mp 138-139°. When dry mp 144-145°. [α]D20 +25° (c = 1.1 in chloroform).

Derivative

Acetate.
C31H54O2; mol wt 458.76.
C 81.16%, H 11.86%, O 6.98%.

Properties

mp 137-138°. [α]D20 +14° (c = 1.8 in chloroform).