9060. Taraxasterol

Nomenclature

CAS number: 1059-14-9
(3β,18α,19α)-Urs-20(30)-en-3-ol; taraxast-20(30)-en-3β-ol; anthesterin; α-lactucerol; taraxasterin.
C30H50O; mol wt 426.72.
C 84.44%, H 11.81%, O 3.75%.

Description and references

A monohydroxy triterpene. Isoln from Taraxacum officinale, Wiggers, Compositae: Power, Browning, J. Chem. Soc. 101, 2411 (1912). Structure and configuration: Ames et al., ibid. 1954, 1905. Identity with anthesterin: Power, Browning ibid. 105, 1829 (1914); with α-lactucerol: Zellner, Monatsh. Chem. 47, 681 (1926).

Chemical structure

Properties

Needles from alcohol, mp 221-222°. [α]D +96.3° (CHCl3). Very sol in alcohol, ether, petr ether; slightly sol in chloroform, benzene, carbon disulfide, acetone.

Derivative

Acetate.

Nomenclature

Lactucerin; lactucon.
C32H52O2; mol wt 468.75.
C 81.99%, H 11.18%, O 6.83%.

Properties

Hexagonal plates. mp 251-252° (from ethyl acetate + alcohol). [α]D +100.5°.