5742. Mangostin

Nomenclature

CAS number: 6147-11-1
1,3,6-Trihydroxy-7-methoxy-2,8-bis-(3-methyl-2-butenyl)-9H-xanthen-9-one; 1,3,6-trihydroxy-7-methoxy-2,8-di(3-methyl-2-butenyl)xanthone.
C24H26O6; mol wt 410.46.
C 70.23%, H 6.38%, O 23.39%.

Description and references

From various parts of the mangosteen tree (Garcinia mangostana L., Guttiferae): Schmid, Ann. 93, 83 (1855); Dragendorff, ibid. 482, 280 (1930). Structure: Yates, Stout, J. Am. Chem. Soc. 80, 1691 (1958); Scheinmann, Chem. Commun. 1967, 1015; Stout et al., ibid. 1968, 211.

Chemical structure

Properties

Yellow crystals from benzene, mp 181.6-182.6°. uv max (ethanol): 243, 259, 318, 351 nm (log ε 4.54, 4.44, 4.38, 3.86). Practically insol in water; sol in alcohol, ether, acetone, chloroform, ethyl acetate.

Derivative

3,6-Dimethylmangostin.
C26H30O6; mol wt 438.51.
C 71.21%, H 6.90%, O 21.89%.

Properties

Pale yellow needles from ethanol, mp 123.3-123.8°. uv max (ethanol): 245, 262, 314, 350 nm (log ε 4.50, 4.53, 4.36, 3.81).