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  • Title: Lupeol.
    Author: Corrêa RS, Coelho CP, dos Santos MH, Ellena J, Doriguetto AC.
    Journal: Acta Crystallogr C; 2009 Mar; 65(Pt 3):o97-9. PubMed ID: 19265231.
    Abstract:
    The title compound [systematic name: 3beta-lup-20(29)-en-3-ol], C(30)H(50)O, was isolated from the leaves of Garcinia brasiliensis (common name: bacupari; a member of the Guttiferae family) and has been shown to have many useful medicinal and biological properties. The lupeol molecule consists of four six-membered rings (adopting chair conformations) and one five-membered ring (with an envelope conformation), all fused in trans fashion. Lupeol is isomorphic with the pentacyclic triterpene 3beta,30-dihydroxylup-20(29)-ene, which differs from lupeol due to the presence of an additional hydroxy group. The crystal packing is stabilized by van der Waals interactions and intermolecular O-H...O hydrogen bonds, giving rise to an infinite helical chain along the c axis.
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