(20S,24S)-25-Hy-droxy-20,24-ep-oxy-A-homo-4-oxadammaran-3-one (Chrysura) isolated from the leaves of Walsura chrysogyne

The title dammarane triterpenoid, C(30)H(50)O(4), assigned the name chrysura, was isolated from an ethyl acetate extract of Walsura chrysogyne leaves (Meliaceae). It has 20S*,24S* relative stereochemistry and an oxepanone ring with two methyl groups at position 4. The two cyclo-hexane rings adopt ch...

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Published in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2011-12, Vol.67 (Pt 12), p.o3296-o3296
Main Authors: Mahmod, Ilya Iryani, Kwong, Huey Chong, Mohamed Tahir, Mohamed Ibrahim, Ismail, Intan Safinar
Format: Article
Language:English
Subjects:
Organic Papers
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Summary:The title dammarane triterpenoid, C(30)H(50)O(4), assigned the name chrysura, was isolated from an ethyl acetate extract of Walsura chrysogyne leaves (Meliaceae). It has 20S*,24S* relative stereochemistry and an oxepanone ring with two methyl groups at position 4. The two cyclo-hexane rings adopt chair conformations. The cyclo-pentane and tetra-hydro-furan rings have envelope conformations; their mean planes make a dihedral angle of 13.1 (3)°, indicating that the rings are only slightly tilted with respect to each other. There is an intra-molecular C-H⋯O hydrogen bond in the mol-ecule, which forms S(6) and S(7) ring motifs. In the crystal, mol-ecules are linked via O-H⋯O and C-H⋯O hydrogen bonds, forming chains propagating along [001] which stack along the b-axis direction.
ISSN:1600-5368
DOI:10.1107/S1600536811047337