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17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge

The title compound {systematic name: 4-[(3S,5S,8R,9S,10R,13R,14S,17S)-3,5,14-trihy­droxy-10,13-dimethyl­hexa­deca­hydro-1H-cyclo­penta­[a]phenanthren-17-yl]furan-2(5H)-one}, C(23)H(34)O(5), was isolated from the roots of Periploca sepium Bunge, a famous Chinese traditional herbal medicine. The three...

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Detalles Bibliográficos
Autores principales: Zhang, Yu-Wei, Bao, Yong-Li, Wu, Yin, Yu, Chun-Lei, Li, Yu-Xin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379196/
https://www.ncbi.nlm.nih.gov/pubmed/22719394
http://dx.doi.org/10.1107/S1600536812018521
Descripción
Sumario:The title compound {systematic name: 4-[(3S,5S,8R,9S,10R,13R,14S,17S)-3,5,14-trihy­droxy-10,13-dimethyl­hexa­deca­hydro-1H-cyclo­penta­[a]phenanthren-17-yl]furan-2(5H)-one}, C(23)H(34)O(5), was isolated from the roots of Periploca sepium Bunge, a famous Chinese traditional herbal medicine. The three six-membered rings adopt chair conformations, the cyclo­pentane ring displays an approximate envelope conformation (with the C atom bearing the methyl substituent at the flap) and the five-membered lactone ring adopts an essentially planar [maximum deviation of 0.004 (8) Å] conformation. In the crystal, mol­ecules are linked into helical chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O inter­actions. Two intra­molecular O—H⋯O hydrogen bonds are also present.