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Crystal structure of erioflorin isolated from Podanthus mitiqui (L.)

The title compound, erioflorin, C(19)H(24)O(6) [systematic name: (1aR,3S,4Z,5aR,8aR,9R,10aR)-1a,2,3,5a,7,8,8a,9,10,10a-deca­hydro-3-hy­droxy-4,10a-dimethyl-8-methyl­idene-7-oxooxireno[5,6]cyclo­deca­[1,2-b]furan-9-yl methacrylate], is a tricyclic germacrane sesquiterpene lactone, which was isolated...

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Detalles Bibliográficos
Autores principales: Paz, Cristian, Ortiz, Leandro, Schilde, Uwe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347047/
https://www.ncbi.nlm.nih.gov/pubmed/28316802
http://dx.doi.org/10.1107/S2056989017001700
Descripción
Sumario:The title compound, erioflorin, C(19)H(24)O(6) [systematic name: (1aR,3S,4Z,5aR,8aR,9R,10aR)-1a,2,3,5a,7,8,8a,9,10,10a-deca­hydro-3-hy­droxy-4,10a-dimethyl-8-methyl­idene-7-oxooxireno[5,6]cyclo­deca­[1,2-b]furan-9-yl methacrylate], is a tricyclic germacrane sesquiterpene lactone, which was isolated from Podanthus mitiqui (L.). The compound crystallizes in the space group P2(1)2(1)2(1), and its mol­ecular structure consists of a methacrylic ester of a ten-membered ring sesquiterpenoid annelated with an epoxide and a butyrolactone. The structure is stabilized by one intramolecular C—H⋯O hydrogen bond. An O—H⋯O hydrogen bond and further C—H⋯O interactions can be observed in the packing.