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Propargylaminyl 3α-hy­droxy-11-oxo-18β-olean-12-en-29-oate

The title compound, C(33)H(49)NO(3), is the propargyl­amide of 18β-glycyrrhetinic acid, a penta­cyclic triterpenoid of inter­est as a therapeutic agent. The five six-membered rings of the glycyrrhetinic acid moiety show normal geometries, with four rings in chair conformations and the unsaturated ri...

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Detalles Bibliográficos
Autores principales: Czollner, Laszlo, Jordis, Ulrich, Mereiter, Kurt
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247445/
https://www.ncbi.nlm.nih.gov/pubmed/22220063
http://dx.doi.org/10.1107/S1600536811043534
Descripción
Sumario:The title compound, C(33)H(49)NO(3), is the propargyl­amide of 18β-glycyrrhetinic acid, a penta­cyclic triterpenoid of inter­est as a therapeutic agent. The five six-membered rings of the glycyrrhetinic acid moiety show normal geometries, with four rings in chair conformations and the unsaturated ring C in a half-chair conformation. In the crystal, the terminal N-propargylcarboxamide group has remarkable structural effects on weak hydrogen-bond-like inter­actions. Particularly noteworthy are an inter­molecular O—H⋯π inter­action accepted side-on by the terminal alkyne group [O⋯C = 3.097 (2) and 3.356 (2) Å] and a short inter­molecular C—H⋯O inter­action [C⋯O = 3.115 (2) Å] donated by the alkyne C—H group. An N—H⋯O [N⋯O = 3.251 (2) Å] and a C(alkyl)—H⋯O [C⋯O = 3.254 (2) Å] interaction complement the crystal structure.