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Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica

The title compound, C(21)H(26)O(5), an aryl cyclo­hexyl nona­noid {systematic name: 3,5-dihy­droxy-2-[9-(4-hy­droxy­phen­yl)nona­noyl]cyclo­hexa-2,4-dien-1-one}, extracted from the spice plant Myristica malabarica comprises two ring components, a 4-hy­droxy­phenyl moiety and a 3,5-di­hydroxy­cyclo­h...

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Detalles Bibliográficos
Autores principales: Bauri, Ajoy Kumar, Foro, Sabine, Do, Nhu Quynh Nguyen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5050765/
https://www.ncbi.nlm.nih.gov/pubmed/27746930
http://dx.doi.org/10.1107/S2056989016013797
Descripción
Sumario:The title compound, C(21)H(26)O(5), an aryl cyclo­hexyl nona­noid {systematic name: 3,5-dihy­droxy-2-[9-(4-hy­droxy­phen­yl)nona­noyl]cyclo­hexa-2,4-dien-1-one}, extracted from the spice plant Myristica malabarica comprises two ring components, a 4-hy­droxy­phenyl moiety and a 3,5-di­hydroxy­cyclo­hexa-2,4-dienone moiety linked by a nona­noyl chain. The mol­ecule has an extended essentially planar conformation stabilized by an intra­molecular hy­droxy O—H⋯O(carbon­yl) hydrogen bond, giving a dihedral angle between the two ring systems of 6.37 (15)°. The C, O and H atoms associated with one of the hy­droxy groups of the cyclo­hexa­dienone component are disordered over two sets of sites with site occupancies of 0.6972 and 0.3028. In the crystal, hy­droxy O—H⋯O hydrogen bonds to carbonyl O-atom acceptors form large centrosymmetric R (2) (2)(36) cyclic dimers, which are further extended into supra­molecular one-dimensional ribbon structures along [1-11].