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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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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
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author Bauri, Ajoy Kumar
Foro, Sabine
Do, Nhu Quynh Nguyen
author_facet Bauri, Ajoy Kumar
Foro, Sabine
Do, Nhu Quynh Nguyen
author_sort Bauri, Ajoy Kumar
collection PubMed
description 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].
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spelling pubmed-50507652016-10-14 Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica Bauri, Ajoy Kumar Foro, Sabine Do, Nhu Quynh Nguyen Acta Crystallogr E Crystallogr Commun Research Communications 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]. International Union of Crystallography 2016-09-05 /pmc/articles/PMC5050765/ /pubmed/27746930 http://dx.doi.org/10.1107/S2056989016013797 Text en © Bauri et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Bauri, Ajoy Kumar
Foro, Sabine
Do, Nhu Quynh Nguyen
Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica
title Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica
title_full Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica
title_fullStr Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica
title_full_unstemmed Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica
title_short Crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice Myristica malabarica
title_sort crystal structure of an aryl cyclo­hexyl nona­noid, an anti­proliferative mol­ecule isolated from the spice myristica malabarica
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5050765/
https://www.ncbi.nlm.nih.gov/pubmed/27746930
http://dx.doi.org/10.1107/S2056989016013797
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