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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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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2016
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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]. |
format | Online Article Text |
id | pubmed-5050765 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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
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title_full | Crystal structure of an aryl cyclohexyl nonanoid, an antiproliferative molecule isolated from the spice Myristica malabarica
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title_fullStr | Crystal structure of an aryl cyclohexyl nonanoid, an antiproliferative molecule isolated from the spice Myristica malabarica
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title_full_unstemmed | Crystal structure of an aryl cyclohexyl nonanoid, an antiproliferative molecule isolated from the spice Myristica malabarica
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title_short | Crystal structure of an aryl cyclohexyl nonanoid, an antiproliferative molecule isolated from the spice Myristica malabarica
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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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