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4′,5-Dihydroxy-7-methoxyflavanone dihydrate
The title compound, C(16)H(14)O(5)·2H(2)O [systematic name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychroman-4-one dihydrate], is a natural phytoalexin flavone isolated from the native chilean species Heliotropium taltalense and crystallizes with an organic molecule and two water molecules in...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254395/ https://www.ncbi.nlm.nih.gov/pubmed/22259537 http://dx.doi.org/10.1107/S1600536811051221 |
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author | Brito, Iván Bórquez, Jorge Simirgiotis, Mario Cárdenas, Alejandro López-Rodríguez, Matías |
author_facet | Brito, Iván Bórquez, Jorge Simirgiotis, Mario Cárdenas, Alejandro López-Rodríguez, Matías |
author_sort | Brito, Iván |
collection | PubMed |
description | The title compound, C(16)H(14)O(5)·2H(2)O [systematic name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychroman-4-one dihydrate], is a natural phytoalexin flavone isolated from the native chilean species Heliotropium taltalense and crystallizes with an organic molecule and two water molecules in the asymmetric unit. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered ring. In the crystal, the components are linked by O—H⋯O hydrogen bonds, forming a three-dimensional network. The 4-hydroxyphenyl benzene ring is bonded equatorially to the pyrone ring, which adopts a slightly distorted sofa conformation. The title compound is the hydrated form of a previously reported structure [Shoja (1990 ▶). Acta Cryst. C46, 1969–1971]. There are only slight variations in the molecular geometry between the two compounds. |
format | Online Article Text |
id | pubmed-3254395 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32543952012-01-18 4′,5-Dihydroxy-7-methoxyflavanone dihydrate Brito, Iván Bórquez, Jorge Simirgiotis, Mario Cárdenas, Alejandro López-Rodríguez, Matías Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(14)O(5)·2H(2)O [systematic name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychroman-4-one dihydrate], is a natural phytoalexin flavone isolated from the native chilean species Heliotropium taltalense and crystallizes with an organic molecule and two water molecules in the asymmetric unit. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered ring. In the crystal, the components are linked by O—H⋯O hydrogen bonds, forming a three-dimensional network. The 4-hydroxyphenyl benzene ring is bonded equatorially to the pyrone ring, which adopts a slightly distorted sofa conformation. The title compound is the hydrated form of a previously reported structure [Shoja (1990 ▶). Acta Cryst. C46, 1969–1971]. There are only slight variations in the molecular geometry between the two compounds. International Union of Crystallography 2011-12-07 /pmc/articles/PMC3254395/ /pubmed/22259537 http://dx.doi.org/10.1107/S1600536811051221 Text en © Brito et al. 2012 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 | Organic Papers Brito, Iván Bórquez, Jorge Simirgiotis, Mario Cárdenas, Alejandro López-Rodríguez, Matías 4′,5-Dihydroxy-7-methoxyflavanone dihydrate |
title | 4′,5-Dihydroxy-7-methoxyflavanone dihydrate |
title_full | 4′,5-Dihydroxy-7-methoxyflavanone dihydrate |
title_fullStr | 4′,5-Dihydroxy-7-methoxyflavanone dihydrate |
title_full_unstemmed | 4′,5-Dihydroxy-7-methoxyflavanone dihydrate |
title_short | 4′,5-Dihydroxy-7-methoxyflavanone dihydrate |
title_sort | 4′,5-dihydroxy-7-methoxyflavanone dihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254395/ https://www.ncbi.nlm.nih.gov/pubmed/22259537 http://dx.doi.org/10.1107/S1600536811051221 |
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