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5,6-Dihydroxy-7,8-dimethoxyflavone
The title compound (systematic name: 5,6-dihydroxy-7,8-dimethoxy-2-phenylchromen-4-one), C(17)H(14)O(6), is a flavone that was isolated from the petroleum ether-soluble fraction of the rare traditional Chinese medicinal herb Saussurea involucrata. The flavone molecule is almost planar, with a di...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770373/ https://www.ncbi.nlm.nih.gov/pubmed/24046658 http://dx.doi.org/10.1107/S1600536813014451 |
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author | Jing, Lin-Lin Fan, Xiao-Fei Fan, Peng-Cheng He, Lei Jia, Zheng-Ping |
author_facet | Jing, Lin-Lin Fan, Xiao-Fei Fan, Peng-Cheng He, Lei Jia, Zheng-Ping |
author_sort | Jing, Lin-Lin |
collection | PubMed |
description | The title compound (systematic name: 5,6-dihydroxy-7,8-dimethoxy-2-phenylchromen-4-one), C(17)H(14)O(6), is a flavone that was isolated from the petroleum ether-soluble fraction of the rare traditional Chinese medicinal herb Saussurea involucrata. The flavone molecule is almost planar, with a dihedral angle between the planes of the benzopyran-4-one group and the attached phenyl group of 1.89 (6)°. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered hydrogen-bonded ring. The 6-hydroxy group also forms an intramolecular O—H⋯O contact. In the crystal, the molecules are linked by O—H⋯O and C—H⋯O hydrogen bonds and π–π interactions [3.37 (2)–3.39 (2) Å], which build up a three–dimensional network. |
format | Online Article Text |
id | pubmed-3770373 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37703732013-09-17 5,6-Dihydroxy-7,8-dimethoxyflavone Jing, Lin-Lin Fan, Xiao-Fei Fan, Peng-Cheng He, Lei Jia, Zheng-Ping Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound (systematic name: 5,6-dihydroxy-7,8-dimethoxy-2-phenylchromen-4-one), C(17)H(14)O(6), is a flavone that was isolated from the petroleum ether-soluble fraction of the rare traditional Chinese medicinal herb Saussurea involucrata. The flavone molecule is almost planar, with a dihedral angle between the planes of the benzopyran-4-one group and the attached phenyl group of 1.89 (6)°. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered hydrogen-bonded ring. The 6-hydroxy group also forms an intramolecular O—H⋯O contact. In the crystal, the molecules are linked by O—H⋯O and C—H⋯O hydrogen bonds and π–π interactions [3.37 (2)–3.39 (2) Å], which build up a three–dimensional network. International Union of Crystallography 2013-06-15 /pmc/articles/PMC3770373/ /pubmed/24046658 http://dx.doi.org/10.1107/S1600536813014451 Text en © Jing et al. 2013 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 Jing, Lin-Lin Fan, Xiao-Fei Fan, Peng-Cheng He, Lei Jia, Zheng-Ping 5,6-Dihydroxy-7,8-dimethoxyflavone |
title | 5,6-Dihydroxy-7,8-dimethoxyflavone |
title_full | 5,6-Dihydroxy-7,8-dimethoxyflavone |
title_fullStr | 5,6-Dihydroxy-7,8-dimethoxyflavone |
title_full_unstemmed | 5,6-Dihydroxy-7,8-dimethoxyflavone |
title_short | 5,6-Dihydroxy-7,8-dimethoxyflavone |
title_sort | 5,6-dihydroxy-7,8-dimethoxyflavone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770373/ https://www.ncbi.nlm.nih.gov/pubmed/24046658 http://dx.doi.org/10.1107/S1600536813014451 |
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