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Vieillardiixanthone B
The title compound [systematic name: 1,5-dihydroxy-3,6-dimethoxy-4-(2-methylbut-3-en-2-yl)-9H-xanthen-9-one], C(20)H(20)O(6), is a xanthone, which was isolated from the roots of Cratoxylum formosum ssp. pruniflorum. The three rings in the molecule are approximately coplanar, with an r.m.s. devia...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2984030/ https://www.ncbi.nlm.nih.gov/pubmed/21580649 http://dx.doi.org/10.1107/S1600536810007026 |
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author | Boonnak, Nawong Chantrapromma, Suchada Fun, Hoong-Kun Karalai, Chatchanok |
author_facet | Boonnak, Nawong Chantrapromma, Suchada Fun, Hoong-Kun Karalai, Chatchanok |
author_sort | Boonnak, Nawong |
collection | PubMed |
description | The title compound [systematic name: 1,5-dihydroxy-3,6-dimethoxy-4-(2-methylbut-3-en-2-yl)-9H-xanthen-9-one], C(20)H(20)O(6), is a xanthone, which was isolated from the roots of Cratoxylum formosum ssp. pruniflorum. The three rings in the molecule are approximately coplanar, with an r.m.s. deviation of 0.0372 (2) Å for the plane through the 14 non-H atoms. The O atoms of the two hydroxy substituents also lie close to this plane with deviations of 0.0669 (2) and 0.1122 (2) Å, respectively. The 1,1-dimethyl-2-propenyl substituent is in a (−)-anticlinal conformation. Intramolecular O—H⋯O hydrogen bonds generate S(5) and S(6) ring motifs. In the crystal, molecules are linked into infinite chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. π–π interactions with centroid–centroid distances of 3.6172 (10) and 3.6815 (10) Å are also observed. |
format | Text |
id | pubmed-2984030 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29840302010-12-30 Vieillardiixanthone B Boonnak, Nawong Chantrapromma, Suchada Fun, Hoong-Kun Karalai, Chatchanok Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: 1,5-dihydroxy-3,6-dimethoxy-4-(2-methylbut-3-en-2-yl)-9H-xanthen-9-one], C(20)H(20)O(6), is a xanthone, which was isolated from the roots of Cratoxylum formosum ssp. pruniflorum. The three rings in the molecule are approximately coplanar, with an r.m.s. deviation of 0.0372 (2) Å for the plane through the 14 non-H atoms. The O atoms of the two hydroxy substituents also lie close to this plane with deviations of 0.0669 (2) and 0.1122 (2) Å, respectively. The 1,1-dimethyl-2-propenyl substituent is in a (−)-anticlinal conformation. Intramolecular O—H⋯O hydrogen bonds generate S(5) and S(6) ring motifs. In the crystal, molecules are linked into infinite chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. π–π interactions with centroid–centroid distances of 3.6172 (10) and 3.6815 (10) Å are also observed. International Union of Crystallography 2010-03-13 /pmc/articles/PMC2984030/ /pubmed/21580649 http://dx.doi.org/10.1107/S1600536810007026 Text en © Boonnak et al. 2010 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 Boonnak, Nawong Chantrapromma, Suchada Fun, Hoong-Kun Karalai, Chatchanok Vieillardiixanthone B |
title | Vieillardiixanthone B
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title_full | Vieillardiixanthone B
|
title_fullStr | Vieillardiixanthone B
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title_full_unstemmed | Vieillardiixanthone B
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title_short | Vieillardiixanthone B
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title_sort | vieillardiixanthone b |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2984030/ https://www.ncbi.nlm.nih.gov/pubmed/21580649 http://dx.doi.org/10.1107/S1600536810007026 |
work_keys_str_mv | AT boonnaknawong vieillardiixanthoneb AT chantraprommasuchada vieillardiixanthoneb AT funhoongkun vieillardiixanthoneb AT karalaichatchanok vieillardiixanthoneb |