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Glabridin
In the title compound, C(20)H(20)O(4) {systematic name: 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol}, the hydropyran ring linked to the pendant benzene ring adopts an envelope conformation, with the methyne C atom forming the flap. In the crystal, the –OH group a...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3589072/ https://www.ncbi.nlm.nih.gov/pubmed/23476308 http://dx.doi.org/10.1107/S1600536812048647 |
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author | Tantishaiyakul, Vimon Suknuntha, Krit Saithong, Saowanit Pakawatchai, Chaveng |
author_facet | Tantishaiyakul, Vimon Suknuntha, Krit Saithong, Saowanit Pakawatchai, Chaveng |
author_sort | Tantishaiyakul, Vimon |
collection | PubMed |
description | In the title compound, C(20)H(20)O(4) {systematic name: 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol}, the hydropyran ring linked to the pendant benzene ring adopts an envelope conformation, with the methyne C atom forming the flap. In the crystal, the –OH group at the 3-position of the benzene ring forms an O—H⋯O hydrogen bond to a chromene O-atom acceptor, whereas the –OH group at the 1-position forms an O—H⋯π interaction with a neighboring benzene ring. The O—H⋯O hydrogen bonds form [001] chains and the O—H⋯π bonds cross-link the chains into (101) sheets. The absolute structure was assumed to be the same as that deduced from previous studies for the natural product. |
format | Online Article Text |
id | pubmed-3589072 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35890722013-03-08 Glabridin Tantishaiyakul, Vimon Suknuntha, Krit Saithong, Saowanit Pakawatchai, Chaveng Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(20)O(4) {systematic name: 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol}, the hydropyran ring linked to the pendant benzene ring adopts an envelope conformation, with the methyne C atom forming the flap. In the crystal, the –OH group at the 3-position of the benzene ring forms an O—H⋯O hydrogen bond to a chromene O-atom acceptor, whereas the –OH group at the 1-position forms an O—H⋯π interaction with a neighboring benzene ring. The O—H⋯O hydrogen bonds form [001] chains and the O—H⋯π bonds cross-link the chains into (101) sheets. The absolute structure was assumed to be the same as that deduced from previous studies for the natural product. International Union of Crystallography 2012-11-30 /pmc/articles/PMC3589072/ /pubmed/23476308 http://dx.doi.org/10.1107/S1600536812048647 Text en © Tantishaiyakul 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 Tantishaiyakul, Vimon Suknuntha, Krit Saithong, Saowanit Pakawatchai, Chaveng Glabridin |
title | Glabridin |
title_full | Glabridin |
title_fullStr | Glabridin |
title_full_unstemmed | Glabridin |
title_short | Glabridin |
title_sort | glabridin |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3589072/ https://www.ncbi.nlm.nih.gov/pubmed/23476308 http://dx.doi.org/10.1107/S1600536812048647 |
work_keys_str_mv | AT tantishaiyakulvimon glabridin AT suknunthakrit glabridin AT saithongsaowanit glabridin AT pakawatchaichaveng glabridin |