Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Tantishaiyakul, Vimon, Suknuntha, Krit, Saithong, Saowanit, Pakawatchai, Chaveng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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
_version_ 1782261691086536704
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