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(3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination
The title compound, also known as cis-zearalenone (cis-ZEN), C(18)H(22)O(5), has already been reported elsewhere [Griffin et al. (1981 ▶). ACA Ser. 29, 35], but no atomic coordinates are publicly available. The molecule is of interest with respect to its toxicity. In the crystal, intramolecular O...
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/PMC3297891/ https://www.ncbi.nlm.nih.gov/pubmed/22412694 http://dx.doi.org/10.1107/S1600536812002735 |
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author | Köppen, Robert Riedel, Juliane Emmerling, Franziska Koch, Matthias |
author_facet | Köppen, Robert Riedel, Juliane Emmerling, Franziska Koch, Matthias |
author_sort | Köppen, Robert |
collection | PubMed |
description | The title compound, also known as cis-zearalenone (cis-ZEN), C(18)H(22)O(5), has already been reported elsewhere [Griffin et al. (1981 ▶). ACA Ser. 29, 35], but no atomic coordinates are publicly available. The molecule is of interest with respect to its toxicity. In the crystal, intramolecular O—H⋯O hydrogen bonds stabilize the molecular conformation, while intermolecular O—H⋯O hydrogen bonds link the molecules to form infinite chains along the [110] and [1-10] directions. The absolute configuration has been assigned by reference to an unchanging chiral centre in the synthetic procedure. |
format | Online Article Text |
id | pubmed-3297891 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32978912012-03-12 (3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination Köppen, Robert Riedel, Juliane Emmerling, Franziska Koch, Matthias Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, also known as cis-zearalenone (cis-ZEN), C(18)H(22)O(5), has already been reported elsewhere [Griffin et al. (1981 ▶). ACA Ser. 29, 35], but no atomic coordinates are publicly available. The molecule is of interest with respect to its toxicity. In the crystal, intramolecular O—H⋯O hydrogen bonds stabilize the molecular conformation, while intermolecular O—H⋯O hydrogen bonds link the molecules to form infinite chains along the [110] and [1-10] directions. The absolute configuration has been assigned by reference to an unchanging chiral centre in the synthetic procedure. International Union of Crystallography 2012-02-24 /pmc/articles/PMC3297891/ /pubmed/22412694 http://dx.doi.org/10.1107/S1600536812002735 Text en © Köppen 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 Köppen, Robert Riedel, Juliane Emmerling, Franziska Koch, Matthias (3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination |
title | (3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination |
title_full | (3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination |
title_fullStr | (3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination |
title_full_unstemmed | (3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination |
title_short | (3S,11Z)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (cis-zearalenone): a redetermination |
title_sort | (3s,11z)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1h-2-benzoxacyclotetradecine-1,7(8h)-dione (cis-zearalenone): a redetermination |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297891/ https://www.ncbi.nlm.nih.gov/pubmed/22412694 http://dx.doi.org/10.1107/S1600536812002735 |
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