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rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone
The title compound congestiflorone, C(28)H(32)O(4), which was isolated from the stem bark of Mesua congestiflora, consists of a benzophenone skeleton with two attached pyran rings to which a cyclohexane ring and a C6 side chain are bonded. The benzene ring is significantly distorted from planarity...
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/PMC3344045/ https://www.ncbi.nlm.nih.gov/pubmed/22589954 http://dx.doi.org/10.1107/S1600536812010756 |
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author | Ee, Gwendoline Cheng Lian Teh, Soek Sin Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Mah, Siau Hui |
author_facet | Ee, Gwendoline Cheng Lian Teh, Soek Sin Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Mah, Siau Hui |
author_sort | Ee, Gwendoline Cheng Lian |
collection | PubMed |
description | The title compound congestiflorone, C(28)H(32)O(4), which was isolated from the stem bark of Mesua congestiflora, consists of a benzophenone skeleton with two attached pyran rings to which a cyclohexane ring and a C6 side chain are bonded. The benzene ring is significantly distorted from planarity (r.m.s. deviation = 0.0007 Å) due to the constraints imposed by junctions with the two pyran rings. The cyclohexane ring is in a chair conformation, one pyran ring is in a boat conformation, while the other is a distorted chair. The phenyl and benzene rings make a dihedral angle of 55.85 (9)°. An intramolecular O—H⋯O hydrogen bond is observed. In the crystal, molecules are linked via C—H⋯O interactions. |
format | Online Article Text |
id | pubmed-3344045 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33440452012-05-15 rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone Ee, Gwendoline Cheng Lian Teh, Soek Sin Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Mah, Siau Hui Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound congestiflorone, C(28)H(32)O(4), which was isolated from the stem bark of Mesua congestiflora, consists of a benzophenone skeleton with two attached pyran rings to which a cyclohexane ring and a C6 side chain are bonded. The benzene ring is significantly distorted from planarity (r.m.s. deviation = 0.0007 Å) due to the constraints imposed by junctions with the two pyran rings. The cyclohexane ring is in a chair conformation, one pyran ring is in a boat conformation, while the other is a distorted chair. The phenyl and benzene rings make a dihedral angle of 55.85 (9)°. An intramolecular O—H⋯O hydrogen bond is observed. In the crystal, molecules are linked via C—H⋯O interactions. International Union of Crystallography 2012-03-17 /pmc/articles/PMC3344045/ /pubmed/22589954 http://dx.doi.org/10.1107/S1600536812010756 Text en © Ee 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 Ee, Gwendoline Cheng Lian Teh, Soek Sin Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Mah, Siau Hui rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone |
title |
rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone |
title_full |
rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone |
title_fullStr |
rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone |
title_full_unstemmed |
rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone |
title_short |
rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone |
title_sort | rac-[3-hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6h-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344045/ https://www.ncbi.nlm.nih.gov/pubmed/22589954 http://dx.doi.org/10.1107/S1600536812010756 |
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