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17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge
The title compound {systematic name: 4-[(3S,5S,8R,9S,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]furan-2(5H)-one}, C(23)H(34)O(5), was isolated from the roots of Periploca sepium Bunge, a famous Chinese traditional herbal medicine. The three...
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/PMC3379196/ https://www.ncbi.nlm.nih.gov/pubmed/22719394 http://dx.doi.org/10.1107/S1600536812018521 |
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author | Zhang, Yu-Wei Bao, Yong-Li Wu, Yin Yu, Chun-Lei Li, Yu-Xin |
author_facet | Zhang, Yu-Wei Bao, Yong-Li Wu, Yin Yu, Chun-Lei Li, Yu-Xin |
author_sort | Zhang, Yu-Wei |
collection | PubMed |
description | The title compound {systematic name: 4-[(3S,5S,8R,9S,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]furan-2(5H)-one}, C(23)H(34)O(5), was isolated from the roots of Periploca sepium Bunge, a famous Chinese traditional herbal medicine. The three six-membered rings adopt chair conformations, the cyclopentane ring displays an approximate envelope conformation (with the C atom bearing the methyl substituent at the flap) and the five-membered lactone ring adopts an essentially planar [maximum deviation of 0.004 (8) Å] conformation. In the crystal, molecules are linked into helical chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. Two intramolecular O—H⋯O hydrogen bonds are also present. |
format | Online Article Text |
id | pubmed-3379196 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33791962012-06-20 17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge Zhang, Yu-Wei Bao, Yong-Li Wu, Yin Yu, Chun-Lei Li, Yu-Xin Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound {systematic name: 4-[(3S,5S,8R,9S,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]furan-2(5H)-one}, C(23)H(34)O(5), was isolated from the roots of Periploca sepium Bunge, a famous Chinese traditional herbal medicine. The three six-membered rings adopt chair conformations, the cyclopentane ring displays an approximate envelope conformation (with the C atom bearing the methyl substituent at the flap) and the five-membered lactone ring adopts an essentially planar [maximum deviation of 0.004 (8) Å] conformation. In the crystal, molecules are linked into helical chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. Two intramolecular O—H⋯O hydrogen bonds are also present. International Union of Crystallography 2012-05-02 /pmc/articles/PMC3379196/ /pubmed/22719394 http://dx.doi.org/10.1107/S1600536812018521 Text en © Zhang 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 Zhang, Yu-Wei Bao, Yong-Li Wu, Yin Yu, Chun-Lei Li, Yu-Xin 17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge |
title | 17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge |
title_full | 17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge |
title_fullStr | 17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge |
title_full_unstemmed | 17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge |
title_short | 17βH-Periplogenin, a cardiac aglycone from the root bark of Periploca sepium Bunge |
title_sort | 17βh-periplogenin, a cardiac aglycone from the root bark of periploca sepium bunge |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379196/ https://www.ncbi.nlm.nih.gov/pubmed/22719394 http://dx.doi.org/10.1107/S1600536812018521 |
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