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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...

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Autores principales: Zhang, Yu-Wei, Bao, Yong-Li, Wu, Yin, Yu, Chun-Lei, Li, Yu-Xin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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