6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide

The title compound, C(15)H(22)O(4), an eremophilane sesquiternoid, was isolated from the roots of Ligularia virgaurea. Both six-membered rings (A and B) adopt chair conformations and the five-membered ring is almost planar (r.m.s. deviation = 0.016 Å). The two methyl and two hy­droxy groups adopt a...

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Detalles Bibliográficos
Autores principales: Zhang, Zhan-Xin, Fei, Dong-Qing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247365/
https://www.ncbi.nlm.nih.gov/pubmed/22219983
http://dx.doi.org/10.1107/S160053681104150X
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author Zhang, Zhan-Xin
Fei, Dong-Qing
author_facet Zhang, Zhan-Xin
Fei, Dong-Qing
author_sort Zhang, Zhan-Xin
collection PubMed
description The title compound, C(15)H(22)O(4), an eremophilane sesquiternoid, was isolated from the roots of Ligularia virgaurea. Both six-membered rings (A and B) adopt chair conformations and the five-membered ring is almost planar (r.m.s. deviation = 0.016 Å). The two methyl and two hy­droxy groups adopt a syn conformation and the A/B ring junction is cis-fused. An intra­molecular O—H⋯O hydrogen bond generates an S(6) ring. In the crystal, O—H⋯O hydrogen bonds link the mol­ecules into [100] chains.
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spelling pubmed-32473652012-01-04 6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide Zhang, Zhan-Xin Fei, Dong-Qing Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(22)O(4), an eremophilane sesquiternoid, was isolated from the roots of Ligularia virgaurea. Both six-membered rings (A and B) adopt chair conformations and the five-membered ring is almost planar (r.m.s. deviation = 0.016 Å). The two methyl and two hy­droxy groups adopt a syn conformation and the A/B ring junction is cis-fused. An intra­molecular O—H⋯O hydrogen bond generates an S(6) ring. In the crystal, O—H⋯O hydrogen bonds link the mol­ecules into [100] chains. International Union of Crystallography 2011-10-12 /pmc/articles/PMC3247365/ /pubmed/22219983 http://dx.doi.org/10.1107/S160053681104150X Text en © Zhang and Fei 2011 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, Zhan-Xin
Fei, Dong-Qing
6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide
title 6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide
title_full 6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide
title_fullStr 6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide
title_full_unstemmed 6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide
title_short 6β,8β-Dihy­droxy­eremophil-7(11)-en-8α,12-olide
title_sort 6β,8β-dihy­droxy­eremophil-7(11)-en-8α,12-olide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247365/
https://www.ncbi.nlm.nih.gov/pubmed/22219983
http://dx.doi.org/10.1107/S160053681104150X
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