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7-Deacetyl­gedunin

The title compound [systematic name: (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-1-(furan-3-yl)-5-hy­droxy-4b,7,7,10a,12a-penta­methyl-4b,5,6,6a,7,10a,10b,11,12,12a-deca­hydro­naphtho­[2,1-f]oxireno[2,3-d]isochromene-3,8(1H,3aH)-dione], C(26)H(32)O(6), which is a limonoid-type triterpene isolated from th...

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Detalles Bibliográficos
Autores principales: Ravangpai, Warin, Theerawattananond, Thapong, Pengpreecha, Somjai, Muangsin, Nongnuj, Pudhom, Khanitha
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050298/
https://www.ncbi.nlm.nih.gov/pubmed/21522665
http://dx.doi.org/10.1107/S1600536810052037
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author Ravangpai, Warin
Theerawattananond, Thapong
Pengpreecha, Somjai
Muangsin, Nongnuj
Pudhom, Khanitha
author_facet Ravangpai, Warin
Theerawattananond, Thapong
Pengpreecha, Somjai
Muangsin, Nongnuj
Pudhom, Khanitha
author_sort Ravangpai, Warin
collection PubMed
description The title compound [systematic name: (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-1-(furan-3-yl)-5-hy­droxy-4b,7,7,10a,12a-penta­methyl-4b,5,6,6a,7,10a,10b,11,12,12a-deca­hydro­naphtho­[2,1-f]oxireno[2,3-d]isochromene-3,8(1H,3aH)-dione], C(26)H(32)O(6), which is a limonoid-type triterpene isolated from the seeds of X. moluccensis, crystallizes with three independent mol­ecules with very similar geometries in the asymmetric unit. In each mol­ecule, the four fused six-membered rings of the genudin core adopt distorted half-chair, chair, twist-boat and twisted half-chair conformations. In the crystal, inter­molecular O—H⋯O hydrogen bonds link the mol­ecules into helical chains propagated in [100]. Weak non-classical C—H⋯O contacts further consolidate the crystal packing.
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spelling pubmed-30502982011-04-26 7-Deacetyl­gedunin Ravangpai, Warin Theerawattananond, Thapong Pengpreecha, Somjai Muangsin, Nongnuj Pudhom, Khanitha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-1-(furan-3-yl)-5-hy­droxy-4b,7,7,10a,12a-penta­methyl-4b,5,6,6a,7,10a,10b,11,12,12a-deca­hydro­naphtho­[2,1-f]oxireno[2,3-d]isochromene-3,8(1H,3aH)-dione], C(26)H(32)O(6), which is a limonoid-type triterpene isolated from the seeds of X. moluccensis, crystallizes with three independent mol­ecules with very similar geometries in the asymmetric unit. In each mol­ecule, the four fused six-membered rings of the genudin core adopt distorted half-chair, chair, twist-boat and twisted half-chair conformations. In the crystal, inter­molecular O—H⋯O hydrogen bonds link the mol­ecules into helical chains propagated in [100]. Weak non-classical C—H⋯O contacts further consolidate the crystal packing. International Union of Crystallography 2010-12-18 /pmc/articles/PMC3050298/ /pubmed/21522665 http://dx.doi.org/10.1107/S1600536810052037 Text en © Ravangpai et al. 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
Ravangpai, Warin
Theerawattananond, Thapong
Pengpreecha, Somjai
Muangsin, Nongnuj
Pudhom, Khanitha
7-Deacetyl­gedunin
title 7-Deacetyl­gedunin
title_full 7-Deacetyl­gedunin
title_fullStr 7-Deacetyl­gedunin
title_full_unstemmed 7-Deacetyl­gedunin
title_short 7-Deacetyl­gedunin
title_sort 7-deacetyl­gedunin
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050298/
https://www.ncbi.nlm.nih.gov/pubmed/21522665
http://dx.doi.org/10.1107/S1600536810052037
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