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3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia

The title dammarane tritepene, 3α,20(S)-dihy­droxy­dammar-24-ene, which crystallized out in a hydrated form, C(30)H(52)O(2).1.075H(2)O, was isolated from the Aglaia eximia bark. The three cyclo­hexane rings adopt chair conformations. The cyclo­pentane has an envelope conformation with the quaternary...

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Autores principales: Fun, Hoong-Kun, Chantrapromma, Suchada, Supriadin, Asep, Harneti, Desi, Supratman, Unang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515193/
https://www.ncbi.nlm.nih.gov/pubmed/23284420
http://dx.doi.org/10.1107/S1600536812040366
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author Fun, Hoong-Kun
Chantrapromma, Suchada
Supriadin, Asep
Harneti, Desi
Supratman, Unang
author_facet Fun, Hoong-Kun
Chantrapromma, Suchada
Supriadin, Asep
Harneti, Desi
Supratman, Unang
author_sort Fun, Hoong-Kun
collection PubMed
description The title dammarane tritepene, 3α,20(S)-dihy­droxy­dammar-24-ene, which crystallized out in a hydrated form, C(30)H(52)O(2).1.075H(2)O, was isolated from the Aglaia eximia bark. The three cyclo­hexane rings adopt chair conformations. The cyclo­pentane has an envelope conformation with the quaternary C at position 14 as the flap atom with the maximum deviation of 0.288 (2) Å. The methyl­heptene side chain is disordered over two positions with 0.505 (1):0.495 (1) site occupancies and is axially attached with an (+)-syn-clinal conformation. The hydroxyl group at position 3 of dammarane is in a different conformation to the corresponding hydroxyl in Dammarenediol II. In the crystal, the dammarane and water mol­ecules are linked by O(Dammarane)—H⋯O(water) and O(water)—H⋯O(Dammarane) hydrogen bonds into a three-dimensional network.
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spelling pubmed-35151932013-01-02 3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia Fun, Hoong-Kun Chantrapromma, Suchada Supriadin, Asep Harneti, Desi Supratman, Unang Acta Crystallogr Sect E Struct Rep Online Organic Papers The title dammarane tritepene, 3α,20(S)-dihy­droxy­dammar-24-ene, which crystallized out in a hydrated form, C(30)H(52)O(2).1.075H(2)O, was isolated from the Aglaia eximia bark. The three cyclo­hexane rings adopt chair conformations. The cyclo­pentane has an envelope conformation with the quaternary C at position 14 as the flap atom with the maximum deviation of 0.288 (2) Å. The methyl­heptene side chain is disordered over two positions with 0.505 (1):0.495 (1) site occupancies and is axially attached with an (+)-syn-clinal conformation. The hydroxyl group at position 3 of dammarane is in a different conformation to the corresponding hydroxyl in Dammarenediol II. In the crystal, the dammarane and water mol­ecules are linked by O(Dammarane)—H⋯O(water) and O(water)—H⋯O(Dammarane) hydrogen bonds into a three-dimensional network. International Union of Crystallography 2012-10-10 /pmc/articles/PMC3515193/ /pubmed/23284420 http://dx.doi.org/10.1107/S1600536812040366 Text en © Fun 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
Fun, Hoong-Kun
Chantrapromma, Suchada
Supriadin, Asep
Harneti, Desi
Supratman, Unang
3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia
title 3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia
title_full 3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia
title_fullStr 3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia
title_full_unstemmed 3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia
title_short 3-epi-Dammarenediol II 1.075 hydrate: a dammarane triterpene from the bark of Aglaia eximia
title_sort 3-epi-dammarenediol ii 1.075 hydrate: a dammarane triterpene from the bark of aglaia eximia
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515193/
https://www.ncbi.nlm.nih.gov/pubmed/23284420
http://dx.doi.org/10.1107/S1600536812040366
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