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(20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae)

In the title compound {systematic name: (1R,2R,5R,7R,10R,11R,14S,15R)-14-[(2S)-2-hy­droxy-6-methyl­hept-5-en-2-yl]-2,6,6,10,11-penta­methyl­tetra­cyclo­[8.7.0.0(2,7).0(11,15)]hepta­decan-5-ol monohydrate}, C(30)H(52)O(2)·H(2)O, the three fused cyclo­hexane rings adopt chair conformations and the hy­...

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Autores principales: Safariari, Agus, Supriadin, Asep, Supratman, Unang, Awang, Khalijah, Ng, Seik Weng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435729/
https://www.ncbi.nlm.nih.gov/pubmed/22969600
http://dx.doi.org/10.1107/S1600536812034976
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author Safariari, Agus
Supriadin, Asep
Supratman, Unang
Awang, Khalijah
Ng, Seik Weng
author_facet Safariari, Agus
Supriadin, Asep
Supratman, Unang
Awang, Khalijah
Ng, Seik Weng
author_sort Safariari, Agus
collection PubMed
description In the title compound {systematic name: (1R,2R,5R,7R,10R,11R,14S,15R)-14-[(2S)-2-hy­droxy-6-methyl­hept-5-en-2-yl]-2,6,6,10,11-penta­methyl­tetra­cyclo­[8.7.0.0(2,7).0(11,15)]hepta­decan-5-ol monohydrate}, C(30)H(52)O(2)·H(2)O, the three fused cyclo­hexane rings adopt chair conformations and the hy­droxy substituent of one of these occupies an axial position. The fused cyclo­pentane ring adopts an envelope conformation (with the flap atom being the C atom bearing the methyl group) and the 3-methyl­but-2-enyl portion of its substituent is disordered over three sets of sites in a 0.413 (7):0.250 (7):0.337 (7) ratio. The O atoms of both water mol­ecules occupy special positions of 2 site symmetry. In the crystal, O(s)—H⋯O(w) and O(w)—H⋯O(s) (s = steroid and w = water) hydrogen bonds link hy­droxy groups and water mol­ecules, forming a three-dimensional network. The crystal studied was found to be a non-merohedral twin with a 0.518 (1):0.482 (1) component ratio.
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spelling pubmed-34357292012-09-11 (20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae) Safariari, Agus Supriadin, Asep Supratman, Unang Awang, Khalijah Ng, Seik Weng Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound {systematic name: (1R,2R,5R,7R,10R,11R,14S,15R)-14-[(2S)-2-hy­droxy-6-methyl­hept-5-en-2-yl]-2,6,6,10,11-penta­methyl­tetra­cyclo­[8.7.0.0(2,7).0(11,15)]hepta­decan-5-ol monohydrate}, C(30)H(52)O(2)·H(2)O, the three fused cyclo­hexane rings adopt chair conformations and the hy­droxy substituent of one of these occupies an axial position. The fused cyclo­pentane ring adopts an envelope conformation (with the flap atom being the C atom bearing the methyl group) and the 3-methyl­but-2-enyl portion of its substituent is disordered over three sets of sites in a 0.413 (7):0.250 (7):0.337 (7) ratio. The O atoms of both water mol­ecules occupy special positions of 2 site symmetry. In the crystal, O(s)—H⋯O(w) and O(w)—H⋯O(s) (s = steroid and w = water) hydrogen bonds link hy­droxy groups and water mol­ecules, forming a three-dimensional network. The crystal studied was found to be a non-merohedral twin with a 0.518 (1):0.482 (1) component ratio. International Union of Crystallography 2012-08-15 /pmc/articles/PMC3435729/ /pubmed/22969600 http://dx.doi.org/10.1107/S1600536812034976 Text en © Safariari 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
Safariari, Agus
Supriadin, Asep
Supratman, Unang
Awang, Khalijah
Ng, Seik Weng
(20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae)
title (20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae)
title_full (20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae)
title_fullStr (20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae)
title_full_unstemmed (20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae)
title_short (20S)-Dammar-24-ene-3β,20-diol monohydrate from the bark of Aglaia exima (Meliaceae)
title_sort (20s)-dammar-24-ene-3β,20-diol monohydrate from the bark of aglaia exima (meliaceae)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435729/
https://www.ncbi.nlm.nih.gov/pubmed/22969600
http://dx.doi.org/10.1107/S1600536812034976
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