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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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. |
format | Online Article Text |
id | pubmed-3435729 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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