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Lup-20(29)-en-28-ol-3-one (betulone)
The asymmetric unit of the title compound, C(30)H(48)O(2), contains two independent molecules, the main difference between them being that the isopropenyl group is rotated by approximately 180°. In each molecule, the fused six-membered rings have chair–chair–chair–chair conformations and the cyclo...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3648317/ https://www.ncbi.nlm.nih.gov/pubmed/23723937 http://dx.doi.org/10.1107/S1600536813011008 |
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author | Boryczka, Stanisław Michalik, Ewa Kusz, Joachim Nowak, Maria Chrobak, Elwira |
author_facet | Boryczka, Stanisław Michalik, Ewa Kusz, Joachim Nowak, Maria Chrobak, Elwira |
author_sort | Boryczka, Stanisław |
collection | PubMed |
description | The asymmetric unit of the title compound, C(30)H(48)O(2), contains two independent molecules, the main difference between them being that the isopropenyl group is rotated by approximately 180°. In each molecule, the fused six-membered rings have chair–chair–chair–chair conformations and the cyclopentane ring adopts an envelope conformation with the C atom bearing the hydroxymethyl group as the flap. All ring junctions are trans-fused. With the exception of one of the methyl groups adjacent to the C=O group, all the methyl groups are in axial positions. The isopropenyl group is equatorial and the hydroxymethyl group is in an axial orientation. In the crystal, weak C—H⋯O interactions link the molecules into chains along [010]. Weak intramolecular C—H⋯O hydrogen bonds are also observed but the hydroxy groups are not involved in hydrogen bonds. |
format | Online Article Text |
id | pubmed-3648317 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36483172013-05-30 Lup-20(29)-en-28-ol-3-one (betulone) Boryczka, Stanisław Michalik, Ewa Kusz, Joachim Nowak, Maria Chrobak, Elwira Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(30)H(48)O(2), contains two independent molecules, the main difference between them being that the isopropenyl group is rotated by approximately 180°. In each molecule, the fused six-membered rings have chair–chair–chair–chair conformations and the cyclopentane ring adopts an envelope conformation with the C atom bearing the hydroxymethyl group as the flap. All ring junctions are trans-fused. With the exception of one of the methyl groups adjacent to the C=O group, all the methyl groups are in axial positions. The isopropenyl group is equatorial and the hydroxymethyl group is in an axial orientation. In the crystal, weak C—H⋯O interactions link the molecules into chains along [010]. Weak intramolecular C—H⋯O hydrogen bonds are also observed but the hydroxy groups are not involved in hydrogen bonds. International Union of Crystallography 2013-04-27 /pmc/articles/PMC3648317/ /pubmed/23723937 http://dx.doi.org/10.1107/S1600536813011008 Text en © Boryczka et al. 2013 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 Boryczka, Stanisław Michalik, Ewa Kusz, Joachim Nowak, Maria Chrobak, Elwira Lup-20(29)-en-28-ol-3-one (betulone) |
title | Lup-20(29)-en-28-ol-3-one (betulone) |
title_full | Lup-20(29)-en-28-ol-3-one (betulone) |
title_fullStr | Lup-20(29)-en-28-ol-3-one (betulone) |
title_full_unstemmed | Lup-20(29)-en-28-ol-3-one (betulone) |
title_short | Lup-20(29)-en-28-ol-3-one (betulone) |
title_sort | lup-20(29)-en-28-ol-3-one (betulone) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3648317/ https://www.ncbi.nlm.nih.gov/pubmed/23723937 http://dx.doi.org/10.1107/S1600536813011008 |
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