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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...

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Autores principales: Boryczka, Stanisław, Michalik, Ewa, Kusz, Joachim, Nowak, Maria, Chrobak, Elwira
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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