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3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide

The title compound, C(27)H(47)NO(3), is a (3-hydroxy­prop­yl)amide derivative of naturally occurring enanti­opure lithocholic acid (3α-hydr­oxy-5β-cholan-24-oic acid). The mol­ecule contains four fused rings: three six-membered rings in chair conformations and one five-membered ring in a half-chair...

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Detalles Bibliográficos
Autores principales: Valkonen, Arto, Koivukorpi, Juha, Lahtinen, Manu, Kolehmainen, Erkki
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968534/
https://www.ncbi.nlm.nih.gov/pubmed/21582298
http://dx.doi.org/10.1107/S1600536809006862
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author Valkonen, Arto
Koivukorpi, Juha
Lahtinen, Manu
Kolehmainen, Erkki
author_facet Valkonen, Arto
Koivukorpi, Juha
Lahtinen, Manu
Kolehmainen, Erkki
author_sort Valkonen, Arto
collection PubMed
description The title compound, C(27)H(47)NO(3), is a (3-hydroxy­prop­yl)amide derivative of naturally occurring enanti­opure lithocholic acid (3α-hydr­oxy-5β-cholan-24-oic acid). The mol­ecule contains four fused rings: three six-membered rings in chair conformations and one five-membered ring in a half-chair form. The two terminal six-membered rings are cis-fused, while other rings are trans-fused. The structure contains an intra­molecular O—H⋯O hydrogen bond and a similar hydrogen-bond framework to the corresponding deoxy­cholic and chenodeoxy­cholic acid derivatives. Inter­molecular O—H⋯O and N—H⋯O inter­actions are also present in the crystal. This compound seems to have at least two polymorphic forms from a comparison of the X-ray powder pattern simulated from the present structure of the title compound and that previously obtained for the powder sample.
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spelling pubmed-29685342010-12-30 3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide Valkonen, Arto Koivukorpi, Juha Lahtinen, Manu Kolehmainen, Erkki Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(27)H(47)NO(3), is a (3-hydroxy­prop­yl)amide derivative of naturally occurring enanti­opure lithocholic acid (3α-hydr­oxy-5β-cholan-24-oic acid). The mol­ecule contains four fused rings: three six-membered rings in chair conformations and one five-membered ring in a half-chair form. The two terminal six-membered rings are cis-fused, while other rings are trans-fused. The structure contains an intra­molecular O—H⋯O hydrogen bond and a similar hydrogen-bond framework to the corresponding deoxy­cholic and chenodeoxy­cholic acid derivatives. Inter­molecular O—H⋯O and N—H⋯O inter­actions are also present in the crystal. This compound seems to have at least two polymorphic forms from a comparison of the X-ray powder pattern simulated from the present structure of the title compound and that previously obtained for the powder sample. International Union of Crystallography 2009-02-28 /pmc/articles/PMC2968534/ /pubmed/21582298 http://dx.doi.org/10.1107/S1600536809006862 Text en © Valkonen et al. 2009 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
Valkonen, Arto
Koivukorpi, Juha
Lahtinen, Manu
Kolehmainen, Erkki
3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide
title 3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide
title_full 3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide
title_fullStr 3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide
title_full_unstemmed 3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide
title_short 3α-Hydr­oxy-N-(3-hydroxy­prop­yl)-5β-cholan-24-amide
title_sort 3α-hydr­oxy-n-(3-hydroxy­prop­yl)-5β-cholan-24-amide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968534/
https://www.ncbi.nlm.nih.gov/pubmed/21582298
http://dx.doi.org/10.1107/S1600536809006862
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