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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...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2968534 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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