Cargando…
3β-Hydroxy-28-norolea-12,17-dien-11-one
The title compound, C(29)H(44)O(2), was formed by treatment of 11-oxooleanolic acid under strong alkaline conditions. The absolute structure of the chiral molecules could not be determined reliably from the diffraction data, but is known from other triterpenes. The asymmetric unit consists of two m...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158528/ https://www.ncbi.nlm.nih.gov/pubmed/25249895 http://dx.doi.org/10.1107/S1600536814014998 |
_version_ | 1782334067584270336 |
---|---|
author | Seebacher, Werner Weis, Robert Faist, Johanna Saf, Robert Belaj, Ferdinand |
author_facet | Seebacher, Werner Weis, Robert Faist, Johanna Saf, Robert Belaj, Ferdinand |
author_sort | Seebacher, Werner |
collection | PubMed |
description | The title compound, C(29)H(44)O(2), was formed by treatment of 11-oxooleanolic acid under strong alkaline conditions. The absolute structure of the chiral molecules could not be determined reliably from the diffraction data, but is known from other triterpenes. The asymmetric unit consists of two molecules, 1 and 2. In both molecules, rings A and B show chair conformations. The other rings show mixed forms between envelope and half-chair conformations with atoms in positions 8, 15 and 21 forming the flaps in rings C, D and E, respectively. Rings D and E of molecule 2 are disordered over two orientations, with occupancies of 0.557 (4) and 0.443 (4), which differ in the direction of the flap in ring E. In the crystal, molecules 1, as well as the molecules 2, are linked by O—H⋯O hydrogen bonds, forming chains parallel to the b axis. |
format | Online Article Text |
id | pubmed-4158528 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41585282014-09-23 3β-Hydroxy-28-norolea-12,17-dien-11-one Seebacher, Werner Weis, Robert Faist, Johanna Saf, Robert Belaj, Ferdinand Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(29)H(44)O(2), was formed by treatment of 11-oxooleanolic acid under strong alkaline conditions. The absolute structure of the chiral molecules could not be determined reliably from the diffraction data, but is known from other triterpenes. The asymmetric unit consists of two molecules, 1 and 2. In both molecules, rings A and B show chair conformations. The other rings show mixed forms between envelope and half-chair conformations with atoms in positions 8, 15 and 21 forming the flaps in rings C, D and E, respectively. Rings D and E of molecule 2 are disordered over two orientations, with occupancies of 0.557 (4) and 0.443 (4), which differ in the direction of the flap in ring E. In the crystal, molecules 1, as well as the molecules 2, are linked by O—H⋯O hydrogen bonds, forming chains parallel to the b axis. International Union of Crystallography 2014-07-02 /pmc/articles/PMC4158528/ /pubmed/25249895 http://dx.doi.org/10.1107/S1600536814014998 Text en © Seebacher et al. 2014 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 Seebacher, Werner Weis, Robert Faist, Johanna Saf, Robert Belaj, Ferdinand 3β-Hydroxy-28-norolea-12,17-dien-11-one |
title | 3β-Hydroxy-28-norolea-12,17-dien-11-one |
title_full | 3β-Hydroxy-28-norolea-12,17-dien-11-one |
title_fullStr | 3β-Hydroxy-28-norolea-12,17-dien-11-one |
title_full_unstemmed | 3β-Hydroxy-28-norolea-12,17-dien-11-one |
title_short | 3β-Hydroxy-28-norolea-12,17-dien-11-one |
title_sort | 3β-hydroxy-28-norolea-12,17-dien-11-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158528/ https://www.ncbi.nlm.nih.gov/pubmed/25249895 http://dx.doi.org/10.1107/S1600536814014998 |
work_keys_str_mv | AT seebacherwerner 3bhydroxy28norolea1217dien11one AT weisrobert 3bhydroxy28norolea1217dien11one AT faistjohanna 3bhydroxy28norolea1217dien11one AT safrobert 3bhydroxy28norolea1217dien11one AT belajferdinand 3bhydroxy28norolea1217dien11one |