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...

Descripción completa

Detalles Bibliográficos
Autores principales: Seebacher, Werner, Weis, Robert, Faist, Johanna, Saf, Robert, Belaj, Ferdinand
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