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1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid
The title compound [systematic name: 11-oxo-2,3-(oxydinitrilo)olean-12-en-29-oic acid], C(30)H(42)N(2)O(4), contains a linear array of five six-membered rings and a five-membered heterocyclic ring. The C ring, containing an α,β-unsaturated ketone, has a slightly distorted half-chair conformation, a...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969501/ https://www.ncbi.nlm.nih.gov/pubmed/21582833 http://dx.doi.org/10.1107/S1600536809020996 |
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author | Hu, Jun Yu, Libing Wang, Ruji Ju, Yong |
author_facet | Hu, Jun Yu, Libing Wang, Ruji Ju, Yong |
author_sort | Hu, Jun |
collection | PubMed |
description | The title compound [systematic name: 11-oxo-2,3-(oxydinitrilo)olean-12-en-29-oic acid], C(30)H(42)N(2)O(4), contains a linear array of five six-membered rings and a five-membered heterocyclic ring. The C ring, containing an α,β-unsaturated ketone, has a slightly distorted half-chair conformation, as does the A ring, with N—C—C angles 125.3 (5), 111.2 (4), 124.9 (5) and 109.2 (5)°, while the other three six-membered rings adopt chair conformations. The enantiomer has been assigned by reference to unchanging chiral centres in the synthetic procedure. An intramolecular C—H⋯O interaction is present. In the crystal structure, intermolecular O—H⋯O hydrogen bonds link the molecules. |
format | Text |
id | pubmed-2969501 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29695012010-12-30 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid Hu, Jun Yu, Libing Wang, Ruji Ju, Yong Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: 11-oxo-2,3-(oxydinitrilo)olean-12-en-29-oic acid], C(30)H(42)N(2)O(4), contains a linear array of five six-membered rings and a five-membered heterocyclic ring. The C ring, containing an α,β-unsaturated ketone, has a slightly distorted half-chair conformation, as does the A ring, with N—C—C angles 125.3 (5), 111.2 (4), 124.9 (5) and 109.2 (5)°, while the other three six-membered rings adopt chair conformations. The enantiomer has been assigned by reference to unchanging chiral centres in the synthetic procedure. An intramolecular C—H⋯O interaction is present. In the crystal structure, intermolecular O—H⋯O hydrogen bonds link the molecules. International Union of Crystallography 2009-06-10 /pmc/articles/PMC2969501/ /pubmed/21582833 http://dx.doi.org/10.1107/S1600536809020996 Text en © Hu 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 Hu, Jun Yu, Libing Wang, Ruji Ju, Yong 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid |
title | 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid |
title_full | 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid |
title_fullStr | 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid |
title_full_unstemmed | 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid |
title_short | 1,2,5-Oxadiazolo[3,4-b]glycyrrhetinic acid |
title_sort | 1,2,5-oxadiazolo[3,4-b]glycyrrhetinic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969501/ https://www.ncbi.nlm.nih.gov/pubmed/21582833 http://dx.doi.org/10.1107/S1600536809020996 |
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