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17-Acetoxymulinic acid
The title compound, [systematic name: 5a-acetoxymethyl-3-isopropyl-8-methyl-1,2,3,3a,4,5,5a,6,7,10,10a,10b-dodecahydro-7,10-endo-epidioxycyclohepta[e]indene-3a-carboxylic acid], C(22)H(32)O(6) (I), is closely related to methyl 5a-acetoxymethyl-3-isopropyl-8-methyl-1,2,3,3a,4,5,5a,6,7,10,1...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007890/ https://www.ncbi.nlm.nih.gov/pubmed/21588773 http://dx.doi.org/10.1107/S1600536810032952 |
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author | Brito, Iván Bórquez, Jorge Albanez, Joselyn Bolte, Michael Peña-Rodríguez, Luis Manuel |
author_facet | Brito, Iván Bórquez, Jorge Albanez, Joselyn Bolte, Michael Peña-Rodríguez, Luis Manuel |
author_sort | Brito, Iván |
collection | PubMed |
description | The title compound, [systematic name: 5a-acetoxymethyl-3-isopropyl-8-methyl-1,2,3,3a,4,5,5a,6,7,10,10a,10b-dodecahydro-7,10-endo-epidioxycyclohepta[e]indene-3a-carboxylic acid], C(22)H(32)O(6) (I), is closely related to methyl 5a-acetoxymethyl-3-isopropyl-8-methyl-1,2,3,3a,4,5,5a,6,7,10,10a,10b-dodecahydro-7,10-endo-epidioxycyclohepta[e]indene-3a-carboxylate, (II) [Brito et al., (2008 ▶). Acta Cryst. E64, o1209]. There are two molecules in the asymmetric unit, which are linked by two strong intramolecular O—H⋯O hydrogen bonds with graph-set motif R (2) (2)(8). In both (I) and (II), the conformation of the three fused rings are almost identical. The five-membered ring has an envelope conformation, the six-membered ring has a chair conformation and the seven-membered ring has a boat conformation. The most obvious differences between the two compounds is the observed disorder of the acetoxymethyl fragments in both molecules of the asymmetric unit of (I). This disorder is not observed in (II). The crystal structure and the molecular conformation is stabilized by intermolecular C—H⋯O hydrogen bonds. The ability to form hydrogen bonds is different in the two compounds. The crystal studied was a non-merohedral twin, the ratio of the twin components being 0.28 (1):0.72 (1) |
format | Text |
id | pubmed-3007890 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30078902010-12-30 17-Acetoxymulinic acid Brito, Iván Bórquez, Jorge Albanez, Joselyn Bolte, Michael Peña-Rodríguez, Luis Manuel Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, [systematic name: 5a-acetoxymethyl-3-isopropyl-8-methyl-1,2,3,3a,4,5,5a,6,7,10,10a,10b-dodecahydro-7,10-endo-epidioxycyclohepta[e]indene-3a-carboxylic acid], C(22)H(32)O(6) (I), is closely related to methyl 5a-acetoxymethyl-3-isopropyl-8-methyl-1,2,3,3a,4,5,5a,6,7,10,10a,10b-dodecahydro-7,10-endo-epidioxycyclohepta[e]indene-3a-carboxylate, (II) [Brito et al., (2008 ▶). Acta Cryst. E64, o1209]. There are two molecules in the asymmetric unit, which are linked by two strong intramolecular O—H⋯O hydrogen bonds with graph-set motif R (2) (2)(8). In both (I) and (II), the conformation of the three fused rings are almost identical. The five-membered ring has an envelope conformation, the six-membered ring has a chair conformation and the seven-membered ring has a boat conformation. The most obvious differences between the two compounds is the observed disorder of the acetoxymethyl fragments in both molecules of the asymmetric unit of (I). This disorder is not observed in (II). The crystal structure and the molecular conformation is stabilized by intermolecular C—H⋯O hydrogen bonds. The ability to form hydrogen bonds is different in the two compounds. The crystal studied was a non-merohedral twin, the ratio of the twin components being 0.28 (1):0.72 (1) International Union of Crystallography 2010-08-28 /pmc/articles/PMC3007890/ /pubmed/21588773 http://dx.doi.org/10.1107/S1600536810032952 Text en © Brito et al. 2010 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 Brito, Iván Bórquez, Jorge Albanez, Joselyn Bolte, Michael Peña-Rodríguez, Luis Manuel 17-Acetoxymulinic acid |
title | 17-Acetoxymulinic acid |
title_full | 17-Acetoxymulinic acid |
title_fullStr | 17-Acetoxymulinic acid |
title_full_unstemmed | 17-Acetoxymulinic acid |
title_short | 17-Acetoxymulinic acid |
title_sort | 17-acetoxymulinic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007890/ https://www.ncbi.nlm.nih.gov/pubmed/21588773 http://dx.doi.org/10.1107/S1600536810032952 |
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