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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...

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Autores principales: Brito, Iván, Bórquez, Jorge, Albanez, Joselyn, Bolte, Michael, Peña-Rodríguez, Luis Manuel
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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)
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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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