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(1S,5R,7R,30S)-14-De­oxy­isogarcinol

The title compound, C(38)H(50)O(5) {systematic name: 10-(3-hy­droxy­benzo­yl)-2,2,7,7-tetra­methyl-3,6,8-tris­(3-methyl­but-2-en­yl)-3,4,4a,5,6,7-hexa­hydro-4a,8-methano-2H-cyclo­octa­[b]pyran-9,11(8H)-dione}, is a polyisoprenylated benzophenone, isolated for the first time from the fruits of Garcin...

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Autores principales: Kaur, Ranjeet, Vasudev, Prema G., Chattopadhyay, Sunil K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379428/
https://www.ncbi.nlm.nih.gov/pubmed/22719626
http://dx.doi.org/10.1107/S1600536812020788
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author Kaur, Ranjeet
Vasudev, Prema G.
Chattopadhyay, Sunil K.
author_facet Kaur, Ranjeet
Vasudev, Prema G.
Chattopadhyay, Sunil K.
author_sort Kaur, Ranjeet
collection PubMed
description The title compound, C(38)H(50)O(5) {systematic name: 10-(3-hy­droxy­benzo­yl)-2,2,7,7-tetra­methyl-3,6,8-tris­(3-methyl­but-2-en­yl)-3,4,4a,5,6,7-hexa­hydro-4a,8-methano-2H-cyclo­octa­[b]pyran-9,11(8H)-dione}, is a polyisoprenylated benzophenone, isolated for the first time from the fruits of Garcinia indica during our investigation of bioactive compounds from this plant and their large-scale extraction. The relative configuration of the title compound was chosen based on comparison of its spectroscopic and optical rotation data with that of the isomorphous and isostructural compound isogarcinol, whose absolute configuration is known. The crystal packing features O—H⋯O hydrogen bonds. A Cambridge Structural Database analysis revealed that the crystal structure reported here is isomorphous and isostructural with that of isogarcinol.
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spelling pubmed-33794282012-06-20 (1S,5R,7R,30S)-14-De­oxy­isogarcinol Kaur, Ranjeet Vasudev, Prema G. Chattopadhyay, Sunil K. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(38)H(50)O(5) {systematic name: 10-(3-hy­droxy­benzo­yl)-2,2,7,7-tetra­methyl-3,6,8-tris­(3-methyl­but-2-en­yl)-3,4,4a,5,6,7-hexa­hydro-4a,8-methano-2H-cyclo­octa­[b]pyran-9,11(8H)-dione}, is a polyisoprenylated benzophenone, isolated for the first time from the fruits of Garcinia indica during our investigation of bioactive compounds from this plant and their large-scale extraction. The relative configuration of the title compound was chosen based on comparison of its spectroscopic and optical rotation data with that of the isomorphous and isostructural compound isogarcinol, whose absolute configuration is known. The crystal packing features O—H⋯O hydrogen bonds. A Cambridge Structural Database analysis revealed that the crystal structure reported here is isomorphous and isostructural with that of isogarcinol. International Union of Crystallography 2012-05-23 /pmc/articles/PMC3379428/ /pubmed/22719626 http://dx.doi.org/10.1107/S1600536812020788 Text en © Kaur et al. 2012 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
Kaur, Ranjeet
Vasudev, Prema G.
Chattopadhyay, Sunil K.
(1S,5R,7R,30S)-14-De­oxy­isogarcinol
title (1S,5R,7R,30S)-14-De­oxy­isogarcinol
title_full (1S,5R,7R,30S)-14-De­oxy­isogarcinol
title_fullStr (1S,5R,7R,30S)-14-De­oxy­isogarcinol
title_full_unstemmed (1S,5R,7R,30S)-14-De­oxy­isogarcinol
title_short (1S,5R,7R,30S)-14-De­oxy­isogarcinol
title_sort (1s,5r,7r,30s)-14-de­oxy­isogarcinol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379428/
https://www.ncbi.nlm.nih.gov/pubmed/22719626
http://dx.doi.org/10.1107/S1600536812020788
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