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Absolute configuration of isoeichlerialactone
The title seco-dammarane triterpenoid, C(27)H(42)O(4) (systematic name: 3-{(3S,3aR,5aR,6S,7S,9aR,9bR)-6,9a,9b-trimethyl-3-[(R)-2-methyl-5-oxotetrahydrofuran-2-yl]-7-(prop-1-en-2-yl)dodecahydro-1H-cyclopenta[a]naphthalen-6-yl}propanoic acid), has been isolated for the first time from the seeds o...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2984085/ https://www.ncbi.nlm.nih.gov/pubmed/21580698 http://dx.doi.org/10.1107/S1600536810009499 |
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author | Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada |
author_facet | Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | The title seco-dammarane triterpenoid, C(27)H(42)O(4) (systematic name: 3-{(3S,3aR,5aR,6S,7S,9aR,9bR)-6,9a,9b-trimethyl-3-[(R)-2-methyl-5-oxotetrahydrofuran-2-yl]-7-(prop-1-en-2-yl)dodecahydro-1H-cyclopenta[a]naphthalen-6-yl}propanoic acid), has been isolated for the first time from the seeds of Aglaia forbesii. The molecule has three fused rings and all rings are in trans-fused. The two cyclohexane rings are in standard chair conformations and the cyclopentane ring adopts an envelope conformation. Its absolute configuration was determined by the refinement of the Flack parameter to 0.26 (17). In the crystal, molecules are linked into chains along [010] by O—H⋯O hydrogen bonds. |
format | Text |
id | pubmed-2984085 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29840852010-12-30 Absolute configuration of isoeichlerialactone Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers The title seco-dammarane triterpenoid, C(27)H(42)O(4) (systematic name: 3-{(3S,3aR,5aR,6S,7S,9aR,9bR)-6,9a,9b-trimethyl-3-[(R)-2-methyl-5-oxotetrahydrofuran-2-yl]-7-(prop-1-en-2-yl)dodecahydro-1H-cyclopenta[a]naphthalen-6-yl}propanoic acid), has been isolated for the first time from the seeds of Aglaia forbesii. The molecule has three fused rings and all rings are in trans-fused. The two cyclohexane rings are in standard chair conformations and the cyclopentane ring adopts an envelope conformation. Its absolute configuration was determined by the refinement of the Flack parameter to 0.26 (17). In the crystal, molecules are linked into chains along [010] by O—H⋯O hydrogen bonds. International Union of Crystallography 2010-03-20 /pmc/articles/PMC2984085/ /pubmed/21580698 http://dx.doi.org/10.1107/S1600536810009499 Text en © Fun 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 Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada Absolute configuration of isoeichlerialactone |
title | Absolute configuration of isoeichlerialactone |
title_full | Absolute configuration of isoeichlerialactone |
title_fullStr | Absolute configuration of isoeichlerialactone |
title_full_unstemmed | Absolute configuration of isoeichlerialactone |
title_short | Absolute configuration of isoeichlerialactone |
title_sort | absolute configuration of isoeichlerialactone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2984085/ https://www.ncbi.nlm.nih.gov/pubmed/21580698 http://dx.doi.org/10.1107/S1600536810009499 |
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