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4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate
The title quassinoid compound, C(20)H(24)O(9)·CH(3)OH·2H(2)O, is a natural eurycomanone isolated from the roots of Eurycoma longifolia. The molecules contain a fused five-ring system, with one tetrahydrofuran ring adopting an envelope conformation, one tetrahydropyran-2-one ring in a screw boat...
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/PMC2968991/ https://www.ncbi.nlm.nih.gov/pubmed/21582604 http://dx.doi.org/10.1107/S1600536809010502 |
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author | Teh, Chin Hoe Teoh, Siew Chin Yeap, Chin Sing Chan, Kit Lam Fun, Hoong-Kun |
author_facet | Teh, Chin Hoe Teoh, Siew Chin Yeap, Chin Sing Chan, Kit Lam Fun, Hoong-Kun |
author_sort | Teh, Chin Hoe |
collection | PubMed |
description | The title quassinoid compound, C(20)H(24)O(9)·CH(3)OH·2H(2)O, is a natural eurycomanone isolated from the roots of Eurycoma longifolia. The molecules contain a fused five-ring system, with one tetrahydrofuran ring adopting an envelope conformation, one tetrahydropyran-2-one ring in a screw boat conformation, one cyclohexenone ring in a half-chair conformation and two cyclohexane rings in chair conformations. Intramolecular C—H⋯O interactions generate S(5) ring motifs and an O—H⋯O interaction generates an S(7) ring motif. In the crystal, molecules are linked via intermolecular O—H⋯O interactions along the b axis and further stacked along a axis. The absolute configuration of the title compound was inferred from previously solved structures of its analogues. |
format | Text |
id | pubmed-2968991 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29689912010-12-30 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate Teh, Chin Hoe Teoh, Siew Chin Yeap, Chin Sing Chan, Kit Lam Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title quassinoid compound, C(20)H(24)O(9)·CH(3)OH·2H(2)O, is a natural eurycomanone isolated from the roots of Eurycoma longifolia. The molecules contain a fused five-ring system, with one tetrahydrofuran ring adopting an envelope conformation, one tetrahydropyran-2-one ring in a screw boat conformation, one cyclohexenone ring in a half-chair conformation and two cyclohexane rings in chair conformations. Intramolecular C—H⋯O interactions generate S(5) ring motifs and an O—H⋯O interaction generates an S(7) ring motif. In the crystal, molecules are linked via intermolecular O—H⋯O interactions along the b axis and further stacked along a axis. The absolute configuration of the title compound was inferred from previously solved structures of its analogues. International Union of Crystallography 2009-03-28 /pmc/articles/PMC2968991/ /pubmed/21582604 http://dx.doi.org/10.1107/S1600536809010502 Text en © Teh 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 Teh, Chin Hoe Teoh, Siew Chin Yeap, Chin Sing Chan, Kit Lam Fun, Hoong-Kun 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate |
title | 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate |
title_full | 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate |
title_fullStr | 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate |
title_full_unstemmed | 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate |
title_short | 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate |
title_sort | 4,5,7,8,17-pentahydroxy-14,18-dimethyl-6-methylene-3,10-dioxapentacyclo[9.8.0.0(1,7).0(4,19).0(13,18)]nonadec-14-ene-9,16-dione methanol solvate dihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968991/ https://www.ncbi.nlm.nih.gov/pubmed/21582604 http://dx.doi.org/10.1107/S1600536809010502 |
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