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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...

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Detalles Bibliográficos
Autores principales: Teh, Chin Hoe, Teoh, Siew Chin, Yeap, Chin Sing, Chan, Kit Lam, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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