5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol

The title compound, C(22)H(30)O(7), is a fused five-ring system that is of inter­est for its anti­cancer and anti­malarial activity. The six-membered C(6) and C(5)O rings display chair conformations. The six-membered C(3)O(3) ring containing the ether and per­oxy functionalities has a distorted boat...

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Detalles Bibliográficos
Autores principales: Gul, Waseem, Carvalho, Paulo, Galal, Ahmed, Avery, Mitchell A., El Sohly, Mahmoud A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968296/
https://www.ncbi.nlm.nih.gov/pubmed/21581957
http://dx.doi.org/10.1107/S1600536809002050
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author Gul, Waseem
Carvalho, Paulo
Galal, Ahmed
Avery, Mitchell A.
El Sohly, Mahmoud A.
author_facet Gul, Waseem
Carvalho, Paulo
Galal, Ahmed
Avery, Mitchell A.
El Sohly, Mahmoud A.
author_sort Gul, Waseem
collection PubMed
description The title compound, C(22)H(30)O(7), is a fused five-ring system that is of inter­est for its anti­cancer and anti­malarial activity. The six-membered C(6) and C(5)O rings display chair conformations. The six-membered C(3)O(3) ring containing the ether and per­oxy functionalities has a distorted boat conformation, with a C—O—O—C torsion angle of 42.6 (1)° for the per­oxy group. The seven-membered C(6)O ring has a distorted boat-type conformation, while the seven-membered C(5)O(2) ring has a very distorted chair-type conformation. The structure contains inter­molecular O—H⋯O and O—H⋯(O,O) bonds that link the mol­ecules into sheets parallel to the (100) planes.
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spelling pubmed-29682962010-12-30 5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol Gul, Waseem Carvalho, Paulo Galal, Ahmed Avery, Mitchell A. El Sohly, Mahmoud A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(30)O(7), is a fused five-ring system that is of inter­est for its anti­cancer and anti­malarial activity. The six-membered C(6) and C(5)O rings display chair conformations. The six-membered C(3)O(3) ring containing the ether and per­oxy functionalities has a distorted boat conformation, with a C—O—O—C torsion angle of 42.6 (1)° for the per­oxy group. The seven-membered C(6)O ring has a distorted boat-type conformation, while the seven-membered C(5)O(2) ring has a very distorted chair-type conformation. The structure contains inter­molecular O—H⋯O and O—H⋯(O,O) bonds that link the mol­ecules into sheets parallel to the (100) planes. International Union of Crystallography 2009-01-23 /pmc/articles/PMC2968296/ /pubmed/21581957 http://dx.doi.org/10.1107/S1600536809002050 Text en © Gul 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
Gul, Waseem
Carvalho, Paulo
Galal, Ahmed
Avery, Mitchell A.
El Sohly, Mahmoud A.
5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol
title 5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol
title_full 5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol
title_fullStr 5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol
title_full_unstemmed 5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol
title_short 5-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol
title_sort 5-{[(3r,5as,6r,8as,9r,10s,12r,12ar)-3,6,9-trimethyl­perhydro-3,12-ep­oxy-1,2-dioxepino[4,3-i]isochromen-10-yl]oxymeth­yl}benzene-1,3-diol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968296/
https://www.ncbi.nlm.nih.gov/pubmed/21581957
http://dx.doi.org/10.1107/S1600536809002050
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