12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione

The title compound, Artonol B, C(24)H(20)O(7), isolated from the stem bark of Artocarpus kemando, consists of four six-membered rings and one five-membered ring. The tricyclic xanthone ring system is almost planar [maximum deviation 0.115 (5) Å], whereas the pyran­oid ring is in a distorted boat con...

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Autores principales: Ee, Gwendoline Cheng Lian, Teo, Siow Hwa, Kwong, Huey Chong, Mohamed Tahir, Mohamed Ibrahim, Silong, Sidik
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011782/
https://www.ncbi.nlm.nih.gov/pubmed/21589606
http://dx.doi.org/10.1107/S1600536810048592
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author Ee, Gwendoline Cheng Lian
Teo, Siow Hwa
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Silong, Sidik
author_facet Ee, Gwendoline Cheng Lian
Teo, Siow Hwa
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Silong, Sidik
author_sort Ee, Gwendoline Cheng Lian
collection PubMed
description The title compound, Artonol B, C(24)H(20)O(7), isolated from the stem bark of Artocarpus kemando, consists of four six-membered rings and one five-membered ring. The tricyclic xanthone ring system is almost planar [maximum deviation 0.115 (5) Å], whereas the pyran­oid ring is in a distorted boat conformation·The furan ring is almost coplanar with the fused aromatic ring, making a dihedral angle of 3.76 (9)°. The phenol ring serves as a intra­molecular hydrogen-bond donor to the adjacent carbonyl group and also acts as an inter­molecular hydrogen-bond acceptor for the methyl groups of adjacent mol­ecules, forming a three-dimensional network in the crystal.
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spelling pubmed-30117822010-12-30 12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione Ee, Gwendoline Cheng Lian Teo, Siow Hwa Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Silong, Sidik Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, Artonol B, C(24)H(20)O(7), isolated from the stem bark of Artocarpus kemando, consists of four six-membered rings and one five-membered ring. The tricyclic xanthone ring system is almost planar [maximum deviation 0.115 (5) Å], whereas the pyran­oid ring is in a distorted boat conformation·The furan ring is almost coplanar with the fused aromatic ring, making a dihedral angle of 3.76 (9)°. The phenol ring serves as a intra­molecular hydrogen-bond donor to the adjacent carbonyl group and also acts as an inter­molecular hydrogen-bond acceptor for the methyl groups of adjacent mol­ecules, forming a three-dimensional network in the crystal. International Union of Crystallography 2010-11-27 /pmc/articles/PMC3011782/ /pubmed/21589606 http://dx.doi.org/10.1107/S1600536810048592 Text en © Ee 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
Ee, Gwendoline Cheng Lian
Teo, Siow Hwa
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Silong, Sidik
12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione
title 12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione
title_full 12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione
title_fullStr 12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione
title_full_unstemmed 12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione
title_short 12-Acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3H,9H)-dione
title_sort 12-acetyl-6-hy­droxy-3,3,9,9-tetra­methyl­furo[3,4-b]pyrano[3,2-h]xanthene-7,11(3h,9h)-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011782/
https://www.ncbi.nlm.nih.gov/pubmed/21589606
http://dx.doi.org/10.1107/S1600536810048592
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