(2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one

The title compound, ircinianin, C(25)H(32)O(4), belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators. The furan rin...

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Detalles Bibliográficos
Autores principales: Majer, Thomas, Schollmeyer, Dieter, Koch, Pierre, Gross, Harald
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462169/
https://www.ncbi.nlm.nih.gov/pubmed/36337332
http://dx.doi.org/10.1107/S2414314620015783
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author Majer, Thomas
Schollmeyer, Dieter
Koch, Pierre
Gross, Harald
author_facet Majer, Thomas
Schollmeyer, Dieter
Koch, Pierre
Gross, Harald
author_sort Majer, Thomas
collection PubMed
description The title compound, ircinianin, C(25)H(32)O(4), belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators. The furan ring makes a dihedral angle of 35.14 (12)° to the 4-hy­droxy-3-methyl­furan-2(5H)-one ring. The crystal packing is characterized by inter­molecular O—H⋯O hydrogen bonds, which generate [010] chains. [Image: see text]
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spelling pubmed-94621692022-11-04 (2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one Majer, Thomas Schollmeyer, Dieter Koch, Pierre Gross, Harald IUCrdata Data Reports The title compound, ircinianin, C(25)H(32)O(4), belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators. The furan ring makes a dihedral angle of 35.14 (12)° to the 4-hy­droxy-3-methyl­furan-2(5H)-one ring. The crystal packing is characterized by inter­molecular O—H⋯O hydrogen bonds, which generate [010] chains. [Image: see text] International Union of Crystallography 2020-12-11 /pmc/articles/PMC9462169/ /pubmed/36337332 http://dx.doi.org/10.1107/S2414314620015783 Text en © Majer et al. 2020 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Majer, Thomas
Schollmeyer, Dieter
Koch, Pierre
Gross, Harald
(2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one
title (2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one
title_full (2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one
title_fullStr (2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one
title_full_unstemmed (2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one
title_short (2S,3′S,3a’R,5′R,7a’R)-5′-[(E)-5-(Furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5H-spiro­[furan-2,4′-inden]-5-one
title_sort (2s,3′s,3a’r,5′r,7a’r)-5′-[(e)-5-(furan-3-yl)-2-methyl­pent-1-en-1-yl]-3-hy­droxy-3′,4,7′-trimethyl-1′,2′,3′,3a’,5′,7a’-hexa­hydro-5h-spiro­[furan-2,4′-inden]-5-one
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462169/
https://www.ncbi.nlm.nih.gov/pubmed/36337332
http://dx.doi.org/10.1107/S2414314620015783
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