(3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid

The title compound, C(20)H(28)O(3), was isolated during our investigation into the chemical composition and pharmacological activity of Centipeda cunninghamii (DC.) A. Braun & Asch. (Asteraceae). The enanti­opure compound, a diterpene with a carbon skeleton, is composed of three six- and one fiv...

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Detalles Bibliográficos
Autores principales: Beattie, Karren D., Bhadbhade, Mohan M., Craig, Donald C., Leach, David N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275267/
https://www.ncbi.nlm.nih.gov/pubmed/22347123
http://dx.doi.org/10.1107/S1600536812002206
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author Beattie, Karren D.
Bhadbhade, Mohan M.
Craig, Donald C.
Leach, David N.
author_facet Beattie, Karren D.
Bhadbhade, Mohan M.
Craig, Donald C.
Leach, David N.
author_sort Beattie, Karren D.
collection PubMed
description The title compound, C(20)H(28)O(3), was isolated during our investigation into the chemical composition and pharmacological activity of Centipeda cunninghamii (DC.) A. Braun & Asch. (Asteraceae). The enanti­opure compound, a diterpene with a carbon skeleton, is composed of three six- and one five-membered rings in chair, twist-boat, half-chair and envelope conformations, respectively. Each mol­ecule makes one intra- and one inter­molecular O—H⋯O hydrogen bond in the crystal lattice, forming hydrogen-bonded chains along [010]. The absolute configuration of the compound was assigned on the basis of optical rotation measurements.
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spelling pubmed-32752672012-02-15 (3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid Beattie, Karren D. Bhadbhade, Mohan M. Craig, Donald C. Leach, David N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(28)O(3), was isolated during our investigation into the chemical composition and pharmacological activity of Centipeda cunninghamii (DC.) A. Braun & Asch. (Asteraceae). The enanti­opure compound, a diterpene with a carbon skeleton, is composed of three six- and one five-membered rings in chair, twist-boat, half-chair and envelope conformations, respectively. Each mol­ecule makes one intra- and one inter­molecular O—H⋯O hydrogen bond in the crystal lattice, forming hydrogen-bonded chains along [010]. The absolute configuration of the compound was assigned on the basis of optical rotation measurements. International Union of Crystallography 2012-01-25 /pmc/articles/PMC3275267/ /pubmed/22347123 http://dx.doi.org/10.1107/S1600536812002206 Text en © Beattie et al. 2012 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
Beattie, Karren D.
Bhadbhade, Mohan M.
Craig, Donald C.
Leach, David N.
(3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid
title (3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid
title_full (3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid
title_fullStr (3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid
title_full_unstemmed (3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid
title_short (3R,4S,5S,8S,10R,13R)-3-Hy­droxy­kaura-9(11),16-dien-18-oic acid
title_sort (3r,4s,5s,8s,10r,13r)-3-hy­droxy­kaura-9(11),16-dien-18-oic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275267/
https://www.ncbi.nlm.nih.gov/pubmed/22347123
http://dx.doi.org/10.1107/S1600536812002206
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