6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one

The title compound, C(20)H(28)O(2), commonly named Sugiol, is a natural oxygenated diterpene that we have isolated for the first time from a hexane extract of the fruits of Juniperus Oxycedrus L. Its X-ray crystal structure determination confirms an abietane skeleton which was predicted by spectrosc...

Descripción completa

Detalles Bibliográficos
Autores principales: Rajouani, Nezha, Ait Itto, My Youssef, Benharref, Ahmed, Auhmani, Aziz, Daran, Jean-Claude
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960938/
https://www.ncbi.nlm.nih.gov/pubmed/21202151
http://dx.doi.org/10.1107/S1600536808007769
_version_ 1782188862069538816
author Rajouani, Nezha
Ait Itto, My Youssef
Benharref, Ahmed
Auhmani, Aziz
Daran, Jean-Claude
author_facet Rajouani, Nezha
Ait Itto, My Youssef
Benharref, Ahmed
Auhmani, Aziz
Daran, Jean-Claude
author_sort Rajouani, Nezha
collection PubMed
description The title compound, C(20)H(28)O(2), commonly named Sugiol, is a natural oxygenated diterpene that we have isolated for the first time from a hexane extract of the fruits of Juniperus Oxycedrus L. Its X-ray crystal structure determination confirms an abietane skeleton which was predicted by spectroscopic analysis, mainly by (1)H and (13)C NMR. The cyclo­hexane ring adopts a flattened chair conformation, while the cyclo­hexene ring adopts an envelope conformation. The mol­ecules are linked through O—H⋯O hydrogen bonds to form a zigzag chain extending parallel to the c axis.
format Text
id pubmed-2960938
institution National Center for Biotechnology Information
language English
publishDate 2008
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29609382010-12-30 6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one Rajouani, Nezha Ait Itto, My Youssef Benharref, Ahmed Auhmani, Aziz Daran, Jean-Claude Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(28)O(2), commonly named Sugiol, is a natural oxygenated diterpene that we have isolated for the first time from a hexane extract of the fruits of Juniperus Oxycedrus L. Its X-ray crystal structure determination confirms an abietane skeleton which was predicted by spectroscopic analysis, mainly by (1)H and (13)C NMR. The cyclo­hexane ring adopts a flattened chair conformation, while the cyclo­hexene ring adopts an envelope conformation. The mol­ecules are linked through O—H⋯O hydrogen bonds to form a zigzag chain extending parallel to the c axis. International Union of Crystallography 2008-03-29 /pmc/articles/PMC2960938/ /pubmed/21202151 http://dx.doi.org/10.1107/S1600536808007769 Text en © Rajouani et al. 2008 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
Rajouani, Nezha
Ait Itto, My Youssef
Benharref, Ahmed
Auhmani, Aziz
Daran, Jean-Claude
6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one
title 6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one
title_full 6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one
title_fullStr 6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one
title_full_unstemmed 6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one
title_short 6-Hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1H)-one
title_sort 6-hydr­oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa­hydro­phenanthren-9(1h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960938/
https://www.ncbi.nlm.nih.gov/pubmed/21202151
http://dx.doi.org/10.1107/S1600536808007769
work_keys_str_mv AT rajouaninezha 6hydroxy7isopropyl114atrimethyl2344a1010ahexahydrophenanthren91hone
AT aitittomyyoussef 6hydroxy7isopropyl114atrimethyl2344a1010ahexahydrophenanthren91hone
AT benharrefahmed 6hydroxy7isopropyl114atrimethyl2344a1010ahexahydrophenanthren91hone
AT auhmaniaziz 6hydroxy7isopropyl114atrimethyl2344a1010ahexahydrophenanthren91hone
AT daranjeanclaude 6hydroxy7isopropyl114atrimethyl2344a1010ahexahydrophenanthren91hone

Ejemplares similares