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ent-(15S)-Pimar-8(14)-ene-15,16-diol

The title compound {systematic name: (S)-1-[(2S,4aR,8aR)-2,4b,8,8-tetra­methyl-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodeca­hydro­phenanthren-2-yl]ethane-1,2-diol}, C(20)H(34)O(2), is an ent-pimarane diterpenoid which was isolated from the stem bark of Ceriops tagal. In the asymmetric unit, there are two crys...

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Autores principales: Fun, Hoong-Kun, Chantrapromma, Suchada, Pakhathirathien, Charoen, Karalai, Chatchanok, Chantrapromma, Kan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275262/
https://www.ncbi.nlm.nih.gov/pubmed/22347118
http://dx.doi.org/10.1107/S1600536812002565
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author Fun, Hoong-Kun
Chantrapromma, Suchada
Pakhathirathien, Charoen
Karalai, Chatchanok
Chantrapromma, Kan
author_facet Fun, Hoong-Kun
Chantrapromma, Suchada
Pakhathirathien, Charoen
Karalai, Chatchanok
Chantrapromma, Kan
author_sort Fun, Hoong-Kun
collection PubMed
description The title compound {systematic name: (S)-1-[(2S,4aR,8aR)-2,4b,8,8-tetra­methyl-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodeca­hydro­phenanthren-2-yl]ethane-1,2-diol}, C(20)H(34)O(2), is an ent-pimarane diterpenoid which was isolated from the stem bark of Ceriops tagal. In the asymmetric unit, there are two crystallographically independent mol­ecules, which are conformationally almost identical. In each mol­ecule, the two cyclo­hexane rings of the fused three-ring system adopt chair conformations, while the cyclo­hexene ring is in an envelope conformation, with the methylene C atom next to the side chain as the flap atom. In the crystal, mol­ecules are stacked in columns along the b axis through O—H⋯O hydrogen bonds.
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spelling pubmed-32752622012-02-15 ent-(15S)-Pimar-8(14)-ene-15,16-diol Fun, Hoong-Kun Chantrapromma, Suchada Pakhathirathien, Charoen Karalai, Chatchanok Chantrapromma, Kan Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound {systematic name: (S)-1-[(2S,4aR,8aR)-2,4b,8,8-tetra­methyl-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodeca­hydro­phenanthren-2-yl]ethane-1,2-diol}, C(20)H(34)O(2), is an ent-pimarane diterpenoid which was isolated from the stem bark of Ceriops tagal. In the asymmetric unit, there are two crystallographically independent mol­ecules, which are conformationally almost identical. In each mol­ecule, the two cyclo­hexane rings of the fused three-ring system adopt chair conformations, while the cyclo­hexene ring is in an envelope conformation, with the methylene C atom next to the side chain as the flap atom. In the crystal, mol­ecules are stacked in columns along the b axis through O—H⋯O hydrogen bonds. International Union of Crystallography 2012-01-25 /pmc/articles/PMC3275262/ /pubmed/22347118 http://dx.doi.org/10.1107/S1600536812002565 Text en © Fun 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
Fun, Hoong-Kun
Chantrapromma, Suchada
Pakhathirathien, Charoen
Karalai, Chatchanok
Chantrapromma, Kan
ent-(15S)-Pimar-8(14)-ene-15,16-diol
title ent-(15S)-Pimar-8(14)-ene-15,16-diol
title_full ent-(15S)-Pimar-8(14)-ene-15,16-diol
title_fullStr ent-(15S)-Pimar-8(14)-ene-15,16-diol
title_full_unstemmed ent-(15S)-Pimar-8(14)-ene-15,16-diol
title_short ent-(15S)-Pimar-8(14)-ene-15,16-diol
title_sort ent-(15s)-pimar-8(14)-ene-15,16-diol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275262/
https://www.ncbi.nlm.nih.gov/pubmed/22347118
http://dx.doi.org/10.1107/S1600536812002565
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