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

Article


Beattie, Karren D., Bhadbhade, Mohan M., Craig, Donald C. and Leach, David N.. 2012. "(3R,4S,5S,8S,10R,13R)-3-Hydroxykaura-9(11),16-dien-18-oic acid." Acta Crystallographica Section E: Crystallographic Communications. 68 (2), pp. o526-o527. https://doi.org/10.1107/S1600536812002206
Article Title

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

ERA Journal ID34322
Article CategoryArticle
AuthorsBeattie, Karren D. (Author), Bhadbhade, Mohan M. (Author), Craig, Donald C. (Author) and Leach, David N. (Author)
Journal TitleActa Crystallographica Section E: Crystallographic Communications
Journal Citation68 (2), pp. o526-o527
Number of Pages13
Year2012
PublisherJohn Wiley & Sons
Place of PublicationUnited States
ISSN2056-9890
Digital Object Identifier (DOI)https://doi.org/10.1107/S1600536812002206
Web Address (URL)http://scripts.iucr.org/cgi-bin/paper?S1600536812002206
Abstract

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 enanti-​opure 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 mol-​ecule makes one intra- and one inter-​molecular O-​H(midline ellipsis)​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.

Keywordskaurane diterpene, crystal structure, Centipeda cunninghamii
ANZSRC Field of Research 2020340399. Macromolecular and materials chemistry not elsewhere classified
340502. Natural products and bioactive compounds
Byline AffiliationsSouthern Cross University
University of New South Wales
Institution of OriginUniversity of Southern Queensland
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