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

Karren D. Beattie; Mohan M. Bhadbhade; Donald C. Craig; David N. Leach

doi:10.1107/S1600536812002206

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

Karren D. Beattie, Mohan M. Bhadbhade, Donald C. Craig, David N. Leach

School of Science

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

The title compound, C20H28O3, was isolated during the 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—HO... 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.

Original language	English
Pages (from-to)	o526-o527
Number of pages	2
Journal	Acta Crystallographica: Section E
Volume	68
Issue number	2
DOIs	https://doi.org/10.1107/S1600536812002206
Publication status	Published - 2012

Keywords

X, ray spectroscopy
single crystals

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10.1107/S1600536812002206

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

abstract = "The title compound, C20H28O3, was isolated during the 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—HO... 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.",

keywords = "X, ray spectroscopy, single crystals",

author = "Beattie, {Karren D.} and Bhadbhade, {Mohan M.} and Craig, {Donald C.} and Leach, {David N.}",

year = "2012",

doi = "10.1107/S1600536812002206",

language = "English",

volume = "68",

pages = "o526--o527",

journal = "Acta Crystallographica: Section E",

issn = "1600-5368",

publisher = "International Union of Crystallography",

number = "2",

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TY - JOUR

T1 - (3R,4S,5S,8S,10R,13R)-3-Hydroxykaura-9(11),16-dien-18-oic acid

AU - Beattie, Karren D.

AU - Bhadbhade, Mohan M.

AU - Craig, Donald C.

AU - Leach, David N.

PY - 2012

Y1 - 2012

N2 - The title compound, C20H28O3, was isolated during the 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—HO... 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.

AB - The title compound, C20H28O3, was isolated during the 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—HO... 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.

KW - X, ray spectroscopy

KW - single crystals

UR - http://handle.uws.edu.au:8081/1959.7/uws:31107

U2 - 10.1107/S1600536812002206

DO - 10.1107/S1600536812002206

M3 - Article

SN - 1600-5368

VL - 68

SP - o526-o527

JO - Acta Crystallographica: Section E

JF - Acta Crystallographica: Section E

IS - 2

ER -

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

Abstract

Keywords

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