Wistarin

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Structural formula
Structural formula of (+) - wistarin

Structural formula of (-) - wistarin
(+) - Wistarin from Ircinia wistarii (above), (-) - Wistarin (below)
General
Surname Wistarin
Molecular formula C 25 H 32 O 4
External identifiers / databases
CAS number
  • 1393-60-8
  • 83995-04-4 [(+) - Wistarin]
Wikidata Q1675525
properties
Molar mass 396.5 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Wistarin is a natural product that was isolated in 1982 by Gregson and Ouvrier from the horned silica sponge Ircinia wistarii . The compound belongs to the sesterterpenes , a rare group of natural substances that are often found as secondary metabolites in sponges of the Dictyoceratida genus on the Great Barrier Reef . Chemically, it is a tetracyclic furanose terpene that is structurally closely related to ircinianin . The (+) - wistarin was found in I. wistarii , the ( -) - enantiomer in a Ircinia species from the Red Sea . The absolute configuration of both stereoisomers was confirmed in 1997 by total synthesis .

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. Constanze Knappwost: The pronounced selectivity of cyclohexadienone spirobutenolids under high pressure conditions , dissertation, 2000, p. 3. DNB 961697121/34
  3. ^ Richard P. Gregson, David Ouvrier: Wistarin, A Tetracyclic Furanosesterterpene From the Marine Sponge Ircinia wistarii. In: Journal of Natural Products . 45, 1982, pp. 412-414, doi : 10.1021 / np50022a008 .
  4. Mahmud Tareq Hassan Khan (eds.), MJ Carlucci, H. Cerecetto, EB Damonte, O. Demirkiran: Bioactive Heterocycles V. Springer, Berlin / Heidelberg / New York 2007, pp. 242-243, ISBN 978-3-540 -73405-5 .