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Anemonin

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Anemonin
Skeletal formula of anemonin
Ball-and-stick model of the anemonin molecule
Names
IUPAC name
trans-4,7-Dioxadispiro[4.0.46.25]dodeca-1,9-diene-3,8-dione
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C10H8O4/c11-7-1-3-9(13-7)5-6-10(9)4-2-8(12)14-10/h1-4H,5-6H2 checkY
    Key: JLUQTCXCAFSSLD-UHFFFAOYSA-N checkY
  • C1CC2(C13C=CC(=O)O3)C=CC(=O)O2
  • O=C\1OC3(/C=C/1)C/2(OC(=O)\C=C\2)CC3
Properties
C10H8O4
Molar mass 192.170 g·mol−1
Appearance Colourless, odourless solid
Density 1.45g/cm3
Melting point 158 °C (316 °F; 431 K)
Boiling point 535.7 °C (996.3 °F; 808.9 K) @ 760mmHg
low
Solubility in chloroform soluble
Hazards
Flash point 300.7 °C (573.3 °F; 573.8 K)
Lethal dose or concentration (LD, LC):
150 mg·kg−1 (mouse, i. p.)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Anemonin is a compound found in plants of the buttercup family (Ranunculaceae). It is the dimerization product of the toxin protoanemonin[1] and is easily hydrolysed to a dicarboxylic acid.[2]

The hydrolysation product of anemonin

The substance is named for the plant genus Anemone, where it was first identified.[3] Antispasmodic and analgetic properties have been described.[4]

References

  1. ^ List, PH; Hörhammer, L, eds. (1979). Hagers Handbuch der pharmazeutischen Praxis (in German) (4 ed.). Springer Verlag. ISBN 3-540-07738-3.
  2. ^ "Aktuelles aus der Natur" (PDF) (in German). TU Graz. 2 April 2009. p. 4. Retrieved 27 November 2010.
  3. ^ Chemie der organischen Verbindungen, Carl Löwig Template:De icon
  4. ^ Anemonin, Wissenschaft online Template:De icon