Anemonin
| Structural formula | ||||||||||
|---|---|---|---|---|---|---|---|---|---|---|
|
||||||||||
| (5 R , 6 R ) -anemonine (left) and (5 S , 6 S ) -anemonine (right) | ||||||||||
| General | ||||||||||
| Surname | Anemonin | |||||||||
| other names |
|
|||||||||
| Molecular formula | C 10 H 8 O 4 | |||||||||
| Brief description |
Needles or leaves with a pungent odor |
|||||||||
| External identifiers / databases | ||||||||||
|
||||||||||
| properties | ||||||||||
| Molar mass | 192.17 g mol −1 | |||||||||
| Physical state |
firmly |
|||||||||
| Melting point |
158 ° C |
|||||||||
| solubility |
Slightly soluble in water, soluble in chloroform |
|||||||||
| safety instructions | ||||||||||
|
||||||||||
| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||
Anemonine is a phytochemical that is contained in buttercups such as pasque flower (Pulsatilla).
Its name derives from the name of the well Anemone called Anemone from where it was first discovered by Heyer. It is a conversion product of the poisonous protoanemonine and has a lactone structure : It is the dilactone of 1,2-dioxy-cyclobutane-di-β-acrylic acid. It has antispasmodic, analgesic properties and is antibiotic. In addition to anemonic acid, protoanemonin is formed through dimerization on contact with air or water . Anemonin is known in connection with bee poisoning due to certain buttercup pollen (Bettlacher May Disease).
Web links
- Animonin (ChemSpider)
- Anemons . In: Meyers Konversations-Lexikon . 4th edition. Volume 1, Verlag des Bibliographisches Institut, Leipzig / Vienna 1885–1892, p. 562.
literature
- Alfred Basiner: The poisoning with ranunculus oil, anemonin and cardol in relation to the cantharidin poisoning . Ed .: Imperial University of Dorpat. Dorpat 1881, OCLC 780342423 ( ut.ee [PDF] dissertation).
- IL Karle, J. Karle: The crystal and molecular structure of anemonin, C 10 H 8 O 4 . In: Acta Crystallographica . tape 20 , no. 4 , April 1966, p. 555-559 , doi : 10.1107 / S0365110X66001233 .
- Hiroshi Kataoka, Kazutoshi Yamada, Noboru Sugiyama: The Photo-synthesis of Anemonin from Protoanemonin. In: Bulletin of the Chemical Society of Japan. 38, 1965, p. 2027, doi: 10.1246 / bcsj.38.2027 .
Individual evidence
- ^ A b Carl Löwig: Chemistry of Organic Compounds. Schulthess, 1839, p. 511 ( limited preview in the Google book search).
- ↑ Entry on anemonine in the ChemIDplus database of the United States National Library of Medicine (NLM)
- ↑ a b Anemonin (Druglead) .
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ^ Anemonin (Wissenschaft-Online) .
- ^ Leopold Gmelin: Handbook of organic chemistry. Winter, 1866, p. 1190 ( limited preview in Google book search).
- ↑ Monthly advice for beekeepers: April ( Memento of December 2, 2013 in the Internet Archive ).