Protoanemonin

Structural formula
General
Surname	Protoanemonin
other names	5-methylene-2 (5 H ) -furanone ( IUPAC ) ; 4-methylenebut-2-en-4-olide; Isomycin;
Molecular formula	C 5 H 4 O 2
Brief description	pale yellow oil
External identifiers / databases
EC number	203-567-4
ECHA InfoCard	100.003.244
PubChem	66948
ChemSpider	60307
Wikidata	Q421294
properties
Molar mass	96.08 g mol −1
Physical state	liquid
Melting point	<25 ° C
boiling point	45 ° C (2 k Pa )
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
Toxicological data	190 mg kg −1 ( LD 50 , mouse , ip )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Protoanemonin (also anemonol or ranunculol ) is a lactone of hydroxy-penta-2,4-dienoic acid, which occurs as a toxin in all buttercups .

Tribus Caltheae: Marsh marigold ( Caltha palustris ) - a buttercup plant

It is released when the plants are damaged and when it comes into contact with the skin or mucous membranes, symptoms of poisoning such as reddening, itching or even blistering of the skin (buttercup dermatitis) occur. When absorbed internally, it affects the nervous system: vomiting, diarrhea and dizziness occur, but also cramps and symptoms of paralysis.

It is effective against fungi.

When the plant dries, protoanemonin is converted into the non-toxic anemonin .

Individual evidence

↑ ^a ^b entry on protoanemonin. In: Römpp Online . Georg Thieme Verlag, accessed on June 20, 2014.
^ Entry on protoanemonin in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on November 28, 2018.
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ Common Pasque Flower (Pulsatilla vulgaris) at giftpflanze.com, accessed on April 2, 2014.

^ PH List, L. Hörhammer (Ed.): Hagers Handbook of Pharmaceutical Practice , 4th Edition, Springer Verlag, 1979, ISBN 3-540-07738-3 .

[Römpp-1] try on protoanemonin. In: Römpp Online . Georg Thieme Verlag, accessed on June 20, 2014.

[2] Entry on protoanemonin in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on November 28, 2018.

[NV-3] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[4] Common Pasque Flower (Pulsatilla vulgaris) at giftpflanze.com, accessed on April 2, 2014.

[5] PH List, L. Hörhammer (Ed.): Hagers Handbook of Pharmaceutical Practice , 4th Edition, Springer Verlag, 1979, ISBN 3-540-07738-3 .