Title: Anemonin
CAS Registry Number: 508-44-1
CAS Name: (5R,6R)-rel-1,7-Dioxadispiro[]dodeca-3,9-diene-2,8-dione
Additional Names: b,-1,2-dihydroxy-1,2-cyclobutanediacrylic acid di-g-lactone; Anemone camphor; Pulsatilla camphor
Molecular Formula: C10H8O4
Molecular Weight: 192.17
Percent Composition: C 62.50%, H 4.20%, O 33.30%
Literature References: Found in Anemone pulsatilla L. and other Ranunculaceae. Its precursor in plants is protoanemonin. Isoln from Ranunculus acer: Zecher, Wohlmuth, Sci. Pharm. 22, 95 (1954); C.A. 48, 13169b (1954). Structure: Moriarty et al., J. Am. Chem. Soc. 87, 3251 (1965); Romain, Diss. Abstr. B 27, 3867 (1967). Synthesis: Sugiyama et al., C.A. 67, 116604n (1967). Toxicity study: R. Brodersen, A. Kjaer, Acta Pharmacol. Toxicol. 2, 109 (1946).
Properties: Crystals from petr ether, mp 157-158°. Volatile with steam. Slightly sol in cold, more in hot water; sol in hot alcohol, chloroform, alkalies with yellow color. Practically insol in ether. LD50 i.p. in mice: 150 mg/kg (Brodersen, Kjaer).
Melting point: mp 157-158°
Toxicity data: LD50 i.p. in mice: 150 mg/kg (Brodersen, Kjaer)
NOTE: Not to be confused with anemonine which is 5-(carboxymethyl)-1,1-dimethylimidazolium hydroxide inner salt.
Anethole Anethole Trithione Angelic Acid Angelica Angelica Lactone

(R,R)- and (S,S)-Anemonin Structural Formulae.png
CAS number 508-44-1 YesY
PubChem 10496
ChemSpider 10064 YesY
Jmol-3D images Image 1
Image 2
Molecular formula C10H8O4
Molar mass 192.17 g mol−1
Appearance Colourless, odourless solid
Density 1.45g/cm3
Melting point 158 °C
Boiling point 535.7 °C @ 760mmHg
Solubility in water low
Solubility in chloroform soluble
Flash point 300.7 °C; 573.3 °F; 573.8 K
LD50 150 mg·kg−1 (mouse, i. p.)
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Anemonin is a compound found in plants of the buttercup family (Ranunculaceae). It is the dimerization product of the toxin protoanemonin[2] and is easily hydrolysed to a dicarboxylic acid.[3]

The hydrolysation product of anemonin

The substance is named for the plant genus Anemone, where it was first identified.[4] Antispasmodic and analgetic properties have been described.[5]