Ranunculin

Ranunculin

Names
IUPAC name (2S)-2-{[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl}-2H-furan-5-one
Identifiers
CAS Number	644-69-9
3D model (Jmol)	Interactive image
ChemSpider	390250
ECHA InfoCard	100.010.384
PubChem	441581
InChI InChI=1S/C11H16O8/c12-3-6-8(14)9(15)10(16)11(19-6)17-4-5-1-2-7(13)18-5/h1-2,5-6,8-12,14-16H,3-4H2/t5-,6+,8+,9-,10+,11+/m0/s1 Key: TYWXNGXVSZRXNA-NVZSGMJQSA-N InChI=1/C11H16O8/c12-3-6-8(14)9(15)10(16)11(19-6)17-4-5-1-2-7(13)18-5/h1-2,5-6,8-12,14-16H,3-4H2/t5-,6+,8+,9-,10+,11+/m0/s1 Key: TYWXNGXVSZRXNA-NVZSGMJQBP
SMILES C1=CC(=O)OC1COC2C(C(C(C(O2)CO)O)O)O
Properties
Chemical formula	C11H16O8
Molar mass	276.24 g·mol^−1
Melting point	141 to 142 °C (286 to 288 °F; 414 to 415 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ranunculin is an unstable glucoside found in plants of the buttercup family (Ranunculaceae). On maceration, for example when the plant is wounded, it is enzymatically broken down into glucose and the toxin protoanemonin.^[1]

Protoanemonin, the decomposition product of ranunculin

References

1. Berger, Artur; Wachter, Helmut, eds. (1998). Hunnius Pharmazeutisches Wörterbuch (in German) (8 ed.). Walter de Gruyter Verlag. ISBN 3-11-015793-4.