Structural Formula Vector Image
Title: Uscharidin
CAS Registry Number: 24321-47-9
CAS Name: [2a(2S,3R,6R),3b,5a]-14-Hydroxy-19-oxo-2,3-[(tetrahydro-3-hydroxy-6-methyl-4-oxo-2H-pyran-3,2-diyl)bis(oxy)]card-20(22)-enolide
Molecular Formula: C29H38O9
Molecular Weight: 530.61
Percent Composition: C 65.64%, H 7.22%, O 27.14%
Literature References: African arrow poison and cardiac glycoside produced by Calotropis procera R. Br., Asclepiadaceae: Hesse et al., Ann. 566, 130 (1950). Prepn by hydrolysis of uscharin with 2N H2SO4 in methanol: Hesse et al., Ann. 537, 67 (1938); by treatment of voruscharin with mercuric chloride: Hesse, Ludwig, Ann. 632, 158 (1960). Structure: Crout et al., J. Chem. Soc. 1964, 2187. Revised structure: Brüschweiler et al., Helv. Chim. Acta 52, 2276 (1969). Stereochemistry: H. T. A. Cheung, T. R. Watson, J. Chem. Soc. Perkin Trans. 1 1980, 2162.
Properties: Rhombic plates, decomp 290°. [a]D20 +38° (c = 0.9 in methanol).
Optical Rotation: [a]D20 +38° (c = 0.9 in methanol)

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