169. Adonitoxin

Nomenclature

CAS number: 17651-61-5
(3β,5β,16β)-3-[(6-Deoxy-α-l-mannopyranosyl)oxy]-14,16-dihydroxy-19-oxocard-20(22)-enolide.
C29H42O10; mol wt 550.64.
C 63.26%, H 7.69%, O 29.06%.

Description and references

From Adonis vernalis L., Ranunculaceae: Katz, Reichstein, Pharm. Acta Helv. 22, 437 (1947); C.A. 43, 1790i (1949); Pitra, Cekan, Collect. Czech. Chem. Commun. 26, 1551 (1961). Structure: Poláková, Cekan, Chem. Ind. (London) 1963, 1766.

Chemical structure

Properties

Crystals from chloroform + methanol + ether, decomp 251-258°.

Derivative

3-O-Acetyladonitoxin.
C31H44O11; mol wt 592.67.
C 62.82%, H 7.48%, O 29.70%.

Properties

Needles from dil methanol, prisms from methanol+ ether, decomp 213-219°. [α]D22 19.9° (c = 0.33 in methanol).