12-07324. Peruvoside [Archived]

Nomenclature

CAS number: 1182-87-2
(3β,5β)-3-[(6-Deoxy-3-O-methyl-α-l-glucopyranosyl)oxy]-14-hydroxy-19-oxocard-20(22)-enolide; cannogenin α-l-thevetoside; Encordin (Merck KGaA).
C30H44O9; mol wt 548.66.
C 65.67%, H 8.08%, O 26.24%.

Description and references

Cardenolide (cardiac glycoside) found in seeds of the tropical garden plant Thevetia peruviana (Pers.) K. Schum. (Th. neriifolia Juss.), Apocynaceae (named trumpet flower in Florida). Isoln: Rangaswami, Venkata Rao, J. Sci. Ind. Res. 17B, 331 (1958). Structure: Bloch et al., Helv. Chim. Acta 43, 652 (1960). Pharmacological studies: Arzneim.-Forsch. 18, 1582-1608 (1968).

Chemical structure

Properties

Spears from methanol + ether, mp 161-164°. [α]D22 -71.7° (c = 1.54 in methanol). One gram dissolves in ≈2500 ml water. Freely soluble in chloroform and acetone, sparingly soluble in methanol and ethanol.

Therapeutic Category

In cardiac insufficiency.

Status

This monograph has been retired and is no longer subject to revision or update.