Structural Formula Vector Image
Title: Neriifolin
CAS Registry Number: 466-07-9
CAS Name: (3b,5b)-3-[(6-Deoxy-3-O-methyl-a-L-glucopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
Molecular Formula: C30H46O8
Molecular Weight: 534.68
Percent Composition: C 67.39%, H 8.67%, O 23.94%
Literature References: Cardiac glycoside isolated from Thevetia neriifolia Juss.: M. Frèrejacque, Compt. Rend. 221, 645 (1945); from Cerbera odollam Gaertn.: S. Rangaswami, E. V. Rao, J. Sci. Ind. Res. 16B, 209 (1957); from Thevetia thevetioides seeds: J. L. McLaughlin et al., J. Econ. Entomol. 73, 39 (1980). Pharmacology: K. Mezey, Arch. Int. Pharmacodyn. Ther. 84, 367 (1950); K. K. Chen et al., ibid. 81.
Properties: Rhombic plates from methanol, mp 218-225°. Also reported as mp 208° (Frèrejacque). [a]D23 -50.2° (CH3OH). uv max (CH3OH): 217 nm (log e 4.1).
Melting point: mp 218-225°; mp 208° (Frèrejacque)
Optical Rotation: [a]D23 -50.2° (CH3OH)
Absorption maximum: uv max (CH3OH): 217 nm (log e 4.1)
Derivative Type: 2¢-Acetate
Additional Names: Cerberin; veneniferin; monoacetylneriifolin
Molecular Formula: C32H48O9
Molecular Weight: 576.72
Percent Composition: C 66.64%, H 8.39%, O 24.97%
Literature References: Identity of cerberin with monoacetylneriifolin: M. Frèrejacque, Compt. Rend. 226, 835 (1948); of cerberin with veneniferin: M. Frèrejacque, Durgeat, ibid. 228, 1310 (1949).
Properties: Coarse prisms from methanol + water, mp 212-215°. [a]D19 -82° (CHCl3). Sol in alc, CHCl3, acetic acid, ether. Practically insol in water.
Melting point: mp 212-215°
Optical Rotation: [a]D19 -82° (CHCl3)
Therap-Cat: Cardiotonic.
Keywords: Cardiotonic.

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