Oleandrin
Title: Oleandrin
CAS Registry Number: 465-16-7
CAS Name: (3b,5b,16b)-16-(Acetyloxy)-3-[(2,6-dideoxy-3-O-methyl-a-L-arabino-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
Additional Names: neriolin
Trademarks: Corrigen; Folinerin
Molecular Formula: C32H48O9
Molecular Weight: 576.72
Percent Composition: C 66.64%, H 8.39%, O 24.97%
Literature References: Cytotoxic glycoside from the leaves of Nerium oleander L., Apocynaceae (Laurier rose). Component of the commercial oleander extract, Anvirzel. Isoln: Tanret, Compt. Rend. 194, 914 (1932); Neumann, Ber. 70, 1547 (1937). Prepn by enzymic hydrolysis of urechitoxin: Hassall, J. Chem. Soc. 1951, 3193. Structure: Tschesche, Ber. 70, 1554 (1937); Krasso et al., Helv. Chim. Acta 46, 1691 (1963). LC/MS/MS determn in tissues and biological fluids: E. R. Tor et al., J. Agric. Food Chem. 53, 4322 (2005). Apoptotic activity study: Y. Sreenivasan et al., Biochem. Pharmacol. 66, 2223 (2003). Pharmacology: D. Ni et al., J. Exp. Ther. Oncol. 2, 278 (2002). Review of toxicity: S. D. Langford, P. J. Boor, Toxicology 109, 1-13 (1996).
Properties: Crystals from dil methanol, mp 250°. [a]D25 -48.0° (c = 1.3 in methanol). uv max: 220 nm (log e 4.20). Practically insol in water. Sol in alcohol, chloroform.
Melting point: mp 250°
Optical Rotation: [a]D25 -48.0° (c = 1.3 in methanol)
Absorption maximum: uv max: 220 nm (log e 4.20)
 
Derivative Type: Desacetyloleandrin
CAS Registry Number: 36190-93-9
Molecular Formula: C30H46O8
Molecular Weight: 534.68
Percent Composition: C 67.39%, H 8.67%, O 23.94%
Properties: Leaflets from alcohol, mp 238-240°. [a]D18 -24.9°.
Melting point: mp 238-240°
Optical Rotation: [a]D18 -24.9°
 
Therap-Cat: Cardiotonic; diuretic.
Keywords: Cardiotonic; Diuretic; Steroids.

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