Title: Solasonine
CAS Registry Number: 19121-58-5
CAS Name: (3b,22a,25R)-Spirosol-5-en-3-yl O-6-deoxy-a-L-mannopyranosyl-(1®2)-O-[b-D-glucopyranosyl-(1®3)]-b-D-galactopyranoside
Additional Names: solanine-S; purapurine
Molecular Formula: C45H73NO16
Molecular Weight: 884.06
Percent Composition: C 61.14%, H 8.32%, N 1.58%, O 28.96%
Literature References: From Solanum aviculare Forst F., S. sodomeum L., S. xanthocarpum Schrad & Wendl., Solanaceae: Bell, Briggs, J. Chem. Soc. 1942, 1; Briggs et al., ibid. 1942, 3; Kuhn, Löw, Ber. 88, 289 (1955). Isoln from other S. spp: Briggs, Cambie, J. Chem. Soc. 1958, 1422; Briggs et al., ibid. 1961, 4645. Paper chromatography: Szendey, Arch. Pharm. 290, 563 (1957). Structure: Briggs et al., J. Chem. Soc. 1963, 2848. Enzymic decompn: Guseva, Pasechnichenko, Biokhimiya 24, 563 (1959).
Properties: Needles from methanol, sinters 296°, mp 301-303°. [a]D23 -88° (c = 1.01 in pyridine); [a]D22 -74.5° (c = 0.51 in methanol). Sol in hot alc, hot dioxane; slightly sol in hot water, dil acetic acid. Practically insol in chloroform, ether.
Melting point: mp 301-303°
Optical Rotation: [a]D23 -88° (c = 1.01 in pyridine); [a]D22 -74.5° (c = 0.51 in methanol) |