Helveticoside
Structural Formula Vector Image
Title: Helveticoside
CAS Registry Number: 630-64-8
CAS Name: (3b,5b)-[(2,6-Dideoxy-b-D-ribo-hexopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
Additional Names: erisimin; erysimin; alleoside A
Molecular Formula: C29H42O9
Molecular Weight: 534.64
Percent Composition: C 65.15%, H 7.92%, O 26.93%
Literature References: A b-glycoside consisting of one mole strophanthidin and one mole D-digitoxose. Isoln from Erysimum helveticum (Jacq.) DC. and Erysimum crepidifolium Reichenb., Cruciferae, and structure: Nagata et al., Helv. Chim. Acta 40, 41 (1957); eidem, Festschr. Arthur Stoll 1957, 715; Gmelin, DE 1221764 (1966). From Erysimum spp.: Kowalewski, Helv. Chim. Acta 43, 1314 (1960). Toxicity study: Graebner, Giesel, Arzneim.-Forsch. 22, 1854 (1972).
 
Derivative Type: Dihydrate
Properties: Needles from dil methanol, mp 153-157°. [a]D25 +30.7° (c = 1.5 in methanol); [a]D24 +26.0° (c = 1.1 in chloroform). uv max (ethanol): 217, 304 nm (log e 4.27, 1.55). Violent poison! LD100 i.v. in cats: 0.104 mg/kg (Graebner, Giesel).
Melting point: mp 153-157°
Optical Rotation: [a]D25 +30.7° (c = 1.5 in methanol); [a]D24 +26.0° (c = 1.1 in chloroform)
Absorption maximum: uv max (ethanol): 217, 304 nm (log e 4.27, 1.55)
Toxicity data: LD100 i.v. in cats: 0.104 mg/kg (Graebner, Giesel)
 
Derivative Type: 3¢,4¢-Diacetate
Molecular Formula: C33H46O11
Molecular Weight: 618.71
Percent Composition: C 64.06%, H 7.49%, O 28.45%
Properties: Prisms from methanol + ether, mp 237-244°. [a]D25 +41.3° (chloroform).
Melting point: mp 237-244°
Optical Rotation: [a]D25 +41.3° (chloroform)

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