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Deslanoside

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Deslanoside Basic information

Product Name:
Deslanoside
Synonyms:
  • cedilanidd
  • deacetyl-lanatoside
  • desacetyllanatosidec
  • descetyldigilanidec
  • deslanatoside
  • sediranido
  • Deslanoside (JP14/USP)
  • Card-20(22)-enolide, 3-[(O-β-D-glucopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3β,5β,12β)-
CAS:
17598-65-1
MF:
C47H74O19
MW:
943.08
EINECS:
241-568-1
Product Categories:
  • Cardioglycosides & Glycosides
Mol File:
17598-65-1.mol
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Deslanoside Chemical Properties

Melting point:
220-235°C
alpha 
D20 +12° (c = 1.084 in 75% alc)
Boiling point:
732.1°C (rough estimate)
Density 
1.1255 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
2-8°C
solubility 
DMSO: 1 mg/ml; DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
form 
Solid
pka
12.89±0.70(Predicted)
color 
White to off-white
CAS DataBase Reference
17598-65-1(CAS DataBase Reference)
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Safety Information

Risk Statements 
23/25-33
Safety Statements 
1-22-45
RIDADR 
2811
HS Code 
2938900000
Toxicity
cat,LD50,intravenous,230ug/kg (0.23mg/kg),"Die Herzwirksamen Glykoside," Baumgarten, G., and W. Forster, Leipzig, Ger. Dem. Rep., VEB Georg Thieme, 1963Vol. -, Pg. 190, 1963.
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Deslanoside Usage And Synthesis

Chemical Properties

Solution S is clear (2.2.1) and colourless (2.2.2, Method II).

Uses

Cardiotonic.

Definition

ChEBI: Deslanoside is a cardenolide glycoside that is lanatoside C with the acetoxy group replaced by a hydroxy group. It has a role as an anti-arrhythmia drug, a cardiotonic drug, a metabolite and an EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor. It is a 14beta-hydroxy steroid, a 12beta-hydroxy steroid, a cardenolide glycoside and a tetrasaccharide derivative.

brand name

Cedilanid-D (Novartis).

General Description

Deslanoside is a white crystalline powder; odourless, with a bitter taste; hygroscopic. It is slightly soluble in methanol, very slightly soluble in ethanol, and practically insoluble in water or chloroform.

Biological Activity

Deslanoside is a cardiac glycoside that has been found in D. lanata.[1] It induces ventricular tachycardia in anesthetized dogs when administered intravenously at a dose of 0.18 mg/kg.[2] Formulations containing deslanoside have been used in the treatment of congestive heart failure and cardiac arrythmias.​

References

[1] Koren, G., and Soldin, S.J. Cardiac glycosides. Clin. Lab. Med. 7(3), 587-606 (1987).
[2] Ghani, M.F., and Smith, J.R. The effectiveness of magnesium chloride in the treatment of ventricular tachyarrhythmias due to digitalis intoxication. Am. Heart J. 88(5), 621-626 (1974).
[3] MALGORZATA KLYS  Adam G. Determination of deslanoside in antemortem and postmortem specimens. Unusual case report[J]. Forensic science international, 1990, 45 3: Pages 231-238. DOI:10.1016/0379-0738(90)90179-3.

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