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HomeProduct name listCONVALLATOXIN

CONVALLATOXIN

Synonym(s):3β,5α,14-Trihydroxy-19-oxo-5β,20(22)-cardenolide 3-(6-deoxy-α-L-mannopyranoside);Strophanthidin α-L-rhamnopyranoside

  • CAS NO.:508-75-8
  • Empirical Formula: C29H42O10
  • Molecular Weight: 550.64
  • MDL number: MFCD00069477
  • EINECS: 208-086-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-04 20:04:50
CONVALLATOXIN Structural

What is CONVALLATOXIN?

Originator

Convallatoxin,C-Strong Co., Ltd.

The Uses of CONVALLATOXIN

Convallatoxin is a cardenolide that is used in the treatment of congestive heart failure. It may also be used in the treatment of tumor cells at nanomolar concentrations due to its anti-proliferative effects

Definition

ChEBI: A cardenolide glycoside that consists of strophanthidin having a 6-deoxy-alpha-L-mannopyranosyl (L-rhamnosyl) group attached at position 3.

Manufacturing Process

1 part of grinded flowers Convallaria majalis and 12 parts of water was stirred for 15 hours at ambient temperature. After a filtration and washing with water, a clear brown filtrate was mixed with a concentrate solution of lead acetate. A lead consisted precipitate was filtered off and sodium phosphate was added to filtrate for removing the remaining lead. The solution was filtered again and 0.5 - 0.6 parts of a coal was added and the mixture was stirred for 3 hours at ambient temperature. The coal was filtered off, washed with a little water and dried at 30°-40°C. A hot CHCl3 was added to dry coal adsorbent. CHCl3 was distilled off to dryness in vacuum. The residue was dissolved in a little methanol and the obtained solution was shook 3 times with 2 volumes of petrol ether and then distilled to dryness in vacuum. This product was dissolved in minimum absolute ethanol and added to 10 volumes of dry ether. The formed precipitate was filtered and washed with ether to
give the glycoside as a gray powder. It was crystallized from diluted ethanol as colorless needles.

Therapeutic Function

Cardiotonic

Purification Methods

Crystallise convallatoxin from EtOAc, CHCl3/EtOH (9:1) or MeOH/Et2O. The tetraacetate has m 238-242o (from MeOH/Et2O), [] D 25 -5o (CHCl3). [Reyle et al. Helv Chim Acta 33 1541 1950, Fieser & Jacobson J Am Chem Soc 59 2335 1937 Beilstein 1 8 III/IV 3142.]

Properties of CONVALLATOXIN

Melting point: 238-239℃ (water )
Boiling point: 542°C (rough estimate)
alpha  D22 -1.7 ± 3° (c = 0.65 in methanol); D25 -9.4 ± 3° (c = 0.72 in dioxane)
Density  1.41±0.1 g/cm3 (20 ºC 760 Torr)
refractive index  1.5376 (estimate)
storage temp.  Store at -20°C
solubility  Soluble in DMSO
pka 13.04±0.70(Predicted)
form  Solid
color  White to Off-White
Merck  13,2538
Stability: Hygroscopic

Safety information for CONVALLATOXIN

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for CONVALLATOXIN

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