CONVALLATOXIN Chemical Properties

Melting point:

238-239℃ (water )

alpha 

D22 -1.7 ± 3° (c = 0.65 in methanol); D25 -9.4 ± 3° (c = 0.72 in dioxane)

Boiling point:

542°C (rough estimate)

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

RIDADR 

3249

WGK Germany 

2

RTECS 

GL4025000

HazardClass 

6.1(b)

PackingGroup 

III

Hazardous Substances Data

508-75-8(Hazardous Substances Data)

Toxicity

LD50 in mice, rats (mg/kg): 10.0 i.p., 16.0 i.v. (Frster)

MSDS

• Language:English Provider:SigmaAldrich

CONVALLATOXIN Usage And Synthesis

Originator

Convallatoxin,C-Strong Co., Ltd.

Uses

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.]

CONVALLATOXIN(508-75-8)Related Product Information

• Terrestrosin D
• Poricoic acid A(F)
• roburic acid
• Pachymic acid
• dipotassium dihydrogen 15alpha-hydroxy-2beta-[[2-O-isovaleryl-3,4-di-O-sulphonato-beta-D-glucopyranosyl]oxy]kaur-16-ene-18,19-dioate
• ALLEOSIDE A
• Madecassic acid
• Madecassoside
• Carboxyatractyloside
• tracheloside
• Quinine
• Isosorbide dinitrate
• STROPHANTHIDIN
• TERPIN MONOHYDRATE
• CONVALLATOXIN
• periplogenin
• TRANS-TERPIN
• K-strophanthin-beta