DIGITONIN Chemical Properties

Melting point:

230-240 °C (dec.)(lit.)

alpha 

D20 -54° (0.45 g in 15.8 ml methanol)

Boiling point:

788.4°C (rough estimate)

Density 

1.1421 (rough estimate)

refractive index 

-52 ° (C=1, EtOH)

storage temp. 

Sealed in dry,Room Temperature

solubility 

H₂O: 10 mg/mL at 95 °C hot, clear, colorless

pka

12.68±0.70(Predicted)

form 

White powder

color 

white

optical activity

[α]20/D 54°, c = 2.8 in methanol(lit.)

Merck 

14,3161

BRN 

78654

Stability:

Hygroscopic

InChIKey

FAAZZWIYYDUONB-JYIJKGCVSA-N

EPA Substance Registry System

Digitonin (11024-24-1)

Safety Information

Hazard Codes 

T

Risk Statements 

23/24/25

Safety Statements 

22-28-36/37-45

RIDADR 

UN 3462 6.1/PG 3

WGK Germany 

3

RTECS 

IH2050050

F 

3-10

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

29389090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

DIGITONIN Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

enhances membrane permeability

Uses

Natural surfactant useful for receptor solubilization and cell permeabilization, e.g., blood platelets, hepatocytes, yeast or tumor cells

Uses

Digitonin has been used in a study to assess a procedure for isolating mitochondria from ascites tumor cells. It has also been used in a study to investigate its effect on the cytotoxicity of plant secondary metabolites in cancer cells. This mild nonionic detergent can be used to solubilize receptors and permeabilize cellular and nuclear membranes.

Uses

Clinical reagent (cholesterol determination).

General Description

Crystals or white powder.

Air & Water Reactions

Forms soapy aqueous suspension .

Reactivity Profile

DIGITONIN is incompatible with strong oxidizing agents and strong acids. (NTP, 1992

Fire Hazard

Flash point data for DIGITONIN are not available; however, DIGITONIN is probably combustible.

Safety Profile

Poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. Mutation data reported. See also DIGITALIS. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

This digitoxin hexa-glycoside can be recrystallised from aqueous 85% EtOH or MeOH/diethyl ether. It is purified by preparative paper chromatography and developed with the upper phase of a mixture of nBuOH/H2O/AcOH (4:5:1), and the spot (RF 0.36) is eluted with 25% CCl3CO2H in CHCl3. It has also been purified by countercurrent distribution. It forms an ethanolate, and complexes with cholesterol and other sterols. [Ruhenstroth-Bauer & Breitenfeld Hoppe Seyler's Z Physiol Chem 302 111 1955, Grisvold J Am Pharm Assoc 23 664 1934, Beilstein 19 IV 1243.]

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