DIGITOXIGENIN Chemical Properties

Melting point:

253-255 °C (dec.)(lit.)

alpha 

D17 +19.1° (c = 1.36 in methanol)

Boiling point:

423.5°C (rough estimate)

Density 

1.0284 (rough estimate)

refractive index 

1.4433 (estimate)

storage temp. 

Store at -20°C

solubility 

DMF: 25 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 20 mg/ml; Ethanol: 5 mg/ml

pka

14.93±0.70(Predicted)

form 

powder to crystal

color 

White to Almost white

optical activity

+2323 (c 0.5, CHCl3)

Water Solubility 

11.24mg/L(30 ºC)

Merck 

14,3162

BRN 

95448

Stability:

Hygroscopic

LogP

2.640

CAS DataBase Reference

143-62-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 3462 6.1/PG 2

WGK Germany 

3

RTECS 

FH4975000

HS Code 

2938.90.0000

HazardClass 

6.1(a)

PackingGroup 

II

Toxicity

cat,LDLo,intravenous,254ug/kg (0.254mg/kg),GASTROINTESTINAL: NAUSEA OR VOMITING,Journal of the American Pharmaceutical Association. Vol. 27, Pg. 189, 1938.

MSDS

• Language:English Provider:SigmaAldrich

DIGITOXIGENIN Usage And Synthesis

Uses

Cardiotonic;Na+ K+ ATPase inhibitor

Definition

ChEBI: Digitoxigenin is a 5beta-cardenolide that is 5beta-cardanolide with hydroxy substituents at the 3beta- and 14beta-positions and double bond unsaturation at C(20)-C(22). It is a 3beta-hydroxy steroid and a 14beta-hydroxy steroid. It derives from a hydride of a 5beta-cardanolide.

Purification Methods

Dissolve digitoxigenin in EtOAc, wash it with H2O, dry it (Na2SO4), evaporate and recrystallise it from 40% aqueous EtOH or aqueous MeOH then EtOAc/Et2O. The UV has max at 218nm ( 14,500 M-1cm-1). The 3-acetate crystallises from Me2CO/Et2O with m 222-227o, [] D 20 +21o (c 1, CHCl3). [Wyss et al. Helv Chim Acta 43 644 1960, Cruz et al. J Org Chem 4 2 3580 1977, Beilstein 18 IV 1468.]

DIGITOXIGENIN(143-62-4)Related Product Information

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• GITOXIGENIN
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• digitoxigenin+2digitoxose+acetyl-digilanidobos
• DIGOXIGENIN
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• DIGOXIN
• PERUVOSIDE
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• DIGITOXIGENIN
• digoxigenin-mono(digitoxoside)
• BETA-ACETYLDIGOXIN