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HomeProduct name listDIGITOXIGENIN

DIGITOXIGENIN

Synonym(s):3β,14-Dihydroxy-5β,20(22)-cardenolide;3,14,21-Trihydroxy-20(22)-norcholenic acid lactone;5β,20(22)-Cardenolide-3β,14-diol

  • CAS NO.:143-62-4
  • Empirical Formula: C23H34O4
  • Molecular Weight: 374.51
  • MDL number: MFCD00003687
  • EINECS: 205-603-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-23 13:36:13
DIGITOXIGENIN Structural

What is DIGITOXIGENIN?

The Uses of DIGITOXIGENIN

Cardiotonic;Na+ K+ ATPase inhibitor

What are the applications of Application

Digitoxigenin is a cardenolide that is the aglycon of digitoxin

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.]

Properties of DIGITOXIGENIN

Melting point: 253-255 °C (dec.)(lit.)
Boiling point: 423.5°C (rough estimate)
alpha  D17 +19.1° (c = 1.36 in methanol)
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
Water Solubility  11.24mg/L(30 ºC)
Merck  14,3162
BRN  95448
Stability: Hygroscopic
CAS DataBase Reference 143-62-4(CAS DataBase Reference)

Safety information for DIGITOXIGENIN

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H300:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for DIGITOXIGENIN

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