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: 2025-08-21 22:16:43
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) |
 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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