An Na+/K+ ATPase inhibitor
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Acetyldigitoxin

Item No. 24024

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β)-3-[(O-3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-14-hydroxy-card-20(22)-enolide
CAS Number
1111-39-3
Molecular Formula
C43H66O14
Formula Weight
807.0
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly SolubleDMSO: Slightly SolubleMethanol: Slightly Soluble
SMILES
C[C@@]12[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@]3(O)CC[C@@H]4C(CO5)=CC5=O)([H])C[C@@H](O[C@]6([H])O[C@H](C)[C@@H](O[C@@]7([H])C[C@H](O)[C@H](O[C@]8([H])O[C@H](C)[C@@H](O)[C@@H](OC(C)=O)C8)[C@@H](C)O7)[C@@H](O)C6)CC1
InChi Code
InChI=1S/C43H66O14/c1-21-38(48)33(54-24(4)44)19-37(51-21)57-40-23(3)53-36(18-32(40)46)56-39-22(2)52-35(17-31(39)45)55-27-9-12-41(5)26(16-27)7-8-30-29(41)10-13-42(6)28(11-14-43(30,42)49)25-15-34(47)50-20-25/h15,21-23,26-33,35-40,45-46,48-49H,7-14,16-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29+,30-,31+,32+,33+,35+,36+,37+,38-,39-,40-,41+,42-,43+/m1/s1
InChi Key
HPMZBILYSWLILX-UMDUKNJSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $185

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    1 mg

    $333

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    Product Description

    Acetyldigitoxin is cardiac glycoside and an inhibitor of the Na+/K+ ATPase with an IC50 value of 5 nM in isolated rat pinealocytes.1 This inhibition results in loss of the transmembrane Na+ gradient, which decreases activity of the Na+/Ca2+ exchanger, increasing intracellular calcium levels, inotropy, and cardiac force.2,3 Formulations containing acetyldigitoxin have been used for the treatment of heart failure and chronic atrial fibrillation.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. González-García, C., Ceña, V., and Klein, D.C. Characterization of the α+-like Na+,K+-ATPase which mediates ouabain inhibition of adrenergic induction of N-acetyltransferase (EC 2.3.1.87) activity: Studies with isolated pinealocytes. Mol. Pharmacol. 32(6), 792-797 (1987).

    2. Katz, A., Lifshitz, Y., Bab-Dinitz, E., et al. Selectivity of digitalis glycosides for isoforms of human Na,K-ATPase. The Journal of Biological Chemisty 285(25), 19582-19592 (2010).

    3. Matsui, H., and Schwartz, A. Mechanism of cardiac glycoside inhibition of the (Na+-K+)-dependent ATPase from cardiac tissue. Biochim. Biophys. Acta 151(3), 655-663 (1968).