A Na+/K+-ATPase inhibitor
Related Products
Active Metabolite(s)
30817Digoxigenin
Parent Compound(s)
22266Digoxin
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Digoxigenin Monodigitoxoside

Item No. 21699

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β,12β)-3-[(2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-card-20(22)-enolide
CAS Number
5352-63-6
Molecular Formula
C29H44O8
Formula Weight
520.7
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
C[C@@]12[C@@](CC[C@]3([H])[C@]2([H])C[C@@H](O)[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@@H](O)C6)CC1
InChi Code
InChI=1S/C29H44O8/c1-15-26(33)22(30)13-25(36-15)37-18-6-8-27(2)17(11-18)4-5-20-21(27)12-23(31)28(3)19(7-9-29(20,28)34)16-10-24(32)35-14-16/h10,15,17-23,25-26,30-31,33-34H,4-9,11-14H2,1-3H3/t15-,17-,18+,19-,20-,21+,22+,23-,25+,26-,27+,28+,29+/m1/s1
InChi Key
JFSXBMIFXZFKHD-ZDDLGXCGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Digoxigenin monodigitoxoside is a Na+/K+-ATPase inhibitor and cardiac glycoside metabolite of digoxin (Item No. 22266).1 It has a binding affinity of 0.829 and an inhibitory potency of 1.07 relative to [3H]ouabain in a competitive binding assay using purified lamb Na+/K+-ATPase and for its ATPase activity, respectively.2 Digoxigenin monodigitoxoside is selective for the α3β1 isoform over α1β1 and α2β1 (Kds = 31.8, 65, and 35 nM, respectively).3 Digoxigenin monodigitoxoside produces a more potent inotropic response in perfused guinea pig hearts than digoxin with 60 and 46% increases in inotropy, respectively.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stephen, P.M., Dutta, S., and Marks, B.H. The uptake and subcellular distribution of radio-labeled metabolites of digoxin in the isolated perfused guinea-pig heart. Naunyn Schmiedebergs Arch. Pharmacol. 292(3), 251-254 (1976).

    2. Paula, S., Tabet, M.R., and Ball, W.J., Jr. Interactions between cardiac glycosides and sodium/potassium-ATPase: Three-dimensional structure-activity relationship models for ligand binding to the E2-Pi form of the enzyme versus activity inhibition. Biochemistry 44(2), 498-510 (2005).

    3. 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).