A Na+/K+-ATPase inhibitor
Related Products
Active Metabolite(s)
30817Digoxigenin
Parent Compound(s)
27825Digitoxin 22266Digoxin
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Digoxigenin Bisdigitoxoside

Item No. 35356

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β,12β)-3-[[2,6-dideoxy-4-O-(2,6-dideoxy-β-D-ribo-hexopyranosyl)-β-D-ribo-hexopyranosyl]oxy]-12,14-dihydroxy-card-20(22)-enolide
CAS Number
5297-05-2
Synonyms
  • Bisdigoxigenin
Molecular Formula
C35H54O11
Formula Weight
650.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble w/ sonication
SMILES
O[C@@]12[C@@]([C@](C3=CC(OC3)=O)([H])CC1)([C@@H](C[C@@]4([H])[C@@]2([H])CC[C@@]5([H])[C@@]4(CC[C@@H](C5)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O)O)O)C)O)C
InChi Code
InChI=1S/C35H54O11/c1-17-31(40)25(36)14-30(43-17)46-32-18(2)44-29(15-26(32)37)45-21-7-9-33(3)20(12-21)5-6-23-24(33)13-27(38)34(4)22(8-10-35(23,34)41)19-11-28(39)42-16-19/h11,17-18,20-27,29-32,36-38,40-41H,5-10,12-16H2,1-4H3/t17-,18-,20-,21+,22-,23-,24+,25+,26+,27-,29+,30+,31-,32-,33+,34+,35+/m1/s1
InChi Key
NTSBMKIZRSBFTA-AIDOXSFESA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $101

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    1 mg

    $181

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    5 mg

    $751

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    Product Description

    Digoxigenin bisdigitoxoside is a Na+/K+-ATPase inhibitor and an active cardiac glycoside metabolite of digoxin (Item No. 22266).1,2 It is formed from digoxin by the cytochrome P450 (CYP) isoform CYP3A.3 Digoxigenin bisdigitoxoside inhibits the Na+/K+-ATPase isoforms α1β1 and α2β1 with Ki values of 196 and 74 nM, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Katz, A., Tal, D.M., Heller, D., et al. Digoxin derivatives with enhanced selectivity for the α2 isoform of Na,K-ATPase: Effects on intraocular pressure in rabbits. The Journal of Biological Chemisty 289(30), 21153-21162 (2014).

    2. Abshagen, U., and Rietbrock, N. Metabolism of digoxigenin, digoxigeninmonodigitoxoside and digoxigeninbisdigitoxoside in rats. Naunyn Schmiedebergs Arch Pharmacol. 276(2), 157-166 (1973).

    3. Salphati, L., and Benet, L.Z. Metabolism of digoxin and digoxigenin digitoxosides in rat liver microsomes: Involvement of cytochrome P4503A. Xenobiotica 29(2), 171-185 (1999).