A Na+/K+ ATPase inhibitor
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Digitoxigenin

Item No. 18229

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β)-3,14-dihydroxy-card-20(22)-enolide
CAS Number
143-62-4
Synonyms
  • Cerberigenin
  • (+)-Digitoxigenin
  • Echujetin
  • Evonogenin
  • NSC 407806
  • Thevetigenin
  • Δ20:22-3,14,21-Trihydroxynorcholenic acid lactone
Molecular Formula
C23H34O4
Formula Weight
374.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/ml
SMILES
O[C@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@]3(O)CC[C@@H]4C(CO5)=CC5=O)([H])C1
InChi Code
InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1
InChi Key
XZTUSOXSLKTKJQ-CESUGQOBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $49

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    10 mg

    $86

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    25 mg

    $190

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    50 mg

    $329

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    Product Description

    Digitoxigenin is a cardenolide and aglycone constituent of digitoxin, an extract from the foxglove plant, D. purpurea. It elicits cardiac contraction and cardiotonic effects by inhibiting the Na+/K+ ATPase via binding at the digitalis receptor site with nanomolar potency.1,2 Digitoxigenin is highly cytotoxic, inhibiting Na+/K+ ATPase-dependent protein synthesis, and has been examined for use as an antitumor compound.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Balzan, S., D'Urso, G., Ghione, S., et al. Selective inhibition of human erythrocyte Na+/K+ ATPase by cardiac glycosides and by a mammalian digitalis like factor. Life Sci. 67(16), 1921-1928 (2000).

    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. Perne, A., Muellner, M.K., Steinrueck, M., et al. Cardiac glycosides induce cell death in human cells by inhibiting general protein synthesis. PLoS One 4(12), 1-9 (2009).