A cardiotonic steroid
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Bufalin

Item No. 15725

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β)-3,14-dihydroxy-bufa-20,22-dienolide
CAS Number
465-21-4
Synonyms
  • NSC 89595
Molecular Formula
C24H34O4
Formula Weight
386.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 5 mg/mlEthanol: 15 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
202, 299 nm
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(C=C5)=COC5=O)([H])C1
InChi Code
InChI=1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1
InChi Key
QEEBRPGZBVVINN-BMPKRDENSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $63

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    10 mg

    $110

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    25 mg

    $242

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    50 mg

    $423

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    Product Description

    Bufalin is a cardiotonic steroid first isolated from toad venom and used in traditional Asian medicine.1,2 It inhibits the Na+/K+-ATPase transporter (Kds = 42, 45, and 40 nM for the α1, α2, and α3 subunits, respectively).3 Intravenously administered bufalin is cleared rapidly, with a plasma half-life of 25 minutes in dogs and rats.4 Bufalin inhibits steroid receptor coactivator 1 (SRC-1) and SRC-3 at doses as low as 5 nM, promotes the degradation of SRC-3 protein, and inhibits cancer cell growth both in vitro and in vivo.5 It can also impact the action and expression of several other proteins and kinases as well as induce apoptosis in various cancer cells.6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yoshida, S., and Sakai, T. Effects of bufalin and related cardiotonic steroids in the neuromuscular junction. Jpn. J. Pharmacol. 23(6), 859-869 (1973).

    2. Pavlovic, D. The role of cardiotonic steroids in the pathogenesis of cardiomyopathy in chronic kidney disease. Nephron Clin. Pract. 128(1-2), 11-21 (2014).

    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).

    4. Hamlyn, J.M. Natriuretic hormones, endogenous ouabain, and related sodium transport inhibitors. Front. Endocrinol. (Lausanne) 5, (2015).

    5. Wang, Y., Lonard, D.M., Yu, Y., et al. Bufalin is a potent small-molecule inhibitor of the steroid receptor coactivators SRC-3 and SRC-1. Cancer Res. 74(5), 1506-1517 (2014).

    6. Wu, S.H., Hsiao, Y.T., Kuo, C.L., et al. Bufalin inhibits NCI-H460 human lung cancer cell metastasis in vitro by inhibiting MAPKs, MMPs, and NF-KB pathways. Am. J. Chin. Med. 43(6), 1247-1264 (2015).

    7. Yin, P.H., Liu, X., Qiu, Y.Y., et al. Anti-tumor activity and apoptosis-regulation mechanisms of bufalin in various cancers: New hope for cancer patients. Asian Pac. J. Cancer Prev. 13(11), 5339-5343 (2012).