A bufadienolide with cytotoxic and immunomodulatory activities
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Bufotalin

Item No. 34466

Technical Information
Formal Name
(3β,5β,16β)-16-(acetyloxy)-3,14-dihydroxy-bufa-20,22-dienolide
CAS Number
471-95-4
Synonyms
  • NSC 89596
Molecular Formula
C26H36O6
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
295 nm
SMILES
C[C@@]12[C@](C3=COC(C=C3)=O)([H])[C@H](C[C@@]1([C@@]4([H])[C@]([C@@]5([C@](C[C@H](CC5)O)([H])CC4)C)([H])CC2)O)OC(C)=O
InChi Code
InChI=1S/C26H36O6/c1-15(27)32-21-13-26(30)20-6-5-17-12-18(28)8-10-24(17,2)19(20)9-11-25(26,3)23(21)16-4-7-22(29)31-14-16/h4,7,14,17-21,23,28,30H,5-6,8-13H2,1-3H3/t17-,18+,19+,20-,21+,23+,24+,25-,26+/m1/s1
InChi Key
VOZHMAYHYHEWBW-NVOOAVKYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Bufotalin is a bufadienolide that has been found in toad (B. asiaticus) venom and has cytotoxic and immunomodulatory activities.1,2 It induces cell cycle arrest at the G1 phase and apoptosis in Hep3B cells when used at concentrations ranging from 0.13 to 1.13 µM.1 Bufotalin (100 µg/kg) reduces autoantibody production, serum levels of TNF-α, IL-1β, IFN-γ, IL-22, and IL-17, and the number of splenic and lymph node Th17 cells, as well as increases saliva flow rates in a mouse model of experimental Sjörgren’s syndrome, an autoimmune disease characterized by the reduced secretion of exocrine glands.2 It also induces lethality in anesthetized dogs (LD50 = 0.36 mg/kg).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Su, C.-L., Lin, T.-Y., Lin, C.-N., et alInvolvement of caspases and apoptosis-inducing factor in bufotalin-induced apoptosis of Hep 3B cells. J. Agric. Food Chem. 57(1), 55-61 (2009).

    2. Huang, Y., Yang, G., Fei, J., et alBufotalin ameliorates experimental Sjögren’s syndrome development by inhibiting Th17 generation. Naunyn-Schmiedeberg's Arch. Pharmacol. 393(10), 1977-1985 (2020).

    3. Hamet, R. Toxicity of bufotalin administered by oral route. Compt. Rend. Soc. Biol. 152, 571-574 (1958).