Bufalin

Bufalin

Names
IUPAC name (3β,5β)-3,14-Dihydroxybufa-20,22-dienolide
Identifiers
CAS Number	465-21-4
3D model (Jmol)	Interactive image
ChemSpider	7826155
InChI 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 Key: QEEBRPGZBVVINN-BMPKRDENSA-N
SMILES C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4c5ccc(=O)oc5)O)C)O
Properties
Chemical formula	C24H34O4
Molar mass	386.53 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Bufalin, is a cardiotonic steroid originally isolated from the Chinese toad venom. It is a component found in many chinese traditional medicine.^[1]

Usage

Bufalin has a in vitro antitumor effects against various malignancies, includiing hepatocellular^[2] and lung carcinoma.^[3] However, as with other bufadienolides, its use is hampered by its cardiotoxicity.^[4]

References

1. "Datasheet: Bufotalin sc-sc-200136" Santa Cruz Biotechnology, Inc.https://datasheets.scbt.com/sc-200136.pdf
2. Zhang ZJ (Feb 2014). "Bufalin attenuates the stage and metastatic potential of hepatocellular carcinoma in nude mice.". J Transl Med. 12: 57. doi:10.1186/1479-5876-12-57. PMC 4015709. PMID 24581171.
3. Wu SH (2014). "Bufalin induces cell death in human lung cancer cells through disruption of DNA damage response pathways". Am J Chin Med. 42 (3): 729–42. doi:10.1142/S0192415X14500475. PMID 24871662.
4. Ma H (Jul 2012). "The novel antidote Bezoar Bovis prevents the cardiotoxicity of Toad (Bufo bufo gargarizans Canto) Venom in mice". Exp Toxicol Pathol. 64 (5): 417–23. doi:10.1016/j.etp.2010.10.007. PMID 21084181.