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Toxin

Bufalin

Другие языки:

Bufalin

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Bufalin
Names

IUPAC name 3β,14-Dihydroxy-5β-bufa-20,22-dienolide
Systematic IUPAC name 4-[(1R,3aS,3bR,5aR,7S,9aS,9bS,11aR)-3a,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2H-pyran-2-one
Identifiers
CAS Number	465-21-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:517248
ChEMBL	ChEMBL399680
ChemSpider	7826155
ECHA InfoCard	100.150.073
PubChem CID	9547215
UNII	U549S98QLW
CompTox Dashboard (EPA)	DTXSID90873563
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	386.532 g·mol⁻¹
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300
Precautionary statements	P264, P270, P301+P310, P321, P330, P405, P501
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 toxin originally isolated from Chinese toad venom, which is a component of some traditional Chinese medicines.

Research

Bufalin has in vitro antitumor effects against various malignant cell lines, including hepatocellular and lung carcinoma. However, as with other bufadienolides, its potential use is hampered by its cardiotoxicity.