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bufotalin

Structure via PubChem · Public domain (PubChem)

EntityQ5760807· pop 10· linked from 184 articles

Bufotalin is a cardiotoxic bufanolide steroid, cardiac glycoside analogue, secreted by a number of toad species. Bufotalin can be extracted from the skin parotoid glands of several types of toad.

Chemical data

Formula
C26H36O6
Molecular weight
444.6 g/mol
IUPAC name
[(3S,5R,8R,9S,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES
CC(=O)O[C@H]1C[C@@]2([C@@H]3CC[C@@H]4C[C@H](CC[C@@]4([C@H]3CC[C@@]2([C@H]1C5=COC(=O)C=C5)C)C)O)O
InChIKey
VOZHMAYHYHEWBW-NVOOAVKYSA-N
XLogP
2.5
Polar surface area
93.1 Ų
H-bond donors
2
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
444.251189
Show 5 more facts
found in taxon
Asiatic toad
chemical formula
C₂₆H₃₆O₆
isomeric SMILES
CC(=O)O[C@H]1C[C@@]2([C@@H]3CC[C@@H]4C[C@H](CC[C@@]4([C@H]3CC[C@@]2([C@H]1C5=COC(=O)C=C5)C)C)O)O
canonical SMILES
CC(=O)OC1CC2(C3CCC4CC(CCC4(C3CCC2(C1C5=COC(=O)C=C5)C)C)O)O
Commons category
Bufotalin
Sources (3)

via Wikidata · CC0

~3 min read

Encyclopedic overview

7 sections
Contents
  • Sources
  • Traditional medicine
  • Toxicity
  • Pharmacology and mechanism of action
  • Pharmacokinetics
  • Chemical properties
  • References

Bufotalin is a cardiotoxic bufanolide steroid, cardiac glycoside analogue, secreted by a number of toad species. Bufotalin can be extracted from the skin parotoid glands of several types of toad.

==Sources== Rhinella marina (Cane toad), Rhaebo guttatus (Smooth-sided toad), Bufo melanostictus (Asian toad), and Bufo bufo (common European toad) are sources of bufotalin.

Excerpted from Wikipedia’s “bufotalin” article, available under the CC BY-SA 4.0 licence.

Gallery (3)

Available in 9 languages

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