باتراکوتوکسین

Also known as BTX, batrachotoxins

Batrachotoxin (BTX) is an extremely potent cardiotoxic and neurotoxic steroidal alkaloid found in certain species of beetles, birds, and frogs. The name is from the Greek word . Structurally-related chemical compounds are often referred to collectively as batrachotoxins. In certain frogs, this alkaloid is present mostly on the skin. Such frogs are among those used for poisoning darts. Batrachotoxin binds to and irreversibly opens the sodium channels of nerve cells and prevents them from closing, resulting in paralysis and death. No antidote is known.

Chemical data

Formula: C31H42N2O6
Molecular weight: 538.7 g/mol
IUPAC name: [(1S)-1-[(1R,5R,6S,9R,11S,12R,14R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.15,9.01,14.02,11.06,11]tricosa-2,21-dien-22-yl]ethyl] 2,4-dimethyl-1H-pyrrole-3-carboxylate
SMILES: CC1=CNC(=C1C(=O)O[C@@H](C)C2=CC[C@@]34[C@@]2(C[C@H]([C@@]56C3=CC[C@H]7[C@@]5(CC[C@](C7)(O6)O)C)O)CN(CCO4)C)C
InChIKey: ISNYUQWBWALXEY-OMIQOYQYSA-N
XLogP: 1.6
Polar surface area: 104 Å²
H-bond donors: 3
H-bond acceptors: 7
Formal charge: 0

via PubChem

Research

7,131 papers

Reply.Gastroenterology · 2021
Dreamland.Chest · 2016
Naegleria fowleri.The New England journal of medicine · 2020
Selected Abstracts.Diseases of the colon and rectum · 2026
Selected Abstracts.Diseases of the colon and rectum · 2026

via PubMed

Wikidata facts

Subclass of: heterocyclic compound
Has part: carbon
Mass: 538.304287064

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Commons category: Batrachotoxin
chemical formula: C₃₁H₄₂N₂O₆
found in taxon: Dendrobatidae
canonical SMILES: CC1=CNC(=C1C(=O)OC(C)C2=CCC34C2(CC(C56C3=CCC7C5(CCC(C7)(O6)O)C)O)CN(CCO4)C)C
isomeric SMILES: C[C@@H](OC(=O)c1c(C)c[nH]c1C)C1=CC[C@@]23OCCN(C)C[C@@]12C[C@@H](O)[C@]12O[C@@]4(O)CC[C@@]1(C)[C@H](CC=C32)C4
subject has role: bufotoxin

Sources (3)

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