Bufotenidine (5-HTQ) is the trimethyl version of bufotenine. It's chemical structure is often shown with the 5-hydroxy group replaced by a negatively charged oxygen atom. Bufotenidine acts as a selective 5-HT3 receptor agonist. 5-HT3 agonists produce intense nausea when ingested.
The closely related aeruginascin is found in the mushroom Inocybe aeruginascens.
Bufotenidine is found in several toads including Bufo americanus, B. calamita, B. gargarizans, B. paracnemis, and B. viridis.
Reported to have curariform activity on isolated muscles and to block acetylcholine induced spasms. Neither death nor ataxia was noted in mice at 2 mg/kg ip.
Lethal dose from respiratory failure has been given as 10 mg/kg ip in mice.
PubChem CID: 3083591
Chemical Names: Bufotenidine; 5-HTQ; 5-Hydroxy-N,N,N-trimethyltryptammonium; 3-[2-(trimethylazaniumyl)ethyl]-1H-indol-5-olate; 487-91-2; Bufotenidin; AC1MJ0WJ; AGN-PC-0KP03Q;
Molecular Formula: C13H18N2O
Molecular Weight: 218.29482 g/mol
CAS No: 487-91-2
Solubility: soluble in acetone, methanol
UV: λmax 218-220 (4.55), 284-288 nm (3.98)
Melting Point: 216-217 C
Melting Point: 96.5 C
Melting Point: 195-200 C