2575 Bufotenin Bufotenin (5-OH-DMT), is a tryptamine related to the neurotransmitter serotonin. It is an alkaloid found in the skin of some species of toads; in mushrooms, higher plants, and mammals. Bufotenin is a chemical constituent in the venom and eggs of several species of toads belonging to the Bufo genus, but most notably in the Colorado River toad (Bufo alvarius) as it is the only toad species in which bufotenin is present in large enough quantities for a psychoactive effect. Extracts of toad venom, containing bufotenin and other bioactive compounds, have been used in some traditional medicines (probably derived from Bufo gargarizans), which has been used medicinally for centuries in China. Bufotenin is a constituent of the seeds of Anadenanthera colubrina and Anadenanthera peregrina trees. Anadenanthera seeds have been used as an ingredient in psychedelic snuff preparations by indigenous cultures of the Caribbean, Central and South America. The acute toxicity (LD50) of bufotenin in rodents has been estimated at 200 to 300 mg/kg. Death occurs by respiratory arrest. 487-93-4 10257 C12H16N2O 204.126260 White powder. 146.5°C Ingestion (L1815) Bufotenin is a neurotoxin similar to the mushroom toxin psilocin. Thus it likely acts as a partial agonist at the 5-HT2A serotonin receptor in the brain where it mimics the effects of serotonin (5-HT). It is likely also a 5-HT1A and 5-HT2A/2C agonist. (L1081, L1673) No indication of carcinogenicity to humans (not listed by IARC). Bufotenin is a toxin found in some toads (genus Bufo) and mushrooms (genus Amanita). (L1081) Bufotenin is neurotoxic and can cause hallucinations. (L1081) Bufotenin exposure produces local irritation and causes hallucinations. It may also cause circulation problems peripheral nervous system effects such as flushing and hyperventilation. (L1081) 2009-07-03T22:19:14Z 2014-12-24T20:25:40Z http://en.wikipedia.org/wiki/bufotenin C08299 3210 BUFOTENINE D002027 Bufotenin DB01445 true CN(C)CCC1=CNC2=C1C=C(O)C=C2 C12H16N2O InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3 InChIKey=VTTONGPRPXSUTJ-UHFFFAOYSA-N 204.2682 204.126263144 Exogenous Solid HMDB41842 CHEMBL416526 9839