Bufotenidine

Nowadays, Bufotenidine has become a topic of great relevance and interest to a wide range of people. Its impact and relevance range from the personal to the professional sphere, influencing decisions, behaviors and ways of thinking. Bufotenidine is not only a current phenomenon, but has been present throughout history, evolving and adapting to the changing circumstances of society. In this article we will explore different aspects of Bufotenidine, from its origin to its influence today, in order to better understand its importance and scope in our daily lives.

Bufotenidine
Names
Preferred IUPAC name
3--1H-indol-5-olate
Other names
Bufotenidin, N,N,N-Trimethylserotonin
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C13H18N2O/c1-15(2,3)7-6-10-9-14-13-5-4-11(16)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3 ☒N
    Key: HIYGARYIJIZXGW-UHFFFAOYSA-N ☒N
  • InChI=1/C13H18N2O/c1-15(2,3)7-6-10-9-14-13-5-4-11(16)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3
    Key: HIYGARYIJIZXGW-UHFFFAOYAI
  • C(C)(C)CCC1=CNC2=C1C=C(C=C2)
Properties
C13H18N2O
Molar mass 218.300 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
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Bufotenidine, also known as 5-hydroxy-N,N,N-trimethyltryptammonium (5-HTQ), is a toxin related to bufotenin, serotonin, and other tryptamines which is found in the venom of a variety of toads.[1][2] It acts as a selective serotonin 5-HT3 receptor agonist, and has been used in scientific research to study the function of the serotonin 5-HT3 receptor, though this use has been limited by the fact that, as a quaternary amine, it is unable to readily cross the blood-brain-barrier and hence is peripherally selective.[3]

See also

References

  1. ^ Wieland, Heinrich; Konz, Wilhelm; Mittasch, Heinz (1934). "Toad poisons. VII. Constitution of bufotenin and bufotenidine". Justus Liebigs Annalen der Chemie. 513: 1–25. doi:10.1002/jlac.19345130102.
  2. ^ Raymond-Hamet (1943). "Bufotenidine, an extremely active principle of the venom of the common toad (Bufo bufo)". Comptes rendus des séances de la Société de biologie et de ses filiales. 137: 74–75.
  3. ^ Bryan L. Roth (17 August 2008). The Serotonin Receptors: From Molecular Pharmacology to Human Therapeutics. Springer Science & Business Media. pp. 108–. ISBN 978-1-59745-080-5.