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Chemical Compound Review

Bufotenin     3-(2-dimethylaminoethyl)-1H- indol-5-ol

Synonyms: cebilcin, Mappine, Bufotenine, Cohoba, Mapine, ...
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Disease relevance of Dimethylserotonin

  • The death of a 23-year-old man resulting from digoxin-like toxicity and heart failure was attributed to ingestion of a West Indian aphrodisiac known as "Love Stone." GC/MS analyses identified bufotenine, a controlled substance under both US and New York State statutes [1].

Psychiatry related information on Dimethylserotonin


High impact information on Dimethylserotonin


Chemical compound and disease context of Dimethylserotonin


Biological context of Dimethylserotonin


Anatomical context of Dimethylserotonin


Associations of Dimethylserotonin with other chemical compounds


Gene context of Dimethylserotonin


Analytical, diagnostic and therapeutic context of Dimethylserotonin


  1. GC/MS comparison of the West Indian aphrodisiac "Love Stone" to the Chinese medication "chan su": bufotenine and related bufadienolides. Barry, T.L., Petzinger, G., Zito, S.W. J. Forensic Sci. (1996) [Pubmed]
  2. Biochemical studies in early infantile autism. Narasimhachari, N., Himwich, H.E. Biol. Psychiatry (1975) [Pubmed]
  3. Bufotenine reconsidered as a diagnostic indicator of psychiatric disorders. Takeda, N., Ikeda, R., Ohba, K., Kondo, M. Neuroreport (1995) [Pubmed]
  4. Urinary excretion of bufotenin (N,N-dimethyl-5-hydroxytryptamine) is increased in suspicious violent offenders: a confirmatory study. Kärkkäinen, J., Räisänen, M., Huttunen, M.O., Kallio, E., Naukkarinen, H., Virkkunen, M. Psychiatry research. (1995) [Pubmed]
  5. The frog prince: tale and toxicology. Siegel, D.M., McDaniel, S.H. The American journal of orthopsychiatry. (1991) [Pubmed]
  6. Species heterogeneity of pineal hydroxyindole-O-methyltransferase. Nakane, M., Yokoyama, E., Deguchi, T. J. Neurochem. (1983) [Pubmed]
  7. Bufotenine esters. Glennon, R.A., Gessner, P.K., Godse, D.D., Kline, B.J. J. Med. Chem. (1979) [Pubmed]
  8. RNA-editing of the 5-HT(2C) receptor alters agonist-receptor-effector coupling specificity. Berg, K.A., Cropper, J.D., Niswender, C.M., Sanders-Bush, E., Emeson, R.B., Clarke, W.P. Br. J. Pharmacol. (2001) [Pubmed]
  9. High-affinity agonist binding is not sufficient for agonist efficacy at 5-hydroxytryptamine2A receptors: evidence in favor of a modified ternary complex model. Roth, B.L., Choudhary, M.S., Khan, N., Uluer, A.Z. J. Pharmacol. Exp. Ther. (1997) [Pubmed]
  10. Tissue distribution, metabolism and effects of bufotenine administered to rats. Fuller, R.W., Snoddy, H.D., Perry, K.W. Neuropharmacology (1995) [Pubmed]
  11. The influence of bufotenin on the feeding behavior and cerebral serotonin content in rats. Uluitu, M., Lazăr, M., Catrinescu, G. Physiologie. (1976) [Pubmed]
  12. Synaptic connexions and related postsynaptic pharmacology studied in the cerebral ganglion of Aplysia. Hinzen, D.H., Davies, M.A. Brain Res. (1978) [Pubmed]
  13. Overview of selected basic research in autism. Piggott, L.R. Journal of autism and developmental disorders. (1979) [Pubmed]
  14. Bufotenine: toward an understanding of possible psychoactive mechanisms. McBride, M.C. Journal of psychoactive drugs. (2000) [Pubmed]
  15. A comparison of cinobufotenine (the quaternary derivative of 5-HT) and some related compounds with coryneine (the quaternary derivative of dopamine) on the frog rectus, guinea-pig ileum and rat fundus strip preparations. Barlow, R.B., Burston, K.N. Br. J. Pharmacol. (1980) [Pubmed]
  16. Transitional states of the neuronal serotonergic site. Fillion, G., Fillion, M.P. Eur. J. Pharmacol. (1980) [Pubmed]
  17. Potentially hallucinogenic 5-hydroxytryptamine receptor ligands bufotenine and dimethyltryptamine in blood and tissues. Kärkkäinen, J., Forsström, T., Tornaeus, J., Wähälä, K., Kiuru, P., Honkanen, A., Stenman, U.H., Turpeinen, U., Hesso, A. Scand. J. Clin. Lab. Invest. (2005) [Pubmed]
  18. Activity of serotonin (5-HT) receptor agonists, partial agonists and antagonists at cloned human 5-HT1A receptors that are negatively coupled to adenylate cyclase in permanently transfected HeLa cells. Pauwels, P.J., Van Gompel, P., Leysen, J.E. Biochem. Pharmacol. (1993) [Pubmed]
  19. Stimulation of rat prolactin secretion by indolealkylamine hallucinogens. Meltzer, H.Y., Fessler, R.G., Simonovic, M., Fang, V.S. Psychopharmacology (Berl.) (1978) [Pubmed]
  20. Effects of some anxiogenic agents on rat brain monoamine oxidase (MAO) A and B inhibitory (tribulin) activity. Bhattacharya, S.K., Chakrabarti, A., Sandler, M., Glover, V. Indian J. Exp. Biol. (1996) [Pubmed]
  21. Indolealkylamines and prolactin secretion. A structure-activity study in the central nervous system of the rat. Seeman, G., Brown, G.M. Neuropharmacology (1985) [Pubmed]
  22. The interoceptive discriminative stimuli induced by the novel putative anxiolytic TVX Q 7821: behavioral evidence for the specific involvement of serotonin 5-HT1A receptors. Spencer, D.G., Traber, J. Psychopharmacology (Berl.) (1987) [Pubmed]
  23. 5-Hydroxytryptamine stimulates two distinct adenylate cyclase activities in rat brain: high-affinity activation is related to a 5-HT1 subtype different from 5-HT1A, 5-HT1B, and 5-HT1C. Fayolle, C., Fillion, M.P., Barone, P., Oudar, P., Rousselle, J.C., Fillion, G. Fundamental & clinical pharmacology. (1988) [Pubmed]
  24. Pharmañopo-psychonautics: human intranasal, sublingual, intrarectal, pulmonary and oral pharmacology of bufotenine. Ott, J. Journal of psychoactive drugs. (2001) [Pubmed]
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