Table of naturally occurring tryptamines

General structure of substituted tryptamines

The following table lists tryptamine alkaloids endogenous to living organisms:

 Naturally occurring tryptamines, tabulated by structure
Short Name R1 R2 R4 R5 R6 R7 Rα Rβ RN1 RN2 Full Name Structure Sources
Tryptamine H H H H H H H H H H 3-(2-aminoethyl)indole animals, plants
NMT H H H H H H H H CH3 H N-methyl-tryptamine plants
DMT H H H H H H H H CH3 CH3 N,N-dimethyltryptamine animals,[1] plants
Lespedamine OCH3 H H H H H H H CH3 CH3 1-methoxy-N,N-dimethyltryptamine plants
Tryptophan H H H H H H (S)-COOH H H H α-carboxyltryptamine animals, plants
2-Hydroxy-NMT H OH H H H H H H CH3 H 2-hydroxy-N-methyltryptamine plants
Psilocin H H OH H H H H H CH3 CH3 4-hydroxy-N,N-dimethyltryptamine mushrooms
Norbaeocystin H H OPO3H2 H H H H H H H 4-phosphoryloxy-tryptamine mushrooms
Baeocystin H H OPO3H2 H H H H H CH3 H 4-phosphoryloxy-N-methyl-tryptamine mushrooms
Psilocybin H H OPO3H2 H H H H H CH3 CH3 4-phosphoryloxy-N,N-dimethyltryptamine mushrooms
Aeruginascin H H H H H H H 4-phosphoryloxy-N,N,N-trimethyltryptamine mushrooms
5-Bromo-DMT H H H Br H H H H CH3 CH3 5-bromo-N,N-dimethyltryptamine marine invertebrates
Serotonin H H H OH H H H H H H 5-hydroxytryptamine animals, plants
Nω-methylserotonin (norbufotenin) H H H OH H H H H CH3 H 5-hydroxy-N-methyltryptamine plants
Bufotenin H H H OH H H H H CH3 CH3 5-hydroxy-N,N-dimethyltryptamine animals, plants
Melatonin H H H OCH3 H H H H C(=O)-CH3 H 5-methoxy-N-acetyltryptamine animals, plants, and microbes
5-MeO-NMT H H H OCH3 H H H H CH3 H 5-methoxy-N-methyl-tryptamine plants
5-MeO-DMT H H H OCH3 H H H H CH3 CH3 5-methoxy-N,N-dimethyltryptamine animals, plants
5,6-Dibromotryptamine H H H Br Br H H H H H 5,6-dibromotryptamine marine invertebrates
5,6-Dibromo-NMT H H H Br Br H H H CH3 H 5,6-dibromo-N-methyltryptamine marine invertebrates
5,6-Dibromo-DMT H H H Br Br H H H CH3 CH3 5,6-dibromo-N,N-dimethyltryptamine marine invertebrates
6-Bromotryptamine H H H H Br H H H H H 6-bromotryptamine marine invertebrates
Convolutindole A OCH3 Br Br H Br OCH3 H H CH3 CH3 2,4,6-tribromo-1,7-dimethoxy-N,N-dimethyltryptamine marine invertebrates
Short Name R1 R2 R4 R5 R6 R7 Rα Rβ RN1 RN2 Full Name Structure Sources
This list is incomplete; you can help by expanding it.

References

  1. ↑ Barker SA, Monti JA and Christian ST (1981). N,N-Dimethyltryptamine: An endogenous hallucinogen. In International Review of Neurobiology, vol 22, pp. 83-110; Academic Press, Inc.
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