Biology:List of naturally occurring tryptamines

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Short description: Wikipedia list article
See also: list of naturally occurring phenethylamines
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 Tryptamine structure.png animals, plants
NMT H H H H H H H H CH3 H N-methyl-tryptamine NMT.svg plants
DMT H H H H H H H H CH3 CH3 N,N-dimethyltryptamine Dimethyltryptamine.svg animals,[1] plants
Lespedamine OCH3 H H H H H H H CH3 CH3 1-methoxy-N,N-dimethyltryptamine Lespedamine.svg plants
Tryptophan H H H H H H (S)-COOH H H H α-carboxyltryptamine L-Tryptophan - L-Tryptophan.svg animals, plants
2-Hydroxy-NMT H OH H H H H H H CH3 H 2-hydroxy-N-methyltryptamine 2-Hydroxy-NMT.svg plants
Psilocin H H OH H H H H H CH3 CH3 4-hydroxy-N,N-dimethyltryptamine Psilocin structure.svg mushrooms
Norbaeocystin H H OPO3H2 H H H H H H H 4-phosphoryloxy-tryptamine Norbaeocystin.png mushrooms
Baeocystin H H OPO3H2 H H H H H CH3 H 4-phosphoryloxy-N-methyl-tryptamine Baeocystin.png mushrooms
Psilocybin H H OPO3H2 H H H H H CH3 CH3 4-phosphoryloxy-N,N-dimethyltryptamine Psilocybin chemical structure.png mushrooms
Aeruginascin H H H H H H H 4-phosphoryloxy-N,N,N-trimethyltryptamine Aeruginascin.png mushrooms
5-Bromo-DMT H H H Br H H H H CH3 CH3 5-bromo-N,N-dimethyltryptamine 5-Bromo-DMT.svg marine invertebrates
Serotonin H H H OH H H H H H H 5-hydroxytryptamine Serotonin.svg animals, plants
Nω-methylserotonin (norbufotenin) H H H OH H H H H CH3 H 5-hydroxy-N-methyltryptamine Norbufotenine.svg plants
Bufotenin H H H OH H H H H CH3 CH3 5-hydroxy-N,N-dimethyltryptamine Bufotenine.svg animals, plants
Melatonin H H H OCH3 H H H H C(=O)-CH3 H 5-methoxy-N-acetyltryptamine Melatonin2.svg animals, plants, and microbes
5-MeO-NMT H H H OCH3 H H H H CH3 H 5-methoxy-N-methyl-tryptamine 5-MeO-NMT.svg plants
5-MeO-DMT H H H OCH3 H H H H CH3 CH3 5-methoxy-N,N-dimethyltryptamine 5-MeO-DMT.svg animals, plants
5,6-Dibromotryptamine H H H Br Br H H H H H 5,6-dibromotryptamine 5,6 diBr-T.svg marine invertebrates
5,6-Dibromo-NMT H H H Br Br H H H CH3 H 5,6-dibromo-N-methyltryptamine 5,6 diBr-NMT.svg marine invertebrates
5,6-Dibromo-DMT H H H Br Br H H H CH3 CH3 5,6-dibromo-N,N-dimethyltryptamine 5,6-dibromo-DMT.svg marine invertebrates
6-Bromotryptamine H H H H Br H H H H H 6-bromotryptamine 6-Br-T.svg marine invertebrates
Convolutindole A OCH3 Br Br H Br OCH3 H H CH3 CH3 2,4,6-tribromo-1,7-dimethoxy-N,N-dimethyltryptamine Convolutindole A.svg marine invertebrates
Short Name R1 R2 R4 R5 R6 R7 Rα Rβ RN1 RN2 Full Name Structure Sources


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.