List 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	R^α	R^β	R^N1	R^N2	Full Name	Structure	Sources
Tryptamine	H	H	H	H	H	H	H	H	H	H	3-(2-amino ethyl)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
N_ω-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	R^α	R^β	R^N1	R^N2	Full Name	Structure	Sources

References

↑ 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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[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.