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Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. [9] [10] The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the first one being the heterocyclic nitrogen). [9]
Tryptamine itself is obtained when R4=R5=RN 1 =RN 2 =Rα = H. The structure of substituted tryptamines with all positions labeled. Substituted tryptamines, or simply tryptamines, also known as serotonin analogues (i.e., 5-hydroxytryptamine analogues), are organic compounds which may be thought of as being derived from tryptamine itself.
The tryptamine skeleton is part of the vast majority of indole alkaloids. [14] For example, N,N-dimethyltryptamine (DMT), psilocin and its phosphorylated psilocybin are the simplest derivatives of tryptamine. [13] Some simple indole alkaloids do not contain tryptamine, such as gramine and glycozoline (the latter is a derivative of carbazole). [15]
N,N-Dimethyltryptamine (DMT or N,N-DMT) is a substituted tryptamine that occurs in many plants and animals, including humans, and which is both a derivative and a structural analog of tryptamine. [ 1 ] [ 2 ] [ 3 ] DMT is used as a psychedelic drug and prepared by various cultures for ritual purposes as an entheogen .
Tryptamine - otherwise known as indolamine. Indolamines are a family of neurotransmitters that share a common molecular structure (namely, indolamine). Indolamines are a classification of monoamine neurotransmitter , along with catecholamines and ethylamine derivatives.
5-MeO-DMT (5-methoxy-N,N-dimethyltryptamine), also known as O-methylbufotenin or mebufotenin (INN Tooltip International Nonproprietary Name), is a naturally occurring psychedelic of the tryptamine family. [5] [1] [4] [2] It is found in a wide variety of plant species, and is also secreted by the glands of at least one toad species, the Colorado ...
Amine N-methyltransferase (EC 2.1.1.49), also called indolethylamine N-methyltransferase, and thioether S-methyltransferase, is an enzyme that is ubiquitously present in non-neural tissues and catalyzes the N-methylation of tryptamine and structurally related compounds. [1]
α-Methyltryptamine (αMT, AMT) is a psychedelic, stimulant, and entactogen drug of the tryptamine family. [5] [6] It was originally developed as an antidepressant at Upjohn in the 1960s, and was used briefly as an antidepressant in the Soviet Union under the brand name Indopan or Indopane before being discontinued.