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Metabolite of the amino acid tryptophan
Tryptamine, also known as 2-(3-indolyl)ethylamine, is an indolamine metabolite of the essential amino acid tryptophan. The chemical structure is defined
Tryptamine
Class of indoles
Substituted tryptamines, or simply tryptamines, also known as serotonin analogues (i.e., 5-hydroxytryptamine analogues), are organic compounds which may
Substituted_tryptamine
Pharmaceutical compound
pip-Tryptamine (pip-T), also known as N,N-pentamethylenetryptamine, N,N-piperidyltryptamine, or 3-(2-piperidinoethyl)indole, is a serotonin receptor modulator
Pip-Tryptamine
Chemical synthesis route
Speeter–Anthony tryptamine synthesis (STS), is a well-known and widely used chemical synthesis route used in the synthesis of tryptamines, including psychedelic
Speeter–Anthony_route
Pharmaceutical compound
serotonin receptor agonist and monoamine releasing agent (MRA) of the tryptamine family. 6-FT is known to have affinity for the serotonin 5-HT1A and 5-HT2A
6-Fluorotryptamine
Psychedelic drug
N-DMT), is a serotonergic hallucinogen and investigational drug of the tryptamine family that occurs naturally in many plants and animals. DMT is used as
Dimethyltryptamine
Pharmaceutical compound
known as 5-methoxy-pip-tryptamine, is a serotonin receptor modulator and selective serotonin 5-HT1A receptor agonist of the tryptamine family related to 5-MeO-pyr-T
5-MeO-pip-T
Pharmaceutical compound
is a serotonin receptor agonist and monoamine releasing agent of the tryptamine family. 5-FT is known to have affinity for the serotonin 5-HT1A and 5-HT2A
5-Fluorotryptamine
Pharmaceutical compound
releasing agent of the tryptamine family that has been used in scientific research. It is related to other 5-substituted tryptamines such as serotonin
5-Methyltryptamine
Chemical compound
5-(Nonyloxy)tryptamine (5-NOT) is a tryptamine derivative which acts as a selective agonist at the 5-HT1B receptor. Increasing the O-alkoxy chain length
5-(Nonyloxy)tryptamine
List of plant species with reported psychoactive properties
nitrogen, unlike many other psychoactive substances and is not an indole, tryptamine or phenethylamine. THC is just one of more than 100 identified cannabinoid
List_of_psychoactive_plants
Pharmaceutical compound
agonist and monoamine releasing agent of the tryptamine family. It is the 1-methyl derivative of tryptamine (T; PAL-235). The drug is known to act as a
1-Methyltryptamine
Pharmaceutical compound
5-MeO-desethylisoquinuclidineT or as desethyl-17,18-secoibogaine, is a tryptamine derivative and a deconstructed and simplified analogue of ibogaine. It
5-MeO-IsoqT
Pharmaceutical compound
N-(2-Cyanoethyl)tryptamine (CE-T) is a serotonin receptor modulator and possible psychedelic drug of the tryptamine family related to tryptamine (T). It is
N-(2-Cyanoethyl)tryptamine
Pharmaceutical compound
receptor agonist of the tryptamine family. It shows dramatically reduced activity at serotonin receptors compared to tryptamine and mixed effects in terms
2-Methyltryptamine
1997 book by Alexander Shulgin and Ann Shulgin
TiHKAL: The Continuation, also known as Tryptamines I Have Known and Loved, is a 1997 book written by Alexander Shulgin and Ann Shulgin. It is about a
TiHKAL
Chemical compound
as serotonin methyl ether or O-methylserotonin and as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin
5-Methoxytryptamine
Chemical compound
as well as metocin or methylcybin, is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to psilocin (4-HO-DMT). It is
4-HO-MET
Class of chemical compounds
embedded tryptamine and phenethylamine moieties within its structure, and so some partial ergolines are simple tryptamines, cyclized tryptamines, simple
Partial_lysergamide
Pharmaceutical compound
3-indenylethylamine derivative. It is an analogue and bioisostere of the tryptamine psychedelic N,N-dimethyltryptamine (DMT) in which the indole ring has
C-DMT
Chemical compound
α-Methyltryptamine (αMT, AMT) is a psychedelic, stimulant, and entactogen drug of the tryptamine and α-alkyltryptamine families. It was originally developed as an antidepressant
Α-Methyltryptamine
Pharmaceutical compound
NBOMe-T, NBOMe-tryptamine, or N-(2-methoxybenzyl)tryptamine, is a serotonin receptor modulator and possible psychedelic drug of the tryptamine family. It
T-NBOMe
Chemical compound
N-dipropyltryptamine or as "The Light", is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT). It is taken orally or by other
Dipropyltryptamine
Class of alkaloids
include isoprene groups and are thus called terpene indole or secologanin tryptamine alkaloids. Containing more than 4100 known different compounds, it is
Indole_alkaloid
Pharmaceutical compound
receptor modulator of the benzofuran family related to the psychedelic tryptamine 5-MeO-AMT. It is the analogue and bioisostere of 5-MeO-AMT in which the
Mebfap
chemical compounds related to the tryptamines. Some of them, such as RS134-49 and RU-28253, are cyclized tryptamines, whereas others, such as EMD-386088
Tetrahydropyridinylindole
Class of enzymes
the condensation of tryptamine with secologanin to form strictosidine in a formal Pictet–Spengler reaction: secologanin + tryptamine H2O H2O 3-α(S)-strictosidine
Strictosidine_synthase
Psychoactive drug
N-sec-Butyltryptamine (NsBT) is a psychoactive drug of the tryptamine family related to psychedelics like dimethyltryptamine (DMT). NsBT was briefly described
N-sec-Butyltryptamine
Pharmaceutical compound
α-Dideuterotryptamine, also known as D2-tryptamine (D2-T), is a deuterated isotopologue of tryptamine. It is the analogue of tryptamine in which the two hydrogen atoms
Α,α-Dideuterotryptamine
Class of chemical compounds
3-(2-pyrrolidinylethyl)indoles, also known as pyr-tryptamines or N,N-tetramethylenetryptamines, are a group of cyclized tryptamines in which the amine has been replaced
Pyrrolidinylethylindole
Pharmaceutical compound
or as O-propionyl-4-HO-MET, is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to 4-AcO-DMT (psilacetin). It
4-PrO-MET
Chemical compound
4-hydroxy-N-methyl-(α,N-trimethylene)tryptamine or as lucigenol, is a psychedelic drug of the pyrrolidinylmethylindole and cyclized tryptamine families. The affinity
4-HO-MPMI
Pharmaceutical compound
modulator and monoamine releasing agent of the tryptamine family. It is the 7-methoxy derivative of tryptamine. The drug acts as a full agonist of the serotonin
7-Methoxytryptamine
Monoamine releaser and entactogen
serotonin–dopamine releasing agent (SDRA) and putative entactogen of the tryptamine, α-alkyltryptamine, and β-ketotryptamine families. BK-NM-AMT acts as a
BK-NM-AMT
Pharmaceutical compound
receptor modulator of the benzofuran family related to the psychedelic tryptamine methylisopropyltryptamine (MiPT). It is the analogue and bioisostere of
MiPBF
Pharmaceutical compound
modulator and monoamine releasing agent of the tryptamine family. It is the 6-methyl derivative of tryptamine. The drug acts as a potent full agonist of the
6-Methyltryptamine
Pharmaceutical compound
chemical compound of the tryptamine and 4-hydroxytryptamine families. It is closely related to known psychedelic tryptamines and designer drugs such as
4-HO-EiPT
Serotonin receptor agonist
4-HTA), also known as N,N-didesmethylpsilocin, is a naturally occurring tryptamine alkaloid. It is closely related chemically to the neurotransmitter serotonin
4-Hydroxytryptamine
Pharmaceutical compound
NBnT, is a serotonin receptor modulator of the tryptamine family. It is the N-benzyl derivative of tryptamine. N-Benzyltryptamine is not known to have been
N-Benzyltryptamine
Pharmaceutical compound
modulator and monoamine releasing agent of the tryptamine family. It is the 7-methyl derivative of tryptamine. The drug acts as a potent full agonist of the
7-Methyltryptamine
Pharmaceutical compound
modulator and monoamine releasing agent of the tryptamine family. It is the 5-chloro derivative of tryptamine. The drug shows affinity for the serotonin 5-HT1A
5-Chlorotryptamine
Pharmaceutical compound
chemical compound of the tryptamine and 5-methoxytryptamine families. It is closely related to the known psychedelic tryptamine and designer drug 4-HO-MPT
5-MeO-MPT
Pharmaceutical compound
Z2876442907 is a tryptamine derivative which acts as a serotonin 5-HT2A receptor agonist. It was discovered from a molecule docking screen against the
Z2876442907
Pharmaceutical compound
3-[3-(dimethylamino)propyl]indole, is a homotryptamine and homologue of the psychedelic tryptamine dimethyltryptamine (DMT) in which the alkyl side chain has been lengthened
Dimethylhomotryptamine
Pharmaceutical compound
modulator and monoamine releasing agent of the tryptamine family. It is the 4-fluoro derivative of tryptamine. The drug acts as a potent full agonist of the
4-Fluorotryptamine
Psychedelic drug
also known as N,N-diethyltryptamine or T-9, is a psychedelic drug of the tryptamine family closely related to dimethyltryptamine (DMT). It is taken orally
Diethyltryptamine
Pharmaceutical compound
5-allyloxy-α-methyltryptamine, is a serotonin 5-HT2 receptor agonist of the tryptamine, 5-alkyloxytryptamine, and α-alkyltryptamine families. It is known to
5-Allyloxy-AMT
Pharmaceutical compound
is a serotonin receptor modulator and putative psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT). It is the isotopologue of
DMT-d4
Pharmaceutical compound
1-propyl-5-methoxy-α-methyltryptamine, is a serotonin receptor modulator of the tryptamine, α-alkyltryptamine, and 5-methoxytryptamine families. It is the 1-propyl
1-Propyl-5-MeO-AMT
Pharmaceutical compound
receptor modulator of the benzothiophene family related to the psychedelic tryptamine dimethyltryptamine (DMT). It is the analogue and bioisostere of DMT in
S-DMT
Pharmaceutical compound
serotonin receptor agonist and monoamine releasing agent (MRA) of the tryptamine family. It is a pale yellow solid. It is a full agonist of the serotonin
7-Chlorotryptamine
Pharmaceutical compound
L-760,790 is an experimental drug from the substituted tryptamine family, which acts as a selective agonist for the 5-HT1D serotonin receptor, with around
L-760790
Pharmaceutical compound
developmental code name ASR-3003, is a serotonin receptor modulator of the tryptamine family. It is an asymmetrical analogue of diisopropyltryptamine (DiPT)
IPALT
Pharmaceutical compound
as 2-methyl-N,N-diisopropyltryptamine, is a chemical compound of the tryptamine family related to the psychedelic drug diisopropyltryptamine (DiPT). It
2-Methyl-DiPT
Pharmaceutical compound
3-(2-pyrrolidinoethyl)indole, is a lesser-known serotonin receptor modulator of the tryptamine and pyrrolidinylethylindole families. It is the cyclized derivative of
Pyr-T
Pharmaceutical compound
as N-methyl-N-(2-indolylethyl)tryptamine, is a "relatively" selective serotonin 5-HT2C receptor agonist of the tryptamine family. At the serotonin 5-HT2C
CPI-CG-8
Pharmaceutical compound
the tryptamine family. It is structurally related to the monoamine neurotransmitter serotonin (5-hydroxytryptamine; 5-HT). Substituted tryptamine 4
6,7-Dihydroxytryptamine
Sudan." Lloydia 38(3):176-177. Trout, K. & Friends. 2007. Some Simple Tryptamines. Second edition. Mydriatic Productions, USA. Salisu, Y. et al. 2009.
List of Acacia species known to contain psychoactive alkaloids
List_of_Acacia_species_known_to_contain_psychoactive_alkaloids
Pharmaceutical compound
also known as 5-chloro-α-ethyltryptamine, is a serotonergic agent of the tryptamine and α-alkyltryptamine families. It is the derivative of α-ethyltryptamine
5-Chloro-αET
Pharmaceutical compound
receptor modulator of the indole group related to serotonin and other tryptamines. It is a positional isomer of serotonin in which the ethylamine side
FAEFHI
Chemical compound
N-methyl-α-methyltryptamine (N-methyl-αMT), is a lesser-known substituted tryptamine and psychoactive drug. It is the α,N-dimethyl positional isomer of N
Α,N-DMT
Chemical compound
psychedelic drug of the tryptamine and 5-methoxytryptamine families. It has unique and unusual effects compared to other psychedelic tryptamines. At low doses,
5-MeO-MiPT
Chemical compound
releasing agent of the tryptamine family. 5-MeO-NET was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved)
5-MeO-NET
Pharmaceutical compound
be regarded as a conformationally restricted tricyclic derivative of tryptamine or a structurally simplified derivative of LSD. This molecule was developed
RU-27849
Hallucinogenic class of psychoactive drug
psychedelic drugs fall into one of the three families of chemical compounds: tryptamines, phenethylamines, or lysergamides. They produce their psychedelic effects
Psychedelic_drug
Pharmaceutical compound
or N-POM-DMT, also known as VLS-02-23-10, is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT). It is the N-phosphonooxymethyl
N-Phosphonooxymethyl-DMT
Pharmaceutical compound
Dihexyltryptamine (DHT), or N,N-dihexyltryptamine, is a drug of the tryptamine family related to serotonergic psychedelics like dimethyltryptamine (DMT)
Dihexyltryptamine
Psychedelic drug
known as O-acetylpsilocin or psilacetin, is a psychedelic drug of the tryptamine family related to psilocybin and psilocin. It is a synthetic derivative
4-AcO-DMT
Pharmaceutical compound
6-Hydroxytryptamine (6-HT or 6-HO-T) is a serotonin receptor modulator of the tryptamine family related to serotonin. It is a positional isomer of serotonin
6-Hydroxytryptamine
Chemical compound
5-methoxy-N-methyl-(α,N-trimethylene)tryptamine, is a psychedelic drug of the pyrrolidinylmethylindole and cyclized tryptamine families. 5-MeO-MPMI produces
5-MeO-MPMI
Chemical compound
4-hydroxy-N-ethyl-N-isobutyltryptamine or as eibucin, is a substituted tryptamine derivative which acts as a serotonin 5-HT2A receptor agonist, with an
4-HO-EiBT
Chemical compound
2-(1-indolyl)ethylamine, is a chemical compound and positional isomer of tryptamine (2-(3-indolyl)ethylamine). A variety of isotryptamine derivatives, or
Isotryptamine
Psychoactive substance found in plants in the family Apocynaceae
mono-cyclic tryptamines such as 5-MeOPipT (5-methoxypiperidinyl-tryptamine) and 4-F,5-MeO-PyrT (4-fluoro, 5-methoxypyrrolidinyl-tryptamine, right hemi-circle)
Ibogaine
Class of enzymes
ubiquitously present in non-neural tissues and catalyzes the N-methylation of tryptamine and structurally related compounds. It can also catalyze the methylation
Amine_N-methyltransferase
families, including the tryptamines, phenethylamines, and lysergamides, although exceptions exist. N-(2-Cyanoethyl)tryptamine (CE-T) Deudimethyltryptamine
List_of_psychedelic_drugs
Psychedelic tryptamine
psychedelic drug of the tryptamine and 5-methoxytryptamine families. It has unique and distinct effects from other serotonergic tryptamines, including some stimulant-
5-MeO-DiPT
Chemical compound
known as 5F-MPMI or 5-F-MPMI, is a pyrrolidinylmethylindole and cyclized tryptamine derivative which acts as a serotonin receptor agonist, selective for the
5-Fluoro-MPMI
Pharmaceutical compound
N-trimethyltryptamine (1,N,N-TMT or 1-TMT), is a serotonin receptor modulator of the tryptamine family related to dimethyltryptamine (DMT) and lespedamine (1-methoxy-DMT)
1-Methyl-DMT
Pharmaceutical compound
chemical compound of the tryptamine family related to dimethyltryptamine (DMT). It is part of the homologous series of tryptamines that includes DMT, diethyltryptamine
Diamyltryptamine
Serotonergic psychedelic
deuterated psilocin or as psilocin-d10, is a psychedelic drug of the tryptamine family related to psilocin which is under development for the treatment
Deupsilocin
Psychedelic drug
mebufotenin, is an atypical psychedelic drug, entheogen, and alkaloid of the tryptamine and 5-methoxytryptamine families. It is found naturally in a wide variety
5-MeO-DMT
Chemical compound
5-Nitro-DMT (5-nitro-N,N-dimethyltryptamine) is a substituted tryptamine derivative which acts as a serotonin receptor agonist, though its subtype selectivity
5-Nitro-DMT
Chemical compound
ring system has been broken to unconstrain the molecule. It is also a tryptamine with the amine cyclized into a piperidine ring connected to the α position
10,11-Secoergoline
Pharmaceutical compound
modulator and monoamine releasing agent of the tryptamine family. It is the 5-bromo derivative of tryptamine. The drug acts as a potent full agonist of the
5-Bromotryptamine
Chemical compound
is a tryptamine and is the 2-hydroxy analog of N-methyltryptamine (NMT). It is briefly mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have
2-HO-NMT
Pharmaceutical compound
as 4-acetoxy-N-methyl-N-propyltryptamine, is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to 4-AcO-DMT (psilacetin). 4-AcO-MPT
4-AcO-MPT
Pharmaceutical compound
N-dipropylserotonin (DiPS or NDPS), is a serotonin receptor modulator of the tryptamine and 5-hydroxytryptamine families. It is the N,N-dipropyl derivative of
5-HO-DPT
Topics referred to by the same term
a psychedelic tryptamine derivative Photoinduced phase transitions, a technique used in solid-state physics Pip-T or pip-Tryptamine, a serotonin receptor
PIPT
Pharmaceutical compound
N-pyrrolidinyltryptamine, is a serotonin 5-HT1A receptor agonist of the tryptamine and pyrrolidinylethylindole families. It is a derivative of pyr-T and
4-F-5-MeO-pyr-T
Pharmaceutical compound
N-Isopropyltryptamine (NiPT) is a serotonin receptor agonist of the tryptamine family. According to Alexander Shulgin, no active dose level of NiPT has
N-Isopropyltryptamine
Psychedelic drug
also known as N,N-diisopropyltryptamine, is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT). It is unusual among psychedelics
DiPT
Pharmaceutical compound
of harmine likely begins with L-tryptophan, which is decarboxylated to tryptamine—an intermediate also used in serotonin synthesis—before undergoing a series
Harmine
Chemical compound
ring fused to benzene to form 2,3-benzopyrrole. It is a metabolite of tryptamine formed by monoamine oxidase (MAO). Indole-3-acetaldehyde is a substrate
Indole-3-acetaldehyde
Psychedelic drug
N-diethyltryptamine as well as ethocin or CZ-74, is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to psilocin (4-HO-DMT). It is
4-HO-DET
Pharmaceutical compound
5-hydroxy-N,N-diethyltryptamine, is a serotonin receptor modulator of the tryptamine and 5-hydroxytryptamine families related to the psychedelic drug bufotenin
5-HO-DET
Chemical compound
psychedelic effects. Tryptophan is converted into the trace amine tryptamine and tryptamine is N-methylated by indolethylamine N-methyltransferase (INMT)
Tryptophan
Organic compound
pyrrolopyridine–tetrahydropyridine derivatives related to the tryptamines. They are not tryptamines themselves, as they feature a pyrrolopyridine instead of
Tetrahydropyridinylpyrrolopyridine
Tetrahydropyridinylpyrrolopyridine
Pharmaceutical compound
Z5247692566 is a tryptamine derivative which acts as a serotonin 5-HT2A receptor agonist. It was discovered from a molecule docking screen against the
Z5247692566
Pharmaceutical compound
developmental code name PAL-548) is a serotonin receptor modulator of the tryptamine and 4-hydroxytryptamine families. It is the O-methyl derivative of 4-hydroxytryptamine
4-Methoxytryptamine
Indolizinylethylamines are a group of indolizine derivatives closely related to the tryptamines (indolylethylamines). They include 2ZEDMA, 1ZP2MA, and 1Z2MAP1O. Indolizinylethylamines
Indolizinylethylamine
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