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Tryptamine

Tryptamine, also known as 2-(3-indolyl)ethylamine, is an indolamine metabolite of the essential amino acid tryptophan. 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). The structure of tryptamine is a…

History, Biological activity & Chemistry

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3D model (JSmol)
Interactive image
ATC code
None
Bioavailability
Oral: Very low
Boiling point
137 °C (279 °F) (0.15 mmHg)
CAS Number
61-54-1 Y
ChEBI
CHEBI:16765

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Overview

Natural occurrences

Metabolism

Biological activity

Pharmacokinetics

Chemistry

History

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Map overview Semantic statistics

Tryptamine

Nodes208
Edges207
Triples129
Avg. degree1.99
Density0.009615
Components1

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Tryptamine

Top relations

related to history · 17
Tryptamine → Arthur James Ewins, Dilworth Wayne Woolley, DMT, Elliott Shaw, Following, HT, LSD, Maurice, N-methylated, N-methyltryptamine, NMT, Patrick Laidlaw, Rapport, Richard Manske, Stephen Szára, Subsequently, The
has effect · 15
Tryptamine → Another, Conversely, Findings, Head, HTP, In, It, LSD, LSD-like, Many, MAO, MAOI, MAOIs, The, This
related to Analogues and derivatives · 9
Tryptamine → DMT, HT, MeO-DMT, N-acetyltryptamine, N-dimethylserotonin, N-methyltryptamine, NMT, The, These
related to Pharmacokinetics · 9
Tryptamine → Brain, DMT, However, IAA, In, Its, MAO, MAOIs, This
related to Monoaminergic activity enhancer · 8
Tryptamine → BPAP, IPAP, MAE, MAEs, Synthetic, TAAR1, That, The MAE
related to Serotonin receptor agonist · 7
Tryptamine → EC50, EC50Tooltip, Emax, HT1A, HT2A, In, It
related to External links · 5
Tryptamine → ErowidTryptamine, Isomer Design, Isomer DesignTryptamine, TiHKAL, Tryptamine FAQ
related to Monoamine releasing agent · 5
Tryptamine → EC50, It, MRA, SNDRA, That
related to TAAR1 agonist · 5
Tryptamine → GIRKs, GPCR, It, TAAR1, The TAAR1
related to Mammalian gut microbiome · 4
Tryptamine → Clostridium, Commensal, HT4, Ruminococcus

Important terminology Word statistics

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Important terminology

serotonin effects monoamine taar1 receptor trace agonist like animals acid tryptophan metabolism derivatives gut brain first including dmt receptors dopamine

Entity relationships Subject–Predicate–Object triples

SubjectPredicateObjectConfidenceSrc
Tryptamine3D model (JSmol)Interactive image1.00infobox
TryptamineATC codeNone1.00infobox
TryptamineBioavailabilityOral: Very low1.00infobox
TryptamineBoiling point137 °C (279 °F) (0.15 mmHg)1.00infobox
TryptamineCAS Number61-54-1 Y1.00infobox
TryptamineChEBICHEBI:167651.00infobox
TryptamineChEMBLChEMBL6640 Y1.00infobox
TryptamineChemSpider1118 Y1.00infobox
TryptamineCompTox Dashboard (EPA)DTXSID20753401.00infobox
TryptamineDrug classSerotonin receptor agonist; Trace amine-associated receptor 1 (TAAR1) agonist; Serotonin–norepinephrine–dopamine releasing agent; Serotonergic psychedelic; Hallucinogen1.00infobox
TryptamineDrugBankDB086531.00infobox
TryptamineDuration of actionIVTooltip Intravenous injection: Very short1.00infobox
TryptamineECHA InfoCard100.000.4641.00infobox
TryptamineElimination half-lifeVery short1.00infobox
TryptamineExcretionUrine1.00infobox
TryptamineFormulaC10H12N21.00infobox
TryptamineIUPHAR/BPS1251.00infobox
TryptamineKEGGC003981.00infobox
TryptamineLegal statusLegal or unregulated1.00infobox
TryptamineMelting point118 °C (244 °F)1.00infobox
TryptamineMetabolismVery rapid (oxidative deamination by MAOTooltip monoamine oxidase)1.00infobox
TryptamineMetabolitesIndole-3-acetic acid (IAA)1.00infobox
TryptamineMolar mass160.220 g·mol−11.00infobox
TryptamineOnset of actionIVTooltip Intravenous injection: Very rapid1.00infobox
TryptamineOther namesT; TrpA; Triptamine; 3-(2-Aminoethyl)indole; 2-(3-Indolyl)ethylamine; Indolylethylamine; Indolethylamine; PAL-235; PAL2351.00infobox
TryptaminePubChem CID11501.00infobox
TryptamineRoutes of administrationIntravenous injection1.00infobox
TryptamineSolubility in waterNegligible mg/mL (20 °C)1.00infobox
TryptamineUNII422ZU9N5TV1.00infobox
Tryptamineis ashared feature of certain aminergic neuromodulators including melatonin0.90text

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