Tryptamine
Also known as2-(1H-Indol-3-yl)ethanamine · 3-(2-aminoethyl)indole · 1H-Indole-3-ethanamine · 2-(3-Indolyl)ethylamine · 2-(1H-Indol-3-Yl)Ethan-1-Amine · beta-(3-Indolyl)ethylamine · 3-[2-Aminoethyl]indole · Indol-3-ethylamine
2-(1H-indol-3-yl)ethanamine
- PubChem CID
- 1150
- ChEMBL
- CHEMBL6640
- Measurements
- 88
- InChIKey
- APJYDQYYACXCRM-UHFFFAOYSA-N
I · Summary
What is known
Published passages, each quoted whole and attributed to the database that published it. Two blocks are written here rather than quoted, and both say so where they stand: the synthesized summary at the top, which may draw only on the passages beneath it, and the history note, which cites the works it came from. Every claim in either carries a marker to its source.
What it is
Tryptamine is an aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. It has a role as a mouse metabolite, a plant metabolite and a human metabolite. It is a member of tryptamines, an aminoalkylindole, an indole alkaloid and an aralkylamino compound. It is a conjugate base of a tryptaminium.
tryptamine has been reported in Polygala tenuifolia, Rauvolfia serpentina, and other organisms with data available.
History, discovery and cultural use
— Not in this archive. PubChem, ChEMBL and the Human Protein Atlas publish pharmacology, regulation and toxicology, and none of them publishes a heading for when Tryptamine was first made, by whom, or how it has been used. That is a gap in the databases this site reads and not a gap in the literature — the history of these compounds is written, at length and under peer review, in the works below. This site does not summarize them; it says where they are. Where a published passage above happens to touch origin or traditional use, it appears inside the entry that carries it.
Histories of this field
Scholarship on psychedelics generally, not on Tryptamine specifically. Whether any of these treats this compound is a question for the book, not for this page.
Mescaline: A Global History of the First Psychedelic
Traces mescaline and the peyote and San Pedro cacti from pre-Columbian ritual use through nineteenth-century chemistry to twentieth-century psychiatry and the counterculture.
Jay M. Mescaline: A Global History of the First Psychedelic. Yale University Press, New Haven and London; 2019. ISBN 9780300231076.
Expanding Mindscapes: A Global History of Psychedelicsopen access
Essays on the international and cross-cultural history of psychedelic science, deliberately decentring the standard North American and European account.
Dyck E, Elcock C, editors. Expanding Mindscapes: A Global History of Psychedelics. The MIT Press, Cambridge MA; 2023. ISBN 9780262546935 (paper), 9780262376891 (open access). doi:10.7551/mitpress/14417.001.0001.
Plants of the Gods: Their Sacred, Healing, and Hallucinogenic Powers
Botany, ethnography and chemistry of the principal hallucinogenic plants, by the founder of modern ethnobotany and the chemist who first synthesized LSD.
Schultes RE, Hofmann A, Rätsch C. Plants of the Gods: Their Sacred, Healing, and Hallucinogenic Powers. 2nd ed. Healing Arts Press, Rochester VT; 2001. ISBN 9780892819799.
Psychonauts: Drugs and the Making of the Modern Mind
The tradition of scientific self-experimentation with psychoactive drugs, and its part in the emergence of psychology and of modernism.
Jay M. Psychonauts: Drugs and the Making of the Modern Mind. Yale University Press, New Haven; 2023. ISBN 9780300257946.
Ancient Psychoactive Substances
Archaeological and bioarchaeological evidence for psychoactive plant use across the ancient world.
Fitzpatrick SM, editor. Ancient Psychoactive Substances. University Press of Florida, Gainesville; 2018. ISBN 9780813056708.
A chapter tracing psychedelic and entactogen research from earlier ritual use through the mid-century research period to current clinical trials.
Stroud C, Posey Norris SM, Matney C, editors. History and Current Status of Psychedelics and Entactogens for the Treatment of Psychiatric Disorders. In: Exploring Psychedelics and Entactogens as Treatments for Psychiatric Disorders: Proceedings of a Workshop. National Academies Press, Washington DC; 2022. NBK587225.
Workshop proceedings record what participants said; they are not a consensus statement of the National Academies.
Peer-reviewed review covering the isolation, synthesis, pharmacology and ritual use of peyote and mescaline.
Dinis-Oliveira RJ, Pereira CL, da Silva DD. Pharmacokinetic and Pharmacodynamic Aspects of Peyote and Mescaline: Clinical and Forensic Repercussions. Current Molecular Pharmacology 12(3):184–194; 2019. doi:10.2174/1874467211666181010154139.
Institutional archives
- Heffter Research Institute Funds and coordinates clinical research on psilocybin, and keeps records of the studies it has supported since 1993. Sponsors the research it archives.
- Multidisciplinary Association for Psychedelic Studies (MAPS) Sponsors clinical research, chiefly on MDMA-assisted therapy, and publishes an archive of historical and contemporary documents. A sponsor and an advocacy organization, not a disinterested archive; its clinical programme has a commercial arm.
The rest of this dossier
- Affinity — 88 measurements in this archive, equilibrium constants kept apart from functional readouts.
- Toxicology — nothing published for Tryptamine. An absent record is an absence of study, not evidence of safety.
- Legal — no DEA record is held here — which is not a finding that this compound is uncontrolled.
- Systems — where this compound’s targets are transcribed, by brain region and tissue.
Passages via PubChem descriptive sections, aggregating DrugBank, LiverTox, FDA, DEA, HSDB, EPA. Each is quoted whole and attributed to the database that published it. The only prose written here about Tryptamine is the history note, which says so on its face and carries a reference for every claim in it.
II · Identity
Structure and descriptors
Descriptors are computed here with RDKit from the structure PubChem returns — not from the archive's stored copy, so an edited local structure cannot reach this table.
- Formula
- C10H12N2R
- Molecular weight
- 160.22g/molR
- Exact mass
- 160.1000DaR
- cLogP
- 1.67R
- TPSA
- 41.8ŲR
- H-bond donors
- 2R
- H-bond acceptors
- 1R
- Rotatable bonds
- 2R
- Aromatic rings
- 2R
- Heavy atoms
- 12R
- Fraction sp³
- 0.200R
- Formal charge
- 0R
Computed with RDKit 2025.09.2 from the SMILES returned by PubChem. Audit run 26/09/2026.
Bemis–Murcko scaffold
c1ccc2[nH]ccc2c1
Shared with 1-Acetyl-5-MeO-DMT, 1-Methylpsilocin, 2-Me-DET, 2-Methyltryptamine, 2,N,N-TMT, 4-AcO-DALT and 81 more. All families
III · Behavior
Behavioral summary
Class, mechanism, and the duration of acute effects — each quoted from the record or trial that publishes it. Duration of effects and plasma half-life are shown separately, because they are different quantities and diverge by a factor of three or four.
Classification
MeSH indexes no pharmacological class for this compound.
Duration of acute subjective effects
—
No controlled human trial reporting a duration for this compound is cited here. The archive holds no other record of one either. A duration is not inferred from a chemical relative.
Plasma elimination half-life
How fast the body clears the drug — not how long the effects last. The two diverge sharply: LSD is cleared with a half-life of about 2.6 h while its subjective effects run 8–12 h.
No half-life is published for this compound in the sources this site reads.
Primary pharmacological drivers
ChEMBL holds no curated mechanism-of-action record for this compound. The measured affinities below are the evidence this archive has for what it binds.
Nothing about this compound’s pharmacology is published with a citation in the sources this site reads. The measured binding data below is what the archive can show.
IV · Clinical
Clinical description
Where this compound's substance class sits in ICD-11 and DSM-5-TR, and how much of the recorded literature speaks to each domain of a mental status examination.
No diagnostic chapter is shown for this compound. Either PubChem records no MeSH pharmacological class for it, or the class it records is not one of the substance classes ICD-11 gives a chapter to. Inferring a chapter from the compound’s name or its binding profile would be a diagnosis this archive is in no position to make.
How much has been written about each domain
The clinical domains, and how many of the records this archive holds for this compound say something under each. What the terms mean, and the word list behind every spoke, are set out in the method.
None of the 0 records this archive holds for this compound uses a term from any of the clinical domains. That is a statement about the literature recorded here, not about the compound.
V · Systems
Systems physiology
Where the targets this compound binds are transcribed — brain regions on the left, peripheral and autonomic tissues on the right. A join of two measurements, not a claim about what the compound does to either.
Brain
basal ganglia: drawn as the caudate nucleus, putamen and globus pallidus.
Measured but not drawn — this anatomogram has no outline for them: retina 7.8, midbrain 2.2, spinal cord 1.0, pituitary gland 0.4.
Body
Square-root ramp · shared scale across both plates
Shading is transcript level — not affinity, and not affinity combined with expression. Outlined but unshaded organs hold none of this compound’s resolved targets above the atlas’s detection threshold. Anatomy from EMBL-EBI Anatomogram (Apache License 2.0); regions identified by Uberon (uberon.org), CC BY 3.0.
Brain regions
Regions where this compound's measured targets are transcribed. Linked from the plate above.
basal ganglia
28.2 nTPMcerebral cortex
18.2 nTPMhypothalamus
12.6 nTPMretina
7.8 nTPMhippocampal formation
6.1 nTPMamygdala
3.5 nTPMmidbrain
2.2 nTPMspinal cord
1.0 nTPMcerebellum
1.0 nTPMpituitary gland
0.4 nTPM
Peripheral & autonomic
Tissues outside the CNS expressing the same targets — where a compound's bodily effects become possible.
liver
1507.9 nTPMadrenal gland
17.2 nTPMsmooth muscle
15.7 nTPMcolon
8.5 nTPMduodenum
8.0 nTPMsmall intestine
7.1 nTPMstomach 1
4.7 nTPMheart muscle
4.6 nTPMthyroid gland
3.2 nTPMkidney
3.1 nTPMurinary bladder
2.1 nTPMspleen
1.0 nTPMskeletal muscle
0.9 nTPMlung
0.8 nTPMsalivary gland
0.4 nTPMpancreas
0.2 nTPM
Each row joins two published measurements and nothing else: the affinity this archive holds for the compound at that target, and the transcript level the Human Protein Atlas reports for that target’s gene in that region. Bars scale with expression only. Expression is not activation — a receptor transcribed in a region is a receptor available to be bound there, which is a weaker and more defensible claim than saying the region is affected.
3 of this compound’s targets could not be resolved to a gene and are absent from both columns: 5-HT2, Adrenergic receptor alpha-2, Myeloperoxidase.
Expression data from Human Protein Atlas (CC BY-SA 3.0), RNA expression, nTPM (normalized transcripts per million), consensus tissue dataset. Uhlén M, et al. Tissue-based map of the human proteome. Science. 2015;347(6220):1260419.
VI · Profile
Affinity rosette
The strongest measurement at each of 16 molecular targets. Cell-line and whole-organism screens are excluded here — they carry no affinity — and appear in the table below.
VII · Toxicology
Toxicological profile
What has been measured, and what has been published — kept apart, and neither scored. There is no risk rating on this page; the archive once carried one, identical for every compound, produced by a stub.
Measured in this archive
Assays that bear on toxicity, drawn from the same ChEMBL records as everything else on this page. They are measurements of what a compound binds or does to cells — not verdicts about what it does to a person.
Cytochrome P450 inhibition 4
Inhibition of a drug-metabolising enzyme, which is how interactions arise — the harmala alkaloids' MAO inhibition is the same kind of fact, and appears with the measurements above.
- Cytochrome P450 2A6Ki1,700nMCHEMBL3532209
- Cytochrome P450 2A6Kd2,300nMCHEMBL3532204
- Cytochrome P450 2A13Kd5,200nMCHEMBL3535230
- Cytochrome P450 2A13Ki16,000nMCHEMBL3532208
Published toxicology
— None. The toxicology databases this site reads — HSDB, RTECS and LiverTox, by way of PubChem — hold no record for Tryptamine. They index compounds that have been studied for decades, so most of this archive has no entry. An absent record is an absence of study, not evidence of safety.
Published passages via PubChem toxicology sections, aggregating Hazardous Substances Data Bank (HSDB), RTECS, LiverTox. No figure on this page is scored, ranked or combined into a risk level.
VIII · Evidence
Every measurement
One row per published value. The identifier in the last column resolves to the ChEMBL assay record it was read from.
Equilibrium binding constants 86
Ki and Kd — a concentration at equilibrium. Directly comparable across rows at the same target.
| Target | Class | Type | Value (nM) | pX | Organism | Assay |
|---|---|---|---|---|---|---|
| 5-HT2A | Serotonin receptors | Ki | 11.00 | 7.96 | RAT | PMID 2795135 |
| 5-HT7 | Serotonin receptors | Ki | 16.21 | 7.79 | RAT | PMID 7984267 |
| 5-HT7 | Serotonin receptors | Ki | 16.40 | 7.79 | RAT | PMID 8394362 |
| 5-HT7 | Serotonin receptors | Ki | 19.05 | 7.72 | GUINEA PIG | PMID 7647964 |
| 5-HT2A | Serotonin receptors | Ki | 25.11 | 7.60 | RAT | PMID 7984267 |
| 5-HT2B | Serotonin receptors | Ki | 25.11 | 7.60 | HUMAN | PMID 9225287 |
| 5-HT2B | Serotonin receptors | Ki | 29.51 | 7.53 | HUMAN | PMID 10498829 |
| 5-HT7 | Serotonin receptors | Ki | 32.80 | 7.48 | RAT | PMID 8394362 |
| 5-HT7 | Serotonin receptors | Ki | 33.11 | 7.48 | RAT | PMID 7984267 |
| 5-HT1B | Serotonin receptors | Ki | 36.00 | 7.44 | Homo sapiens | CHEMBL617320 |
| 5-HT1D | Serotonin receptors | Ki | 36.00 | 7.44 | BOVINE | PDSP |
| 5-HT1D | Serotonin receptors | Ki | 39.80 | 7.40 | CALF | PDSP |
| 5-HT1D | Serotonin receptors | Ki | 40.00 | 7.40 | BOVINE | PMID 1565658 |
| 5-HT1D | Serotonin receptors | Ki | 41.70 | 7.38 | HUMAN | PDSP |
| 5-HT2C | Serotonin receptors | Ki | 45.71 | 7.34 | HUMAN | PMID 10498829 |
| 5-HT1D | Serotonin receptors | Ki | 46.00 | 7.34 | HUMAN | PDSP |
| 5-HT2C | Serotonin receptors | Ki | 46.80 | 7.33 | PIG | PDSP |
| 5-HT2C | Serotonin receptors | Ki | 46.80 | 7.33 | PIG | PDSP |
| 5-HT2 | Serotonin receptors | Ki | 50.00 | 7.30 | Rattus norvegicus | CHEMBL617413 |
| 5-HT2C | Serotonin receptors | Ki | 50.00 | 7.30 | Homo sapiens | CHEMBL616819 |
| 5-HT2C | Serotonin receptors | Ki | 50.10 | 7.30 | PIG | PDSP |
| 5-HT2C | Serotonin receptors | Ki | 56.23 | 7.25 | RAT | PMID 9225287 |
| 5-HT1D | Serotonin receptors | Ki | 61.00 | 7.21 | Homo sapiens | CHEMBL617599 |
| 5-HT2C | Serotonin receptors | Ki | 62.00 | 7.21 | RAT | PMID 10611640 |
| 5-HT2C | Serotonin receptors | Ki | 62.00 | 7.21 | RAT | PMID 9928251 |
| 5-HT7 | Serotonin receptors | Ki | 64.56 | 7.19 | GUINEA PIG | PMID 7647964 |
| 5-HT6 | Serotonin receptors | Ki | 70.00 | 7.15 | Homo sapiens | CHEMBL3062227 |
| 5-HT2B | Serotonin receptors | Ki | 73.20 | 7.14 | HUMAN | PMID 8632342 |
| 5-HT2C | Serotonin receptors | Ki | 79.43 | 7.10 | PORCINE | PMID 10611634 |
| 5-HT1D | Serotonin receptors | Ki | 85.10 | 7.07 | CALF | PDSP |
| 5-HT1D | Serotonin receptors | Ki | 85.10 | 7.07 | COW | PDSP |
| 5-HT1D | Serotonin receptors | Ki | 85.11 | 7.07 | HUMAN | PMID 7984267 |
| 5-HT1B | Serotonin receptors | Ki | 86.00 | 7.07 | HUMAN | PMID 1565658 |
| 5-HT2A | Serotonin receptors | Ki | 89.12 | 7.05 | HUMAN | PMID 7984267 |
| 5-HT2B | Serotonin receptors | Ki | 102 | 6.99 | HUMAN | PMID 15322733 |
| 5-HT1A | Serotonin receptors | Ki | 105 | 6.98 | HUMAN | PMID 7984267 |
| 5-HT2B | Serotonin receptors | Ki | 112 | 6.95 | RAT | PMID 7984267 |
| 5-HT2B | Serotonin receptors | Ki | 113 | 6.95 | RAT | PMID 8632342 |
| 5-HT7 | Serotonin receptors | Ki | 148 | 6.83 | HUMAN | PMID 7984267 |
| 5-HT7 | Serotonin receptors | Ki | 149 | 6.83 | HUMAN | PMID 8226867 |
| 5-HT6 | Serotonin receptors | Ki | 158 | 6.80 | RAT | PMID 9225298 |
| 5-HT1A | Serotonin receptors | Ki | 170 | 6.77 | Rattus norvegicus | CHEMBL616344 |
| 5-HT1A | Serotonin receptors | Ki | 170 | 6.77 | Rattus norvegicus | CHEMBL615963 |
| 5-HT2B | Serotonin receptors | Ki | 200 | 6.70 | MOUSE | PMID 7984267 |
| 5-HT2B | Serotonin receptors | Ki | 200 | 6.70 | RAT | PMID 7984267 |
| 5-HT2A | Serotonin receptors | Ki | 219 | 6.66 | HUMAN | PMID 15322733 |
| 5-HT1D | Serotonin receptors | Ki | 224 | 6.65 | PIG | PDSP |
| 5-HT2A | Serotonin receptors | Ki | 257 | 6.59 | HUMAN | PMID 10498829 |
| 5-HT1D | Serotonin receptors | Ki | 295 | 6.53 | CALF | PDSP |
| 5-HT2C | Serotonin receptors | Ki | 295 | 6.53 | HUMAN | PMID 9225287 |
| 5-HT1D | Serotonin receptors | Ki | 347 | 6.46 | Dog | PMID 7984267 |
| 5-HT2A | Serotonin receptors | Ki | 417 | 6.38 | RAT | PMID 9225287 |
| 5-HT6 | Serotonin receptors | Ki | 438 | 6.36 | HUMAN | PMID 8226867 |
| 5-HT6 | Serotonin receptors | Ki | 438 | 6.36 | RAT | PMID 7680751 |
| 5-HT1D | Serotonin receptors | Ki | 521 | 6.28 | HUMAN | PMID 1565658 |
| 5-HT1B | Serotonin receptors | Ki | 525 | 6.28 | HUMAN | PMID 7984267 |
| 5-HT2B | Serotonin receptors | Kd | 537 | 6.27 | Rattus norvegicus | CHEMBL617633 |
| 5-HT2A | Serotonin receptors | Ki | 589 | 6.23 | HUMAN | PMID 9225287 |
| 5-HT2C | Serotonin receptors | Ki | 772 | 6.11 | RAT | PMID 10611640 |
| 5-HT2C | Serotonin receptors | Ki | 772 | 6.11 | RAT | PMID 9928251 |
| 5-HT2A | Serotonin receptors | Ki | 1,000 | 6.00 | RAT | PDSP |
| 5-HT1B | Serotonin receptors | Ki | 1,020 | 5.99 | RAT | PDSP |
| D1 | Dopamine receptors | Ki | 1,084 | 5.96 | HUMAN | PMID 11459929 |
| 5-HT2A | Serotonin receptors | Ki | 1,120 | 5.95 | RAT | PDSP |
| 5-HT2A | Serotonin receptors | Ki | 1,121 | 5.95 | RAT | PDSP |
| 5-HT2B | Serotonin receptors | Ki | 1,300 | 5.89 | BOVINE | PMID 2795135 |
| 5-HT6 | Serotonin receptors | Ki | 1,479 | 5.83 | RAT | PMID 9225298 |
| Cytochrome P450 2A6 | Enzymes | Ki | 1,700 | 5.77 | Homo sapiens | CHEMBL3532209 |
| 5-HT2A | Serotonin receptors | Ki | 2,005 | 5.70 | RAT | PDSP |
| 5-HT2A | Serotonin receptors | Ki | 2,245 | 5.65 | HUMAN | PDSP |
| Cytochrome P450 2A6 | Enzymes | Kd | 2,300 | 5.64 | Homo sapiens | CHEMBL3532204 |
| 5-HT2C | Serotonin receptors | Ki | 2,344 | 5.63 | HUMAN | PMID 15322733 |
| 5-HT1F | Serotonin receptors | Ki | 2,409 | 5.62 | HUMAN | PMID 8380639 |
| 5-HT1E | Serotonin receptors | Ki | 2,559 | 5.59 | HUMAN | PMID 1513320 |
| 5-HT2A | Serotonin receptors | Ki | 2,886 | 5.54 | RAT | PDSP |
| 5-HT2A | Serotonin receptors | Ki | 2,894 | 5.54 | RAT | PDSP |
| 5-HT2 | Serotonin receptors | Ki | 2,895 | 5.54 | Rattus norvegicus | CHEMBL617444 |
| 5-HT2A | Serotonin receptors | Ki | 3,159 | 5.50 | RAT | PDSP |
| 5-HT2A | Serotonin receptors | Ki | 3,162 | 5.50 | HUMAN | PMID 7984267 |
| 5-HT1A | Serotonin receptors | Ki | 3,715 | 5.43 | RAT | PMID 6225026 |
| 5-HT2A | Serotonin receptors | Ki | 3,890 | 5.41 | RAT | PMID 7984267 |
| Cytochrome P450 2A13 | Enzymes | Kd | 5,200 | 5.28 | Homo sapiens | CHEMBL3535230 |
| Unchecked | Unclassified | Ki | 5,400 | 5.27 | — organism not recorded | CHEMBL881456 |
| 5-HT1B | Serotonin receptors | Ki | 10,200 | 4.99 | Rattus norvegicus | CHEMBL616773 |
| Cytochrome P450 2A13 | Enzymes | Ki | 16,000 | 4.80 | Homo sapiens | CHEMBL3532208 |
| Adrenergic receptor alpha-2 | Adrenergic receptors | Ki | 19,000 | 4.72 | Rattus norvegicus | CHEMBL648713 |
Functional readouts 2
IC₅₀, EC₅₀, AC₅₀ and potency. Assay-dependent, and not interchangeable with a binding constant.
| Target | Class | Type | Value (nM) | pX | Organism | Assay |
|---|---|---|---|---|---|---|
| Myeloperoxidase | Enzymes | IC50 | 770 | 6.11 | Homo sapiens | CHEMBL2352940 |
| Cathepsin K | Unclassified | IC50 | 15,000 | 4.82 | Homo sapiens | CHEMBL938815 |
- P
- PubChem
- C
- ChEMBL
- R
- Computed here with RDKit
- D
- Derived here from the stored measurement
IX · Trials
Registered clinical trials
Studies filed with ClinicalTrials.gov that name this compound as an intervention. A registered trial is a protocol, not a result — status and enrollment are printed beside every row, and withdrawn studies are counted rather than hidden.
1T
Registered studies
0T
Open or ongoing
1T
With a phase recorded
The registry returned more studies than this fetch retrieved, so the counts above are a floor rather than a total. Follow the registry link below for the full set.
By phase
A study may carry two phase codes at once, so these count studies bearing each phase and do not sum to the total.
- Phase 31
By status
The registry’s own status for each record. Withdrawn and terminated studies are counted here rather than hidden — a stopped trial is part of what is known.
- Terminated1
Every matched study
Newest first by start date. Each identifier opens the registry record it came from; the title is the sponsor’s own, quoted.
- NCT00227136Terminated · Phase 3
Effect of Oral 5-HTP Intake on Urinary 5-HIAA Excretion
- Enrollment
- 8Tnot qualified
- Started
- 2005-05
- Sponsor
- University of Western Ontario, Canada
Conditions Carcinoid Tumors · Neuroendocrine Tumors
Matched “Tryptamine” in the study’s intervention “5-Hydroxy-Tryptamine”
Records from ClinicalTrials.gov (U.S. National Library of Medicine, NIH), API v2. A study is listed against a compound only when a verified name for that compound appears as a whole word in one of the study's own intervention names. A short code must appear as written, and a name the registry uses for something else (Aleph, a vaccine maker) is not matched. Title matches are not accepted. The matched name and the intervention text it matched are shown with every row.
Searched as Tryptamine · 2-(1H-Indol-3-yl)ethanamine · 3-(2-aminoethyl)indole. Run this search at the registry — it returns the unfiltered result, including studies this page rejected as belonging to a different molecule.
A registered trial is a protocol somebody filed with the registry. It is not a result, and nothing on this plate says whether Tryptamine worked.
X · Legal
Controlled-substance status
United States federal scheduling, read from the DEA records this archive holds. Not legal advice, and an absent record is not a finding that a compound is uncontrolled.
Other regulatory records
Registers outside the DEA that hold an entry for Tryptamine — chemical-safety and national inventories, each naming itself. They are not scheduling decisions.
Status: Active Update: 29-09-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/12803
1H-Indole-3-ethanamine: Does not have an individual approval but may be used under an appropriate group standard
An absent DEA record is not a finding that Tryptamine is legal. It means this archive holds no DEA passage for it. The Controlled Substances Analogue Enforcement Act reaches substances that appear on no schedule by name, and many compounds here are ring-substituted analogues of scheduled drugs. Nothing on this plate should be read as saying a compound may lawfully be made, held or supplied.
United States federal status only. State law differs, and so does the law of every other country — none of it is represented here. Scheduling changes, and this reflects the DEA records held by PubChem descriptive sections when the monograph was last harvested, not necessarily today. This is a record of what a database publishes, not legal advice.
XI · Literature
Sources behind this dossier
The papers this compound's values were read from, ranked by what each contributed. Not a review of the field.
Every paper below is one some value on this page came from — a binding constant, a passage of pharmacology or toxicology, or a measured duration. Each entry says what this archive took from it. Nothing else is claimed about any of them: the title is the study’s own account of itself, and a summary written here would be an assertion with no source behind it.
- 01
Molecular biology of 5-HT receptors
Boess FG, Martin IL · Neuropharmacology 1994
- · 14 measurements at 6 targets (Ki), strongest 5-HT7 at 7.79 pX
- 02
RS-102221: a novel high affinity and selective, 5-HT2C receptor antagonist
Bonhaus DW, Weinhardt KK, Taylor M et al. · Neuropharmacology 1997
- · 5 measurements at 3 targets (Ki), strongest 5-HT2B at 7.60 pX
- 03
Knight AR, Misra A, Quirk K et al. · Naunyn-Schmiedeberg's archives of pharmacology 2004
- · 3 measurements at 3 targets (Ki), strongest 5-HT2B at 6.99 pX
- 04
Porter RH, Benwell KR, Lamb H et al. · British journal of pharmacology 1999
- · 3 measurements at 3 targets (Ki), strongest 5-HT2B at 7.53 pX
- 05
Weinshank RL, Zgombick JM, Macchi MJ et al. · Proceedings of the National Academy of Sciences of the United States of America 1992
- · 3 measurements at 2 targets (Ki), strongest 5-HT1D at 7.40 pX
- 06
Egan C, Grinde E, Dupre A et al. · Synapse (New York, N.Y.) 2000
- · 2 measurements at 1 target (Ki), strongest 5-HT2C at 7.21 pX
- 07
Herrick-Davis K, Grinde E, Gauthier C et al. · Annals of the New York Academy of Sciences 1998
- · 2 measurements at 1 target (Ki), strongest 5-HT2C at 7.21 pX
- 08
Boess FG, Monsma FJ Jr, Carolo C et al. · Neuropharmacology 1997
- · 2 measurements at 1 target (Ki), strongest 5-HT6 at 6.80 pX
- 09
Wainscott DB, Lucaites VL, Kursar JD et al. · The Journal of pharmacology and experimental therapeutics 1996
- · 2 measurements at 1 target (Ki), strongest 5-HT2B at 7.14 pX
- 10
Characterization and distribution of putative 5-ht7 receptors in guinea-pig brain
To ZP, Bonhaus DW, Eglen RM et al. · British journal of pharmacology 1995
- · 2 measurements at 1 target (Ki), strongest 5-HT7 at 7.72 pX
- 11
Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase
Bard JA, Zgombick J, Adham N et al. · The Journal of biological chemistry 1993
- · 2 measurements at 2 targets (Ki), strongest 5-HT7 at 6.83 pX
- 12
Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype
Shen Y, Monsma FJ Jr, Metcalf MA et al. · The Journal of biological chemistry 1993
- · 2 measurements at 1 target (Ki), strongest 5-HT7 at 7.79 pX
- 13
McKenna DJ, Peroutka SJ · The Journal of neuroscience : the official journal of the Society for Neuroscience 1989
- · 2 measurements at 2 targets (Ki), strongest 5-HT2A at 7.96 pX
- 14
Trace amines: identification of a family of mammalian G protein-coupled receptors
Borowsky B, Adham N, Jones KA et al. · Proceedings of the National Academy of Sciences of the United States of America 2001
- · 1 measurement at 1 target (Ki), strongest D1 at 5.96 pX
- 15
Millan MJ, Newman-Tancredi A, Audinot V et al. · Synapse (New York, N.Y.) 2000
- · 1 measurement at 1 target (Ki), strongest 5-HT2C at 7.10 pX
- 16
Monsma FJ Jr, Shen Y, Ward RP et al. · Molecular pharmacology 1993
- · 1 measurement at 1 target (Ki), strongest 5-HT6 at 6.36 pX
- 17
Adham N, Kao HT, Schecter LE et al. · Proceedings of the National Academy of Sciences of the United States of America 1993
- · 1 measurement at 1 target (Ki), strongest 5-HT1F at 5.62 pX
- 18
Human gene S31 encodes the pharmacologically defined serotonin 5-hydroxytryptamine1E receptor
Zgombick JM, Schechter LE, Macchi M et al. · Molecular pharmacology 1992
- · 1 measurement at 1 target (Ki), strongest 5-HT1E at 5.59 pX
- 19
Identification of presynaptic serotonin autoreceptors using a new ligand: 3H-PAT
Gozlan H, El Mestikawy S, Pichat L et al. · Nature 1983
- · 1 measurement at 1 target (Ki), strongest 5-HT1A at 5.43 pX