File:DMT.svg · Wikimedia Commons · See Wikimedia Commons
Diméthyltryptamine
Sign in to saveAlso known as DMT, N,N-dimethyltryptamine, 3-(2-dimethylaminoethyl)indole, N,N-dimethyl-1H-indole-3-ethylamine, 3-[2-(dimethylamino)ethyl]indole, 2-(3-indolyl)ethyldimethylamine, Indolalkylamine der, 2-(1H-Indol-3-yl)-N,N-dimethylethanamine (ACD/Name 4.0)
composé chimique
OverviewAI-generated
Dimethyltryptamine is a chemical compound with the formula C₁₂H₁₆N₂. Its IUPAC name is 2-(1H-indol-3-yl)-N,N-dimethylethanamine. The substance has a mass of 188.131349 and a density of 1.076. It melts at 47 and decomposes at 49. The boiling point is 332.12, and the pKa is 8.68.
Chemical properties include an xlogp of 2.5 and a topological polar surface area of 19. The molecule contains one hydrogen bond donor and one hydrogen bond acceptor, with a charge of 0. The canonical SMILES notation is CN(C)CCC1=CNC2=CC=CC=C21.
The compound is referenced by 2,999 other encyclopedia articles. A PubMed search for dimethyltryptamine yields a count of 1446.
Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.width2
- 200px
- Drug.verifiedrevid
- 623685269
- Drug.Watchedfields
- changed
- Drug.drug_name
- Dimethyltryptamine
- Drug.image
- DMT.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 175px
- Drug.image2
- Dimethyltryptamine molecule ball.png
- Drug.image_class2
- bg-transparenT
- Drug.receptors
- At least 13 receptors (e.g., serotonin, sigma, trace amine)
- Drug.precursor
- Tryptophan
- Drug.source_tissues
- Central nervous system (exact source tissues are not fully established)
- Drug.target_tissues
- Central nervous system
- Drug.routes_of_administration
- Oral (with ), inhalation (smoking or vaping), intramuscular, subcutaneous, intravenous (bolus or infusion)
- Drug.class
- Serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
- Drug.dependency_liability
- None or very low
- Drug.addiction_liability
- None or very low
- Drug.ATC_prefix
- None
via Wikipedia infobox
Chemical data
- Formula
- C12H16N2
- Molecular weight
- 188.27 g/mol
- IUPAC name
- 2-(1H-indol-3-yl)-N,N-dimethylethanamine
- SMILES
- CN(C)CCC1=CNC2=CC=CC=C21
- InChIKey
- DMULVCHRPCFFGV-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 19 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- stroke, major depressive disorder, depressive disorder
via ChEMBL · EBI
Research
1,446 papers- N,N-dimethyltryptamine and the pineal gland: Separating fact from myth.Journal of psychopharmacology (Oxford, England) · 2018
- Dimethyltryptamine: Endogenous Role and Therapeutic Potential.Journal of psychoactive drugs · 2019
- N,N-dimethyltryptamine and Amazonian ayahuasca plant medicine.Human psychopharmacology · 2022
- Neuropharmacology of N,N-dimethyltryptamine.Brain research bulletin · 2016
- Ayahuasca and Dimethyltryptamine Adverse Events and Toxicity Analysis: A Systematic Thematic Review.International journal of toxicology · 2024
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 188.131349
- Image
- D-Tryp.jpg
Show 10 more facts
- Commons category
- Dimethyltryptamine
- found in taxon
- Phlegmariurus phlegmaria
- chemical formula
- C₁₂H₁₆N₂
- density
- 1.076
- canonical SMILES
- CN(C)CCC1=CNC2=CC=CC=C21
- boiling point
- 332.12
- melting point
- 47
- subject has role
- serotonin receptor agonists
- decomposition point
- 49
- pKa
- 8.68
via Wikidata · CC0
Article · Français
La diméthyltryptamine (N,N-diméthyltryptamine) ou DMT est une substance psychotrope puissante (présente de façon naturelle dans plusieurs plantes dont les Psychotria ou Anadenanthera, mais existant aussi sous forme synthétique). Elle est considérée comme un stupéfiant dans certains pays. Se présentant pure sous forme cristalline et généralement fumée, elle procure un effet hallucinogène quasi immédiat et de courte durée ainsi qu'une expérience de mort imminente dans certains cas (à l'inverse, certaines études[Lesquelles ?] lient les expériences de mort imminente à une possible production de diméthyltryptamine par la glande pinéale).
Abstract from DBpedia / Wikipedia · CC BY-SA