File:DMT.svg · Wikimedia Commons · See Wikimedia Commons
dimethyltryptamine
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)
Dimethyltryptamine (DMT), also known as '''N,N-dimethyltryptamine (N,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 a psychedelic drug and prepared by various cultures for ritual purposes as an entheogen.
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
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
- Mass
- 188.131349
- Image
- D-Tryp.jpg
Show 8 more facts
- Commons category
- Dimethyltryptamine
- chemical formula
- C₁₂H₁₆N₂
- density
- 1.076
- canonical SMILES
- CN(C)CCC1=CNC2=CC=CC=C21
- boiling point
- 332.12
- melting point
- 47
- decomposition point
- 49
- pKa
- 8.68
via Wikidata · CC0
~63 min read
Article
52 sectionsContents
- Use and effects
- Forms, routes, and doses
- Subjective effects
- Entity encounters
- Near-death experiences
- Physiological effects
- Endogenous production and effects
- Contraindications
- Adverse effects
- Psychological reactions
- Addiction and dependence liability
- Tolerance
- Long-term use
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- Chemistry
- Appearance and form
- Laboratory synthesis
- Clandestine manufacture
- Detection in body fluids
- Indolethylamine ''N''-methyltransferase (INMT)
- Analogues and derivatives
- Natural occurrence
- Evidence in mammals
- Endogenous DMT
- Biosynthesis
- History
- Society and culture
- Popular culture
- Cantelmoism
- Black market
- Legal status
- International law
- By continent and country
- Asia
- Europe
- North America
- Other
- Oceania
- Research
- Depression
- Endogenous role
- See also
- References
- External links
Dimethyltryptamine (DMT), also known as '''N,N-dimethyltryptamine (N,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 a psychedelic drug and prepared by various cultures for ritual purposes as an entheogen.
DMT has a rapid onset, intense effects, and a relatively short duration of action. For those reasons, DMT was known as the "businessman's trip" during the 1960s in the United States, as a user could access the full depth of a psychedelic experience in considerably less time than with other substances such as LSD or psilocybin mushrooms. DMT can be inhaled or injected and its effects depend on the dose, as well as the mode of administration. When inhaled or injected, the effects last about five to fifteen minutes. Effects can last three hours or more when orally ingested along with a monoamine oxidase inhibitor (MAOI), such as the ayahuasca brew of many native Amazonian tribes. DMT induces intense, often indescribable subjective experiences involving vivid visual hallucinations, altered sensory perception, ego dissolution, and encounters with seemingly autonomous entities. DMT is generally considered non-addictive with low dependence and no tolerance buildup, but it may cause acute psychological distress or cardiovascular effects, especially in predisposed individuals.