ジメチルトリプタミン

Also 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.

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 Å²
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

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

Sources (4)

via Wikidata · CC0

Article · 日本語

ジメチルトリプタミン（DMT）あるいは、N,N-ジメチルトリプタミン（N,N-DMT、N,N-dimethyltryptamine）は、トリプタミン類の原型となるアルカロイド物質で、自然界に発生する幻覚剤である。熱帯地域や温帯地域の植物や一部のキノコ、ある種のヒキガエル、ほ乳類、ヒトの脳細胞、血球、尿などに存在する。抽出または化学合成される。形状は室温では透明か、白、黄色がかった結晶。近い物質に、5-メトキシ-N,N-ジメチルトリプタミン (5-MeO-DMT) がある。DMTは向精神薬に関する条約のスケジュールI。に作用する。依存性や毒性があるとはみなされていない。DMTは、植物では昆虫の忌避作用があるため合成されておりオレンジやレモンの果汁にも微量に含まれる。基礎研究から生体における低酸素ストレス時に肺によって大量に生合成され脳を保護するとされており、そのため生死をさまよった際に報告される臨死体験との関連が考えられている。紀元前1000年以前から南米で植物を粉末にして吸引されていたとされる。DMTは経口から摂取した場合、モノアミン酸化酵素によって分解されてしまうが、これを阻害する成分と組み合わせて南米で伝統的にアヤワスカとして用いられてきた。DMT単体の治験も進行している。

Abstract from DBpedia / Wikipedia · CC BY-SA