Dimetiltriptamina

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)

compuesto químico

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 · Español

La N,N-dimetiltriptamina (DMT o N,N-DMT) es un compuesto químico de la familia de las triptaminas. Es biosintetizada naturalmente por plantas y animales. Su fórmula química es C12H16N2. La DMT provoca de manera confiable un amplio espectro de efectos subjetivos en las funciones cerebrales humanas, incluida la percepción, el afecto y la cognición. Se ha detectado su presencia en mamíferos como ratas, conejos y humanos. Es biosintetizada en el organismo de ratas a partir de las enzimas (INMT) y L-Aminoácido aromático descarboxilasa (AADC). Como metabolito secundario se encuentra en plantas como Mimosa tenuiflora (jurema preta en Brasil), Diploterys cabrerana (chagropanga) y Psychotria viridis.(chacruna). Las raíces de la jurema y las hojas de la chacruna y chagropanga son utilizadas en la medicina tradicional sudamericana, especialmemte en rituales de corte chamánico. En las culturas occidentales, se suele extraer la DMT de Mimosa tenuiflora para ser fumada o inyectada por vía intravenosa con fines recreativos a partir de diferentes métodos. En muchos casos, especialmente en los mercados negros, la DMT en polvo suele contener impurezas y mostrar un color amarillo, naranja o marrón. Los usuarios de los extractos caseros no purificados de DMT podrían exponerse potencialmente a productos químicos con una toxicología o farmacología desconocidas.

Abstract from DBpedia / Wikipedia · CC BY-SA