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Mebufotenin

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5-MeO-DMT
Mebufotenin
Salts
[]
Mebufotenin hydrochloride
Generated by the Chemistry Development Kit (http://github.com/cdk)
Mebufotenin succinate
Generated by the Chemistry Development Kit (http://github.com/cdk)
Molecular structure via molpic based on CDK
Physical properties
[]
218.29 g/mol [1]
Solubility>32.7 [ug/mL] (The mean of the results at pH 7.4) [1]
1.5 [1]
Structural Identifiers
[]
C13H18N2O [1]
2-(5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine [1]
CN(C)CCC1=CNC2=C1C=C(C=C2)OC [1]
InChI=1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3 [1]
InChIKeyZSTKHSQDNIGFLM-UHFFFAOYSA-N [1]
Pharmacokinetics[]
Elimination half-life* General: Minutes (12 – 19 min in mice, 6 – 16 min in rats) * Sublingual administration|Sublingual: 28 min[4]
Duration of action* Inhalational administration|Inhalation: 5 – 30 min, but up - 1 – 2 hours * Intranasal administration|Intranasal: 45 – 70 min * Intramuscular injection|Intramuscular: ≤60 min * Intravenous injection|Intravenous: 10 min * Oral administration|Oral (with harmaline) ≥3 – 4 hours

Mebufotenin (also known as O-Methylbufotenine, 5-Methoxy-N,N-dimethyltryptamine, N,N-Dimethyl-5-methoxytryptamine, 5-MeO-DMT, MeODMT, Methylbufotenine, Bufotenine, O-methyl-, 3-(2-Dimethylaminoethyl)-5-methoxyindole, 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine or 1H-Indole-3-ethanamine, 5-methoxy-N,N-dimethyl-) is a psychedelic substance of the tryptamine class.

Chemistry

Salts []

Mebufotenin is typically found in the form of its hydrochloride and succinate salts.

 []

Mebufotenin is a achiral mixture.

Subjective effects []

Legal status []

  • Australia: Mebufotenin is a S9 substance.
  • Brazil: Mebufotenin is a F2 substance.[3]
  • United Kingdom: Mebufotenin is a Class A substance.
  • United States: Mebufotenin is a Schedule I under the "Controlled Substances Act (CSA)".
  • Germany: Mebufotenin is a Anlage I substance.

See also []

  • Substituted tryptamines

    • External links []

    References []

    1. National Center for Biotechnology Information. PubChem Compound Summary for CID 1832, O-Methylbufotenine. Accessed April 29, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/1832

    2. U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Mebufotenin. UNII: X0MKX3GWU9. Global Substance Registration System. Accessed April 29, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/X0MKX3GWU9

    3. Anvisa. RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. July 24, 2023. Accessed April 29, 2026. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451

    4. Bistue Millón MB, Noguera L, Bruno D, Vita L, Zanino M, Kassuha DE, Ortiz JE, Feresin GE, Díaz-Dellavalle P, Orosco L, Garcés MA, Diez P, Albarracín SG, Bruno MA. Safety and tolerability of multiple sublingual microdoses of 5-MeO-DMT in adults with moderate symptoms of depression and/or anxiety: a randomized, double-blind, placebo-controlled study. Neuropsychopharmacology. July 1, 2025; 50(11):1715–1723.