Structure via PubChem · Public domain (PubChem)
4-hydroxy-N-methyl-N-ethyltryptamine
Sign in to save4-HO-MET, also known as '4-hydroxy-N-methyl-N-ethyltryptamine, as well as metocin or methylcybin', is a psychedelic drug of the tryptamine and 4-hydroxytryptamine families related to psilocin (4-HO-DMT). It is taken orally.
Key facts
- Drug.image
- 4-HO-MET.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 185px
- Drug.image2
- 4-HO-MET 3D.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 250px
- Drug.routes_of_administration
- Oral
- Drug.class
- Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
- Drug.ATC_prefix
- None
- Drug.legal_US
- Unscheduled Schedule I controlled substance in Virginia
- Drug.onset
- ≤30 minutes
- Drug.duration_of_action
- 4–6 hours
- Drug.CAS_number
- 77872–41–4
- Drug.PubChem
- 21786582
- Drug.ChemSpiderID
- 10513072
- Drug.UNII
- 6RN01B78NY
- Drug.synonyms
- 4-OH-MET; 4-Hydroxy-N-methyl-N-ethyltryptamine; Metocin; Methylcybin
- Drug.IUPAC_name
- 3-{2-[Ethyl(methyl)amino]ethyl}-1H-indol-4-ol
via Wikipedia infobox
Chemical data
- Formula
- C13H18N2O
- Molecular weight
- 218.29 g/mol
- IUPAC name
- 3-[2-[ethyl(methyl)amino]ethyl]-1H-indol-4-ol
- SMILES
- CCN(C)CCC1=CNC2=C1C(=CC=C2)O
- InChIKey
- ORWQBKPSGDRPPA-UHFFFAOYSA-N
- XLogP
- 2.4
- Polar surface area
- 39.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- carbon
- Mass
- 218.142
Show 3 more facts
- chemical formula
- C₁₃H₁₈N₂O
- canonical SMILES
- CCN(C)CCC1=CNC2=C1C(=CC=C2)O
- Commons category
- 4-HO-MET
Sources (2)
via Wikidata · CC0
~9 min read
Encyclopedic overview
21 sectionsContents
- Use and effects
- Contraindications
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Synthesis
- Analogues
- History
- Society and culture
- Legal status
- Canada
- Finland
- Germany
- Sweden
- United Kingdom
- United States
- See also
- References
- External links
{{Infobox drug | drug_name = | image = 4-HO-MET.svg | image_class = skin-invert-image | width = 185px | image2 = 4-HO-MET 3D.png | image_class2 = bg-transparent | width2 = 250px
| pronounce = | tradename = | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = | DailyMedID = | licence_US = | pregnancy_AU = | pregnancy_category = | dependency_liability = | addiction_liability = | routes_of_administration = Oral | class = Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen | ATC_prefix = None | ATC_suffix =
Excerpted from Wikipedia’s “4-hydroxy-N-methyl-N-ethyltryptamine” article, available under the CC BY-SA 4.0 licence.