4-HO-MET

4-HO-MET

Clinical data
Other names	3-(2-(ethyl(methyl)amino)ethyl)-1H-indol-4-ol; 4-Hydroxy-N-methyl-N-ethyltryptamine
Legal status
Legal status	US: Unscheduled Schedule I controlled substance in Virginia[1]
Identifiers
IUPAC name 3-{2-[Ethyl(methyl)amino]ethyl}-1H-indol-4-ol
CAS Number	77872-41-4
PubChem CID	21786582
ChemSpider	10513072
UNII	6RN01B78NY
CompTox Dashboard (EPA)	DTXSID70228491
Chemical and physical data
Formula	C13H18N2O
Molar mass	218.300 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCN(C)CCc2c[nH]c1cccc(O)c12
InChI InChI=1S/C13H18N2O/c1-3-15(2)8-7-10-9-14-11-5-4-6-12(16)13(10)11/h4-6,9,14,16H,3,7-8H2,1-2H3 Key:ORWQBKPSGDRPPA-UHFFFAOYSA-N

4-HO-MET (4-hydroxy-N-methyl-N-ethyltryptamine, metocin, or methylcybin) is a lesser-known psychedelic drug. It is a structural and functional analog of psilocin as well as the 4-hydroxyl analog of methylethyltryptamine (MET). 4-HO-MET was first synthesized by Alexander Shulgin.^{[citation needed]} In his book TiHKAL (Tryptamines I Have Known and Loved), the dosage is listed as 10-20 mg.^[2] 4-HO-MET produces psilocin-like distortion of color, sound, and form. Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-HO-MET. There have been no reports of deaths from 4-HO-MET, even though there exist anecdotal reports of the ingestion of up to 150 mg,^{[citation needed]} more than an order of magnitude above the effective dose.^[2]