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Details

Stereochemistry ACHIRAL
Molecular Formula C13H18N2O
Molecular Weight 218.2948
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-HYDROXY-N-METHYL-N-ETHYLTRYPTAMINE

SMILES

CCN(C)CCC1=CNC2=C1C(O)=CC=C2

InChI

InChIKey=ORWQBKPSGDRPPA-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C13H18N2O
Molecular Weight 218.2948
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

4-Hydroxy-N-methyl-N-ethyltryptamine (4-HO-MET) is a new psychoactive substance (NPS) of the chemical class of tryptamines. It shows structural similarities to the endogenous neurotransmitter serotonin, and is a serotonergic hallucinogen, affecting emotional, motoric, and cognitive functions. It is a structural and functional analog of psilocin as well as the 4-hydroxy analog of MET. 4-HO-MET was first synthesized by Alexander Shulgin. The effects of 4-HO-MET are quite comparable to the effects of psyloc(yb)in, which should be no surprise considering the structural similarities between these compounds. As with other hallucinogens, alterations of color, time, music have been reported (synesthesia). Extensive time dilatation has been reported. The overall effects have been reported to be very comparable to those of psiloc(yb)in. Comparable to psilocin, the mental health risks include fear, anxiety and paranoia. Treatment of intoxication is symptomatic: calming the patient, transferring to a non-discomforting room. In severe cases an anxiolytic (diazepam, alprazolam) can be used. Antidote: The hallucinogenic effects can be totally reversed by administration of a 5-HT2A antagonist, such as Zyprexa.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
37.0 nM [EC50]
141.0 nM [Ki]
228.0 nM [Ki]

PubMed

Sample Use Guides

In Vivo Use Guide
Dosages of 10-20 mg orally have been reported by Alexander Shulgin. The reported duration of effects lasted between 4 and 6 hours
Route of Administration: Oral
Substance Class Chemical
Record UNII
6RN01B78NY
Record Status Validated (UNII)
Record Version