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Details

Stereochemistry ACHIRAL
Molecular Formula C26H26FNO
Molecular Weight 387.4891
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EAM-2201

SMILES

CCC1=CC=C(C(=O)C2=CN(CCCCCF)C3=CC=CC=C23)C4=C1C=CC=C4

InChI

InChIKey=NSCXPXDWLZORPX-UHFFFAOYSA-N
InChI=1S/C26H26FNO/c1-2-19-14-15-23(21-11-5-4-10-20(19)21)26(29)24-18-28(17-9-3-8-16-27)25-13-7-6-12-22(24)25/h4-7,10-15,18H,2-3,8-9,16-17H2,1H3

HIDE SMILES / InChI

Molecular Formula C26H26FNO
Molecular Weight 387.4891
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

EAM-2201 acts as a full agonist with of cannabinoid receptors, CB1 and CB2. This compound was first identified in Japan in 2012 as an ingredient in synthetic cannabis smoking blends and belongs to narcotic substances, that is why was banned in some countries.

CNS Activity

Curator's Comment: in silico predictions

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P21554|||Q5UB37
Gene ID: 1268.0
Gene Symbol: CNR1
Target Organism: Homo sapiens (Human)
0.38 nM [Ki]
Target ID: P34972
Gene ID: 1269.0
Gene Symbol: CNR2
Target Organism: Homo sapiens (Human)
0.371 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
URB-754: a new class of designer drug and 12 synthetic cannabinoids detected in illegal products.
2013 Apr 10

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
EAM-2201 is extensively metabolized by CYPs and its metabolites can be used as an indicator of EAM-2201 abuse. In vitro metabolism of EAM-2201 has been investigated with human liver microsomes and major cDNA-expressed cytochrome P450 (CYP) isozymes using liquid chromatography-high resolution mass spectrometry (LC-HRMS). Incubation of EAM-2201 with human liver microsomes in the presence of NADPH resulted in the formation of 37 metabolites. Multiple CYPs, including CYP1A2, 2B6, 2C8, 2C9, 2C19, 2D6, 2J2, 3A4, and 3A5, were involved in the metabolism of EAM-2201.
Substance Class Chemical
Created
by admin
on Fri Dec 15 20:14:45 GMT 2023
Edited
by admin
on Fri Dec 15 20:14:45 GMT 2023
Record UNII
OO52S1U9ET
Record Status Validated (UNII)
Record Version
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Name Type Language
EAM-2201
Common Name English
JWH-210 N-(5-FLUOROPENTYL)
Common Name English
(4-ETHYLNAPHTHYL)-AM-2201
Common Name English
JWH-210 N-(5-FLUOROPENTYL) ANALOG
Common Name English
METHANONE, (4-ETHYL-1-NAPHTHALENYL)(1-(5-FLUOROPENTYL)-1H-INDOL-3-YL)-
Systematic Name English
5''-FLUORO-JWH-210
Common Name English
4'-ETHYL-AM-2201
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-EAM-2201
Created by admin on Fri Dec 15 20:14:45 GMT 2023 , Edited by admin on Fri Dec 15 20:14:45 GMT 2023
Code System Code Type Description
PUBCHEM
71308187
Created by admin on Fri Dec 15 20:14:45 GMT 2023 , Edited by admin on Fri Dec 15 20:14:45 GMT 2023
PRIMARY
FDA UNII
OO52S1U9ET
Created by admin on Fri Dec 15 20:14:45 GMT 2023 , Edited by admin on Fri Dec 15 20:14:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID50745434
Created by admin on Fri Dec 15 20:14:45 GMT 2023 , Edited by admin on Fri Dec 15 20:14:45 GMT 2023
PRIMARY
CAS
1364933-60-7
Created by admin on Fri Dec 15 20:14:45 GMT 2023 , Edited by admin on Fri Dec 15 20:14:45 GMT 2023
PRIMARY
WIKIPEDIA
EAM-2201
Created by admin on Fri Dec 15 20:14:45 GMT 2023 , Edited by admin on Fri Dec 15 20:14:45 GMT 2023
PRIMARY
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TARGET -> AGONIST
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ACTIVE MOIETY