U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C26H37NO2
Molecular Weight 395.5775
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 4
Charge 0

SHOW SMILES / InChI
Structure of AM-404

SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NC1=CC=C(O)C=C1

InChI

InChIKey=IJBZOOZRAXHERC-DOFZRALJSA-N
InChI=1S/C26H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)27-24-20-22-25(28)23-21-24/h6-7,9-10,12-13,15-16,20-23,28H,2-5,8,11,14,17-19H2,1H3,(H,27,29)/b7-6-,10-9-,13-12-,16-15-

HIDE SMILES / InChI

Molecular Formula C26H37NO2
Molecular Weight 395.5775
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 4
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
26.0 nM [EC50]
PubMed

PubMed

TitleDatePubMed
The anandamide transport inhibitor AM404 activates vanilloid receptors.
2000 May 12
The acetaminophen-derived bioactive N-acylphenolamine AM404 inhibits NFAT by targeting nuclear regulatory events.
2007 Apr 1
Substance Class Chemical
Created
by admin
on Tue Oct 22 07:37:32 UTC 2019
Edited
by admin
on Tue Oct 22 07:37:32 UTC 2019
Record UNII
XVJ94H0U21
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AM-404
Common Name English
5,8,11,14-EICOSATETRAENAMIDE, N-(4-HYDROXYPHENYL)-, (5Z,8Z,11Z,14Z)-
Systematic Name English
5,8,11,14-EICOSATETRAENAMIDE, N-(4-HYDROXYPHENYL)-, (ALL-Z)-
Brand Name English
Code System Code Type Description
CAS
183718-77-6
Created by admin on Tue Oct 22 07:37:33 UTC 2019 , Edited by admin on Tue Oct 22 07:37:33 UTC 2019
PRIMARY
PUBCHEM
6604822
Created by admin on Tue Oct 22 07:37:33 UTC 2019 , Edited by admin on Tue Oct 22 07:37:33 UTC 2019
PRIMARY
Related Record Type Details
TARGET -> ACTIVATOR
Related Record Type Details
PARENT -> METABOLITE ACTIVE
Related Record Type Details
ACTIVE MOIETY