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Details

Stereochemistry ACHIRAL
Molecular Formula C26H37NO2
Molecular Weight 395.5785
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 4
Charge 0

SHOW SMILES / InChI
Structure of AM-404

SMILES

CCCCC/C(/[H])=C(/[H])\C/C(/[H])=C(/[H])\C/C(/[H])=C(/[H])\C/C(/[H])=C(/[H])\CCCC(=O)Nc1ccc(cc1)O

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 395.5785
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
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 activity of anandamide at vanilloid VR1 receptors requires facilitated transport across the cell membrane and is limited by intracellular metabolism.
2001 Apr 20
Compounds acting at the endocannabinoid and/or endovanilloid systems reduce hyperkinesia in a rat model of Huntington's disease.
2003 Mar
Synergistic interactions between cannabinoids and environmental stress in the activation of the central amygdala.
2005 Mar
The acetaminophen-derived bioactive N-acylphenolamine AM404 inhibits NFAT by targeting nuclear regulatory events.
2007 Apr 1
TRPV2 is activated by cannabidiol and mediates CGRP release in cultured rat dorsal root ganglion neurons.
2008 Jun 11
Substance Class Chemical
Created
by admin
on Sat Jun 26 11:09:15 UTC 2021
Edited
by admin
on Sat Jun 26 11:09:15 UTC 2021
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 Sat Jun 26 11:09:16 UTC 2021 , Edited by admin on Sat Jun 26 11:09:16 UTC 2021
PRIMARY
PUBCHEM
6604822
Created by admin on Sat Jun 26 11:09:16 UTC 2021 , Edited by admin on Sat Jun 26 11:09:16 UTC 2021
PRIMARY
FDA UNII
XVJ94H0U21
Created by admin on Sat Jun 26 11:09:16 UTC 2021 , Edited by admin on Sat Jun 26 11:09:16 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> ACTIVATOR
Related Record Type Details
PARENT -> METABOLITE ACTIVE
Related Record Type Details
ACTIVE MOIETY