AM-404

Details

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

SHOW SMILES / InChI

Structure Search

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Vanilloid receptor 53 Target ID: CHEMBL4794 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22172309	Agonist 2678		26.0 nM [EC50]

PubMed

Title	Date	PubMed
The anandamide transport inhibitor AM404 activates vanilloid receptors.	2000 May 12	10822052
The activity of anandamide at vanilloid VR1 receptors requires facilitated transport across the cell membrane and is limited by intracellular metabolism.	2001 Apr 20	11278420
Compounds acting at the endocannabinoid and/or endovanilloid systems reduce hyperkinesia in a rat model of Huntington's disease.	2003 Mar	12603833
Synergistic interactions between cannabinoids and environmental stress in the activation of the central amygdala.	2005 Mar	15280883
The acetaminophen-derived bioactive N-acylphenolamine AM404 inhibits NFAT by targeting nuclear regulatory events.	2007 Apr 1	17196940
TRPV2 is activated by cannabidiol and mediates CGRP release in cultured rat dorsal root ganglion neurons.	2008 Jun 11	18550765

Name

Type

Language

AM-404

Code

English

5,8,11,14-EICOSATETRAENAMIDE, N-(4-HYDROXYPHENYL)-, (5Z,8Z,11Z,14Z)-

Systematic Name

English

AM404

Code

English

5,8,11,14-EICOSATETRAENAMIDE, N-(4-HYDROXYPHENYL)-, (ALL-Z)-

Brand Name

English

Code System Code Type Description

CAS

183718-77-6