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CHEBI:191854 - arachidonyl-2'-chloroethylamide

ChEBI IDCHEBI:191854
ChEBI Namearachidonyl-2'-chloroethylamide
Stars
DefinitionA fatty amide obtained by the formal condensation of arachidonic acid with 2-chloroethanamine. It is a potent agonist of the CB1 receptor (Ki = 1.4 nM) and also has a low affinity for the CB2 receptor (Ki = 3100 nM).
Last Modified31 May 2022
SubmitterKalpana P
DownloadsMolfile
FormulaC22H36ClNO
Net Charge0
Average Mass365.989
Monoisotopic Mass365.24854
SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCCl
InChIInChI=1S/C22H36ClNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/b7-6-,10-9-,13-12-,16-15-
InChIKeySCJNCDSAIRBRIA-DOFZRALJSA-N
Wikipedia
Roles Classification
Biological Roles:
CB2 receptor agonist  A cannabinoid receptor agonist that binds to and activates type 2 cannabinoid receptors.
CB1 receptor agonist  A cannabinoid receptor agonist that binds to and activates type 1 cannabinoid receptors.
cannabinoid receptor agonist  An agonist that binds to and activates cannabinoid receptors.
Application:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
arachidonyl-2'-chloroethylamide (CHEBI:191854) has functional parent arachidonic acid (CHEBI:15843)
arachidonyl-2'-chloroethylamide (CHEBI:191854) has role CB1 receptor agonist (CHEBI:192269)
arachidonyl-2'-chloroethylamide (CHEBI:191854) has role CB2 receptor agonist (CHEBI:146246)
arachidonyl-2'-chloroethylamide (CHEBI:191854) has role neuroprotective agent (CHEBI:63726)
arachidonyl-2'-chloroethylamide (CHEBI:191854) is a fatty amide (CHEBI:29348)
arachidonyl-2'-chloroethylamide (CHEBI:191854) is a organochlorine compound (CHEBI:36683)
arachidonyl-2'-chloroethylamide (CHEBI:191854) is a secondary carboxamide (CHEBI:140325)
arachidonyl-2'-chloroethylamide (CHEBI:191854) is a synthetic cannabinoid (CHEBI:67201)
IUPAC Name 
(5Z,8Z,11Z,14Z)-N-(2-chloroethyl)icosa-5,8,11,14-tetraenamide
Synonyms  Source
ACEAChEBI
arachidonyl-2-chloroethylamideChEBI
N-(2-chloroethyl)-5Z,8Z,11Z,14Z-eicosatetraenamideChEBI
(5Z,8Z,11Z,14Z)-N-(2-chloroethyl)-5,8,11,14-eicosatetraenamideChEBI
Manual XrefsDatabases
HMDB0247891HMDB
4470547ChemSpider
Arachidonyl-2'-chloroethylamideWikipedia
Registry NumbersSources
CAS:220556-69-4ChemIDplus
Citations