CHEBI:2700 - anandamide

Main ChEBI Ontology Automatic Xrefs
ChEBI Name anandamide
ChEBI ID CHEBI:2700
Definition A fatty amide obtained by the formal condensation of arachidonic acid with ethanolamine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H37NO2
Net Charge 0
Average Mass 347.53470
InChI InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-
InChIKey LGEQQWMQCRIYKG-DOFZRALJSA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
neurotransmitter
An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via endocannabinoid )
cannabinoid receptor agonist
An agonist that binds to and activates cannabinoid receptors.
(via cannabinoid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing anandamide (CHEBI:2700) has functional parent arachidonic acid (CHEBI:15843)
anandamide (CHEBI:2700) has role human metabolite (CHEBI:77746)
anandamide (CHEBI:2700) has role neurotransmitter (CHEBI:25512)
anandamide (CHEBI:2700) is a N-(long-chain-acyl)ethanolamine (CHEBI:15897)
anandamide (CHEBI:2700) is a N-(polyunsaturated fatty acyl)ethanolamine (CHEBI:85281)
anandamide (CHEBI:2700) is a endocannabinoid (CHEBI:67197)
anandamide (CHEBI:2700) is a fatty amide (CHEBI:29348)
Incoming O-oleoylanandamide (CHEBI:76070) has functional parent anandamide (CHEBI:2700)
IUPAC Name
(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
Synonyms Sources
(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide ChemIDplus
(all-Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide ChemIDplus
AEA KEGG COMPOUND
Anandamide KEGG COMPOUND
arachidonoyl ethanolamide ChemIDplus
Arachidonylethanolamide KEGG COMPOUND
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl) ethanolamine UniProt
N-(5Z,8Z,11Z,14Z-icosatetraenoyl)-ethanolamide KEGG COMPOUND
N-arachidonoyl-2-hydroxyethylamide ChemIDplus
Database Links Databases
Anandamide Wikipedia
C11695 KEGG COMPOUND
CPD-7598 MetaCyc
HMDB04080 HMDB
LMFA08040001 LIPID MAPS
View more database links
Registry Numbers Types Sources
7079463 Beilstein Registry Number Beilstein
7079463 Reaxys Registry Number Reaxys
94421-68-8 CAS Registry Number KEGG COMPOUND
94421-68-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18691603 PubMed citation CiteXplore
19330032 PubMed citation CiteXplore
Last Modified
19 February 2015