CHEBI:75612 - 1-arachidonoylglycerol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 1-arachidonoylglycerol
ChEBI ID CHEBI:75612
Definition A 1-monoglyceride where the acyl group is arachidonoyl.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C23H38O4
Net Charge 0
Average Mass 378.546
Monoisotopic Mass 378.27701
InChI InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-
InChIKey DCPCOKIYJYGMDN-DOFZRALJSA-N
SMILES C(CCC)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(OCC(CO)O)=O
ChEBI Ontology
Outgoing 1-arachidonoylglycerol (CHEBI:75612) has functional parent arachidonic acid (CHEBI:15843)
1-arachidonoylglycerol (CHEBI:75612) is a 1-acylglycerol 20:4 (CHEBI:134133)
Incoming 1-arachidonoyl-sn-glycerol (CHEBI:34071) is a 1-arachidonoylglycerol (CHEBI:75612)
3-arachidonoyl-sn-glycerol (CHEBI:75571) is a 1-arachidonoylglycerol (CHEBI:75612)
IUPAC Name
2,3-dihydroxypropyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
Synonyms Sources
1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol UniProt
1-Arachidonyl monoglyceride ChemIDplus
5,8,11,14-eicosatetraenoic acid 2,3-dihydroxypropyl ester ChEBI
Glyceryl arachidonate ChemIDplus
Glyceryl monoarachidonate ChemIDplus
Manual Xref Database
C13857 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
2668019 Reaxys Registry Number Reaxys
35474-99-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15513825 PubMed citation Europe PMC
17602815 PubMed citation Europe PMC
Last Modified
05 November 2018
General Comment
2015-03-12 This is the entry for material with unspecified stereochemistry. There are separate entries for the individual enantiomers (1-arachidonoyl-sn-glycerol and 3-arachidonoyl-sn-glycerol) and for the racemate (rac-1-arachidonoylglycerol).