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> Main
CHEBI:52392 - 2-arachidonoylglycerol
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ChEBI Name
2-arachidonoylglycerol
ChEBI ID
CHEBI:52392
Definition
An endocannabinoid and an endogenous agonist of the cannabinoid receptors (CB1 and CB2). It is an ester formed from omega-6-arachidonic acid and glycerol.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Bijay
Secondary ChEBI IDs
CHEBI:34261, CHEBI:52365
Supplier Information
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Read full article at Wikipedia
Formula
C23H38O4
Net Charge
0
Average Mass
378.54540
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-
22(20-
24)
21-
25/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
RCRCTBLIHCHWDZ-DOFZRALJSA-N
SMILES
[H]C(CO)(CO)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
Metabolite of Species
Details
Mus musculus
(NCBI:txid10090)
See:
PubMed
Homo sapiens
(NCBI:txid9606)
See:
DOI
Roles Classification
Biological Role
(s):
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
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
2-arachidonoylglycerol (
CHEBI:52392
)
has functional parent
arachidonic acid (
CHEBI:15843
)
2-arachidonoylglycerol (
CHEBI:52392
)
has role
human metabolite (
CHEBI:77746
)
2-arachidonoylglycerol (
CHEBI:52392
)
is a
2-acylglycerol 20:4 (
CHEBI:134144
)
2-arachidonoylglycerol (
CHEBI:52392
)
is a
endocannabinoid (
CHEBI:67197
)
Incoming
12-HPETE 2-glyceryl ester (
CHEBI:146254
)
has functional parent
2-arachidonoylglycerol (
CHEBI:52392
)
IUPAC Name
1,3-dihydroxypropan-2-yl (5
Z
,8
Z
,11
Z
,14
Z
)-icosa-5,8,11,14-tetraenoate
Synonyms
Sources
2-(5
Z
,8
Z
,11
Z
,14
Z
-eicosatetraenoyl)-glycerol
UniProt
2-AG
SUBMITTER
2-AG
KEGG COMPOUND
2-Ara-Gl
ChemIDplus
2-Arachidonoyl-glycerol
ChemIDplus
2-Arachidonoylglycerol
KEGG COMPOUND
2-Arachidonyl-glycerol
ChemIDplus
Manual Xrefs
Databases
2-Arachidonoylglycerol
Wikipedia
C13856
KEGG COMPOUND
CPD-12600
MetaCyc
HMDB0004666
HMDB
LMGL01010023
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
53847-30-6
CAS Registry Number
ChemIDplus
8167264
Reaxys Registry Number
Reaxys
Citations
Types
Sources
12878451
PubMed citation
Europe PMC
15543349
PubMed citation
Europe PMC
18771906
PubMed citation
Europe PMC
Last Modified
18 May 2017