ChEBI
  Marvin  04270916042D          

 28 27  0  0  0  0            999 V2000
    2.8720  -26.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051  -23.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5195  -23.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864  -25.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2267  -26.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5782  -25.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0294  -26.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1598  -23.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5113  -23.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1677  -26.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9911  -26.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9242  -23.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1008  -23.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1577  -25.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0908  -23.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4432  -26.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762  -23.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762  -22.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631  -24.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880  -23.9764    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631  -23.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6618  -23.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631  -23.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775  -22.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9625  -23.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4789  -24.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287  -25.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8776  -25.2138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1  4  1  0  0  0  0
 15  2  1  0  0  0  0
  2  3  1  0  0  0  0
  8 25  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  8  9  1  0  0  0  0
 10  4  1  0  0  0  0
 10 11  2  0  0  0  0
 12  9  1  0  0  0  0
  6 11  1  0  0  0  0
 12 13  2  0  0  0  0
 13  3  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 17 18  2  0  0  0  0
 19 21  1  0  0  0  0
 21 23  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 16 27  1  0  0  0  0
 19 28  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <ID>
CHEBI:52392

> <NAME>
2-arachidonoylglycerol

> <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.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:34261; CHEBI:52365

> <SYNONYM>
2-Arachidonyl-glycerol; 2-Arachidonoylglycerol; 2-Arachidonoyl-glycerol; 2-Ara-Gl; 2-AG; 2-AG; 2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol

> <IUPAC_NAME>
1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

> <FORMULA>
C23H38O4

> <MASS>
378.54540

> <MONOISOTOPIC_MASS>
378.27701

> <CHARGE>
0

> <SMILES>
[H]C(CO)(CO)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC

> <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

> <CAS_REGISTRY_NUMBER>
53847-30-6

> <REAXYS_REGISTRY_NUMBER>
8167264

> <CHEMIDPLUS>
53847-30-6

> <KEGG_COMPOUND_ACCESSION>
C13856

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMGL01010023

> <METACYC_ACCESSION>
CPD-12600

> <WIKIPEDIA_ACCESSION>
2-Arachidonoylglycerol

> <PUBMED_CITATION>
12878451; 15543349; 18771906

$$$$