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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:43:52 UTC

Update Date

2022-03-07 03:17:53 UTC

HMDB ID

HMDB0062330

Secondary Accession Numbers

HMDB62330

Metabolite Identification

Common Name

N-Arachidonoyl GABA

Description

4-{[(8Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}butanoic acid belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. 4-{[(8Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}butanoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652303161704432D          

 36 35  0  0  0  0            999 V2000
   -5.9072    5.6645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    4.8395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  4  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  4  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END

HMDB0062330
     RDKit          3D
N-Arachidonoyl GABA
 67 66  0  0  0  0  0  0  0  0999 V2000
   10.3272    0.9319    1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3290    0.7382    0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9178   -0.6938    0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9540   -0.9398   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7255   -0.0818   -0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7150   -0.2815   -1.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4997   -0.7166   -1.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0152   -1.0490    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9019   -0.3575    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.6400    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3767    1.3280   -1.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2807    1.2411   -1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756    0.5749   -1.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3476   -0.2831   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217    0.3677   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7580   -0.2676   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0115    0.3940    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560   -0.4033    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0537   -1.7823    0.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377   -1.8014   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8698   -2.8786   -1.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -1.0434   -0.5567 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5378    0.0928    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8509    0.3981   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5471    1.6063   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9150    1.3765    1.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3404    2.3534    1.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8362    0.1454    1.9060 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6584    1.9906    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8497    0.7452    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1724    0.2647    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8677    1.0517   -0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4494    1.3680    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7817   -1.3747    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4364   -1.0335    1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6918   -2.0227   -0.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4459   -0.7227   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0550    1.0091   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3710   -0.0903    0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593   -0.0629   -2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8209   -0.8588   -2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411   -1.2398    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -2.1559   -0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5580   -0.7154    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782    1.0706    0.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699    1.2828   -1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992    2.5051   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    1.8293   -2.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331    0.6769   -2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -0.5691    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570   -1.2530   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.3536    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -1.2681   -0.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7265    1.3859    0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6881    0.4870   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8960   -0.4988    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4792    0.1642    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947   -2.2817    0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4483   -2.3911    1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0348   -2.8187   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7377   -0.1019    1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.9796   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4834   -0.5178   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6259    0.5202   -1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8117    2.4583   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4403    1.8470   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4841   -0.6216    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  3
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 28 67  1  0
M  END

  Mrv1652303161704432D          

 36 35  0  0  0  0            999 V2000
   -5.9072    5.6645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    4.8395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  4  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  4  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062330

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(O)=NCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-23(26)25-22-19-21-24(27)28/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-22H2,1H3,(H,25,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15?

> <INCHI_KEY>
JKUDIEXTAYKJNX-CDIMZWLNSA-N

> <FORMULA>
C24H39NO3

> <MOLECULAR_WEIGHT>
389.58

> <EXACT_MASS>
389.29299412

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
48.17389066014539

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(8Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}butanoic acid

> <ALOGPS_LOGP>
6.76

> <JCHEM_LOGP>
5.4702028118911725

> <ALOGPS_LOGS>
-6.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.839809509792038

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1309322016224135

> <JCHEM_PKA_STRONGEST_BASIC>
6.749943776585199

> <JCHEM_POLAR_SURFACE_AREA>
69.89000000000001

> <JCHEM_REFRACTIVITY>
122.73359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(8Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062330
     RDKit          3D
N-Arachidonoyl GABA
 67 66  0  0  0  0  0  0  0  0999 V2000
   10.3272    0.9319    1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3290    0.7382    0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9178   -0.6938    0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9540   -0.9398   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7255   -0.0818   -0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7150   -0.2815   -1.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4997   -0.7166   -1.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0152   -1.0490    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9019   -0.3575    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.6400    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3767    1.3280   -1.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2807    1.2411   -1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756    0.5749   -1.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3476   -0.2831   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217    0.3677   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7580   -0.2676   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0115    0.3940    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560   -0.4033    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0537   -1.7823    0.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377   -1.8014   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8698   -2.8786   -1.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -1.0434   -0.5567 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5378    0.0928    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8509    0.3981   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5471    1.6063   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9150    1.3765    1.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3404    2.3534    1.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8362    0.1454    1.9060 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6584    1.9906    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8497    0.7452    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1724    0.2647    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8677    1.0517   -0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4494    1.3680    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7817   -1.3747    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4364   -1.0335    1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6918   -2.0227   -0.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4459   -0.7227   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0550    1.0091   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3710   -0.0903    0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593   -0.0629   -2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8209   -0.8588   -2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411   -1.2398    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -2.1559   -0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5580   -0.7154    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782    1.0706    0.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699    1.2828   -1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992    2.5051   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    1.8293   -2.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331    0.6769   -2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -0.5691    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570   -1.2530   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.3536    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -1.2681   -0.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7265    1.3859    0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6881    0.4870   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8960   -0.4988    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4792    0.1642    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947   -2.2817    0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4483   -2.3911    1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0348   -2.8187   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7377   -0.1019    1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.9796   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4834   -0.5178   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6259    0.5202   -1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8117    2.4583   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4403    1.8470   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4841   -0.6216    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  3
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 28 67  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0     -11.027  10.574   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0     -11.027   9.034   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.693   8.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.359   9.034   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.026   8.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.692   9.034   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.358   8.264   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.360   8.264   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0     -13.694   9.034   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0     -12.360   6.724   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.694   5.954   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0     -15.028   6.724   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0     -13.694   4.414   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0     -15.028   3.644   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0     -12.360   3.644   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -12.360   2.104   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0     -13.694   1.334   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0     -11.027   1.334   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0     -11.027  -0.206   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0      -9.693   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.359   1.334   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      -8.359  -0.206   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0      -7.026   2.104   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      -7.026   3.644   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      -5.692   1.334   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.358   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.691   3.644   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0      -0.357   1.334   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

COMPND    HMDB0062330
HETATM    1  C1  UNL     1      10.327   0.932   1.697  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.329   0.738   0.538  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.918  -0.694   0.493  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.954  -0.940  -0.633  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.725  -0.082  -0.428  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.715  -0.281  -1.477  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.500  -0.717  -1.228  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.015  -1.049   0.083  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.902  -0.358   0.703  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.205   0.640   0.257  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.377   1.328  -1.001  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.281   1.241  -1.952  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.176   0.575  -1.841  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.348  -0.283  -0.798  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.622   0.368  -0.311  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.758  -0.268  -0.392  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.012   0.394   0.096  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.656  -0.403   1.210  1.00  0.00           C  
HETATM   19  C19 UNL     1      -5.054  -1.782   0.767  1.00  0.00           C  
HETATM   20  C20 UNL     1      -6.038  -1.801  -0.327  1.00  0.00           C  
HETATM   21  O1  UNL     1      -5.870  -2.879  -1.276  1.00  0.00           O  
HETATM   22  N1  UNL     1      -6.987  -1.043  -0.557  1.00  0.00           N  
HETATM   23  C21 UNL     1      -7.538   0.093   0.054  1.00  0.00           C  
HETATM   24  C22 UNL     1      -8.851   0.398  -0.687  1.00  0.00           C  
HETATM   25  C23 UNL     1      -9.547   1.606  -0.135  1.00  0.00           C  
HETATM   26  C24 UNL     1      -9.915   1.377   1.274  1.00  0.00           C  
HETATM   27  O2  UNL     1     -10.340   2.353   1.989  1.00  0.00           O  
HETATM   28  O3  UNL     1      -9.836   0.145   1.906  1.00  0.00           O  
HETATM   29  H1  UNL     1      10.658   1.991   1.632  1.00  0.00           H  
HETATM   30  H2  UNL     1       9.850   0.745   2.666  1.00  0.00           H  
HETATM   31  H3  UNL     1      11.172   0.265   1.480  1.00  0.00           H  
HETATM   32  H4  UNL     1       9.868   1.052  -0.376  1.00  0.00           H  
HETATM   33  H5  UNL     1       8.449   1.368   0.788  1.00  0.00           H  
HETATM   34  H6  UNL     1       9.782  -1.375   0.327  1.00  0.00           H  
HETATM   35  H7  UNL     1       8.436  -1.033   1.436  1.00  0.00           H  
HETATM   36  H8  UNL     1       7.692  -2.023  -0.680  1.00  0.00           H  
HETATM   37  H9  UNL     1       8.446  -0.723  -1.610  1.00  0.00           H  
HETATM   38  H10 UNL     1       7.055   1.009  -0.574  1.00  0.00           H  
HETATM   39  H11 UNL     1       6.371  -0.090   0.607  1.00  0.00           H  
HETATM   40  H12 UNL     1       5.959  -0.063  -2.534  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.821  -0.859  -2.082  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.841  -1.240   0.838  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.638  -2.156  -0.031  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.558  -0.715   1.738  1.00  0.00           H  
HETATM   45  H17 UNL     1       1.378   1.071   0.940  1.00  0.00           H  
HETATM   46  H18 UNL     1       3.370   1.283  -1.482  1.00  0.00           H  
HETATM   47  H19 UNL     1       2.399   2.505  -0.739  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.388   1.829  -2.929  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.533   0.677  -2.728  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.196  -0.569   0.061  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.657  -1.253  -1.343  1.00  0.00           H  
HETATM   52  H24 UNL     1      -1.542   1.354   0.095  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.848  -1.268  -0.803  1.00  0.00           H  
HETATM   54  H26 UNL     1      -3.726   1.386   0.491  1.00  0.00           H  
HETATM   55  H27 UNL     1      -4.688   0.487  -0.783  1.00  0.00           H  
HETATM   56  H28 UNL     1      -3.896  -0.499   2.055  1.00  0.00           H  
HETATM   57  H29 UNL     1      -5.479   0.164   1.668  1.00  0.00           H  
HETATM   58  H30 UNL     1      -4.095  -2.282   0.432  1.00  0.00           H  
HETATM   59  H31 UNL     1      -5.448  -2.391   1.619  1.00  0.00           H  
HETATM   60  H32 UNL     1      -5.035  -2.819  -1.842  1.00  0.00           H  
HETATM   61  H33 UNL     1      -7.738  -0.102   1.107  1.00  0.00           H  
HETATM   62  H34 UNL     1      -6.850   0.980  -0.061  1.00  0.00           H  
HETATM   63  H35 UNL     1      -9.483  -0.518  -0.601  1.00  0.00           H  
HETATM   64  H36 UNL     1      -8.626   0.520  -1.770  1.00  0.00           H  
HETATM   65  H37 UNL     1      -8.812   2.458  -0.234  1.00  0.00           H  
HETATM   66  H38 UNL     1     -10.440   1.847  -0.759  1.00  0.00           H  
HETATM   67  H39 UNL     1     -10.484  -0.622   1.706  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7    7   40
CONECT    7    8   41
CONECT    8    9   42   43
CONECT    9   10   10   44
CONECT   10   11   45
CONECT   11   12   46   47
CONECT   12   13   13   48
CONECT   13   14   49
CONECT   14   15   50   51
CONECT   15   16   16   52
CONECT   16   17   53
CONECT   17   18   54   55
CONECT   18   19   56   57
CONECT   19   20   58   59
CONECT   20   21   22   22
CONECT   21   60
CONECT   22   23
CONECT   23   24   61   62
CONECT   24   25   63   64
CONECT   25   26   65   66
CONECT   26   27   27   28
CONECT   28   67
END

HMDB0062330
     RDKit          3D
N-Arachidonoyl GABA
 67 66  0  0  0  0  0  0  0  0999 V2000
   10.3272    0.9319    1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3290    0.7382    0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9178   -0.6938    0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9540   -0.9398   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7255   -0.0818   -0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7150   -0.2815   -1.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4997   -0.7166   -1.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0152   -1.0490    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9019   -0.3575    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.6400    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3767    1.3280   -1.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2807    1.2411   -1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756    0.5749   -1.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3476   -0.2831   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217    0.3677   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7580   -0.2676   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0115    0.3940    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560   -0.4033    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0537   -1.7823    0.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0377   -1.8014   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8698   -2.8786   -1.2763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -1.0434   -0.5567 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5378    0.0928    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8509    0.3981   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5471    1.6063   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9150    1.3765    1.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3404    2.3534    1.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8362    0.1454    1.9060 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6584    1.9906    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8497    0.7452    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1724    0.2647    1.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8677    1.0517   -0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4494    1.3680    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7817   -1.3747    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4364   -1.0335    1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6918   -2.0227   -0.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4459   -0.7227   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0550    1.0091   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3710   -0.0903    0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593   -0.0629   -2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8209   -0.8588   -2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411   -1.2398    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -2.1559   -0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5580   -0.7154    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782    1.0706    0.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699    1.2828   -1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992    2.5051   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    1.8293   -2.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331    0.6769   -2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -0.5691    0.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570   -1.2530   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.3536    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -1.2681   -0.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7265    1.3859    0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6881    0.4870   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8960   -0.4988    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4792    0.1642    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947   -2.2817    0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4483   -2.3911    1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0348   -2.8187   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7377   -0.1019    1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501    0.9796   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4834   -0.5178   -0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6259    0.5202   -1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8117    2.4583   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4403    1.8470   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4841   -0.6216    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  3
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 28 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-{[(8Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}butanoate	Generator
Elmirate	HMDB
Elmiric acid	HMDB
N-Arachidonoyl-g-aminobutanoate	HMDB
N-Arachidonoyl-g-aminobutanoic acid	HMDB
N-Arachidonoyl-gamma-aminobutanoate	HMDB
N-Arachidonoyl-gamma-aminobutanoic acid	HMDB
N-Arachidonoyl-γ-aminobutanoate	HMDB
N-Arachidonoyl-γ-aminobutanoic acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-g-aminobutanoate	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-g-aminobutanoic acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-g-aminobutyrate	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-g-aminobutyric acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-gamma-aminobutanoate	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-gamma-aminobutanoic acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-gamma-aminobutyrate	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-gamma-aminobutyric acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-γ-aminobutanoate	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-γ-aminobutanoic acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-γ-aminobutyrate	HMDB
N-[(5Z,8Z,11Z,14Z)-Eicosatetraenoyl]-γ-aminobutyric acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-g-aminobutanoate	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-g-aminobutanoic acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-g-aminobutyrate	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-g-aminobutyric acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-gamma-aminobutanoate	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-gamma-aminobutanoic acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-gamma-aminobutyrate	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-gamma-aminobutyric acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-γ-aminobutanoate	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-γ-aminobutanoic acid	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-γ-aminobutyrate	HMDB
N-[(5Z,8Z,11Z,14Z)-Icosatetraenoyl]-γ-aminobutyric acid	HMDB
NAGABA	HMDB

Chemical Formula

C₂₄H₃₉NO₃

Average Molecular Weight

389.58

Monoisotopic Molecular Weight

389.29299412

IUPAC Name

4-{[(8Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}butanoic acid

Traditional Name

4-{[(8Z,11Z,14Z)-1-hydroxyicosa-5,8,11,14-tetraen-1-ylidene]amino}butanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(O)=NCCCC(O)=O

InChI Identifier

InChI=1S/C24H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-23(26)25-22-19-21-24(27)28/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-22H2,1H3,(H,25,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15?

InChI Key

JKUDIEXTAYKJNX-CDIMZWLNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Straight chain fatty acid
Fatty acyl
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062330)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00027 g/l	ALOGPS
LogP	6.58	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.76	ALOGPS
logP	5.47	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	6.75	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	122.73 m³·mol⁻¹	ChemAxon
Polarizability	48.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	206.332	31661259
DarkChem	[M-H]-	202.488	31661259
DeepCCS	[M+H]+	218.3	30932474
DeepCCS	[M-H]-	216.404	30932474
DeepCCS	[M-2H]-	249.648	30932474
DeepCCS	[M+Na]+	224.034	30932474
AllCCS	[M+H]+	203.8	32859911
AllCCS	[M+H-H2O]+	201.5	32859911
AllCCS	[M+NH4]+	205.9	32859911
AllCCS	[M+Na]+	206.5	32859911
AllCCS	[M-H]-	200.0	32859911
AllCCS	[M+Na-2H]-	202.7	32859911
AllCCS	[M+HCOO]-	205.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Arachidonoyl GABA	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(O)=NCCCC(O)=O	4687.2	Standard polar	33892256
N-Arachidonoyl GABA	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(O)=NCCCC(O)=O	2703.9	Standard non polar	33892256
N-Arachidonoyl GABA	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(O)=NCCCC(O)=O	3169.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Arachidonoyl GABA,1TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\CC=CCCCC(=NCCCC(=O)O)O[Si](C)(C)C	3112.8	Semi standard non polar	33892256
N-Arachidonoyl GABA,1TMS,isomer #2	CCCCC/C=C\C/C=C\C/C=C\CC=CCCCC(O)=NCCCC(=O)O[Si](C)(C)C	3063.1	Semi standard non polar	33892256
N-Arachidonoyl GABA,2TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\CC=CCCCC(=NCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3042.9	Semi standard non polar	33892256
N-Arachidonoyl GABA,1TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\CC=CCCCC(=NCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3348.5	Semi standard non polar	33892256
N-Arachidonoyl GABA,1TBDMS,isomer #2	CCCCC/C=C\C/C=C\C/C=C\CC=CCCCC(O)=NCCCC(=O)O[Si](C)(C)C(C)(C)C	3313.0	Semi standard non polar	33892256
N-Arachidonoyl GABA,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\CC=CCCCC(=NCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3534.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Arachidonoyl GABA GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fuu-9578000000-526d488bb421786e06de	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Arachidonoyl GABA GC-MS (2 TMS) - 70eV, Positive	splash10-01bi-9563560000-18a8f1de3a5e8fc3e486	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Arachidonoyl GABA GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Arachidonoyl GABA GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 10V, Positive-QTOF	splash10-0fkc-4419000000-e4c64ae0b0edcd5e1be3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 20V, Positive-QTOF	splash10-0zg0-9511000000-850d4e7acd2544b28fba	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 40V, Positive-QTOF	splash10-0zfu-9410000000-5b7711bc3cefa3e29414	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 10V, Negative-QTOF	splash10-000i-0009000000-c11751d6483c98cee22f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 20V, Negative-QTOF	splash10-0fe0-2229000000-289cf376830a828ad49e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 40V, Negative-QTOF	splash10-0006-9121000000-813d0e25d3fc110154cf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 10V, Positive-QTOF	splash10-0f6x-4429000000-7665674069a2b161180e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 20V, Positive-QTOF	splash10-0f8i-9523000000-d9605c51b113673f8891	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 40V, Positive-QTOF	splash10-0f89-7910000000-af40ca6d4fd231570162	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 10V, Negative-QTOF	splash10-0079-0009000000-3d39a6cbe8d7d8cb15b1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 20V, Negative-QTOF	splash10-000i-4339000000-9e459848a5a1146eed06	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Arachidonoyl GABA 40V, Negative-QTOF	splash10-0uei-9542000000-cbeb493aeee59d9f3a23	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-Arachidonoyl GABA (HMDB0062330)

MOL for HMDB0062330 (N-Arachidonoyl GABA)

3D MOL for HMDB0062330 (N-Arachidonoyl GABA)

3D SDF for HMDB0062330 (N-Arachidonoyl GABA)

3D-SDF for HMDB0062330 (N-Arachidonoyl GABA)

PDB for HMDB0062330 (N-Arachidonoyl GABA)

3D PDB for HMDB0062330 (N-Arachidonoyl GABA)

SMILES for HMDB0062330 (N-Arachidonoyl GABA)

INCHI for HMDB0062330 (N-Arachidonoyl GABA)

Structure for HMDB0062330 (N-Arachidonoyl GABA)

3D Structure for HMDB0062330 (N-Arachidonoyl GABA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra