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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2020-05-27 19:33:41 UTC

Update Date

2022-03-07 03:18:20 UTC

HMDB ID

HMDB0240645

Secondary Accession Numbers

None

Metabolite Identification

Common Name

gamma-Glutamyl-2-aminobutyric acid

Description

gamma-Glutamyl-2-aminobutyric acid, also known as γ-glutamyl-2-aminobutyrate or H-γ-glu-abu-OH, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on gamma-Glutamyl-2-aminobutyric acid.

Structure

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

HMDB0240645
     RDKit          3D
gamma-Glutamyl-2-aminobutyric acid
 32 31  0  0  0  0  0  0  0  0999 V2000
    3.4626    1.5944   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4243    0.0986   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442   -0.4699    0.5048 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2048   -0.0046    0.3293 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -0.8050    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419   -2.0532   -0.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591   -0.2519   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979   -1.2831   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -0.5908   -0.5624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6725    0.3685   -1.6026 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541    0.0378    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0889   -0.6410    1.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    1.3780    0.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880   -0.1882    1.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4319    0.4053    2.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -0.5790    2.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2844    1.9912    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395    1.9201   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6333    1.9871   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817   -0.2676   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -0.3008   -1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.5741    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545    1.0426    0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5868    0.3103    0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    0.4900   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0956   -1.8759   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -2.0020    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -1.3793   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862    1.2279   -1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366    0.4405   -2.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720    1.6990    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053   -0.7253    1.4733 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  6
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  6
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
M  END


  Mrv1652305272020542D          

 16 15  0  0  0  0            999 V2000
   10.0200   -6.9405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3090   -5.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0199   -6.1196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5980   -6.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7347   -5.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1643   -5.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1643   -4.8816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4495   -6.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8791   -6.1197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3090   -4.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3080   -6.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5935   -4.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5935   -5.7071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3083   -6.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0226   -5.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3073   -4.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  3  1  1  6  0  0  0
  3  5  1  0  0  0  0
  8  6  1  0  0  0  0
  7  6  2  0  0  0  0
  9  6  1  0  0  0  0
  8  5  1  0  0  0  0
  2 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 13 12  1  1  0  0  0
 13  9  1  0  0  0  0
 12 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240645

> <DATABASE_NAME>
hmdb

> <SMILES>
CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O5/c1-2-6(9(15)16)11-7(12)4-3-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,6-/m0/s1

> <INCHI_KEY>
FUZOZPRKGAXGOB-WDSKDSINSA-N

> <FORMULA>
C9H16N2O5

> <MOLECULAR_WEIGHT>
232.236

> <EXACT_MASS>
232.105921623

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.708013978268575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxypropyl]carbamoyl}butanoic acid

> <JCHEM_LOGP>
-3.290040117661624

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.9030145824641838

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0172258495391966

> <JCHEM_PKA_STRONGEST_BASIC>
9.312077246711887

> <JCHEM_POLAR_SURFACE_AREA>
129.71999999999997

> <JCHEM_REFRACTIVITY>
53.109100000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxypropyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240645
     RDKit          3D
gamma-Glutamyl-2-aminobutyric acid
 32 31  0  0  0  0  0  0  0  0999 V2000
    3.4626    1.5944   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4243    0.0986   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442   -0.4699    0.5048 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2048   -0.0046    0.3293 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -0.8050    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419   -2.0532   -0.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591   -0.2519   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979   -1.2831   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -0.5908   -0.5624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6725    0.3685   -1.6026 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541    0.0378    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0889   -0.6410    1.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    1.3780    0.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880   -0.1882    1.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4319    0.4053    2.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -0.5790    2.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2844    1.9912    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395    1.9201   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6333    1.9871   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817   -0.2676   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -0.3008   -1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.5741    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545    1.0426    0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5868    0.3103    0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    0.4900   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0956   -1.8759   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -2.0020    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -1.3793   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862    1.2279   -1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366    0.4405   -2.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720    1.6990    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053   -0.7253    1.4733 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  6
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  6
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 27-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-20         0                                  
HETATM    1  N   UNK     0      18.704 -12.956   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      17.377 -10.657   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.704 -11.423   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      16.050 -11.423   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      20.038 -10.653   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.707 -10.653   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      22.707  -9.112   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      21.372 -11.423   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      24.041 -11.424   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      17.377  -9.116   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      26.708 -11.423   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.375  -9.113   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.375 -10.653   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      26.709 -12.963   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      28.042 -10.653   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      26.707  -8.344   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    3    4   10                                                  
CONECT    3    2    1    5                                                  
CONECT    4    2                                                            
CONECT    5    3    8                                                       
CONECT    6    8    7    9                                                  
CONECT    7    6                                                            
CONECT    8    6    5                                                       
CONECT    9    6   13                                                       
CONECT   10    2                                                            
CONECT   11   13   14   15                                                  
CONECT   12   13   16                                                       
CONECT   13   11   12    9                                                  
CONECT   14   11                                                            
CONECT   15   11                                                            
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0240645
HETATM    1  C1  UNL     1       3.463   1.594  -0.596  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.424   0.099  -0.589  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.544  -0.470   0.505  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.205  -0.005   0.329  1.00  0.00           N  
HETATM    5  C4  UNL     1       0.091  -0.805   0.048  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.242  -2.053  -0.068  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.259  -0.252  -0.119  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.298  -1.283  -0.414  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.632  -0.591  -0.562  1.00  0.00           C  
HETATM   10  N2  UNL     1      -3.673   0.369  -1.603  1.00  0.00           N  
HETATM   11  C8  UNL     1      -4.054   0.038   0.714  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.089  -0.641   1.766  1.00  0.00           O  
HETATM   13  O3  UNL     1      -4.412   1.378   0.752  1.00  0.00           O  
HETATM   14  C9  UNL     1       3.088  -0.188   1.850  1.00  0.00           C  
HETATM   15  O4  UNL     1       2.432   0.405   2.754  1.00  0.00           O  
HETATM   16  O5  UNL     1       4.376  -0.579   2.172  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.284   1.991   0.433  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.440   1.920  -0.997  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.633   1.987  -1.229  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.482  -0.268  -0.454  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.100  -0.301  -1.570  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.551  -1.574   0.380  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.055   1.043   0.423  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.587   0.310   0.782  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.224   0.490  -0.943  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.096  -1.876  -1.319  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.388  -2.002   0.432  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.409  -1.379  -0.786  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.186   1.228  -1.425  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.837   0.440  -2.192  1.00  0.00           H  
HETATM   31  H15 UNL     1      -5.372   1.699   0.834  1.00  0.00           H  
HETATM   32  H16 UNL     1       5.105  -0.725   1.473  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   14   22
CONECT    4    5   23
CONECT    5    6    6    7
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   11   28
CONECT   10   29   30
CONECT   11   12   12   13
CONECT   13   31
CONECT   14   15   15   16
CONECT   16   32
END

HMDB0240645
     RDKit          3D
gamma-Glutamyl-2-aminobutyric acid
 32 31  0  0  0  0  0  0  0  0999 V2000
    3.4626    1.5944   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4243    0.0986   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442   -0.4699    0.5048 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2048   -0.0046    0.3293 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0912   -0.8050    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419   -2.0532   -0.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2591   -0.2519   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979   -1.2831   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -0.5908   -0.5624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6725    0.3685   -1.6026 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541    0.0378    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0889   -0.6410    1.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4124    1.3780    0.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880   -0.1882    1.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4319    0.4053    2.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -0.5790    2.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2844    1.9912    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395    1.9201   -0.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6333    1.9871   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817   -0.2676   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -0.3008   -1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.5741    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545    1.0426    0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5868    0.3103    0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    0.4900   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0956   -1.8759   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880   -2.0020    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4087   -1.3793   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862    1.2279   -1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366    0.4405   -2.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720    1.6990    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053   -0.7253    1.4733 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  6
  4 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  6
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
g-Glutamyl-2-aminobutyrate	Generator
g-Glutamyl-2-aminobutyric acid	Generator
gamma-Glutamyl-2-aminobutyrate	Generator
Γ-glutamyl-2-aminobutyrate	Generator
Γ-glutamyl-2-aminobutyric acid	Generator
(2S)-2-Amino-4-{[(1S)-1-carboxypropyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
H-g-Glu-abu-OH	HMDB
H-Γ-glu-abu-OH	HMDB
gamma-Glu-alpha-aminobutyrate	HMDB
Glu-(abu)	HMDB
gamma-Glutamyl-alpha-aminobutyrate	HMDB
L-gamma-Glutamyl-L-2-aminobutyrate	HMDB
L-gamma-Glutamyl-L-alpha-aminobutyric acid	HMDB
L-Γ-glutamyl-L-2-aminobutyrate	HMDB
L-Γ-glutamyl-L-α-aminobutyric acid	HMDB
gamma-Glu-abu	HMDB
gamma-L-Glutamyl-L-2-aminobutyrate	HMDB
gamma-L-Glutamyl-L-alpha-aminobutyric acid	HMDB
gamma-L-Glutamyl-alpha-L-aminobutyric acid	HMDB
Γ-glu-abu	HMDB
Γ-L-glutamyl-L-2-aminobutyrate	HMDB
Γ-L-glutamyl-L-α-aminobutyric acid	HMDB
Γ-L-glutamyl-α-L-aminobutyric acid	HMDB
gamma-Glutamyl-2-aminobutyric acid	HMDB

Chemical Formula

C₉H₁₆N₂O₅

Average Molecular Weight

232.236

Monoisotopic Molecular Weight

232.105921623

IUPAC Name

(2S)-2-amino-4-{[(1S)-1-carboxypropyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1S)-1-carboxypropyl]carbamoyl}butanoic acid

CAS Registry Number

16869-42-4

SMILES

CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O5/c1-2-6(9(15)16)11-7(12)4-3-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,6-/m0/s1

InChI Key

FUZOZPRKGAXGOB-WDSKDSINSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Carboxylic acid
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organic oxygen compound
Organic nitrogen compound
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 28059425)

Source

Exogenous

Exogenous (HMDB: HMDB0240645)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-3.3	ChemAxon
pKa (Strongest Acidic)	2.02	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	53.11 m³·mol⁻¹	ChemAxon
Polarizability	22.71 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	153.603	30932474
DeepCCS	[M-H]-	151.245	30932474
DeepCCS	[M-2H]-	184.131	30932474
DeepCCS	[M+Na]+	159.696	30932474
AllCCS	[M+H]+	152.7	32859911
AllCCS	[M+H-H2O]+	149.3	32859911
AllCCS	[M+NH4]+	155.7	32859911
AllCCS	[M+Na]+	156.6	32859911
AllCCS	[M-H]-	150.2	32859911
AllCCS	[M+Na-2H]-	150.9	32859911
AllCCS	[M+HCOO]-	151.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.24 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9537 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.81 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	520.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	249.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	55.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	46.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	290.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	247.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	794.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	590.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	51.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	758.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	167.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	205.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	590.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	472.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	417.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamyl-2-aminobutyric acid	CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	3045.9	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid	CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	1883.4	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid	CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	2309.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamyl-2-aminobutyric acid,1TMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	2054.3	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,1TMS,isomer #2	CC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	2067.6	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,1TMS,isomer #3	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O	2123.3	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,1TMS,isomer #4	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2060.9	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2062.2	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TMS,isomer #2	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2137.3	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2046.1	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TMS,isomer #4	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2143.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2068.2	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TMS,isomer #6	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2127.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TMS,isomer #7	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2254.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2165.6	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2154.8	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2639.7	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #2	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2081.3	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #2	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2127.1	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #2	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3071.3	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2114.1	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2191.8	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2701.4	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #4	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2279.1	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #4	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2192.2	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #4	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2847.0	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2135.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2155.4	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2745.4	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #6	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2279.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #6	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2224.3	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #6	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2772.4	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #7	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2225.1	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #7	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2259.1	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TMS,isomer #7	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2866.0	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2138.0	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2203.8	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2367.4	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #2	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2298.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #2	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2245.9	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #2	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2491.3	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2269.6	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2292.0	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2552.9	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #4	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2257.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #4	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2292.4	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TMS,isomer #4	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2536.2	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,5TMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2306.2	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,5TMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2305.8	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,5TMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2308.6	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,1TBDMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2302.3	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,1TBDMS,isomer #2	CC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2309.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,1TBDMS,isomer #3	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2366.6	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,1TBDMS,isomer #4	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2307.4	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TBDMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2517.2	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TBDMS,isomer #2	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2580.2	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TBDMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2516.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TBDMS,isomer #4	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2583.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TBDMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2521.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TBDMS,isomer #6	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2583.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,2TBDMS,isomer #7	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2696.9	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2798.4	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2707.7	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #1	CC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2892.3	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #2	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2732.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #2	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2697.7	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #2	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3153.5	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2802.5	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2689.7	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2931.0	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #4	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2957.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #4	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2734.3	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #4	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3001.4	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2813.2	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2686.2	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #5	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2957.9	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #6	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2942.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #6	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2744.6	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #6	CC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2955.3	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #7	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2933.3	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #7	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2747.4	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,3TBDMS,isomer #7	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3010.1	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2991.8	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2879.7	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2839.5	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #2	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3160.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #2	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2935.7	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #2	CC[C@H](NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2860.7	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3168.4	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2937.8	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #3	CC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2897.6	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #4	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3160.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #4	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2939.8	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,4TBDMS,isomer #4	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2888.1	Standard polar	33892256
gamma-Glutamyl-2-aminobutyric acid,5TBDMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3371.7	Semi standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,5TBDMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3120.3	Standard non polar	33892256
gamma-Glutamyl-2-aminobutyric acid,5TBDMS,isomer #1	CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2849.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Glutamyl-2-aminobutyric acid 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 - gamma-Glutamyl-2-aminobutyric acid 10V, Positive-QTOF	splash10-001i-1590000000-1794d7ef73015b06e4c2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-2-aminobutyric acid 20V, Positive-QTOF	splash10-001i-9300000000-786c9306fd8cf105c9b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-2-aminobutyric acid 40V, Positive-QTOF	splash10-0a4i-9000000000-38b8b8857ccc926b6184	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-2-aminobutyric acid 10V, Negative-QTOF	splash10-03di-0490000000-cdeb123dfdb6e3a2cc65	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-2-aminobutyric acid 20V, Negative-QTOF	splash10-0ue9-4910000000-593f1a58177c1baae370	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamyl-2-aminobutyric acid 40V, Negative-QTOF	splash10-0kai-9100000000-37c3f9d6ae002e0a5b1b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	28059425	details

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

5377957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7014903

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1662141

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Germain A, Ruppert D, Levine SM, Hanson MR: Metabolic profiling of a myalgic encephalomyelitis/chronic fatigue syndrome discovery cohort reveals disturbances in fatty acid and lipid metabolism. Mol Biosyst. 2017 Jan 31;13(2):371-379. doi: 10.1039/c6mb00600k. [PubMed:28059425 ]

Showing metabocard for gamma-Glutamyl-2-aminobutyric acid (HMDB0240645)

MOL for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

3D MOL for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

3D SDF for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

3D-SDF for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

PDB for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

3D PDB for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

SMILES for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

INCHI for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

Structure for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

3D Structure for HMDB0240645 (gamma-Glutamyl-2-aminobutyric acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra