MiMeDB: Showing metabocard for 4-(Glutamylamino) butanoate (MMDBc0029917)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:46:46 UTC

Update Date

2022-08-31 17:37:36 UTC

Metabolite ID

MMDBc0029917

Metabolite Identification

Common Name

4-(Glutamylamino) butanoate

Description

4-(Glutamylamino) butanoate is a polyamine that is an intermediate in putrescine degradation . Polyamines (the most common of which are putrescine , spermidine , and spermine ), a group of positively charged small molecules present in virtually all living organisms, have been implicated in many biological processes, including binding to nucleic acids, stabilizing membranes, and stimulating several enzymes. Although polyamines are clearly necessary for optimal cell growth, a surplus of polyamines can cause inhibition of growth and protein synthesis, and thus a balance is desired between the production and breakdown of polyamines. In putrescine degradation , 4-(Glutamylamino) butanoate is a substrate for gamma-glutamyl-gamma-aminobutyrate hydrolase (puuD) and can be generated from the hydrolysis of gamma-glutamyl-gamma-aminobutyraldehyde.

Structure

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

HMDB0012161
     RDKit          3D
4-(Glutamylamino) butanoate
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.7703   -1.5585    0.6494 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603   -0.2028    1.1422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6551    0.5425    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161   -0.1909    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951    0.4485   -0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    1.4463   -1.1553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -0.0581   -0.4927 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235    0.5857   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -0.1530   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249   -0.1202    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0981   -0.8742    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -2.0657   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2378   -0.2488    0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595    0.4972    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9225   -0.1051    0.5018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0765    1.7729    1.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7283   -1.8501    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2285   -2.2418    1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -0.1716    2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615    1.5939    0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9607    0.4208   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685   -1.2290    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507   -0.1435    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -0.8811    0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7037    0.4999   -2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0992    1.6522   -1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2348   -1.2112   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    0.3187   -1.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -0.6171    0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597    0.9388    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6053    0.5846    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    2.6209    0.9833 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
M  END


  Mrv0541 02241203482D          

 16 15  0  0  1  0            999 V2000
   12.5432  -10.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7183  -10.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9558  -12.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7807  -12.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9558  -11.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5432  -13.3411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1933  -11.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3057   -9.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9558  -14.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7183  -13.3411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7807  -11.1978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0182  -11.9119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7183   -9.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4808   -9.7687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5432  -14.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7807  -14.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  2  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3  4  1  0  0  0  0
  4  7  1  0  0  0  0
  5 11  1  0  0  0  0
  6 10  1  1  0  0  0
  6  9  1  0  0  0  0
  7 12  2  0  0  0  0
  7 11  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  2  0  0  0  0
  9 15  1  0  0  0  0
  9 16  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029917

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@@H](CCC(=O)NCCCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O5/c10-6(9(15)16)3-4-7(12)11-5-1-2-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-/m0/s1

> <INCHI_KEY>
MKYPKZSGLSOGLL-LURJTMIESA-N

> <FORMULA>
C9H16N2O5

> <MOLECULAR_WEIGHT>
232.2337

> <EXACT_MASS>
232.105921632

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
23.130464491248325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-[(3-carboxypropyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-3.37

> <JCHEM_LOGP>
-3.8525560376446113

> <ALOGPS_LOGS>
-1.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.370224218501651

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2953777937671016

> <JCHEM_PKA_STRONGEST_BASIC>
9.312092334792249

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
53.5456

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glugaba

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012161
     RDKit          3D
4-(Glutamylamino) butanoate
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.7703   -1.5585    0.6494 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603   -0.2028    1.1422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6551    0.5425    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161   -0.1909    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951    0.4485   -0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    1.4463   -1.1553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -0.0581   -0.4927 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235    0.5857   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -0.1530   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249   -0.1202    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0981   -0.8742    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -2.0657   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2378   -0.2488    0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595    0.4972    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9225   -0.1051    0.5018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0765    1.7729    1.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7283   -1.8501    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2285   -2.2418    1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -0.1716    2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615    1.5939    0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9607    0.4208   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685   -1.2290    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507   -0.1435    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -0.8811    0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7037    0.4999   -2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0992    1.6522   -1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2348   -1.2112   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    0.3187   -1.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -0.6171    0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597    0.9388    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6053    0.5846    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    2.6209    0.9833 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      23.414 -19.569   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.874 -19.569   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.184 -23.569   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.724 -23.569   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.184 -20.903   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.414 -24.903   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.494 -22.236   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.104 -18.235   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.184 -26.237   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      21.874 -24.903   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      25.724 -20.903   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      28.034 -22.236   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      21.874 -16.901   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      19.564 -18.235   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      23.414 -27.571   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      25.724 -26.237   0.000  0.00  0.00           O+0
CONECT    1    5    2                                                       
CONECT    2    1    8                                                       
CONECT    3    6    4                                                       
CONECT    4    3    7                                                       
CONECT    5    1   11                                                       
CONECT    6    3   10    9                                                  
CONECT    7    4   12   11                                                  
CONECT    8    2   13   14                                                  
CONECT    9    6   15   16                                                  
CONECT   10    6                                                            
CONECT   11    5    7                                                       
CONECT   12    7                                                            
CONECT   13    8                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    9                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0012161
HETATM    1  N1  UNL     1      -3.770  -1.558   0.649  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.660  -0.203   1.142  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.655   0.543   0.260  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.316  -0.191   0.371  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.295   0.448  -0.463  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.584   1.446  -1.155  1.00  0.00           O  
HETATM    7  N2  UNL     1       1.021  -0.058  -0.493  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.023   0.586  -1.335  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.322  -0.153  -1.159  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.825  -0.120   0.263  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.098  -0.874   0.294  1.00  0.00           C  
HETATM   12  O2  UNL     1       5.092  -2.066  -0.100  1.00  0.00           O  
HETATM   13  O3  UNL     1       6.238  -0.249   0.748  1.00  0.00           O  
HETATM   14  C9  UNL     1      -4.959   0.497   1.037  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.922  -0.105   0.502  1.00  0.00           O  
HETATM   16  O5  UNL     1      -5.077   1.773   1.522  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.728  -1.850   0.390  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.228  -2.242   1.192  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.297  -0.172   2.193  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.561   1.594   0.527  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.961   0.421  -0.801  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.468  -1.229   0.055  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.051  -0.144   1.450  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.255  -0.881   0.083  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.704   0.500  -2.401  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.099   1.652  -1.087  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.235  -1.211  -1.459  1.00  0.00           H  
HETATM   28  H12 UNL     1       4.093   0.319  -1.797  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.086  -0.617   0.946  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.960   0.939   0.586  1.00  0.00           H  
HETATM   31  H15 UNL     1       6.605   0.585   0.290  1.00  0.00           H  
HETATM   32  H16 UNL     1      -5.122   2.621   0.983  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6    6    7
CONECT    7    8   24
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   12   13
CONECT   13   31
CONECT   14   15   15   16
CONECT   16   32
END

HMDB0012161
     RDKit          3D
4-(Glutamylamino) butanoate
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.7703   -1.5585    0.6494 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603   -0.2028    1.1422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6551    0.5425    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161   -0.1909    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951    0.4485   -0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    1.4463   -1.1553 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -0.0581   -0.4927 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235    0.5857   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -0.1530   -1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249   -0.1202    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0981   -0.8742    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -2.0657   -0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2378   -0.2488    0.7480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595    0.4972    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9225   -0.1051    0.5018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0765    1.7729    1.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7283   -1.8501    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2285   -2.2418    1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966   -0.1716    2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615    1.5939    0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9607    0.4208   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4685   -1.2290    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507   -0.1435    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -0.8811    0.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7037    0.4999   -2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0992    1.6522   -1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2348   -1.2112   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933    0.3187   -1.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -0.6171    0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597    0.9388    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6053    0.5846    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    2.6209    0.9833 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
M  END

Synonyms

Value	Source
4-(Glutamylamino)butanoate	ChEBI
4-(L-Glutam-5-ylamino)butanoic acid	ChEBI
gamma Glutamyl gaba	ChEBI
gamma-Glutamyl-gaba	ChEBI
gamma-L-Glu-gamma-abu	ChEBI
gamma-L-Glutamyl-gamma-aminobutyric acid	ChEBI
Glugaba	ChEBI
Glutamylgaba	ChEBI
4-(gamma-L-Glutamylamino)butanoate	Kegg
gamma-Glutamyl-gamma-aminobutyrate	Kegg
4-(Glutamylamino)butanoic acid	Generator
4-(L-Glutam-5-ylamino)butanoate	Generator
g Glutamyl gaba	Generator
Γ glutamyl gaba	Generator
g-Glutamyl-gaba	Generator
Γ-glutamyl-gaba	Generator
g-L-Glu-g-abu	Generator
Γ-L-glu-γ-abu	Generator
g-L-Glutamyl-g-aminobutyrate	Generator
g-L-Glutamyl-g-aminobutyric acid	Generator
gamma-L-Glutamyl-gamma-aminobutyrate	Generator
Γ-L-glutamyl-γ-aminobutyrate	Generator
Γ-L-glutamyl-γ-aminobutyric acid	Generator
4-(g-L-Glutamylamino)butanoate	Generator
4-(g-L-Glutamylamino)butanoic acid	Generator
4-(gamma-L-Glutamylamino)butanoic acid	Generator
4-(Γ-L-glutamylamino)butanoate	Generator
4-(Γ-L-glutamylamino)butanoic acid	Generator
g-Glutamyl-g-aminobutyrate	Generator
g-Glutamyl-g-aminobutyric acid	Generator
gamma-Glutamyl-gamma-aminobutyric acid	Generator
Γ-glutamyl-γ-aminobutyrate	Generator
Γ-glutamyl-γ-aminobutyric acid	Generator
4-(Glutamylamino) butanoic acid	Generator
4-(L-gamma-glutamylamino)Butanoate	HMDB
4-(L-gamma-glutamylamino)Butanoic acid	HMDB
gamma-Glu-gaba	HMDB
gamma-Glutamyl-gamma aminobutyric acid	HMDB
N(5)-(3-Carboxypropyl)-L-glutamine	HMDB

Molecular Formula

C₉H₁₆N₂O₅

Average Mass

232.2337

Monoisotopic Mass

232.105921632

IUPAC Name

(2S)-2-amino-4-[(3-carboxypropyl)carbamoyl]butanoic acid

Traditional Name

glugaba

CAS Registry Number

5105-96-4

SMILES

N[C@@H](CCC(=O)NCCCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O5/c10-6(9(15)16)3-4-7(12)11-5-1-2-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-/m0/s1

InChI Key

MKYPKZSGLSOGLL-LURJTMIESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amino dicarboxylic acid (CHEBI:49260 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	12.1 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-3.9	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.3	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	8	ChemAxon
Refractivity	53.55 m³·mol⁻¹	ChemAxon
Polarizability	23.13 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ulc-7910000000-b180673c226650030a25	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-05g3-9623000000-8aa3ee981fb5e1add764	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-3950000000-9d8d39dc6519b3171e0c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-6900000000-385a19df9909a7ad7991	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4u-9100000000-c0d18862069fd0662ee5	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0490000000-8d29317946344396fe2e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0il0-3940000000-a57dd6eea481f1b93528	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0537-9300000000-989347942071d912cb78	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fsr-3590000000-7bb6b7ddd62b988a0e03	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-9400000000-1884f3bf1a0839dd5d37	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053i-9100000000-214041043edf236444ef	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2790000000-b44ba12e152e525d33bd	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0il1-2930000000-5d3c67d257132eddef13	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f8c-9400000000-40c737608034c80a7087	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0012161

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028817

KNApSAcK ID

Not Available

Chemspider ID

21865667

KEGG Compound ID

C15767

BioCyc ID

CPD-9000

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23724570

PDB ID

Not Available

ChEBI ID

49260

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 4-(Glutamylamino) butanoate (MMDBc0029917)

MOL for #<Metabolite:0x0000559d05557ba0>

3D MOL for #<Metabolite:0x0000559d05557ba0>

3D SDF for #<Metabolite:0x0000559d05557ba0>

3D-SDF for #<Metabolite:0x0000559d05557ba0>

PDB for #<Metabolite:0x0000559d05557ba0>

3D PDB for #<Metabolite:0x0000559d05557ba0>

SMILES for #<Metabolite:0x0000559d05557ba0>

INCHI for #<Metabolite:0x0000559d05557ba0>

Structure for #<Metabolite:0x0000559d05557ba0>

3D Structure for #<Metabolite:0x0000559d05557ba0>