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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 19:11:30 UTC

Update Date

2022-03-07 02:54:04 UTC

HMDB ID

HMDB0034367

Secondary Accession Numbers

HMDB0029155
HMDB29155
HMDB34367

Metabolite Identification

Common Name

gamma-Glutamylmethionine

Description

gamma-Glutamylmethionine is a dipeptide composed of gamma-glutamate and methionine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylmethionine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. gamma-Glutamylmethionine is found in onion-family vegetables. It is isolated from the seeds of onion (Allium cepa), kidney bean (Phaseolus vulgaris), mung bean (Vigna radiata), garlic (Allium sativum), and black gram (Vigna mungo).

Structure

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

HMDB0034367
     RDKit          3D
gamma-Glutamylmethionine
 36 35  0  0  0  0  0  0  0  0999 V2000
    3.4706   -2.5453   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027   -0.9953   -1.2886 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.1641   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052    0.4413   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136    1.3542    0.1503 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0911    1.6014   -0.4508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087    1.1334    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    0.4904    1.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428    1.3670   -0.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    0.4557    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3919   -0.9793   -0.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4538   -1.7479    0.4456 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -1.5957   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529   -1.3683   -0.9725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8459   -2.4836    0.9163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    2.6557    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    3.7364    0.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782    2.7771    1.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -3.0389   -2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8967   -3.1794   -0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -2.3605   -1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632   -0.3459    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1883    1.0645   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6105   -0.4917   -0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    0.8518   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113    0.7852    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0596    2.1270   -1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    1.2169   -1.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.4107   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4925    0.8316   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946    0.5602    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164   -1.0370   -1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0407   -2.1614    1.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7963   -2.5174   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572   -2.1790    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951    3.0019    2.0234 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  1
  6 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  6
 12 33  1  0
 12 34  1  0
 15 35  1  0
 18 36  1  0
M  END


  Mrv1652305052017392D          

 18 17  0  0  0  0            999 V2000
 2498.6185 2499.6918    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2499.3333 2500.1034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0503 2499.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7651 2500.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4801 2499.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1950 2500.1034    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2502.9098 2499.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.6246 2500.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.9098 2498.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1950 2500.9290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0503 2498.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.9034 2500.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1886 2499.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.4738 2500.1034    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 2495.7569 2499.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.6185 2498.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.9034 2498.4524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3333 2498.4524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 16  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  2  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
  6 10  1  6  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034367

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O5S/c1-18-5-4-7(10(16)17)12-8(13)3-2-6(11)9(14)15/h6-7H,2-5,11H2,1H3,(H,12,13)(H,14,15)(H,16,17)/t6-,7-/m0/s1

> <INCHI_KEY>
RQNSKRXMANOPQY-BQBZGAKWSA-N

> <FORMULA>
C10H18N2O5S

> <MOLECULAR_WEIGHT>
278.32

> <EXACT_MASS>
278.093642862

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.659254856551073

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-2.79

> <JCHEM_LOGP>
-3.1529131952928084

> <ALOGPS_LOGS>
-1.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.9246307587466704

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9166440306995103

> <JCHEM_PKA_STRONGEST_BASIC>
9.31207676890819

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
65.6738

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034367
     RDKit          3D
gamma-Glutamylmethionine
 36 35  0  0  0  0  0  0  0  0999 V2000
    3.4706   -2.5453   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027   -0.9953   -1.2886 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.1641   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052    0.4413   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136    1.3542    0.1503 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0911    1.6014   -0.4508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087    1.1334    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    0.4904    1.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428    1.3670   -0.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    0.4557    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3919   -0.9793   -0.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4538   -1.7479    0.4456 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -1.5957   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529   -1.3683   -0.9725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8459   -2.4836    0.9163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    2.6557    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    3.7364    0.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782    2.7771    1.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -3.0389   -2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8967   -3.1794   -0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -2.3605   -1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632   -0.3459    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1883    1.0645   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6105   -0.4917   -0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    0.8518   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113    0.7852    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0596    2.1270   -1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    1.2169   -1.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.4107   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4925    0.8316   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946    0.5602    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164   -1.0370   -1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0407   -2.1614    1.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7963   -2.5174   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572   -2.1790    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951    3.0019    2.0234 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  1
  6 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  6
 12 33  1  0
 12 34  1  0
 15 35  1  0
 18 36  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0    4664.0884666.091   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4665.4224666.860   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4666.7614666.091   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4668.0954666.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4669.4304666.091   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4670.7644666.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4672.0984666.091   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    4673.4334666.860   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    4672.0984664.550   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    4670.7644668.401   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    4666.7614664.550   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4662.7534666.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4661.4194666.091   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0    4660.0844666.860   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0    4658.7464666.087   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4664.0884664.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    4662.7534663.778   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    4665.4224663.778   0.000  0.00  0.00           O+0
CONECT    1    2   12   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6                                                            
CONECT   11    3                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    1   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0034367
HETATM    1  C1  UNL     1       3.471  -2.545  -1.239  1.00  0.00           C  
HETATM    2  S1  UNL     1       4.403  -0.995  -1.289  1.00  0.00           S  
HETATM    3  C2  UNL     1       3.554   0.164  -0.136  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.205   0.441  -0.736  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.414   1.354   0.150  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.091   1.601  -0.451  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.109   1.133   0.156  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.975   0.490   1.245  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.443   1.367  -0.422  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.483   0.456   0.129  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.392  -0.979  -0.224  1.00  0.00           C  
HETATM   12  N2  UNL     1      -4.454  -1.748   0.446  1.00  0.00           N  
HETATM   13  C9  UNL     1      -2.090  -1.596  -0.136  1.00  0.00           C  
HETATM   14  O2  UNL     1      -1.153  -1.368  -0.973  1.00  0.00           O  
HETATM   15  O3  UNL     1      -1.846  -2.484   0.916  1.00  0.00           O  
HETATM   16  C10 UNL     1       2.063   2.656   0.396  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.495   3.736   0.026  1.00  0.00           O  
HETATM   18  O5  UNL     1       3.278   2.777   1.021  1.00  0.00           O  
HETATM   19  H1  UNL     1       3.580  -3.039  -2.233  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.897  -3.179  -0.436  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.406  -2.361  -1.055  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.463  -0.346   0.833  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.188   1.065  -0.045  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.611  -0.492  -0.861  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.326   0.852  -1.765  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.211   0.785   1.086  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.060   2.127  -1.331  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.371   1.217  -1.541  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.798   2.411  -0.229  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.492   0.832  -0.189  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.495   0.560   1.255  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.716  -1.037  -1.334  1.00  0.00           H  
HETATM   33  H15 UNL     1      -4.041  -2.161   1.312  1.00  0.00           H  
HETATM   34  H16 UNL     1      -4.796  -2.517  -0.167  1.00  0.00           H  
HETATM   35  H17 UNL     1      -1.357  -2.179   1.725  1.00  0.00           H  
HETATM   36  H18 UNL     1       3.295   3.002   2.023  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   16   26
CONECT    6    7   27
CONECT    7    8    8    9
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12   13   32
CONECT   12   33   34
CONECT   13   14   14   15
CONECT   15   35
CONECT   16   17   17   18
CONECT   18   36
END

HMDB0034367
     RDKit          3D
gamma-Glutamylmethionine
 36 35  0  0  0  0  0  0  0  0999 V2000
    3.4706   -2.5453   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4027   -0.9953   -1.2886 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.1641   -0.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2052    0.4413   -0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136    1.3542    0.1503 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0911    1.6014   -0.4508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1087    1.1334    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    0.4904    1.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428    1.3670   -0.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    0.4557    0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3919   -0.9793   -0.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4538   -1.7479    0.4456 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -1.5957   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529   -1.3683   -0.9725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8459   -2.4836    0.9163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0630    2.6557    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    3.7364    0.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782    2.7771    1.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -3.0389   -2.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8967   -3.1794   -0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -2.3605   -1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4632   -0.3459    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1883    1.0645   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6105   -0.4917   -0.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    0.8518   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113    0.7852    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0596    2.1270   -1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    1.2169   -1.5411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.4107   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4925    0.8316   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946    0.5602    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164   -1.0370   -1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0407   -2.1614    1.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7963   -2.5174   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572   -2.1790    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2951    3.0019    2.0234 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  1
  6 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  6
 12 33  1  0
 12 34  1  0
 15 35  1  0
 18 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
g-Glutamylmethionine	Generator
Γ-glutamylmethionine	Generator
γ-Glu-Met	HMDB, Generator
γ-L-Glu-L-Met	HMDB
γ-L-Glutamyl-L-methionine	HMDB
L-γ-Glutamyl-L-methionine	HMDB
N-γ-Glutamylmethionine	HMDB
N-L-γ-Glutamylmethionine	HMDB
N-L-γ-Glutamyl-L-methionine	HMDB
gamma-Glu-Met	HMDB
gamma-L-Glu-L-Met	HMDB
gamma-L-Glutamyl-L-methionine	HMDB
L-gamma-Glutamyl-L-methionine	HMDB
N-gamma-Glutamylmethionine	HMDB
N-L-gamma-Glutamylmethionine	HMDB
N-L-gamma-Glutamyl-L-methionine	HMDB
gamma-Glutamylmethionine	HMDB
N-γ-L-Glutamyl-L-methionine	HMDB, Generator
N-gamma-L-Glutamyl-L-methionine	HMDB
g-Glu-met	Generator
N-g-L-Glutamyl-L-methionine	Generator

Chemical Formula

C₁₀H₁₈N₂O₅S

Average Molecular Weight

278.32

Monoisotopic Molecular Weight

278.093642862

IUPAC Name

(2S)-2-amino-4-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1S)-1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}butanoic acid

CAS Registry Number

17663-87-5

SMILES

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

InChI Identifier

InChI=1S/C10H18N2O5S/c1-18-5-4-7(10(16)17)12-8(13)3-2-6(11)9(14)15/h6-7H,2-5,11H2,1H3,(H,12,13)(H,14,15)(H,16,17)/t6-,7-/m0/s1

InChI Key

RQNSKRXMANOPQY-BQBZGAKWSA-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
Methionine 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
Thia fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acid
Fatty acyl
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Dialkylthioether
Sulfenyl compound
Thioether
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Primary aliphatic amine
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Primary amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27543620)

Cellular substructure

Extracellular (HMDB: HMDB0034367)
Cytoplasm (HMDB: HMDB0034367)

Source

Exogenous

Exogenous (HMDB: HMDB0034367)

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Pulse

Bean

Yellow wax bean (FooDB: FOOD00882)
Green bean (FooDB: FOOD00883)

Pulses (FooDB: FOOD00867)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	228 - 231 °C	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
Water Solubility	3.44 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-3.2	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.92	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	9	ChemAxon
Refractivity	65.67 m³·mol⁻¹	ChemAxon
Polarizability	27.66 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]+	165.749	30932474
DeepCCS	[M-H]-	163.391	30932474
DeepCCS	[M-2H]-	196.277	30932474
DeepCCS	[M+Na]+	171.842	30932474
AllCCS	[M+H]+	161.6	32859911
AllCCS	[M+H-H2O]+	158.7	32859911
AllCCS	[M+NH4]+	164.3	32859911
AllCCS	[M+Na]+	165.1	32859911
AllCCS	[M-H]-	160.9	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	162.4	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.	1.8 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3298 minutes	33406817
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	642.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	225.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	54.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	273.0 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	284.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	832.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	645.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	81.2 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	762.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	173.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	178.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	524.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	514.6 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	337.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamylmethionine	CSCC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	3494.0	Standard polar	33892256
gamma-Glutamylmethionine	CSCC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	2294.3	Standard non polar	33892256
gamma-Glutamylmethionine	CSCC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	2706.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamylmethionine,1TMS,isomer #1	CSCC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	2396.3	Semi standard non polar	33892256
gamma-Glutamylmethionine,1TMS,isomer #2	CSCC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	2400.0	Semi standard non polar	33892256
gamma-Glutamylmethionine,1TMS,isomer #3	CSCC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O	2492.1	Semi standard non polar	33892256
gamma-Glutamylmethionine,1TMS,isomer #4	CSCC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2393.3	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TMS,isomer #1	CSCC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2410.0	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TMS,isomer #2	CSCC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2479.3	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TMS,isomer #3	CSCC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2378.6	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TMS,isomer #4	CSCC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	2482.0	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TMS,isomer #5	CSCC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2394.4	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TMS,isomer #6	CSCC[C@@H](C(=O)O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2447.3	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TMS,isomer #7	CSCC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2590.5	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #1	CSCC[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	2483.3	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #1	CSCC[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	2461.5	Standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #2	CSCC[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	2385.0	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #2	CSCC[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	2433.9	Standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #3	CSCC[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	2414.6	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #3	CSCC[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	2488.1	Standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #4	CSCC[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	2597.5	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #4	CSCC[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	2506.8	Standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #5	CSCC[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	2436.5	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #5	CSCC[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	2452.8	Standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #6	CSCC[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	2593.9	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #6	CSCC[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	2519.6	Standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #7	CSCC[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	2510.3	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TMS,isomer #7	CSCC[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	2558.8	Standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #1	CSCC[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	2411.6	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #1	CSCC[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	2515.3	Standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #2	CSCC[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	2595.1	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #2	CSCC[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	2559.3	Standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #3	CSCC[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	2553.7	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #3	CSCC[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	2590.0	Standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #4	CSCC[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	2542.8	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TMS,isomer #4	CSCC[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	2585.6	Standard non polar	33892256
gamma-Glutamylmethionine,5TMS,isomer #1	CSCC[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	2579.3	Semi standard non polar	33892256
gamma-Glutamylmethionine,5TMS,isomer #1	CSCC[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	2616.3	Standard non polar	33892256
gamma-Glutamylmethionine,1TBDMS,isomer #1	CSCC[C@H](NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2643.7	Semi standard non polar	33892256
gamma-Glutamylmethionine,1TBDMS,isomer #2	CSCC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2650.7	Semi standard non polar	33892256
gamma-Glutamylmethionine,1TBDMS,isomer #3	CSCC[C@H](NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2727.9	Semi standard non polar	33892256
gamma-Glutamylmethionine,1TBDMS,isomer #4	CSCC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2635.5	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TBDMS,isomer #1	CSCC[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	2888.5	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TBDMS,isomer #2	CSCC[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	2937.0	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TBDMS,isomer #3	CSCC[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	2850.1	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TBDMS,isomer #4	CSCC[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	2942.1	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TBDMS,isomer #5	CSCC[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	2859.9	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TBDMS,isomer #6	CSCC[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	2906.6	Semi standard non polar	33892256
gamma-Glutamylmethionine,2TBDMS,isomer #7	CSCC[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	3041.9	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #1	CSCC[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	3154.9	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #1	CSCC[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	3001.4	Standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #2	CSCC[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	3074.8	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #2	CSCC[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	2985.4	Standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #3	CSCC[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	3129.8	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #3	CSCC[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	2991.3	Standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #4	CSCC[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	3305.7	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #4	CSCC[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	3036.6	Standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #5	CSCC[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	3148.0	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #5	CSCC[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	2979.1	Standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #6	CSCC[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	3291.9	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #6	CSCC[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	3035.2	Standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #7	CSCC[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	3250.8	Semi standard non polar	33892256
gamma-Glutamylmethionine,3TBDMS,isomer #7	CSCC[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	3035.3	Standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #1	CSCC[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	3318.7	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #1	CSCC[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	3167.6	Standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #2	CSCC[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	3506.7	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #2	CSCC[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	3220.3	Standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #3	CSCC[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	3485.1	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #3	CSCC[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	3229.7	Standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #4	CSCC[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	3482.6	Semi standard non polar	33892256
gamma-Glutamylmethionine,4TBDMS,isomer #4	CSCC[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	3224.2	Standard non polar	33892256
gamma-Glutamylmethionine,5TBDMS,isomer #1	CSCC[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	3672.6	Semi standard non polar	33892256
gamma-Glutamylmethionine,5TBDMS,isomer #1	CSCC[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	3391.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gamma-glutamyl-Methionine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Glutamylmethionine 35V, Positive-QTOF	splash10-0f89-3900000000-00438eb0a774ced0bae8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - gamma-Glutamylmethionine 35V, Negative-QTOF	splash10-004i-1910000000-c1c52b2bd939ddd6bf84	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 10V, Positive-QTOF	splash10-01si-0390000000-9e44605d7484cf9f7adb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 20V, Positive-QTOF	splash10-0f8i-2950000000-36b8168c83a082e2f894	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 40V, Positive-QTOF	splash10-0pb9-9700000000-07b7a3b4ae480e1e6966	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 10V, Negative-QTOF	splash10-002b-4090000000-55b52bfcc9ca463b56ac	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 20V, Negative-QTOF	splash10-0002-9230000000-517fb9fdbbdb7d6c4909	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 40V, Negative-QTOF	splash10-0002-9100000000-3e9e75d9d14bdd56c529	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 10V, Positive-QTOF	splash10-01u0-0190000000-1953e92d6fdae54c5d65	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 20V, Positive-QTOF	splash10-001i-9830000000-2aae75afe4203cedae55	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 40V, Positive-QTOF	splash10-0r0r-9200000000-c5aff9911c331b08fb53	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 10V, Negative-QTOF	splash10-0a6r-0090000000-7407112da7bc74571600	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 20V, Negative-QTOF	splash10-0002-9660000000-c2f9ae2b54211898e3a1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylmethionine 40V, Negative-QTOF	splash10-0002-9000000000-9364a40bf03c64b880ed	2021-09-25	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

Cytoplasm
Extracellular

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5373147

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7009567

PDB ID

Not Available

ChEBI ID

82965

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for gamma-Glutamylmethionine (HMDB0034367)

MOL for HMDB0034367 (gamma-Glutamylmethionine)

3D MOL for HMDB0034367 (gamma-Glutamylmethionine)

3D SDF for HMDB0034367 (gamma-Glutamylmethionine)

3D-SDF for HMDB0034367 (gamma-Glutamylmethionine)

PDB for HMDB0034367 (gamma-Glutamylmethionine)

3D PDB for HMDB0034367 (gamma-Glutamylmethionine)

SMILES for HMDB0034367 (gamma-Glutamylmethionine)

INCHI for HMDB0034367 (gamma-Glutamylmethionine)

Structure for HMDB0034367 (gamma-Glutamylmethionine)

3D Structure for HMDB0034367 (gamma-Glutamylmethionine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra