MiMeDB: Showing metabocard for gamma-Glutamylmethionine (MMDBc0000483)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:47 UTC

Update Date

2022-08-31 06:07:00 UTC

Metabolite ID

MMDBc0000483

Metabolite Identification

Common Name

gamma-Glutamylmethionine

Description

gamma-Glutamylmethionine 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. gamma-Glutamylmethionine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on gamma-Glutamylmethionine.

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>
MMDBc0000483

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₀H₁₈N₂O₅S

Average Mass

278.32

Monoisotopic Mass

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

Not Available

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

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0f89-3900000000-00438eb0a774ced0bae8	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-004i-1910000000-c1c52b2bd939ddd6bf84	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01si-0390000000-9e44605d7484cf9f7adb	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f8i-2950000000-36b8168c83a082e2f894	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pb9-9700000000-07b7a3b4ae480e1e6966	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-4090000000-55b52bfcc9ca463b56ac	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9230000000-517fb9fdbbdb7d6c4909	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9100000000-3e9e75d9d14bdd56c529	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01u0-0190000000-1953e92d6fdae54c5d65	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9830000000-2aae75afe4203cedae55	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0r0r-9200000000-c5aff9911c331b08fb53	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-0090000000-7407112da7bc74571600	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9660000000-c2f9ae2b54211898e3a1	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-9364a40bf03c64b880ed	2021-09-25	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

Cytoplasm
Extracellular

Biospecimen Locations

Feces

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

Not Available

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	Verrucomicrobia	1	Human feces; Human stool; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Bacteroidetes	1	Human feces; Human stool; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	8	Human feces; Human stool; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0029155

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

References

Synthesis Reference

Not Available

General References

Showing metabocard for gamma-Glutamylmethionine (MMDBc0000483)

MOL for #<Metabolite:0x00007fdb0c3dcf90>

3D MOL for #<Metabolite:0x00007fdb0c3dcf90>

3D SDF for #<Metabolite:0x00007fdb0c3dcf90>

3D-SDF for #<Metabolite:0x00007fdb0c3dcf90>

PDB for #<Metabolite:0x00007fdb0c3dcf90>

3D PDB for #<Metabolite:0x00007fdb0c3dcf90>

SMILES for #<Metabolite:0x00007fdb0c3dcf90>

INCHI for #<Metabolite:0x00007fdb0c3dcf90>

Structure for #<Metabolite:0x00007fdb0c3dcf90>

3D Structure for #<Metabolite:0x00007fdb0c3dcf90>