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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:03:24 UTC

Update Date

2021-09-14 15:46:10 UTC

HMDB ID

HMDB0029023

Secondary Accession Numbers

HMDB29023

Metabolite Identification

Common Name

Prolyl-Methionine

Description

Prolyl-Methionine is a dipeptide composed of proline and methionine. It 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. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

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

HMDB0029023
     RDKit          3D
Prolyl-Methionine
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.1843   -0.0909    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -1.3476   -0.9098 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -0.9735   -1.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -0.8488   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    0.1162    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -0.2526    0.5890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.6635    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    1.7983   -0.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5905    0.3000    0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.8696   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548   -0.1451   -1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852    0.9888   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4696    1.3910    0.4949 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.1231    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -0.8012    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236    1.1311    1.7413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.9439   -0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2978   -0.0633   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161   -0.3061    1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795   -1.8149   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971   -0.0967   -2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2725   -1.8876   -0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -0.7253   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    1.1332   -0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3081   -1.1910    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764   -0.0051    1.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8696   -1.3709    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2455   -1.5538   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993    0.3252   -1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3432   -0.8249   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3307    0.5897   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176    1.8284   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    1.7784    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9144    2.0580    1.3393 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
 12 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
M  END


  Mrv1652304062014082D          

 16 16  0  0  0  0            999 V2000
    1.7344   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -3.3644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4894   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0414   -3.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6289   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8220   -4.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -1.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -1.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029023

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCC(NC(=O)C1CCCN1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O3S/c1-16-6-4-8(10(14)15)12-9(13)7-3-2-5-11-7/h7-8,11H,2-6H2,1H3,(H,12,13)(H,14,15)

> <INCHI_KEY>
MTWJTFBVRDGROD-UHFFFAOYSA-N

> <FORMULA>
C10H18N2O3S

> <MOLECULAR_WEIGHT>
246.327

> <EXACT_MASS>
246.103813142

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.75959703729071

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(methylsulfanyl)-2-[(pyrrolidin-2-yl)formamido]butanoic acid

> <ALOGPS_LOGP>
-1.08

> <JCHEM_LOGP>
-2.454435982394301

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.695616391710963

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7808938025437135

> <JCHEM_PKA_STRONGEST_BASIC>
9.806180721630701

> <JCHEM_POLAR_SURFACE_AREA>
78.43

> <JCHEM_REFRACTIVITY>
62.450400000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(methylsulfanyl)-2-(pyrrolidin-2-ylformamido)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029023
     RDKit          3D
Prolyl-Methionine
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.1843   -0.0909    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -1.3476   -0.9098 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -0.9735   -1.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -0.8488   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    0.1162    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -0.2526    0.5890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.6635    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    1.7983   -0.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5905    0.3000    0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.8696   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548   -0.1451   -1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852    0.9888   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4696    1.3910    0.4949 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.1231    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -0.8012    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236    1.1311    1.7413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.9439   -0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2978   -0.0633   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161   -0.3061    1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795   -1.8149   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971   -0.0967   -2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2725   -1.8876   -0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -0.7253   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    1.1332   -0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3081   -1.1910    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764   -0.0051    1.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8696   -1.3709    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2455   -1.5538   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993    0.3252   -1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3432   -0.8249   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3307    0.5897   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176    1.8284   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    1.7784    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9144    2.0580    1.3393 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
 12 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       3.238  -5.510   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       4.571  -6.280   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       5.905  -5.510   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.239  -6.280   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.906  -6.280   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      11.240  -5.510   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.240  -3.970   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.573  -6.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.980  -5.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.011  -6.798   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.241  -8.132   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      12.734  -7.812   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       8.572  -3.970   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.906  -3.200   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.239  -3.200   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9                                                       
CONECT   14    5   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0029023
HETATM    1  C1  UNL     1       5.184  -0.091   0.019  1.00  0.00           C  
HETATM    2  S1  UNL     1       4.351  -1.348  -0.910  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.791  -0.973  -1.618  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.571  -0.849  -0.850  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.261   0.116   0.199  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.163  -0.253   0.589  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.210   0.664   0.398  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.009   1.798  -0.092  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.590   0.300   0.779  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.044  -0.870  -0.069  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.655  -0.145  -1.254  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.385   0.989  -0.545  1.00  0.00           C  
HETATM   13  N2  UNL     1      -3.470   1.391   0.495  1.00  0.00           N  
HETATM   14  C10 UNL     1       2.032   0.123   1.442  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.887  -0.801   2.281  1.00  0.00           O  
HETATM   16  O3  UNL     1       2.924   1.131   1.741  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.826   0.944  -0.179  1.00  0.00           H  
HETATM   18  H2  UNL     1       6.298  -0.063  -0.185  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.116  -0.306   1.099  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.579  -1.815  -2.388  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.897  -0.097  -2.383  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.273  -1.888  -0.448  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.722  -0.725  -1.635  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.160   1.133  -0.212  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.308  -1.191   0.991  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.676  -0.005   1.844  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.870  -1.371   0.461  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.245  -1.554  -0.355  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.899   0.325  -1.904  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.343  -0.825  -1.767  1.00  0.00           H  
HETATM   31  H15 UNL     1      -5.331   0.590  -0.162  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.618   1.828  -1.204  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.970   1.778   1.338  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.914   2.058   1.339  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   14   24
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    9   10   13   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   33
CONECT   14   15   15   16
CONECT   16   34
END

HMDB0029023
     RDKit          3D
Prolyl-Methionine
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.1843   -0.0909    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -1.3476   -0.9098 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -0.9735   -1.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5709   -0.8488   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611    0.1162    0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1626   -0.2526    0.5890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    0.6635    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0088    1.7983   -0.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5905    0.3000    0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.8696   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548   -0.1451   -1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852    0.9888   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4696    1.3910    0.4949 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0316    0.1231    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873   -0.8012    2.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236    1.1311    1.7413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.9439   -0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2978   -0.0633   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1161   -0.3061    1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5795   -1.8149   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971   -0.0967   -2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2725   -1.8876   -0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -0.7253   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604    1.1332   -0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3081   -1.1910    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764   -0.0051    1.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8696   -1.3709    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2455   -1.5538   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993    0.3252   -1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3432   -0.8249   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3307    0.5897   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176    1.8284   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    1.7784    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9144    2.0580    1.3393 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
 12 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 13  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Prolyl-L-methionine	HMDB
p-m Dipeptide	HMDB
PM Dipeptide	HMDB
Pro-met	HMDB
Proline methionine dipeptide	HMDB
Proline-methionine dipeptide	HMDB
Prolylmethionine	HMDB
2-{[hydroxy(pyrrolidin-2-yl)methylidene]amino}-4-(methylsulfanyl)butanoate	HMDB
2-{[hydroxy(pyrrolidin-2-yl)methylidene]amino}-4-(methylsulphanyl)butanoate	HMDB
2-{[hydroxy(pyrrolidin-2-yl)methylidene]amino}-4-(methylsulphanyl)butanoic acid	HMDB

Chemical Formula

C₁₀H₁₈N₂O₃S

Average Molecular Weight

246.327

Monoisotopic Molecular Weight

246.103813142

IUPAC Name

4-(methylsulfanyl)-2-[(pyrrolidin-2-yl)formamido]butanoic acid

Traditional Name

4-(methylsulfanyl)-2-(pyrrolidin-2-ylformamido)butanoic acid

CAS Registry Number

Not Available

SMILES

CSCCC(NC(=O)C1CCCN1)C(O)=O

InChI Identifier

InChI=1S/C10H18N2O3S/c1-16-6-4-8(10(14)15)12-9(13)7-3-2-5-11-7/h7-8,11H,2-6H2,1H3,(H,12,13)(H,14,15)

InChI Key

MTWJTFBVRDGROD-UHFFFAOYSA-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
Methionine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Proline or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
Thia fatty acid
Heterocyclic fatty acid
Fatty acyl
Fatty acid
Pyrrolidine
Carboxamide group
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Secondary amine
Organic oxygen compound
Hydrocarbon derivative
Amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-2.46	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.04 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	9.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	78.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	62.45 m³·mol⁻¹	ChemAxon
Polarizability	25.76 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	154.585	31661259
DarkChem	[M-H]-	153.069	31661259
DeepCCS	[M+H]+	151.679	30932474
DeepCCS	[M-H]-	147.851	30932474
DeepCCS	[M-2H]-	184.972	30932474
DeepCCS	[M+Na]+	160.654	30932474
AllCCS	[M+H]+	154.7	32859911
AllCCS	[M+H-H2O]+	151.4	32859911
AllCCS	[M+NH4]+	157.8	32859911
AllCCS	[M+Na]+	158.7	32859911
AllCCS	[M-H]-	155.8	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	157.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Methionine	CSCCC(NC(=O)C1CCCN1)C(O)=O	3308.5	Standard polar	33892256
Prolyl-Methionine	CSCCC(NC(=O)C1CCCN1)C(O)=O	1974.1	Standard non polar	33892256
Prolyl-Methionine	CSCCC(NC(=O)C1CCCN1)C(O)=O	2168.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Methionine,1TMS,isomer #1	CSCCC(NC(=O)C1CCCN1)C(=O)O[Si](C)(C)C	2154.9	Semi standard non polar	33892256
Prolyl-Methionine,1TMS,isomer #2	CSCCC(C(=O)O)N(C(=O)C1CCCN1)[Si](C)(C)C	2141.5	Semi standard non polar	33892256
Prolyl-Methionine,1TMS,isomer #3	CSCCC(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O	2190.2	Semi standard non polar	33892256
Prolyl-Methionine,2TMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C	2108.0	Semi standard non polar	33892256
Prolyl-Methionine,2TMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C	2164.6	Standard non polar	33892256
Prolyl-Methionine,2TMS,isomer #2	CSCCC(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2170.7	Semi standard non polar	33892256
Prolyl-Methionine,2TMS,isomer #2	CSCCC(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2190.2	Standard non polar	33892256
Prolyl-Methionine,2TMS,isomer #3	CSCCC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2167.0	Semi standard non polar	33892256
Prolyl-Methionine,2TMS,isomer #3	CSCCC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2218.3	Standard non polar	33892256
Prolyl-Methionine,3TMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2203.7	Semi standard non polar	33892256
Prolyl-Methionine,3TMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2263.4	Standard non polar	33892256
Prolyl-Methionine,1TBDMS,isomer #1	CSCCC(NC(=O)C1CCCN1)C(=O)O[Si](C)(C)C(C)(C)C	2402.9	Semi standard non polar	33892256
Prolyl-Methionine,1TBDMS,isomer #2	CSCCC(C(=O)O)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2380.7	Semi standard non polar	33892256
Prolyl-Methionine,1TBDMS,isomer #3	CSCCC(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O	2434.2	Semi standard non polar	33892256
Prolyl-Methionine,2TBDMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2581.4	Semi standard non polar	33892256
Prolyl-Methionine,2TBDMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2595.2	Standard non polar	33892256
Prolyl-Methionine,2TBDMS,isomer #2	CSCCC(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2686.9	Semi standard non polar	33892256
Prolyl-Methionine,2TBDMS,isomer #2	CSCCC(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2609.8	Standard non polar	33892256
Prolyl-Methionine,2TBDMS,isomer #3	CSCCC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2643.4	Semi standard non polar	33892256
Prolyl-Methionine,2TBDMS,isomer #3	CSCCC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2620.2	Standard non polar	33892256
Prolyl-Methionine,3TBDMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2884.3	Semi standard non polar	33892256
Prolyl-Methionine,3TBDMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2852.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Methionine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-9110000000-275dfdc8581349f48947	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Methionine GC-MS (1 TMS) - 70eV, Positive	splash10-006x-5910000000-202ea51cc516b8037246	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 10V, Positive-QTOF	splash10-0002-5290000000-a7beb21e8c1a78a4af1a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 20V, Positive-QTOF	splash10-00di-9410000000-47fda297968f894273b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 40V, Positive-QTOF	splash10-00di-9000000000-2c740cf5940162221c3c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 10V, Negative-QTOF	splash10-0002-6290000000-fb04cdaba7715d5c9ffa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 20V, Negative-QTOF	splash10-0002-9220000000-f0faab27aa417d2a619d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 40V, Negative-QTOF	splash10-0002-9000000000-f2d9668df04430c4a71b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 10V, Positive-QTOF	splash10-0002-7590000000-23bb52e3673c9492d64a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 20V, Positive-QTOF	splash10-0udi-6910000000-45ac76d8f43f614b4b13	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 40V, Positive-QTOF	splash10-00dj-9000000000-30cc7b7703dd98bd3b12	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 10V, Negative-QTOF	splash10-0002-0090000000-9374d30d5fb792031b69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 20V, Negative-QTOF	splash10-0002-9000000000-ae75591dfdb1a6a394fc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Methionine 40V, Negative-QTOF	splash10-0002-9000000000-6cb6169e0a71a51cd4be	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112033

KNApSAcK ID

Not Available

Chemspider ID

4402936

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5233577

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pan Y, Bender PK, Akers RM, Webb KE Jr: Methionine-containing peptides can be used as methionine sources for protein accretion in cultured C2C12 and MAC-T cells. J Nutr. 1996 Jan;126(1):232-41. [PubMed:8558306 ]
Danel C, Azaroual N, Chavaria C, Odou P, Martel B, Vaccher C: Comparative study of the complex forming ability and enantioselectivity of cyclodextrin polymers by CE and 1H NMR. Carbohydr Polym. 2013 Feb 15;92(2):2282-92. doi: 10.1016/j.carbpol.2012.11.095. Epub 2012 Dec 10. [PubMed:23399289 ]

Showing metabocard for Prolyl-Methionine (HMDB0029023)

MOL for HMDB0029023 (Prolyl-Methionine)

3D MOL for HMDB0029023 (Prolyl-Methionine)

3D SDF for HMDB0029023 (Prolyl-Methionine)

3D-SDF for HMDB0029023 (Prolyl-Methionine)

PDB for HMDB0029023 (Prolyl-Methionine)

3D PDB for HMDB0029023 (Prolyl-Methionine)

SMILES for HMDB0029023 (Prolyl-Methionine)

INCHI for HMDB0029023 (Prolyl-Methionine)

Structure for HMDB0029023 (Prolyl-Methionine)

3D Structure for HMDB0029023 (Prolyl-Methionine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra