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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:03:14 UTC

Update Date

2021-09-14 15:45:54 UTC

HMDB ID

HMDB0028981

Secondary Accession Numbers

HMDB28981

Metabolite Identification

Common Name

Methionyl-Proline

Description

Methionyl-Proline is a dipeptide composed of methionine and proline. 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

HMDB0028981
     RDKit          3D
Methionyl-Proline
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.1588   -0.4800    1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355    0.2472    2.0196 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5949    1.0190    0.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -0.0904    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198    0.2962   -0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4381   -0.9356   -1.4835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    1.1126   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056    2.2393    0.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425    0.7541   -0.2791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5820    1.5951    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.6235    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350   -0.2640   -0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1135   -0.4617   -0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997   -1.6379    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375   -2.7573   -0.3090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0437   -1.5903    1.2069 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907   -1.1594    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6647   -1.1150    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7503    0.2704    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481    1.4866    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1347    1.7484    0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5774   -0.8551    0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -0.6076   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020    0.9339   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804   -0.8743   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8721   -1.7608   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408    2.2678   -0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408    2.1655    1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606    0.0003    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6721    1.1178    0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0283    0.2863   -1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654   -1.2036   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663   -0.5655   -1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547   -1.8057    2.1262 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
  5  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
 13 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
  6 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


  Mrv1652304032018462D          

 16 16  0  0  0  0            999 V2000
   -0.2691    4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109    3.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234    3.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040    3.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598    4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714    4.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033    4.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9429    5.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    3.4225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    4.2475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3033    5.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276    5.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3298    5.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454    4.6600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  3  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12  5  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 16  1  1  0  0  0  0
 16  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028981

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCC(N)C(=O)N1CCCC1C(O)=O

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

> <INCHI_KEY>
DZMGFGQBRYWJOR-UHFFFAOYSA-N

> <FORMULA>
C10H18N2O3S

> <MOLECULAR_WEIGHT>
246.327

> <EXACT_MASS>
246.103813142

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.68603210876713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[2-amino-4-(methylsulfanyl)butanoyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-2.455618115307908

> <ALOGPS_LOGS>
-1.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7783018921990474

> <JCHEM_PKA_STRONGEST_BASIC>
8.408732693688492

> <JCHEM_POLAR_SURFACE_AREA>
83.63

> <JCHEM_REFRACTIVITY>
62.57250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
met-pro

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028981
     RDKit          3D
Methionyl-Proline
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.1588   -0.4800    1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355    0.2472    2.0196 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5949    1.0190    0.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -0.0904    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198    0.2962   -0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4381   -0.9356   -1.4835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    1.1126   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056    2.2393    0.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425    0.7541   -0.2791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5820    1.5951    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.6235    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350   -0.2640   -0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1135   -0.4617   -0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997   -1.6379    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375   -2.7573   -0.3090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0437   -1.5903    1.2069 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907   -1.1594    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6647   -1.1150    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7503    0.2704    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481    1.4866    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1347    1.7484    0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5774   -0.8551    0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -0.6076   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020    0.9339   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804   -0.8743   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8721   -1.7608   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408    2.2678   -0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408    2.1655    1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606    0.0003    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6721    1.1178    0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0283    0.2863   -1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654   -1.2036   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663   -0.5655   -1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547   -1.8057    2.1262 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
  5  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
 13 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
  6 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                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -0.502   7.929   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.167   6.077   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.937   7.411   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.499   8.699   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.661   6.397   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.165   7.929   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.832   7.929   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.907   8.555   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.166   8.699   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.227  10.061   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.832   6.389   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       7.500   7.929   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       6.166  10.239   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      10.692  10.537   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.082  11.092   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       0.831   8.699   0.000  0.00  0.00           S+0
CONECT    1   16                                                            
CONECT    2    3    5                                                       
CONECT    3    2    8                                                       
CONECT    4    6    7                                                       
CONECT    5    2   12                                                       
CONECT    6    4   16                                                       
CONECT    7    4    9   11                                                  
CONECT    8    3   10   12                                                  
CONECT    9    7   12   13                                                  
CONECT   10    8   14   15                                                  
CONECT   11    7                                                            
CONECT   12    5    8    9                                                  
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16    1    6                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0028981
HETATM    1  C1  UNL     1       5.159  -0.480   1.018  1.00  0.00           C  
HETATM    2  S1  UNL     1       3.835   0.247   2.020  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.595   1.019   0.902  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.964  -0.090   0.139  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.920   0.296  -0.854  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.438  -0.936  -1.483  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.172   1.113  -0.304  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.206   2.239   0.182  1.00  0.00           O  
HETATM    9  N2  UNL     1      -1.543   0.754  -0.279  1.00  0.00           N  
HETATM   10  C6  UNL     1      -2.582   1.595   0.270  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.679   0.624   0.569  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.635  -0.264  -0.685  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.113  -0.462  -0.776  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.800  -1.638   0.048  1.00  0.00           C  
HETATM   15  O2  UNL     1      -2.237  -2.757  -0.309  1.00  0.00           O  
HETATM   16  O3  UNL     1      -1.044  -1.590   1.207  1.00  0.00           O  
HETATM   17  H1  UNL     1       5.791  -1.159   1.588  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.665  -1.115   0.224  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.750   0.270   0.483  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.848   1.487   1.603  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.135   1.748   0.301  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.577  -0.855   0.849  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.797  -0.608  -0.420  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.402   0.934  -1.654  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.580  -0.874  -2.520  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.872  -1.761  -1.063  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.941   2.268  -0.548  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.241   2.165   1.154  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.461   0.000   1.458  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.672   1.118   0.652  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.028   0.286  -1.546  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.165  -1.204  -0.547  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.866  -0.565  -1.845  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.355  -1.806   2.126  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    7   24
CONECT    6   25   26
CONECT    7    8    8    9
CONECT    9   10   13
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   33
CONECT   14   15   15   16
CONECT   16   34
END

HMDB0028981
     RDKit          3D
Methionyl-Proline
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.1588   -0.4800    1.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355    0.2472    2.0196 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5949    1.0190    0.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -0.0904    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198    0.2962   -0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4381   -0.9356   -1.4835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    1.1126   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056    2.2393    0.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5425    0.7541   -0.2791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5820    1.5951    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    0.6235    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350   -0.2640   -0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1135   -0.4617   -0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997   -1.6379    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375   -2.7573   -0.3090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0437   -1.5903    1.2069 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907   -1.1594    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6647   -1.1150    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7503    0.2704    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8481    1.4866    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1347    1.7484    0.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5774   -0.8551    0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -0.6076   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020    0.9339   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804   -0.8743   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8721   -1.7608   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408    2.2678   -0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408    2.1655    1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606    0.0003    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6721    1.1178    0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0283    0.2863   -1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654   -1.2036   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663   -0.5655   -1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547   -1.8057    2.1262 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
  5  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
 13 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
  6 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-Methionyl-L-proline	HMDB
m-p Dipeptide	HMDB
Met-pro	HMDB
Methionine proline dipeptide	HMDB
Methionine-proline dipeptide	HMDB
Methionylproline	HMDB
MP Dipeptide	HMDB
1-[2-Amino-4-(methylsulfanyl)butanoyl]pyrrolidine-2-carboxylate	HMDB
1-[2-Amino-4-(methylsulphanyl)butanoyl]pyrrolidine-2-carboxylate	HMDB
1-[2-Amino-4-(methylsulphanyl)butanoyl]pyrrolidine-2-carboxylic acid	HMDB

Chemical Formula

C₁₀H₁₈N₂O₃S

Average Molecular Weight

246.327

Monoisotopic Molecular Weight

246.103813142

IUPAC Name

1-[2-amino-4-(methylsulfanyl)butanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

met-pro

CAS Registry Number

Not Available

SMILES

CSCCC(N)C(=O)N1CCCC1C(O)=O

InChI Identifier

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

InChI Key

DZMGFGQBRYWJOR-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
Proline or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Amine
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Organopnictogen compound
Carbonyl group
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0028981)

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	-2.45	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	12.6 g/L	ALOGPS
logP	-0.55	ALOGPS
logP	-2.5	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	8.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.63 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.57 m³·mol⁻¹	ChemAxon
Polarizability	25.69 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]+	155.397	31661259
DarkChem	[M-H]-	153.75	31661259
DeepCCS	[M+H]+	158.069	30932474
DeepCCS	[M-H]-	154.242	30932474
DeepCCS	[M-2H]-	191.219	30932474
DeepCCS	[M+Na]+	166.927	30932474
AllCCS	[M+H]+	154.5	32859911
AllCCS	[M+H-H2O]+	151.1	32859911
AllCCS	[M+NH4]+	157.6	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	155.8	32859911
AllCCS	[M+Na-2H]-	156.3	32859911
AllCCS	[M+HCOO]-	157.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.09 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7464 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.54 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	290.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	887.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	218.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	88.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	255.8 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	328.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	721.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	667.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	172.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	805.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	196.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	196.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	514.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	499.4 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	166.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methionyl-Proline	CSCCC(N)C(=O)N1CCCC1C(O)=O	2952.2	Standard polar	33892256
Methionyl-Proline	CSCCC(N)C(=O)N1CCCC1C(O)=O	2090.2	Standard non polar	33892256
Methionyl-Proline	CSCCC(N)C(=O)N1CCCC1C(O)=O	2221.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methionyl-Proline,1TMS,isomer #1	CSCCC(N)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2175.4	Semi standard non polar	33892256
Methionyl-Proline,1TMS,isomer #2	CSCCC(N[Si](C)(C)C)C(=O)N1CCCC1C(=O)O	2238.7	Semi standard non polar	33892256
Methionyl-Proline,2TMS,isomer #1	CSCCC(N[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2222.4	Semi standard non polar	33892256
Methionyl-Proline,2TMS,isomer #1	CSCCC(N[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2244.2	Standard non polar	33892256
Methionyl-Proline,2TMS,isomer #2	CSCCC(C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2315.2	Semi standard non polar	33892256
Methionyl-Proline,2TMS,isomer #2	CSCCC(C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2333.8	Standard non polar	33892256
Methionyl-Proline,3TMS,isomer #1	CSCCC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2325.9	Semi standard non polar	33892256
Methionyl-Proline,3TMS,isomer #1	CSCCC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2359.8	Standard non polar	33892256
Methionyl-Proline,1TBDMS,isomer #1	CSCCC(N)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	2424.8	Semi standard non polar	33892256
Methionyl-Proline,1TBDMS,isomer #2	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O	2483.7	Semi standard non polar	33892256
Methionyl-Proline,2TBDMS,isomer #1	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	2711.0	Semi standard non polar	33892256
Methionyl-Proline,2TBDMS,isomer #1	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	2668.2	Standard non polar	33892256
Methionyl-Proline,2TBDMS,isomer #2	CSCCC(C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2788.2	Semi standard non polar	33892256
Methionyl-Proline,2TBDMS,isomer #2	CSCCC(C(=O)N1CCCC1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2769.4	Standard non polar	33892256
Methionyl-Proline,3TBDMS,isomer #1	CSCCC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3009.5	Semi standard non polar	33892256
Methionyl-Proline,3TBDMS,isomer #1	CSCCC(C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2956.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methionyl-Proline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9510000000-cc0f1d48e48a07356af5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methionyl-Proline GC-MS (1 TMS) - 70eV, Positive	splash10-0w29-9440000000-21df259c950afdb299af	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methionyl-Proline 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 - Methionyl-Proline 10V, Positive-QTOF	splash10-0002-0390000000-c403f22c35f31438c33b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 20V, Positive-QTOF	splash10-0udr-8940000000-246393226b9dc3f3076e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 40V, Positive-QTOF	splash10-0rkl-9100000000-555832619cbe26a58c3d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 10V, Negative-QTOF	splash10-0002-4190000000-c8cab202e393d3bb7f35	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 20V, Negative-QTOF	splash10-0002-9120000000-491290b2e06196fcbdb1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 40V, Negative-QTOF	splash10-0002-9000000000-079610fa79383457aefa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 10V, Negative-QTOF	splash10-01ot-0790000000-dc8bc6270537532cbf01	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 20V, Negative-QTOF	splash10-03dj-7900000000-acd90adb19d99b2b3079	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 40V, Negative-QTOF	splash10-01ot-9500000000-3db731bc5ac2d1ca2cce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 10V, Positive-QTOF	splash10-00kb-2790000000-134d9433b6ead536b3ff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 20V, Positive-QTOF	splash10-0002-5690000000-e72035e8454a305d1f52	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Proline 40V, Positive-QTOF	splash10-00di-9000000000-3b53ae2abce5630aef76	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

FDB098219

KNApSAcK ID

Not Available

Chemspider ID

2713800

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3472451

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

Gopaul DN, Meyer SL, Degano M, Sacchettini JC, Schramm VL: Inosine-uridine nucleoside hydrolase from Crithidia fasciculata. Genetic characterization, crystallization, and identification of histidine 241 as a catalytic site residue. Biochemistry. 1996 May 14;35(19):5963-70. [PubMed:8634237 ]
Uramatsu S, Liu G, Yang Q, Uramatsu M, Chi H, Lu J, Yamashita K, Kodama H: Characterization of prolidase I and II purified from normal human erythrocytes: comparison with prolidase in erythrocytes from a patient with prolidase deficiency. Amino Acids. 2009 Sep;37(3):543-51. doi: 10.1007/s00726-009-0262-7. Epub 2009 Mar 5. [PubMed:19263194 ]
Nakayama K, Awata S, Zhang J, Kaba H, Manabe M, Kodama H: Characteristics of prolidase from the erythrocytes of normal humans and patients with prolidase deficiency and their mother. Clin Chem Lab Med. 2003 Oct;41(10):1323-8. [PubMed:14580160 ]

Showing metabocard for Methionyl-Proline (HMDB0028981)

MOL for HMDB0028981 (Methionyl-Proline)

3D MOL for HMDB0028981 (Methionyl-Proline)

3D SDF for HMDB0028981 (Methionyl-Proline)

3D-SDF for HMDB0028981 (Methionyl-Proline)

PDB for HMDB0028981 (Methionyl-Proline)

3D PDB for HMDB0028981 (Methionyl-Proline)

SMILES for HMDB0028981 (Methionyl-Proline)

INCHI for HMDB0028981 (Methionyl-Proline)

Structure for HMDB0028981 (Methionyl-Proline)

3D Structure for HMDB0028981 (Methionyl-Proline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra