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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:15 UTC

Update Date

2021-09-14 15:45:52 UTC

HMDB ID

HMDB0028986

Secondary Accession Numbers

HMDB28986

Metabolite Identification

Common Name

Methionyl-Valine

Description

Methionyl-Valine is a dipeptide composed of methionine and valine. 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

HMDB0028986
     RDKit          3D
Methionyl-Valine
 36 35  0  0  0  0  0  0  0  0999 V2000
    5.2595   -2.1455   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588   -2.5930   -0.1345 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538   -1.2443   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743   -0.0720    0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    1.0673    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8149    1.5454   -0.8230 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.7213    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966    0.2831    2.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128    0.8616    0.3159 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    0.5023    0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7285    1.7489    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    2.8285    0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    1.6111    1.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6219   -0.5129    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9489   -0.8874    0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449    0.0462   -1.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8681   -1.6005   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -1.5107   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8445   -3.0345   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4830   -1.6629    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -0.9585   -1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8486    0.2837    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -0.4027    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125    1.8705    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3006    0.8777   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887    2.4798   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    1.2294   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7183    0.1559    1.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    2.4096    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -1.3964   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -0.2669    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9453   -0.7805    1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1821   -1.9374    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676   -0.6885   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3720    0.9625   -1.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    0.2098   -1.4610 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  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  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
  9 27  1  0
 10 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
M  END


  Mrv1652304062014042D          

 16 15  0  0  0  0            999 V2000
    6.0983   -4.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181   -5.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481   -4.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -4.5078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6679   -3.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -4.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -4.8196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -3.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974   -2.9487    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -3.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -2.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283   -3.4164    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028986

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H20N2O3S/c1-6(2)8(10(14)15)12-9(13)7(11)4-5-16-3/h6-8H,4-5,11H2,1-3H3,(H,12,13)(H,14,15)

> <INCHI_KEY>
BJFJQOMZCSHBMY-UHFFFAOYSA-N

> <FORMULA>
C10H20N2O3S

> <MOLECULAR_WEIGHT>
248.342

> <EXACT_MASS>
248.119463206

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.704152394332937

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-amino-4-(methylsulfanyl)butanamido]-3-methylbutanoic acid

> <ALOGPS_LOGP>
-0.68

> <JCHEM_LOGP>
-1.8409214903923337

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.778885169563502

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9228968650100624

> <JCHEM_PKA_STRONGEST_BASIC>
8.415884366072582

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
63.87900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.86e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
met-val

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028986
     RDKit          3D
Methionyl-Valine
 36 35  0  0  0  0  0  0  0  0999 V2000
    5.2595   -2.1455   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588   -2.5930   -0.1345 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538   -1.2443   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743   -0.0720    0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    1.0673    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8149    1.5454   -0.8230 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.7213    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966    0.2831    2.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128    0.8616    0.3159 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    0.5023    0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7285    1.7489    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    2.8285    0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    1.6111    1.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6219   -0.5129    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9489   -0.8874    0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449    0.0462   -1.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8681   -1.6005   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -1.5107   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8445   -3.0345   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4830   -1.6629    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -0.9585   -1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8486    0.2837    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -0.4027    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125    1.8705    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3006    0.8777   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887    2.4798   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    1.2294   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7183    0.1559    1.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    2.4096    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -1.3964   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -0.2669    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9453   -0.7805    1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1821   -1.9374    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676   -0.6885   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3720    0.9625   -1.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    0.2098   -1.4610 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  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  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
  9 27  1  0
 10 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  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      11.383  -8.997   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.871  -9.288   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.367 -10.743   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.863  -8.124   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.351  -8.415   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.343  -7.251   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.847  -5.795   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.830  -7.542   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.326  -8.997   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.822  -6.377   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310  -6.668   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0       1.302  -5.504   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      -0.210  -5.795   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.367  -6.668   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.359  -5.504   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.879  -6.377   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    4   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0028986
HETATM    1  C1  UNL     1       5.259  -2.145  -0.831  1.00  0.00           C  
HETATM    2  S1  UNL     1       3.659  -2.593  -0.135  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.454  -1.244  -0.263  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.874  -0.072   0.603  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.917   1.067   0.537  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.815   1.545  -0.823  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.579   0.721   1.067  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.497   0.283   2.239  1.00  0.00           O  
HETATM    9  N2  UNL     1      -0.613   0.862   0.316  1.00  0.00           N  
HETATM   10  C6  UNL     1      -1.880   0.502   0.907  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.728   1.749   0.866  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.322   2.828   0.389  1.00  0.00           O  
HETATM   13  O3  UNL     1      -4.010   1.611   1.403  1.00  0.00           O  
HETATM   14  C8  UNL     1      -2.622  -0.513   0.052  1.00  0.00           C  
HETATM   15  C9  UNL     1      -3.949  -0.887   0.684  1.00  0.00           C  
HETATM   16  C10 UNL     1      -2.945   0.046  -1.315  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.868  -1.601  -0.082  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.169  -1.511  -1.738  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.844  -3.034  -1.121  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.483  -1.663   0.112  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.375  -0.959  -1.325  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.849   0.284   0.184  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.091  -0.403   1.636  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.312   1.870   1.220  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.301   0.878  -1.413  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.389   2.480  -0.897  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.567   1.229  -0.673  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.718   0.156   1.923  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.438   2.410   1.893  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.958  -1.396  -0.033  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.771  -0.267   0.246  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.945  -0.781   1.769  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.182  -1.937   0.344  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.668  -0.688  -2.125  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.372   0.962  -1.550  1.00  0.00           H  
HETATM   36  H20 UNL     1      -4.046   0.210  -1.461  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   27
CONECT   10   11   14   28
CONECT   11   12   12   13
CONECT   13   29
CONECT   14   15   16   30
CONECT   15   31   32   33
CONECT   16   34   35   36
END

HMDB0028986
     RDKit          3D
Methionyl-Valine
 36 35  0  0  0  0  0  0  0  0999 V2000
    5.2595   -2.1455   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588   -2.5930   -0.1345 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4538   -1.2443   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743   -0.0720    0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173    1.0673    0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8149    1.5454   -0.8230 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    0.7213    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966    0.2831    2.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128    0.8616    0.3159 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    0.5023    0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7285    1.7489    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    2.8285    0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    1.6111    1.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6219   -0.5129    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9489   -0.8874    0.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449    0.0462   -1.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8681   -1.6005   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1689   -1.5107   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8445   -3.0345   -1.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4830   -1.6629    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -0.9585   -1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8486    0.2837    0.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -0.4027    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125    1.8705    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3006    0.8777   -1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887    2.4798   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    1.2294   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7183    0.1559    1.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    2.4096    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -1.3964   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7710   -0.2669    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9453   -0.7805    1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1821   -1.9374    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676   -0.6885   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3720    0.9625   -1.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    0.2098   -1.4610 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  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  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
  9 27  1  0
 10 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Methionyl-L-valine	HMDB
m-V Dipeptide	HMDB
Met-val	HMDB
Methionine valine dipeptide	HMDB
Methionine-valine dipeptide	HMDB
Methionylvaline	HMDB
MV Dipeptide	HMDB
2-{[2-amino-1-hydroxy-4-(methylsulfanyl)butylidene]amino}-3-methylbutanoate	HMDB
2-{[2-amino-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-methylbutanoate	HMDB
2-{[2-amino-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-methylbutanoic acid	HMDB

Chemical Formula

C₁₀H₂₀N₂O₃S

Average Molecular Weight

248.342

Monoisotopic Molecular Weight

248.119463206

IUPAC Name

2-[2-amino-4-(methylsulfanyl)butanamido]-3-methylbutanoic acid

Traditional Name

met-val

CAS Registry Number

Not Available

SMILES

CSCCC(N)C(=O)NC(C(C)C)C(O)=O

InChI Identifier

InChI=1S/C10H20N2O3S/c1-6(2)8(10(14)15)12-9(13)7(11)4-5-16-3/h6-8H,4-5,11H2,1-3H3,(H,12,13)(H,14,15)

InChI Key

BJFJQOMZCSHBMY-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
Valine or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Fatty amide
N-acyl-amine
Carboxylic acid salt
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Carboxylic acid
Dialkylthioether
Monocarboxylic acid or derivatives
Sulfenyl compound
Thioether
Amine
Organic zwitterion
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Organic salt
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0028986)

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)

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	-1.84	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.86 g/L	ALOGPS
logP	-0.68	ALOGPS
logP	-1.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	8.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	63.88 m³·mol⁻¹	ChemAxon
Polarizability	26.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.612	31661259
DarkChem	[M-H]-	152.526	31661259
DeepCCS	[M+H]+	158.187	30932474
DeepCCS	[M-H]-	154.57	30932474
DeepCCS	[M-2H]-	190.942	30932474
DeepCCS	[M+Na]+	166.9	30932474
AllCCS	[M+H]+	156.5	32859911
AllCCS	[M+H-H2O]+	153.4	32859911
AllCCS	[M+NH4]+	159.3	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	156.6	32859911
AllCCS	[M+Na-2H]-	157.7	32859911
AllCCS	[M+HCOO]-	159.0	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.	2.19 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6489 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.32 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	183.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1153.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	228.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	85.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	150.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	68.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	290.5 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	373.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	310.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	709.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	307.5 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	866.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	202.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	221.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	340.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	429.4 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	98.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methionyl-Valine	CSCCC(N)C(=O)NC(C(C)C)C(O)=O	2953.0	Standard polar	33892256
Methionyl-Valine	CSCCC(N)C(=O)NC(C(C)C)C(O)=O	1932.4	Standard non polar	33892256
Methionyl-Valine	CSCCC(N)C(=O)NC(C(C)C)C(O)=O	2062.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methionyl-Valine,1TMS,isomer #1	CSCCC(N)C(=O)NC(C(=O)O[Si](C)(C)C)C(C)C	2037.6	Semi standard non polar	33892256
Methionyl-Valine,1TMS,isomer #2	CSCCC(N[Si](C)(C)C)C(=O)NC(C(=O)O)C(C)C	2061.8	Semi standard non polar	33892256
Methionyl-Valine,1TMS,isomer #3	CSCCC(N)C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C	2024.0	Semi standard non polar	33892256
Methionyl-Valine,2TMS,isomer #1	CSCCC(N[Si](C)(C)C)C(=O)NC(C(=O)O[Si](C)(C)C)C(C)C	2092.6	Semi standard non polar	33892256
Methionyl-Valine,2TMS,isomer #1	CSCCC(N[Si](C)(C)C)C(=O)NC(C(=O)O[Si](C)(C)C)C(C)C	2034.1	Standard non polar	33892256
Methionyl-Valine,2TMS,isomer #2	CSCCC(N)C(=O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C	2031.8	Semi standard non polar	33892256
Methionyl-Valine,2TMS,isomer #2	CSCCC(N)C(=O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C	2048.3	Standard non polar	33892256
Methionyl-Valine,2TMS,isomer #3	CSCCC(C(=O)NC(C(=O)O)C(C)C)N([Si](C)(C)C)[Si](C)(C)C	2221.4	Semi standard non polar	33892256
Methionyl-Valine,2TMS,isomer #3	CSCCC(C(=O)NC(C(=O)O)C(C)C)N([Si](C)(C)C)[Si](C)(C)C	2087.3	Standard non polar	33892256
Methionyl-Valine,2TMS,isomer #4	CSCCC(N[Si](C)(C)C)C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C	2097.5	Semi standard non polar	33892256
Methionyl-Valine,2TMS,isomer #4	CSCCC(N[Si](C)(C)C)C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C	2050.5	Standard non polar	33892256
Methionyl-Valine,3TMS,isomer #1	CSCCC(C(=O)NC(C(=O)O[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C	2215.2	Semi standard non polar	33892256
Methionyl-Valine,3TMS,isomer #1	CSCCC(C(=O)NC(C(=O)O[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C	2170.0	Standard non polar	33892256
Methionyl-Valine,3TMS,isomer #2	CSCCC(N[Si](C)(C)C)C(=O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C	2109.0	Semi standard non polar	33892256
Methionyl-Valine,3TMS,isomer #2	CSCCC(N[Si](C)(C)C)C(=O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C	2126.7	Standard non polar	33892256
Methionyl-Valine,3TMS,isomer #3	CSCCC(C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2239.2	Semi standard non polar	33892256
Methionyl-Valine,3TMS,isomer #3	CSCCC(C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2190.0	Standard non polar	33892256
Methionyl-Valine,4TMS,isomer #1	CSCCC(C(=O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2262.7	Semi standard non polar	33892256
Methionyl-Valine,4TMS,isomer #1	CSCCC(C(=O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2265.6	Standard non polar	33892256
Methionyl-Valine,1TBDMS,isomer #1	CSCCC(N)C(=O)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	2286.8	Semi standard non polar	33892256
Methionyl-Valine,1TBDMS,isomer #2	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)NC(C(=O)O)C(C)C	2301.7	Semi standard non polar	33892256
Methionyl-Valine,1TBDMS,isomer #3	CSCCC(N)C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C(C)(C)C	2256.4	Semi standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #1	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	2549.5	Semi standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #1	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C	2450.3	Standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #2	CSCCC(N)C(=O)N(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C	2503.4	Semi standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #2	CSCCC(N)C(=O)N(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C	2460.4	Standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #3	CSCCC(C(=O)NC(C(=O)O)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2655.2	Semi standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #3	CSCCC(C(=O)NC(C(=O)O)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2485.1	Standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #4	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C(C)(C)C	2564.0	Semi standard non polar	33892256
Methionyl-Valine,2TBDMS,isomer #4	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C(C)(C)C	2441.5	Standard non polar	33892256
Methionyl-Valine,3TBDMS,isomer #1	CSCCC(C(=O)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2875.3	Semi standard non polar	33892256
Methionyl-Valine,3TBDMS,isomer #1	CSCCC(C(=O)NC(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2729.4	Standard non polar	33892256
Methionyl-Valine,3TBDMS,isomer #2	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C	2781.4	Semi standard non polar	33892256
Methionyl-Valine,3TBDMS,isomer #2	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C	2695.7	Standard non polar	33892256
Methionyl-Valine,3TBDMS,isomer #3	CSCCC(C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2904.1	Semi standard non polar	33892256
Methionyl-Valine,3TBDMS,isomer #3	CSCCC(C(=O)N(C(C(=O)O)C(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2723.0	Standard non polar	33892256
Methionyl-Valine,4TBDMS,isomer #1	CSCCC(C(=O)N(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3135.4	Semi standard non polar	33892256
Methionyl-Valine,4TBDMS,isomer #1	CSCCC(C(=O)N(C(C(=O)O[Si](C)(C)C(C)(C)C)C(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2963.6	Standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112006

KNApSAcK ID

Not Available

Chemspider ID

10439221

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23274410

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

Elson NA, Adams SL, Merrick WC, Safer B, Anderson WF: Comparison of fMet-tRNAf and Met-tRNAf from Escherichia coli and rabbit liver in initiation of hemoglobin synthesis. J Biol Chem. 1975 Apr 25;250(8):3074-9. [PubMed:1091646 ]
Wu JM, Cheung CP, Suhadolnik RJ: Stimulation and inhibition of the protein synthetic process by NAD+ in lysed rabbit reticulocytes. J Biol Chem. 1978 Oct 25;253(20):7295-300. [PubMed:212421 ]

Showing metabocard for Methionyl-Valine (HMDB0028986)

MOL for HMDB0028986 (Methionyl-Valine)

3D MOL for HMDB0028986 (Methionyl-Valine)

3D SDF for HMDB0028986 (Methionyl-Valine)

3D-SDF for HMDB0028986 (Methionyl-Valine)

PDB for HMDB0028986 (Methionyl-Valine)

3D PDB for HMDB0028986 (Methionyl-Valine)

SMILES for HMDB0028986 (Methionyl-Valine)

INCHI for HMDB0028986 (Methionyl-Valine)

Structure for HMDB0028986 (Methionyl-Valine)

3D Structure for HMDB0028986 (Methionyl-Valine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized