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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:25 UTC

Update Date

2022-09-22 18:34:56 UTC

HMDB ID

HMDB0029030

Secondary Accession Numbers

HMDB29030

Metabolite Identification

Common Name

Prolyl-Valine

Description

Prolyl-Valine is a dipeptide composed of proline 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

HMDB0029030
     RDKit          3D
Prolyl-Valine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -2.6392    1.3766   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7521   -0.0934   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424   -0.3057    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5957   -0.5441    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3237   -0.3574   -0.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    0.5057    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    1.1325    1.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9725    0.6695   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089   -0.6092   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743   -0.0694   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0830    1.4317   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509    1.5943    0.2690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7690   -1.9807    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862   -2.8027    0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173   -2.4059    1.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5152    1.6463   -1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901    1.9685    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386    1.5361   -1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -0.6649   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165   -1.2791    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2414    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.5424    0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164    0.0797    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -0.8891   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533    0.9219   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4327   -1.3721   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -0.9371    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9901   -0.5269   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279   -0.2788   -1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8730    1.9741   -1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9614    1.8329    0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    1.1243    1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -2.9787    2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 12  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END


  Mrv1652304062014092D          

 15 15  0  0  0  0            999 V2000
    3.2755    0.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610    0.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    0.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -0.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -1.2111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -2.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1321   -2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -3.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389   -3.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1736   -2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -2.1130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -2.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899   -0.7986    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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029030

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O3/c1-6(2)8(10(14)15)12-9(13)7-4-3-5-11-7/h6-8,11H,3-5H2,1-2H3,(H,12,13)(H,14,15)

> <INCHI_KEY>
AWJGUZSYVIVZGP-UHFFFAOYSA-N

> <FORMULA>
C10H18N2O3

> <MOLECULAR_WEIGHT>
214.2615

> <EXACT_MASS>
214.131742452

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.523615507147888

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-2-[(pyrrolidin-2-yl)formamido]butanoic acid

> <ALOGPS_LOGP>
-1.99

> <JCHEM_LOGP>
-2.2183869425870393

> <ALOGPS_LOGS>
-1.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.708615709445183

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8547170784269786

> <JCHEM_PKA_STRONGEST_BASIC>
9.80619127780867

> <JCHEM_POLAR_SURFACE_AREA>
78.43

> <JCHEM_REFRACTIVITY>
54.35730000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-2-(pyrrolidin-2-ylformamido)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029030
     RDKit          3D
Prolyl-Valine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -2.6392    1.3766   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7521   -0.0934   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424   -0.3057    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5957   -0.5441    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3237   -0.3574   -0.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    0.5057    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    1.1325    1.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9725    0.6695   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089   -0.6092   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743   -0.0694   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0830    1.4317   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509    1.5943    0.2690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7690   -1.9807    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862   -2.8027    0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173   -2.4059    1.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5152    1.6463   -1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901    1.9685    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386    1.5361   -1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -0.6649   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165   -1.2791    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2414    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.5424    0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164    0.0797    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -0.8891   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533    0.9219   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4327   -1.3721   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -0.9371    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9901   -0.5269   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279   -0.2788   -1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8730    1.9741   -1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9614    1.8329    0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    1.1243    1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -2.9787    2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 12  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  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       6.114   0.819   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.781   0.049   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.447   0.819   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.781  -1.491   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       3.447  -2.261   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.447  -3.801   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.781  -4.571   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.113  -4.571   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.952  -6.102   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.446  -6.422   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.324  -5.089   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.706  -3.944   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.114  -2.261   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.114  -3.801   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       7.448  -1.491   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13    4   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0029030
HETATM    1  C1  UNL     1      -2.639   1.377  -0.783  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.752  -0.093  -0.431  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.042  -0.306   0.331  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.596  -0.544   0.436  1.00  0.00           C  
HETATM    5  N1  UNL     1      -0.324  -0.357  -0.226  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.681   0.506   0.285  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.459   1.132   1.353  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.973   0.670  -0.424  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.809  -0.609  -0.369  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.174  -0.069  -0.758  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.083   1.432  -0.520  1.00  0.00           C  
HETATM   12  N2  UNL     1       2.851   1.594   0.269  1.00  0.00           N  
HETATM   13  C10 UNL     1      -1.769  -1.981   0.720  1.00  0.00           C  
HETATM   14  O2  UNL     1      -0.886  -2.803   0.391  1.00  0.00           O  
HETATM   15  O3  UNL     1      -2.917  -2.406   1.353  1.00  0.00           O  
HETATM   16  H1  UNL     1      -3.515   1.646  -1.403  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.590   1.969   0.136  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.739   1.536  -1.427  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.826  -0.665  -1.378  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.516  -1.279   0.074  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.797  -0.241   1.413  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.760   0.542   0.128  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.616   0.080   1.352  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.167  -0.889  -1.109  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.853   0.922  -1.483  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.433  -1.372  -1.055  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.821  -0.937   0.700  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.990  -0.527  -0.156  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.328  -0.279  -1.839  1.00  0.00           H  
HETATM   30  H15 UNL     1       3.873   1.974  -1.483  1.00  0.00           H  
HETATM   31  H16 UNL     1       4.961   1.833   0.004  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.073   1.124   1.197  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.910  -2.979   2.188  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   13   23
CONECT    5    6   24
CONECT    6    7    7    8
CONECT    8    9   12   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   32
CONECT   13   14   14   15
CONECT   15   33
END

HMDB0029030
     RDKit          3D
Prolyl-Valine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -2.6392    1.3766   -0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7521   -0.0934   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424   -0.3057    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5957   -0.5441    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3237   -0.3574   -0.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    0.5057    0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593    1.1325    1.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9725    0.6695   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089   -0.6092   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743   -0.0694   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0830    1.4317   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509    1.5943    0.2690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7690   -1.9807    0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862   -2.8027    0.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173   -2.4059    1.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5152    1.6463   -1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901    1.9685    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386    1.5361   -1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -0.6649   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165   -1.2791    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7970   -0.2414    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.5424    0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164    0.0797    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -0.8891   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533    0.9219   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4327   -1.3721   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -0.9371    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9901   -0.5269   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279   -0.2788   -1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8730    1.9741   -1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9614    1.8329    0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733    1.1243    1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101   -2.9787    2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 12  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Prolyl-L-valine	HMDB
p-V Dipeptide	HMDB
Pro-val	HMDB
Proline valine dipeptide	HMDB
Proline-valine dipeptide	HMDB
Prolylvaline	HMDB
PV Dipeptide	HMDB
2-{[hydroxy(pyrrolidin-2-yl)methylidene]amino}-3-methylbutanoate	HMDB

Chemical Formula

C₁₀H₁₈N₂O₃

Average Molecular Weight

214.2615

Monoisotopic Molecular Weight

214.131742452

IUPAC Name

3-methyl-2-[(pyrrolidin-2-yl)formamido]butanoic acid

Traditional Name

3-methyl-2-(pyrrolidin-2-ylformamido)butanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(NC(=O)C1CCCN1)C(O)=O

InChI Identifier

InChI=1S/C10H18N2O3/c1-6(2)8(10(14)15)12-9(13)7-4-3-5-11-7/h6-8,11H,3-5H2,1-2H3,(H,12,13)(H,14,15)

InChI Key

AWJGUZSYVIVZGP-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
Valine or derivatives
Proline or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Branched fatty acid
Methyl-branched fatty acid
Heterocyclic fatty acid
Fatty acid
Fatty acyl
Pyrrolidine
Carboxamide group
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxylic acid
Secondary aliphatic amine
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Secondary amine
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Amine
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen 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	-2.22	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	16.9 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.2	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.85	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	4	ChemAxon
Refractivity	54.36 m³·mol⁻¹	ChemAxon
Polarizability	22.52 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]+	151.47	31661259
DarkChem	[M-H]-	146.066	31661259
DeepCCS	[M+H]+	144.454	30932474
DeepCCS	[M-H]-	140.627	30932474
DeepCCS	[M-2H]-	177.856	30932474
DeepCCS	[M+Na]+	153.395	30932474
AllCCS	[M+H]+	148.6	32859911
AllCCS	[M+H-H2O]+	144.9	32859911
AllCCS	[M+NH4]+	152.0	32859911
AllCCS	[M+Na]+	153.0	32859911
AllCCS	[M-H]-	149.4	32859911
AllCCS	[M+Na-2H]-	150.2	32859911
AllCCS	[M+HCOO]-	151.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Valine	CC(C)C(NC(=O)C1CCCN1)C(O)=O	2764.9	Standard polar	33892256
Prolyl-Valine	CC(C)C(NC(=O)C1CCCN1)C(O)=O	1700.8	Standard non polar	33892256
Prolyl-Valine	CC(C)C(NC(=O)C1CCCN1)C(O)=O	1808.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Valine,1TMS,isomer #1	CC(C)C(NC(=O)C1CCCN1)C(=O)O[Si](C)(C)C	1833.6	Semi standard non polar	33892256
Prolyl-Valine,1TMS,isomer #2	CC(C)C(C(=O)O)N(C(=O)C1CCCN1)[Si](C)(C)C	1804.6	Semi standard non polar	33892256
Prolyl-Valine,1TMS,isomer #3	CC(C)C(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O	1853.0	Semi standard non polar	33892256
Prolyl-Valine,2TMS,isomer #1	CC(C)C(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C	1824.7	Semi standard non polar	33892256
Prolyl-Valine,2TMS,isomer #1	CC(C)C(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C	1869.0	Standard non polar	33892256
Prolyl-Valine,2TMS,isomer #2	CC(C)C(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	1862.3	Semi standard non polar	33892256
Prolyl-Valine,2TMS,isomer #2	CC(C)C(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	1893.4	Standard non polar	33892256
Prolyl-Valine,2TMS,isomer #3	CC(C)C(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1850.1	Semi standard non polar	33892256
Prolyl-Valine,2TMS,isomer #3	CC(C)C(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1889.1	Standard non polar	33892256
Prolyl-Valine,3TMS,isomer #1	CC(C)C(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1919.0	Semi standard non polar	33892256
Prolyl-Valine,3TMS,isomer #1	CC(C)C(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1979.5	Standard non polar	33892256
Prolyl-Valine,1TBDMS,isomer #1	CC(C)C(NC(=O)C1CCCN1)C(=O)O[Si](C)(C)C(C)(C)C	2087.8	Semi standard non polar	33892256
Prolyl-Valine,1TBDMS,isomer #2	CC(C)C(C(=O)O)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2053.9	Semi standard non polar	33892256
Prolyl-Valine,1TBDMS,isomer #3	CC(C)C(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O	2107.5	Semi standard non polar	33892256
Prolyl-Valine,2TBDMS,isomer #1	CC(C)C(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2275.1	Semi standard non polar	33892256
Prolyl-Valine,2TBDMS,isomer #1	CC(C)C(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2273.5	Standard non polar	33892256
Prolyl-Valine,2TBDMS,isomer #2	CC(C)C(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2346.6	Semi standard non polar	33892256
Prolyl-Valine,2TBDMS,isomer #2	CC(C)C(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2302.2	Standard non polar	33892256
Prolyl-Valine,2TBDMS,isomer #3	CC(C)C(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2336.7	Semi standard non polar	33892256
Prolyl-Valine,2TBDMS,isomer #3	CC(C)C(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2283.0	Standard non polar	33892256
Prolyl-Valine,3TBDMS,isomer #1	CC(C)C(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	2572.8	Semi standard non polar	33892256
Prolyl-Valine,3TBDMS,isomer #1	CC(C)C(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	2547.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Valine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9200000000-012c1cbaf3e7e3a07f8f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Valine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9010000000-a8b3d0c1431694a860a6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Valine 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-Valine 10V, Positive-QTOF	splash10-014j-9870000000-8d4ee25c8ada197e4457	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 20V, Positive-QTOF	splash10-00di-9100000000-e9407832a0a89b5d19aa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 40V, Positive-QTOF	splash10-00di-9000000000-d9605ff081d89cd9e1be	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 10V, Negative-QTOF	splash10-03xr-0890000000-6fecb95907e29243443b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 20V, Negative-QTOF	splash10-02ta-4930000000-b27dc42d1583bd4df4c0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 40V, Negative-QTOF	splash10-00xu-9200000000-d1e6e908e203b6dc217c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 10V, Positive-QTOF	splash10-006t-9010000000-8cc509799bab60a2a86b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 20V, Positive-QTOF	splash10-00di-9100000000-c96960e947c678e85e70	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 40V, Positive-QTOF	splash10-00di-9000000000-6f74c8d4e548b3cc13ab	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 10V, Negative-QTOF	splash10-03di-2190000000-faf50499a5bfdebc7f68	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 20V, Negative-QTOF	splash10-014j-9400000000-fc412971ceb7f5386e64	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Valine 40V, Negative-QTOF	splash10-00ke-9000000000-2adc89b5b0f9d5843962	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

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

FDB112038

KNApSAcK ID

Not Available

Chemspider ID

126137

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

142984

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

Hara Y, Kanagawa M, Kunz S, Yoshida-Moriguchi T, Satz JS, Kobayashi YM, Zhu Z, Burden SJ, Oldstone MB, Campbell KP: Like-acetylglucosaminyltransferase (LARGE)-dependent modification of dystroglycan at Thr-317/319 is required for laminin binding and arenavirus infection. Proc Natl Acad Sci U S A. 2011 Oct 18;108(42):17426-31. doi: 10.1073/pnas.1114836108. Epub 2011 Oct 10. [PubMed:21987822 ]
Berglund A, Head RD, Welsh EA, Marshall GR: ProVal: a protein-scoring function for the selection of native and near-native folds. Proteins. 2004 Feb 1;54(2):289-302. [PubMed:14696191 ]
Myara I, Marcon P, Lemonnier A, Chatelier B, Mangeot M: Determination of prolinase activity in plasma. Application to liver disease and its relation with prolidase activity. Clin Biochem. 1985 Aug;18(4):220-3. [PubMed:4042319 ]
Dupuis B, Garcia N, Boels G: Efficacy of potato seeds disinfection products to control Erwinia spp. Commun Agric Appl Biol Sci. 2008;73(2):343-8. [PubMed:19226773 ]

Showing metabocard for Prolyl-Valine (HMDB0029030)

MOL for HMDB0029030 (Prolyl-Valine)

3D MOL for HMDB0029030 (Prolyl-Valine)

3D SDF for HMDB0029030 (Prolyl-Valine)

3D-SDF for HMDB0029030 (Prolyl-Valine)

PDB for HMDB0029030 (Prolyl-Valine)

3D PDB for HMDB0029030 (Prolyl-Valine)

SMILES for HMDB0029030 (Prolyl-Valine)

INCHI for HMDB0029030 (Prolyl-Valine)

Structure for HMDB0029030 (Prolyl-Valine)

3D Structure for HMDB0029030 (Prolyl-Valine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra