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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:46 UTC

Update Date

2021-09-14 15:45:33 UTC

HMDB ID

HMDB0029120

Secondary Accession Numbers

HMDB29120

Metabolite Identification

Common Name

Valylalanine

Description

Valylalanine is a dipeptide composed of valine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HMDB0029120
     RDKit          3D
Valylalanine
 29 28  0  0  0  0  0  0  0  0999 V2000
    2.1469   -1.2238    1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499   -0.3646   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972   -1.2367   -1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401    0.7199   -0.3380 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063    1.5123    0.8780 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200    0.2725   -0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -0.4217   -1.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.6074    0.0055 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2729    0.1893   -0.3529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7838   -0.7803    0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589    1.3336   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6947    2.4978   -0.3742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4852    1.1280   -0.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594   -2.1657    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465   -0.6858    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913   -1.5380    0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083    0.1230    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -1.9904   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9015   -0.6171   -2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770   -1.7466   -1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276    1.4176   -1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110    2.4626    0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    1.0138    1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372    1.1961    0.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690   -0.4129   -1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7905   -0.4808    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8637   -1.8104    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -0.8085    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081    1.8097   -0.7685 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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  0
  5 23  1  0
  8 24  1  0
  9 25  1  6
 10 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END


  Mrv1652304062014242D          

 13 12  0  0  0  0            999 V2000
10026.363810026.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.081010026.9490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10027.795610026.5370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10028.510210026.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10029.224810026.5370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10028.510210027.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10027.795610025.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.650210026.9490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10024.934610026.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.221010026.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.934610025.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.650210027.7740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10026.363810025.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1 13  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  6  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029120

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)[C@H](N)C(=O)N[C@@H](C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O3/c1-4(2)6(9)7(11)10-5(3)8(12)13/h4-6H,9H2,1-3H3,(H,10,11)(H,12,13)/t5-,6-/m0/s1

> <INCHI_KEY>
HSRXSKHRSXRCFC-WDSKDSINSA-N

> <FORMULA>
C8H16N2O3

> <MOLECULAR_WEIGHT>
188.227

> <EXACT_MASS>
188.116092383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.6137138891403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

> <ALOGPS_LOGP>
-1.80

> <JCHEM_LOGP>
-2.4924920344051174

> <ALOGPS_LOGS>
-0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.971207758155213

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.897419920020848

> <JCHEM_PKA_STRONGEST_BASIC>
8.514466956958202

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
46.7903

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.34e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029120
     RDKit          3D
Valylalanine
 29 28  0  0  0  0  0  0  0  0999 V2000
    2.1469   -1.2238    1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499   -0.3646   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972   -1.2367   -1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401    0.7199   -0.3380 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063    1.5123    0.8780 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200    0.2725   -0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -0.4217   -1.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.6074    0.0055 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2729    0.1893   -0.3529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7838   -0.7803    0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589    1.3336   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6947    2.4978   -0.3742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4852    1.1280   -0.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594   -2.1657    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465   -0.6858    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913   -1.5380    0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083    0.1230    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -1.9904   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9015   -0.6171   -2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770   -1.7466   -1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276    1.4176   -1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110    2.4626    0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    1.0138    1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372    1.1961    0.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690   -0.4129   -1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7905   -0.4808    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8637   -1.8104    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -0.8085    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081    1.8097   -0.7685 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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  0
  5 23  1  0
  8 24  1  0
  9 25  1  6
 10 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  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    8715.8798716.202   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8717.2188716.971   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8718.5528716.202   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8719.8868716.971   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8721.2208716.202   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8719.8868718.511   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8718.5528714.662   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8714.5478716.971   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8713.2118716.202   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8711.8798716.971   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8713.2118714.662   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8714.5478718.511   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0    8715.8798714.662   0.000  0.00  0.00           O+0
CONECT    1    2    8   13                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    1    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8                                                            
CONECT   13    1                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0029120
HETATM    1  C1  UNL     1       2.147  -1.224   1.053  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.550  -0.365  -0.127  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.797  -1.237  -1.308  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.540   0.720  -0.338  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.506   1.512   0.878  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.220   0.272  -0.746  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.072  -0.422  -1.774  1.00  0.00           O  
HETATM    8  N2  UNL     1      -0.931   0.607   0.005  1.00  0.00           N  
HETATM    9  C6  UNL     1      -2.273   0.189  -0.353  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.784  -0.780   0.718  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.159   1.334  -0.536  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.695   2.498  -0.374  1.00  0.00           O  
HETATM   13  O3  UNL     1      -4.485   1.128  -0.882  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.759  -2.166   1.047  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.246  -0.686   2.020  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.091  -1.538   0.871  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.508   0.123   0.156  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.044  -1.990  -1.511  1.00  0.00           H  
HETATM   19  H6  UNL     1       2.901  -0.617  -2.246  1.00  0.00           H  
HETATM   20  H7  UNL     1       3.777  -1.747  -1.198  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.928   1.418  -1.137  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.111   2.463   0.720  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.095   1.014   1.683  1.00  0.00           H  
HETATM   24  H11 UNL     1      -0.837   1.196   0.884  1.00  0.00           H  
HETATM   25  H12 UNL     1      -2.169  -0.413  -1.294  1.00  0.00           H  
HETATM   26  H13 UNL     1      -3.791  -0.481   1.071  1.00  0.00           H  
HETATM   27  H14 UNL     1      -2.864  -1.810   0.333  1.00  0.00           H  
HETATM   28  H15 UNL     1      -2.099  -0.808   1.592  1.00  0.00           H  
HETATM   29  H16 UNL     1      -5.208   1.810  -0.768  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4   17
CONECT    3   18   19   20
CONECT    4    5    6   21
CONECT    5   22   23
CONECT    6    7    7    8
CONECT    8    9   24
CONECT    9   10   11   25
CONECT   10   26   27   28
CONECT   11   12   12   13
CONECT   13   29
END

HMDB0029120
     RDKit          3D
Valylalanine
 29 28  0  0  0  0  0  0  0  0999 V2000
    2.1469   -1.2238    1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499   -0.3646   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972   -1.2367   -1.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401    0.7199   -0.3380 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063    1.5123    0.8780 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200    0.2725   -0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718   -0.4217   -1.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.6074    0.0055 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2729    0.1893   -0.3529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7838   -0.7803    0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589    1.3336   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6947    2.4978   -0.3742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4852    1.1280   -0.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594   -2.1657    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465   -0.6858    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913   -1.5380    0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083    0.1230    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0439   -1.9904   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9015   -0.6171   -2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770   -1.7466   -1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276    1.4176   -1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1110    2.4626    0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    1.0138    1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372    1.1961    0.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690   -0.4129   -1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7905   -0.4808    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8637   -1.8104    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -0.8085    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081    1.8097   -0.7685 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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  0
  5 23  1  0
  8 24  1  0
  9 25  1  6
 10 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Val-L-ala	ChEBI
VA	ChEBI
Valyl-alanine	ChEBI
L-Valyl-L-alanine	HMDB
N-L-Valyl-L-alanine	HMDB
N-Valylalanine	HMDB
V-a Dipeptide	HMDB
VA dipeptide	HMDB
Val-ala	HMDB
Valine alanine dipeptide	HMDB
Valine-alanine dipeptide	HMDB
Valylalanine	ChEBI

Chemical Formula

C₈H₁₆N₂O₃

Average Molecular Weight

188.227

Monoisotopic Molecular Weight

188.116092383

IUPAC Name

(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-methylbutanamido]propanoic acid

CAS Registry Number

27493-61-4

SMILES

CC(C)[C@H](N)C(=O)N[C@@H](C)C(O)=O

InChI Identifier

InChI=1S/C8H16N2O3/c1-4(2)6(9)7(11)10-5(3)8(12)13/h4-6H,9H2,1-3H3,(H,10,11)(H,12,13)/t5-,6-/m0/s1

InChI Key

HSRXSKHRSXRCFC-WDSKDSINSA-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
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Fatty acyl
Fatty amide
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid salt
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Organic zwitterion
Organic nitrogen compound
Primary aliphatic amine
Organic salt
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:75008 )

Ontology

Not Available

Feces (PMID: 27275383)

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	-2.49	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	43.4 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.5	ChemAxon
logS	-0.64	ALOGPS
pKa (Strongest Acidic)	3.9	ChemAxon
pKa (Strongest Basic)	8.51	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	4	ChemAxon
Refractivity	46.79 m³·mol⁻¹	ChemAxon
Polarizability	19.61 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
DeepCCS	[M+H]+	147.416	30932474
DeepCCS	[M-H]-	145.02	30932474
DeepCCS	[M-2H]-	178.141	30932474
DeepCCS	[M+Na]+	153.372	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valylalanine	CC(C)[C@H](N)C(=O)N[C@@H](C)C(O)=O	2470.0	Standard polar	33892256
Valylalanine	CC(C)[C@H](N)C(=O)N[C@@H](C)C(O)=O	1557.8	Standard non polar	33892256
Valylalanine	CC(C)[C@H](N)C(=O)N[C@@H](C)C(O)=O	1610.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Valylalanine,1TMS,isomer #1	CC(C)[C@H](N)C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C	1612.4	Semi standard non polar	33892256
Valylalanine,1TMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](C)C(=O)O	1634.6	Semi standard non polar	33892256
Valylalanine,1TMS,isomer #3	CC(C)[C@H](N)C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C	1637.1	Semi standard non polar	33892256
Valylalanine,2TMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C	1702.2	Semi standard non polar	33892256
Valylalanine,2TMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C	1667.9	Standard non polar	33892256
Valylalanine,2TMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1621.7	Semi standard non polar	33892256
Valylalanine,2TMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1702.8	Standard non polar	33892256
Valylalanine,2TMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1802.3	Semi standard non polar	33892256
Valylalanine,2TMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1692.7	Standard non polar	33892256
Valylalanine,2TMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C	1705.5	Semi standard non polar	33892256
Valylalanine,2TMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C	1680.3	Standard non polar	33892256
Valylalanine,3TMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1824.4	Semi standard non polar	33892256
Valylalanine,3TMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1784.6	Standard non polar	33892256
Valylalanine,3TMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1710.4	Semi standard non polar	33892256
Valylalanine,3TMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1752.9	Standard non polar	33892256
Valylalanine,3TMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1834.8	Semi standard non polar	33892256
Valylalanine,3TMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1827.3	Standard non polar	33892256
Valylalanine,4TMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1916.8	Semi standard non polar	33892256
Valylalanine,4TMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1903.0	Standard non polar	33892256
Valylalanine,1TBDMS,isomer #1	CC(C)[C@H](N)C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C	1857.5	Semi standard non polar	33892256
Valylalanine,1TBDMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](C)C(=O)O	1875.9	Semi standard non polar	33892256
Valylalanine,1TBDMS,isomer #3	CC(C)[C@H](N)C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C(C)(C)C	1863.8	Semi standard non polar	33892256
Valylalanine,2TBDMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C	2128.8	Semi standard non polar	33892256
Valylalanine,2TBDMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C	2080.8	Standard non polar	33892256
Valylalanine,2TBDMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2072.1	Semi standard non polar	33892256
Valylalanine,2TBDMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2143.3	Standard non polar	33892256
Valylalanine,2TBDMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2260.8	Semi standard non polar	33892256
Valylalanine,2TBDMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2092.8	Standard non polar	33892256
Valylalanine,2TBDMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C(C)(C)C	2150.0	Semi standard non polar	33892256
Valylalanine,2TBDMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C(C)(C)C	2083.6	Standard non polar	33892256
Valylalanine,3TBDMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2491.1	Semi standard non polar	33892256
Valylalanine,3TBDMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2361.6	Standard non polar	33892256
Valylalanine,3TBDMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2366.2	Semi standard non polar	33892256
Valylalanine,3TBDMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2337.5	Standard non polar	33892256
Valylalanine,3TBDMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2504.3	Semi standard non polar	33892256
Valylalanine,3TBDMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2403.0	Standard non polar	33892256
Valylalanine,4TBDMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O[Si](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	2748.6	Semi standard non polar	33892256
Valylalanine,4TBDMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](C)C(=O)O[Si](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	2632.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Valylalanine 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 - Valylalanine 10V, Negative-QTOF	splash10-000i-8900000000-809bdd0688622d28889d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylalanine 20V, Negative-QTOF	splash10-000i-9100000000-bdd25007d91e14c08370	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylalanine 40V, Negative-QTOF	splash10-0006-9000000000-f51e4d54854c853b7498	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylalanine 10V, Positive-QTOF	splash10-00dr-9500000000-3240d8b1d432f74cd148	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylalanine 20V, Positive-QTOF	splash10-00di-9000000000-a278ac1b63487fce4806	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylalanine 40V, Positive-QTOF	splash10-05fu-9000000000-26d47cd3c8e74226ee49	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	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 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112122

KNApSAcK ID

Not Available

Chemspider ID

5360762

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6992637

PDB ID

Not Available

ChEBI ID

75008

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

Wallace RJ, McKain N, Broderick GA, Rode LM, Walker ND, Newbold CJ, Kopecny J: Peptidases of the rumen bacterium, Prevotella ruminicola. Anaerobe. 1997 Feb;3(1):35-42. [PubMed:16887560 ]
Macfarlane S, Macfarlane GT: Formation of a dipeptidyl arylamidase by Bacteroides splanchnicus NCTC 10825 with specificities towards glycylprolyl-x and valylalanine-x substrates. J Med Microbiol. 1997 Jul;46(7):547-55. [PubMed:9236738 ]
Kawashiro K, Ishizaki H, Sugiyama S, Hayashi H: Esterification of N-benzyloxycarbonyldipeptides in ethanol-water with immobilized papain. Biotechnol Bioeng. 1993 Jul;42(3):309-14. [PubMed:18613014 ]

Showing metabocard for Valylalanine (HMDB0029120)

MOL for HMDB0029120 (Valylalanine)

3D MOL for HMDB0029120 (Valylalanine)

3D SDF for HMDB0029120 (Valylalanine)

3D-SDF for HMDB0029120 (Valylalanine)

PDB for HMDB0029120 (Valylalanine)

3D PDB for HMDB0029120 (Valylalanine)

SMILES for HMDB0029120 (Valylalanine)

INCHI for HMDB0029120 (Valylalanine)

Structure for HMDB0029120 (Valylalanine)

3D Structure for HMDB0029120 (Valylalanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra