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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:47 UTC

Update Date

2021-09-14 15:45:33 UTC

HMDB ID

HMDB0029126

Secondary Accession Numbers

HMDB29126

Metabolite Identification

Common Name

Valylglutamic acid

Description

Valylglutamic acid is a dipeptide composed of valine and glutamic acid. 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

HMDB0029126
     RDKit          3D
Valylglutamic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
   -3.9835    1.2206    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374    0.4464   -0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8536   -0.9154    0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    1.2502    0.0808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8727    2.5789   -0.5139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.7162   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388    1.3669   -1.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080   -0.4898   -0.1088 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.9702   -0.7432 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4954   -1.3350    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0299   -0.2604    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5863    0.8756    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    1.7954   -0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    0.9277    0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0445   -2.2325   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220   -2.6628   -1.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515   -2.8635   -2.1961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9389    0.6661    0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    2.2061    0.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    1.2826    1.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112    0.4069   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4834   -0.9153    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146   -1.3107    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396   -1.6225   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572    1.3756    1.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2742    3.2167    0.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0348    2.9515   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361   -0.9997    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334   -0.2143   -1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3540   -1.6898   -0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556   -2.2082    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8927   -0.7078    1.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2983    0.1208    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3534    1.6779   -0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5498   -3.6842   -1.8814 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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  1
  5 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  6
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 17 35  1  0
M  END


  Mrv1652304062014252D          

 17 16  0  0  0  0            999 V2000
10047.066710047.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10047.783810047.6498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110047.2380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10049.212410047.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.926910047.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10049.212410048.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10046.353410047.6498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10045.638010047.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10044.924610047.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10045.638010046.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10046.353410048.4745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10047.066710046.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110046.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.214210045.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.214210045.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110044.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10049.930410044.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  3 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029126

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O5/c1-5(2)8(11)9(15)12-6(10(16)17)3-4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)/t6-,8-/m0/s1

> <INCHI_KEY>
UPJONISHZRADBH-XPUUQOCRSA-N

> <FORMULA>
C10H18N2O5

> <MOLECULAR_WEIGHT>
246.263

> <EXACT_MASS>
246.121571688

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.316943877638042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.01

> <JCHEM_LOGP>
-3.082020001302255

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.2668526757745715

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.438829250746666

> <JCHEM_PKA_STRONGEST_BASIC>
8.514454598787331

> <JCHEM_POLAR_SURFACE_AREA>
129.71999999999997

> <JCHEM_REFRACTIVITY>
57.58070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.65e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029126
     RDKit          3D
Valylglutamic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
   -3.9835    1.2206    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374    0.4464   -0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8536   -0.9154    0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    1.2502    0.0808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8727    2.5789   -0.5139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.7162   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388    1.3669   -1.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080   -0.4898   -0.1088 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.9702   -0.7432 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4954   -1.3350    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0299   -0.2604    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5863    0.8756    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    1.7954   -0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    0.9277    0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0445   -2.2325   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220   -2.6628   -1.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515   -2.8635   -2.1961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9389    0.6661    0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    2.2061    0.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    1.2826    1.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112    0.4069   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4834   -0.9153    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146   -1.3107    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396   -1.6225   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572    1.3756    1.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2742    3.2167    0.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0348    2.9515   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361   -0.9997    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334   -0.2143   -1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3540   -1.6898   -0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556   -2.2082    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8927   -0.7078    1.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2983    0.1208    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3534    1.6779   -0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5498   -3.6842   -1.8814 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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  1
  5 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  6
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 17 35  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    8754.5258754.844   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8755.8638755.613   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8757.1968754.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8758.5308755.613   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8759.8648754.844   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8758.5308757.152   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8753.1938755.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8751.8588754.844   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8750.5268755.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8751.8588753.304   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    8753.1938757.152   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8754.5258753.304   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8757.1968753.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8758.5338752.532   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8758.5338750.989   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8757.1968750.217   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8759.8708750.217   0.000  0.00  0.00           O+0
CONECT    1    2    7   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1                                                            
CONECT   13    3   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0029126
HETATM    1  C1  UNL     1      -3.984   1.221   0.462  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.837   0.446  -0.218  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.854  -0.915   0.422  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.597   1.250   0.081  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.873   2.579  -0.514  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.385   0.716  -0.549  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.139   1.367  -1.514  1.00  0.00           O  
HETATM    8  N2  UNL     1       0.208  -0.490  -0.109  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.387  -0.970  -0.743  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.495  -1.335   0.177  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.030  -0.260   1.050  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.586   0.876   0.272  1.00  0.00           C  
HETATM   13  O2  UNL     1       2.866   1.795  -0.155  1.00  0.00           O  
HETATM   14  O3  UNL     1       4.968   0.928   0.000  1.00  0.00           O  
HETATM   15  C10 UNL     1       1.045  -2.233  -1.499  1.00  0.00           C  
HETATM   16  O4  UNL     1      -0.122  -2.663  -1.472  1.00  0.00           O  
HETATM   17  O5  UNL     1       2.052  -2.864  -2.196  1.00  0.00           O  
HETATM   18  H1  UNL     1      -4.939   0.666   0.344  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.109   2.206   0.004  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.762   1.283   1.541  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.011   0.407  -1.303  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.483  -0.915   1.447  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.915  -1.311   0.464  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.340  -1.623  -0.256  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.457   1.376   1.160  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.274   3.217   0.203  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.035   2.951  -0.978  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.236  -1.000   0.679  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.733  -0.214  -1.487  1.00  0.00           H  
HETATM   30  H13 UNL     1       3.354  -1.690  -0.468  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.256  -2.208   0.818  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.893  -0.708   1.617  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.298   0.121   1.793  1.00  0.00           H  
HETATM   34  H17 UNL     1       5.353   1.678  -0.531  1.00  0.00           H  
HETATM   35  H18 UNL     1       2.550  -3.684  -1.881  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5    6   25
CONECT    5   26   27
CONECT    6    7    7    8
CONECT    8    9   28
CONECT    9   10   15   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   13   14
CONECT   14   34
CONECT   15   16   16   17
CONECT   17   35
END

HMDB0029126
     RDKit          3D
Valylglutamic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
   -3.9835    1.2206    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374    0.4464   -0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8536   -0.9154    0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970    1.2502    0.0808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8727    2.5789   -0.5139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.7162   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388    1.3669   -1.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080   -0.4898   -0.1088 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.9702   -0.7432 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4954   -1.3350    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0299   -0.2604    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5863    0.8756    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    1.7954   -0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    0.9277    0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0445   -2.2325   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220   -2.6628   -1.4725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515   -2.8635   -2.1961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9389    0.6661    0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    2.2061    0.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    1.2826    1.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112    0.4069   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4834   -0.9153    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146   -1.3107    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3396   -1.6225   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572    1.3756    1.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2742    3.2167    0.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0348    2.9515   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2361   -0.9997    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334   -0.2143   -1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3540   -1.6898   -0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556   -2.2082    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8927   -0.7078    1.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2983    0.1208    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3534    1.6779   -0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5498   -3.6842   -1.8814 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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  1
  5 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  6
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 17 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Val-L-glu	ChEBI
Valyl-glutamate	ChEBI
VE	ChEBI
Valyl-glutamic acid	Generator
Valylglutamate	Generator
L-Valyl-L-glutamate	HMDB
L-Valyl-L-glutamic acid	HMDB
N-L-Valyl-L-glutamate	HMDB
N-L-Valyl-L-glutamic acid	HMDB
N-Valylglutamate	HMDB
N-Valylglutamic acid	HMDB
V-e Dipeptide	HMDB
VE dipeptide	HMDB
Val-glu	HMDB
Valine glutamate dipeptide	HMDB
Valine glutamic acid dipeptide	HMDB
Valine-glutamate dipeptide	HMDB
Valine-glutamic acid dipeptide	HMDB
Valylglutamic acid	ChEBI

Chemical Formula

C₁₀H₁₈N₂O₅

Average Molecular Weight

246.263

Monoisotopic Molecular Weight

246.121571688

IUPAC Name

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

Traditional Name

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

CAS Registry Number

3062-07-5

SMILES

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

InChI Identifier

InChI=1S/C10H18N2O5/c1-5(2)8(11)9(15)12-6(10(16)17)3-4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)/t6-,8-/m0/s1

InChI Key

UPJONISHZRADBH-XPUUQOCRSA-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
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Valine or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
N-acyl-amine
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:75011 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 22308371)

Excreta

Biofluid or Excreta

Feces (PMID: 27275383)

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	-3.09	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	31.8 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3.1	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	8.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	57.58 m³·mol⁻¹	ChemAxon
Polarizability	24.32 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]+	161.162	30932474
DeepCCS	[M-H]-	158.804	30932474
DeepCCS	[M-2H]-	191.691	30932474
DeepCCS	[M+Na]+	167.256	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valylglutamic acid	CC(C)[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(O)=O	3241.3	Standard polar	33892256
Valylglutamic acid	CC(C)[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(O)=O	1919.6	Standard non polar	33892256
Valylglutamic acid	CC(C)[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(O)=O	2100.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Valylglutamic acid,1TMS,isomer #1	CC(C)[C@H](N)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O	2098.3	Semi standard non polar	33892256
Valylglutamic acid,1TMS,isomer #2	CC(C)[C@H](N)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C	2088.9	Semi standard non polar	33892256
Valylglutamic acid,1TMS,isomer #3	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O	2130.3	Semi standard non polar	33892256
Valylglutamic acid,1TMS,isomer #4	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2083.3	Semi standard non polar	33892256
Valylglutamic acid,2TMS,isomer #1	CC(C)[C@H](N)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2095.8	Semi standard non polar	33892256
Valylglutamic acid,2TMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O	2144.4	Semi standard non polar	33892256
Valylglutamic acid,2TMS,isomer #3	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2082.3	Semi standard non polar	33892256
Valylglutamic acid,2TMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C	2151.3	Semi standard non polar	33892256
Valylglutamic acid,2TMS,isomer #5	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2094.0	Semi standard non polar	33892256
Valylglutamic acid,2TMS,isomer #6	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2279.0	Semi standard non polar	33892256
Valylglutamic acid,2TMS,isomer #7	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2151.0	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2172.5	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2140.1	Standard non polar	33892256
Valylglutamic acid,3TMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2098.5	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2203.4	Standard non polar	33892256
Valylglutamic acid,3TMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2278.6	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2228.5	Standard non polar	33892256
Valylglutamic acid,3TMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2124.9	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2179.8	Standard non polar	33892256
Valylglutamic acid,3TMS,isomer #5	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2282.1	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #5	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2219.5	Standard non polar	33892256
Valylglutamic acid,3TMS,isomer #6	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2154.3	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #6	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2146.0	Standard non polar	33892256
Valylglutamic acid,3TMS,isomer #7	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2269.0	Semi standard non polar	33892256
Valylglutamic acid,3TMS,isomer #7	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2255.3	Standard non polar	33892256
Valylglutamic acid,4TMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2266.1	Semi standard non polar	33892256
Valylglutamic acid,4TMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2272.4	Standard non polar	33892256
Valylglutamic acid,4TMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2139.0	Semi standard non polar	33892256
Valylglutamic acid,4TMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2200.4	Standard non polar	33892256
Valylglutamic acid,4TMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2272.5	Semi standard non polar	33892256
Valylglutamic acid,4TMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2324.2	Standard non polar	33892256
Valylglutamic acid,4TMS,isomer #4	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2318.5	Semi standard non polar	33892256
Valylglutamic acid,4TMS,isomer #4	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2292.4	Standard non polar	33892256
Valylglutamic acid,5TMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2340.2	Semi standard non polar	33892256
Valylglutamic acid,5TMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2348.6	Standard non polar	33892256
Valylglutamic acid,1TBDMS,isomer #1	CC(C)[C@H](N)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2335.6	Semi standard non polar	33892256
Valylglutamic acid,1TBDMS,isomer #2	CC(C)[C@H](N)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2317.6	Semi standard non polar	33892256
Valylglutamic acid,1TBDMS,isomer #3	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O	2360.6	Semi standard non polar	33892256
Valylglutamic acid,1TBDMS,isomer #4	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2319.5	Semi standard non polar	33892256
Valylglutamic acid,2TBDMS,isomer #1	CC(C)[C@H](N)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2545.6	Semi standard non polar	33892256
Valylglutamic acid,2TBDMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2588.2	Semi standard non polar	33892256
Valylglutamic acid,2TBDMS,isomer #3	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2556.8	Semi standard non polar	33892256
Valylglutamic acid,2TBDMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2578.5	Semi standard non polar	33892256
Valylglutamic acid,2TBDMS,isomer #5	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2544.4	Semi standard non polar	33892256
Valylglutamic acid,2TBDMS,isomer #6	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2721.9	Semi standard non polar	33892256
Valylglutamic acid,2TBDMS,isomer #7	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2585.2	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2795.6	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #1	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2686.8	Standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2746.9	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #2	CC(C)[C@H](N)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2766.0	Standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2977.2	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #3	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2739.0	Standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2821.9	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #4	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2685.8	Standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #5	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O)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	2953.4	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #5	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O)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	2707.7	Standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #6	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2808.4	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #6	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2662.2	Standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #7	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)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	2935.1	Semi standard non polar	33892256
Valylglutamic acid,3TBDMS,isomer #7	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)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	2736.4	Standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)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	3174.5	Semi standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #1	CC(C)[C@@H](C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)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	2937.6	Standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2987.6	Semi standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #2	CC(C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2888.3	Standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)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	3172.0	Semi standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #3	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)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	2969.9	Standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #4	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)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	3158.0	Semi standard non polar	33892256
Valylglutamic acid,4TBDMS,isomer #4	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O)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	2953.3	Standard non polar	33892256
Valylglutamic acid,5TBDMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)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	3393.4	Semi standard non polar	33892256
Valylglutamic acid,5TBDMS,isomer #1	CC(C)[C@@H](C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)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	3176.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Valylglutamic acid GC-MS (TBDMS_2_7) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valylglutamic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valylglutamic acid GC-MS ("Valylglutamic acid,2TBDMS,#7" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Valylglutamic acid 10V, Positive-QTOF	splash10-0002-2980000000-e4ab1712836ea95c9953	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylglutamic acid 20V, Positive-QTOF	splash10-0fl0-8900000000-0c699c5ce3e1381cb0fe	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylglutamic acid 40V, Positive-QTOF	splash10-05g0-9100000000-bab82811e172b21d6865	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylglutamic acid 10V, Negative-QTOF	splash10-004j-0940000000-1c59d1dad1c1e2695575	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylglutamic acid 20V, Negative-QTOF	splash10-0ufr-0900000000-a93fbd46cd1d94c8bffe	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valylglutamic acid 40V, Negative-QTOF	splash10-0udl-5900000000-ab5e11664ec698ff3956	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Saliva

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
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	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

FDB112128

KNApSAcK ID

Not Available

Chemspider ID

5373203

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7009623

PDB ID

Not Available

ChEBI ID

75011

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

Sucov HM, Benson S, Robinson JJ, Britten RJ, Wilt F, Davidson EH: A lineage-specific gene encoding a major matrix protein of the sea urchin embryo spicule. II. Structure of the gene and derived sequence of the protein. Dev Biol. 1987 Apr;120(2):507-19. [PubMed:3030858 ]
Olafsen T, Tan GJ, Cheung CW, Yazaki PJ, Park JM, Shively JE, Williams LE, Raubitschek AA, Press MF, Wu AM: Characterization of engineered anti-p185HER-2 (scFv-CH3)2 antibody fragments (minibodies) for tumor targeting. Protein Eng Des Sel. 2004 Apr;17(4):315-23. Epub 2004 Jun 8. [PubMed:15187222 ]

Showing metabocard for Valylglutamic acid (HMDB0029126)

MOL for HMDB0029126 (Valylglutamic acid)

3D MOL for HMDB0029126 (Valylglutamic acid)

3D SDF for HMDB0029126 (Valylglutamic acid)

3D-SDF for HMDB0029126 (Valylglutamic acid)

PDB for HMDB0029126 (Valylglutamic acid)

3D PDB for HMDB0029126 (Valylglutamic acid)

SMILES for HMDB0029126 (Valylglutamic acid)

INCHI for HMDB0029126 (Valylglutamic acid)

Structure for HMDB0029126 (Valylglutamic acid)

3D Structure for HMDB0029126 (Valylglutamic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra