MiMeDB: Showing metabocard for Valylleucine (MMDBc0000474)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:35 UTC

Update Date

2024-04-30 19:32:33 UTC

Metabolite ID

MMDBc0000474

Metabolite Identification

Common Name

Valylleucine

Description

Valylleucine is a dipeptide composed of valine and leucine. 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

HMDB0029131
     RDKit          3D
Valylleucine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -4.4476   -1.4691    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835   -0.3200    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2707    0.8368    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.8106   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1699   -0.1660   -0.6660 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0225   -0.0023    0.2444 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.0751   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -0.0946   -1.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381    0.3873    0.5085 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2128    0.1023    1.9191 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7081   -0.0901   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0324   -1.5113   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8645    0.9029    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167    1.3533   -0.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    1.8202   -2.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777    2.1056   -0.0626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0526   -2.3716    1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2846   -1.1400    1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -1.5978   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0031   -0.1984    1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9978    1.0677   -0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629    0.5056    0.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2672    1.7007    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -1.9164   -0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019   -0.9372   -1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -0.5792   -1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033    0.0671    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129    1.5386    0.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932   -0.2653    2.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054    0.6861    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4831    0.1112   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070   -1.9668    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1863   -2.0609   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768   -1.6228   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    1.2732   -0.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257    0.4674    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    1.8529    0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    2.2664    0.8731 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  9 28  1  1
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
M  END


  Mrv1652304062014262D          

 16 15  0  0  0  0            999 V2000
10023.927210024.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.644310024.5123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10025.358710024.1004    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10026.073110024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.787610024.1004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.073110025.3371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.213810024.5123    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10022.498410024.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.784910024.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.498410023.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.213810025.3371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10023.927210023.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.074910022.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.358710023.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.074910022.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.791110023.2754    0.0000 C   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 14  1  6  0  0  0
 14 13  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000474

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H22N2O3/c1-6(2)5-8(11(15)16)13-10(14)9(12)7(3)4/h6-9H,5,12H2,1-4H3,(H,13,14)(H,15,16)/t8-,9-/m0/s1

> <INCHI_KEY>
XCTHZFGSVQBHBW-IUCAKERBSA-N

> <FORMULA>
C11H22N2O3

> <MOLECULAR_WEIGHT>
230.308

> <EXACT_MASS>
230.163042576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
25.027627847753635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-methylbutanamido]-4-methylpentanoic acid

> <ALOGPS_LOGP>
-1.21

> <JCHEM_LOGP>
-1.2388153832970326

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.001364110692688

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.066832123257972

> <JCHEM_PKA_STRONGEST_BASIC>
8.514482975442021

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
60.4639

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-methylbutanamido]-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029131
     RDKit          3D
Valylleucine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -4.4476   -1.4691    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835   -0.3200    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2707    0.8368    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.8106   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1699   -0.1660   -0.6660 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0225   -0.0023    0.2444 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.0751   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -0.0946   -1.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381    0.3873    0.5085 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2128    0.1023    1.9191 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7081   -0.0901   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0324   -1.5113   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8645    0.9029    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167    1.3533   -0.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    1.8202   -2.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777    2.1056   -0.0626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0526   -2.3716    1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2846   -1.1400    1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -1.5978   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0031   -0.1984    1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9978    1.0677   -0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629    0.5056    0.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2672    1.7007    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -1.9164   -0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019   -0.9372   -1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -0.5792   -1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033    0.0671    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129    1.5386    0.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932   -0.2653    2.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054    0.6861    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4831    0.1112   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070   -1.9668    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1863   -2.0609   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768   -1.6228   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    1.2732   -0.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257    0.4674    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    1.8529    0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    2.2664    0.8731 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  9 28  1  1
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  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    8711.3318711.654   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8712.6698712.423   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8714.0038711.654   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8715.3368712.423   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8716.6708711.654   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8715.3368713.963   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8709.9998712.423   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8708.6648711.654   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8707.3328712.423   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8708.6648710.114   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    8709.9998713.963   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8711.3318710.114   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8715.3408709.342   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8714.0038710.114   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8715.3408707.798   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8716.6778710.114   0.000  0.00  0.00           C+0
CONECT    1    2    7   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
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   14   15   16                                                  
CONECT   14    3   13                                                       
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0029131
HETATM    1  C1  UNL     1      -4.448  -1.469   0.723  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.384  -0.320   0.675  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.271   0.837   0.178  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.395  -0.811  -0.311  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.170  -0.166  -0.666  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.022  -0.002   0.244  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.269   0.075  -0.322  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.377  -0.095  -1.556  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.438   0.387   0.508  1.00  0.00           C  
HETATM   10  N2  UNL     1       2.213   0.102   1.919  1.00  0.00           N  
HETATM   11  C8  UNL     1       3.708  -0.090  -0.031  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.032  -1.511  -0.129  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.864   0.903   0.141  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.317   1.353  -0.988  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.839   1.820  -2.017  1.00  0.00           O  
HETATM   16  O3  UNL     1      -1.978   2.106  -0.063  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.053  -2.372   1.157  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.285  -1.140   1.409  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.851  -1.598  -0.272  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.003  -0.198   1.654  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.998   1.068  -0.856  1.00  0.00           H  
HETATM   22  H6  UNL     1      -5.363   0.506   0.161  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.267   1.701   0.835  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.156  -1.916  -0.024  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.002  -0.937  -1.291  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.793  -0.579  -1.653  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.203   0.067   1.266  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.513   1.539   0.492  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.993  -0.265   2.428  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.505   0.686   2.328  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.483   0.111  -1.220  1.00  0.00           H  
HETATM   32  H16 UNL     1       4.407  -1.967   0.832  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.186  -2.061  -0.543  1.00  0.00           H  
HETATM   34  H18 UNL     1       4.877  -1.623  -0.856  1.00  0.00           H  
HETATM   35  H19 UNL     1       5.242   1.273  -0.873  1.00  0.00           H  
HETATM   36  H20 UNL     1       5.726   0.467   0.654  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.496   1.853   0.619  1.00  0.00           H  
HETATM   38  H22 UNL     1      -1.536   2.266   0.873  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4   20
CONECT    3   21   22   23
CONECT    4    5   24   25
CONECT    5    6   14   26
CONECT    6    7   27
CONECT    7    8    8    9
CONECT    9   10   11   28
CONECT   10   29   30
CONECT   11   12   13   31
CONECT   12   32   33   34
CONECT   13   35   36   37
CONECT   14   15   15   16
CONECT   16   38
END

HMDB0029131
     RDKit          3D
Valylleucine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -4.4476   -1.4691    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835   -0.3200    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2707    0.8368    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953   -0.8106   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1699   -0.1660   -0.6660 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0225   -0.0023    0.2444 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.0751   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -0.0946   -1.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381    0.3873    0.5085 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2128    0.1023    1.9191 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7081   -0.0901   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0324   -1.5113   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8645    0.9029    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167    1.3533   -0.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    1.8202   -2.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777    2.1056   -0.0626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0526   -2.3716    1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2846   -1.1400    1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -1.5978   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0031   -0.1984    1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9978    1.0677   -0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629    0.5056    0.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2672    1.7007    0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -1.9164   -0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0019   -0.9372   -1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -0.5792   -1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033    0.0671    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129    1.5386    0.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932   -0.2653    2.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054    0.6861    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4831    0.1112   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4070   -1.9668    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1863   -2.0609   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768   -1.6228   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    1.2732   -0.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257    0.4674    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    1.8529    0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5356    2.2664    0.8731 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  9 28  1  1
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
M  END

Synonyms

Value	Source
L-Val-L-leu	ChEBI
N-L-Valyl-L-leucine	ChEBI
Valyl-leucine	ChEBI
VL	ChEBI
L-Valyl-L-leucine	HMDB
N-Valylleucine	HMDB
V-L Dipeptide	HMDB
VL Dipeptide	HMDB
Val-leu	HMDB
Valine leucine dipeptide	HMDB
Valine-leucine dipeptide	HMDB
Valylleucine	ChEBI

Molecular Formula

C₁₁H₂₂N₂O₃

Average Mass

230.308

Monoisotopic Mass

230.163042576

IUPAC Name

(2S)-2-[(2S)-2-amino-3-methylbutanamido]-4-methylpentanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-methylbutanamido]-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H22N2O3/c1-6(2)5-8(11(15)16)13-10(14)9(12)7(3)4/h6-9H,5,12H2,1-4H3,(H,13,14)(H,15,16)/t8-,9-/m0/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:75013 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	8.65 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.2	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	4.07	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	6	ChemAxon
Refractivity	60.46 m³·mol⁻¹	ChemAxon
Polarizability	25.03 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0059-0690000000-d84c593c23b8ff46d8bf	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1900000000-df429f9a41558d585b4a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-0e0ce3a109bd1963aeb7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-3790000000-9359dee35e2be39940ea	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ei-9300000000-eb6eda593c5b3f42fede	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0596-9100000000-a5cfe4b4aa492f3889c8	2021-09-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0029131

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112133

KNApSAcK ID

Not Available

Chemspider ID

5361221

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6993117

PDB ID

Not Available

ChEBI ID

75013

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

De Felice M, Guardiola J, Lamberti A, Iaccarino M: Escherichia coli K-12 mutants altered in the transport systems for oligo- and dipeptides. J Bacteriol. 1973 Nov;116(2):751-6. doi: 10.1128/jb.116.2.751-756.1973. [PubMed:4126826 ]
Smulson ME, Rabinovitz M, Breitman TR: O-methylthreonine inhibition of growth and of threonine deaminase in Escherichia coli. J Bacteriol. 1967 Dec;94(6):1890-5. doi: 10.1128/jb.94.6.1890-1895.1967. [PubMed:4294594 ]

Showing metabocard for Valylleucine (MMDBc0000474)

MOL for #<Metabolite:0x00007fd108ba48f8>

3D MOL for #<Metabolite:0x00007fd108ba48f8>

3D SDF for #<Metabolite:0x00007fd108ba48f8>

3D-SDF for #<Metabolite:0x00007fd108ba48f8>

PDB for #<Metabolite:0x00007fd108ba48f8>

3D PDB for #<Metabolite:0x00007fd108ba48f8>

SMILES for #<Metabolite:0x00007fd108ba48f8>

INCHI for #<Metabolite:0x00007fd108ba48f8>

Structure for #<Metabolite:0x00007fd108ba48f8>

3D Structure for #<Metabolite:0x00007fd108ba48f8>