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Showing metabocard for Leucyl-Glycine (HMDB0028929)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 21:03:01 UTC
Update Date2023-02-21 17:18:37 UTC
HMDB IDHMDB0028929
Secondary Accession Numbers
  • HMDB28929
Metabolite Identification
Common NameLeucyl-Glycine
DescriptionLeucyl-Glycine is a dipeptide composed of leucine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.
Structure
Data?1676999917
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0028929 (Leucyl-Glycine)


  Mrv1652304062013552D          

 13 12  0  0  0  0            999 V2000
    6.5704    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
Download

3D MOL for HMDB0028929 (Leucyl-Glycine)

HMDB0028929
     RDKit          3D
Leucyl-Glycine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.3846    0.0133    1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.3078    0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466   -1.3296   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4715    0.9517    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    0.8013   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448    2.1445   -1.2426 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    0.4807    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612    1.3663    0.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -0.7039    0.0212 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437   -1.2467    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781   -0.5218    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912   -0.1631    1.0920 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2993   -0.2370   -1.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0959    0.3621    0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.7512    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023   -0.9788    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3918   -0.7383    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -2.0897   -0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9428   -0.8850   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -1.8406   -0.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.5602   -0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777    1.5923    0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1977    0.1131   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0575    2.1033   -1.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113    2.8495   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -1.4316   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7372   -0.9835    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845   -2.2892    0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    0.6572   -1.3438 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  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  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END
Download

3D SDF for HMDB0028929 (Leucyl-Glycine)


  Mrv1652304062013552D          

 13 12  0  0  0  0            999 V2000
    6.5704    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028929

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(N)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)

> <INCHI_KEY>
LESXFEZIFXFIQR-UHFFFAOYSA-N

> <FORMULA>
C8H16N2O3

> <MOLECULAR_WEIGHT>
188.2242

> <EXACT_MASS>
188.116092388

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.85082207281701

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-amino-4-methylpentanamido)acetic acid

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-2.6945624050895023

> <ALOGPS_LOGS>
-1.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.57992959568507

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.943141047562978

> <JCHEM_PKA_STRONGEST_BASIC>
8.432928972237919

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
46.9744

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-amino-4-methylpentanamido)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0028929 (Leucyl-Glycine)

HMDB0028929
     RDKit          3D
Leucyl-Glycine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.3846    0.0133    1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.3078    0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466   -1.3296   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4715    0.9517    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    0.8013   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1448    2.1445   -1.2426 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    0.4807    0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612    1.3663    0.9366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -0.7039    0.0212 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437   -1.2467    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781   -0.5218    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912   -0.1631    1.0920 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2993   -0.2370   -1.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0959    0.3621    0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.7512    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023   -0.9788    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3918   -0.7383    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -2.0897   -0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9428   -0.8850   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -1.8406   -0.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1838    1.5602   -0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777    1.5923    0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1977    0.1131   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0575    2.1033   -1.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113    2.8495   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2091   -1.4316   -0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7372   -0.9835    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845   -2.2892    0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6981    0.6572   -1.3438 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  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  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END
Download

PDB for HMDB0028929 (Leucyl-Glycine)

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  N   UNK     0      12.265   4.001   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.931   6.311   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       9.597   2.461   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.930   2.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0028929 (Leucyl-Glycine)

COMPND    HMDB0028929
HETATM    1  C1  UNL     1      -3.385   0.013   1.248  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.051  -0.308   0.585  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.347  -1.330  -0.494  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.471   0.952   0.021  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.191   0.801  -0.688  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.145   2.144  -1.243  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.018   0.481   0.190  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.361   1.366   0.937  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.668  -0.704   0.021  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.844  -1.247   0.632  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.078  -0.522   0.253  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.891  -0.163   1.092  1.00  0.00           O  
HETATM   13  O3  UNL     1       4.299  -0.237  -1.072  1.00  0.00           O  
HETATM   14  H1  UNL     1      -4.096   0.362   0.440  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.320   0.751   2.040  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.802  -0.979   1.578  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.392  -0.738   1.332  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.008  -2.090  -0.033  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.943  -0.885  -1.326  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.438  -1.841  -0.854  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.184   1.560  -0.562  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.278   1.592   0.941  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.198   0.113  -1.534  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.057   2.103  -1.736  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.111   2.850  -0.503  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.209  -1.432  -0.706  1.00  0.00           H  
HETATM   27  H14 UNL     1       2.737  -0.984   1.764  1.00  0.00           H  
HETATM   28  H15 UNL     1       2.984  -2.289   0.537  1.00  0.00           H  
HETATM   29  H16 UNL     1       4.698   0.657  -1.344  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4   17
CONECT    3   18   19   20
CONECT    4    5   21   22
CONECT    5    6    7   23
CONECT    6   24   25
CONECT    7    8    8    9
CONECT    9   10   26
CONECT   10   11   27   28
CONECT   11   12   12   13
CONECT   13   29
END
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SMILES for HMDB0028929 (Leucyl-Glycine)

CC(C)CC(N)C(=O)NCC(O)=O
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INCHI for HMDB0028929 (Leucyl-Glycine)

InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
L-g DipeptideHMDB
L-Leucyl-L-glycineHMDB
Leu-glyHMDB, MeSH
Leucine glycine dipeptideHMDB
Leucine-glycine dipeptideHMDB
LeucylglycineHMDB, MeSH
LG DipeptideHMDB
Glycyl-L-leucineMeSH, HMDB
GlycylleucineMeSH, HMDB
Glycylleucine, (D)-isomerMeSH, HMDB
Gly-leuMeSH, HMDB
2-[(2-Amino-1-hydroxy-4-methylpentylidene)amino]acetateGenerator, HMDB
Chemical FormulaC8H16N2O3
Average Molecular Weight188.2242
Monoisotopic Molecular Weight188.116092388
IUPAC Name2-(2-amino-4-methylpentanamido)acetic acid
Traditional Name(2-amino-4-methylpentanamido)acetic acid
CAS Registry NumberNot Available
SMILES
CC(C)CC(N)C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)
InChI KeyLESXFEZIFXFIQR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Leucine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-2.69Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.8 g/LALOGPS
logP-1.8ALOGPS
logP-2.7ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.94ChemAxon
pKa (Strongest Basic)8.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity46.97 m³·mol⁻¹ChemAxon
Polarizability19.85 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+143.9631661259
DarkChem[M-H]-139.76331661259
DeepCCS[M+H]+144.83230932474
DeepCCS[M-H]-140.90630932474
DeepCCS[M-2H]-178.36930932474
DeepCCS[M+Na]+154.03430932474
AllCCS[M+H]+143.432859911
AllCCS[M+H-H2O]+139.832859911
AllCCS[M+NH4]+146.832859911
AllCCS[M+Na]+147.832859911
AllCCS[M-H]-142.632859911
AllCCS[M+Na-2H]-144.132859911
AllCCS[M+HCOO]-145.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.52 minutes32390414
Predicted by Siyang on May 30, 20229.7406 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20227.67 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid223.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Leucyl-GlycineCC(C)CC(N)C(=O)NCC(O)=O2554.3Standard polar33892256
Leucyl-GlycineCC(C)CC(N)C(=O)NCC(O)=O1577.1Standard non polar33892256
Leucyl-GlycineCC(C)CC(N)C(=O)NCC(O)=O1725.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Leucyl-Glycine,1TMS,isomer #1CC(C)CC(N)C(=O)NCC(=O)O[Si](C)(C)C1714.0Semi standard non polar33892256
Leucyl-Glycine,1TMS,isomer #2CC(C)CC(N[Si](C)(C)C)C(=O)NCC(=O)O1741.4Semi standard non polar33892256
Leucyl-Glycine,1TMS,isomer #3CC(C)CC(N)C(=O)N(CC(=O)O)[Si](C)(C)C1707.7Semi standard non polar33892256
Leucyl-Glycine,2TMS,isomer #1CC(C)CC(N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C1771.6Semi standard non polar33892256
Leucyl-Glycine,2TMS,isomer #1CC(C)CC(N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C1759.9Standard non polar33892256
Leucyl-Glycine,2TMS,isomer #2CC(C)CC(N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1714.4Semi standard non polar33892256
Leucyl-Glycine,2TMS,isomer #2CC(C)CC(N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1779.7Standard non polar33892256
Leucyl-Glycine,2TMS,isomer #3CC(C)CC(C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C1927.3Semi standard non polar33892256
Leucyl-Glycine,2TMS,isomer #3CC(C)CC(C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C1784.3Standard non polar33892256
Leucyl-Glycine,2TMS,isomer #4CC(C)CC(N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C1793.9Semi standard non polar33892256
Leucyl-Glycine,2TMS,isomer #4CC(C)CC(N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C1787.1Standard non polar33892256
Leucyl-Glycine,3TMS,isomer #1CC(C)CC(C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1912.2Semi standard non polar33892256
Leucyl-Glycine,3TMS,isomer #1CC(C)CC(C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1880.7Standard non polar33892256
Leucyl-Glycine,3TMS,isomer #2CC(C)CC(N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1781.8Semi standard non polar33892256
Leucyl-Glycine,3TMS,isomer #2CC(C)CC(N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1851.1Standard non polar33892256
Leucyl-Glycine,3TMS,isomer #3CC(C)CC(C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1923.8Semi standard non polar33892256
Leucyl-Glycine,3TMS,isomer #3CC(C)CC(C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1905.5Standard non polar33892256
Leucyl-Glycine,4TMS,isomer #1CC(C)CC(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1960.5Semi standard non polar33892256
Leucyl-Glycine,4TMS,isomer #1CC(C)CC(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1980.6Standard non polar33892256
Leucyl-Glycine,1TBDMS,isomer #1CC(C)CC(N)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C1968.2Semi standard non polar33892256
Leucyl-Glycine,1TBDMS,isomer #2CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O1989.9Semi standard non polar33892256
Leucyl-Glycine,1TBDMS,isomer #3CC(C)CC(N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C1941.7Semi standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #1CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2215.0Semi standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #1CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2144.0Standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #2CC(C)CC(N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2172.6Semi standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #2CC(C)CC(N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2163.1Standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #3CC(C)CC(C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2361.1Semi standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #3CC(C)CC(C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2175.1Standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #4CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2250.5Semi standard non polar33892256
Leucyl-Glycine,2TBDMS,isomer #4CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2167.9Standard non polar33892256
Leucyl-Glycine,3TBDMS,isomer #1CC(C)CC(C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2558.3Semi standard non polar33892256
Leucyl-Glycine,3TBDMS,isomer #1CC(C)CC(C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2438.8Standard non polar33892256
Leucyl-Glycine,3TBDMS,isomer #2CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2444.5Semi standard non polar33892256
Leucyl-Glycine,3TBDMS,isomer #2CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2415.4Standard non polar33892256
Leucyl-Glycine,3TBDMS,isomer #3CC(C)CC(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2583.3Semi standard non polar33892256
Leucyl-Glycine,3TBDMS,isomer #3CC(C)CC(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2459.5Standard non polar33892256
Leucyl-Glycine,4TBDMS,isomer #1CC(C)CC(C(=O)N(CC(=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)C2807.3Semi standard non polar33892256
Leucyl-Glycine,4TBDMS,isomer #1CC(C)CC(C(=O)N(CC(=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)C2706.3Standard non polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MalePeriodontal Probing Depth details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. 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 ]
  2. 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 ]
  3. 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 ]
Periodontal Probing Depth
  1. Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB111956
KNApSAcK IDNot Available
Chemspider ID71402
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound79070
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Fujii Y, Kiss T, Gajda T, Tan XS, Sato T, Nakano Y, Hayashi Y, Yashiro M: Copper(II)- cis, cis-1,3,5-triaminocyclohexane complex-promoted hydrolysis of dipeptides: kinetic, speciation and structural studies. J Biol Inorg Chem. 2002 Sep;7(7-8):843-51. Epub 2002 Apr 30. [PubMed:12203021 ]
  2. Yoshino AH, Okabayashi HF, Kanbe HH, Suzuki K, O'Connor CJ: Folded structures of L-leucylglycine oligopeptides and their aggregational behavior in aqueous solution: Raman scattering spectra and proton NMR spin-lattice relaxation studies. J Phys Chem B. 2008 May 8;112(18):5824-33. doi: 10.1021/jp074732q. Epub 2008 Apr 12. [PubMed:18407703 ]
  3. Nethery A, O'Grady RL: Interstitial collagenase from rat mammary carcinoma cells: interaction with substrates and inhibitors. Invasion Metastasis. 1991;11(5):241-8. [PubMed:1666066 ]
  4. Kiyotani T, Sugawara Y: L-Leucylglycine 0.67-hydrate and [(4S)-2,2-dimethyl-4-(2-methylpropyl)-5-oxoimidazolidin-3-ium-1-yl]acetate. Acta Crystallogr C. 2012 Dec;68(Pt 12):o498-501. doi: 10.1107/S010827011204810X. Epub 2012 Nov 28. [PubMed:23221255 ]
  5. Xia T, Akers K, Eisen AZ, Seltzer JL: Comparison of cleavage site specificity of gelatinases A and B using collagenous peptides. Biochim Biophys Acta. 1996 Apr 16;1293(2):259-66. [PubMed:8620038 ]
  6. Suzuki H, Kamatani S, Kumagai H: Purification and characterization of aminopeptidase B from Escherichia coli K-12. Biosci Biotechnol Biochem. 2001 Jul;65(7):1549-58. [PubMed:11515538 ]