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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:03 UTC

Update Date

2021-09-14 15:45:52 UTC

HMDB ID

HMDB0028938

Secondary Accession Numbers

HMDB28938

Metabolite Identification

Common Name

Leucyl-Serine

Description

Leucyl-Serine is a dipeptide composed of leucine and serine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

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

HMDB0028938
     RDKit          3D
Leucyl-Serine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -2.4146   -0.3859    1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6675    0.6746    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9752    0.2810   -0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611    0.8961   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2907    1.3106   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443    2.5755    0.2081 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5892    0.3539    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5094    0.0673    1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5127   -0.2893   -0.5412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958   -1.2356    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -2.0723   -0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7698   -1.2514   -1.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567   -0.6133    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1855   -1.3395    1.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461    0.7477    1.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -1.1977    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0578   -0.0493    2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014   -0.9063    1.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    1.6574    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8121    0.4180    0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8759   -0.8094   -0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.8159   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    1.6190   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -0.0731   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2178    1.5897   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6842    2.6231    0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810    2.6056    0.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4239   -0.8786    1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562   -1.9417    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2453   -2.5565   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6843   -2.8239   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4196   -1.2376   -2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274    1.4260    0.5621 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  1  0
  7  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END


  Mrv1652304032018452D          

 15 14  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  4  0  0  0
 11  8  2  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028938

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(N)C(O)=NC(CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18N2O4/c1-5(2)3-6(10)8(13)11-7(4-12)9(14)15/h5-7,12H,3-4,10H2,1-2H3,(H,11,13)(H,14,15)

> <INCHI_KEY>
XGDCYUQSFDQISZ-UHFFFAOYSA-N

> <FORMULA>
C9H18N2O4

> <MOLECULAR_WEIGHT>
218.2502

> <EXACT_MASS>
218.126657074

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.763710393787647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
-3.08

> <JCHEM_LOGP>
-2.567554181622755

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.3504685263394505

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.450207557431745

> <JCHEM_PKA_STRONGEST_BASIC>
9.605343029701112

> <JCHEM_POLAR_SURFACE_AREA>
116.14

> <JCHEM_REFRACTIVITY>
53.5337

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028938
     RDKit          3D
Leucyl-Serine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -2.4146   -0.3859    1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6675    0.6746    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9752    0.2810   -0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611    0.8961   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2907    1.3106   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443    2.5755    0.2081 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5892    0.3539    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5094    0.0673    1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5127   -0.2893   -0.5412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958   -1.2356    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -2.0723   -0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7698   -1.2514   -1.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567   -0.6133    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1855   -1.3395    1.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461    0.7477    1.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -1.1977    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0578   -0.0493    2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014   -0.9063    1.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    1.6574    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8121    0.4180    0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8759   -0.8094   -0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.8159   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    1.6190   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -0.0731   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2178    1.5897   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6842    2.6231    0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810    2.6056    0.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4239   -0.8786    1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562   -1.9417    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2453   -2.5565   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6843   -2.8239   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4196   -1.2376   -2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274    1.4260    0.5621 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  1  0
  7  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.540   2.667   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.770  -4.001   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    5    6                                                       
CONECT    4    7   12                                                       
CONECT    5    1    2    3                                                  
CONECT    6    3    8   10                                                  
CONECT    7    4    9   11                                                  
CONECT    8    6   11   13                                                  
CONECT    9    7   14   15                                                  
CONECT   10    6                                                            
CONECT   11    7    8                                                       
CONECT   12    4                                                            
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0028938
HETATM    1  C1  UNL     1      -2.415  -0.386   1.195  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.668   0.675   0.183  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.975   0.281  -0.540  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.661   0.896  -0.868  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.291   1.311  -0.521  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.244   2.576   0.208  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.589   0.354   0.131  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.509   0.067   1.473  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.513  -0.289  -0.541  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.396  -1.236   0.061  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.055  -2.072  -0.998  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.770  -1.251  -1.838  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.357  -0.613   0.989  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.185  -1.340   1.581  1.00  0.00           O  
HETATM   15  O4  UNL     1       3.346   0.748   1.206  1.00  0.00           O  
HETATM   16  H1  UNL     1      -1.755  -1.198   0.835  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.058  -0.049   2.174  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.401  -0.906   1.451  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.963   1.657   0.683  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.812   0.418   0.144  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.876  -0.809  -0.728  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.064   0.816  -1.493  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.123   1.619  -1.619  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.591  -0.073  -1.455  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.218   1.590  -1.518  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.684   2.623   0.682  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.981   2.606   0.941  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.424  -0.879   1.790  1.00  0.00           H  
HETATM   29  H14 UNL     1       1.756  -1.942   0.667  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.245  -2.556  -1.585  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.684  -2.824  -0.478  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.420  -1.238  -2.772  1.00  0.00           H  
HETATM   33  H18 UNL     1       3.727   1.426   0.562  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6    7   25
CONECT    6   26   27
CONECT    7    8    9    9
CONECT    8   28
CONECT    9   10
CONECT   10   11   13   29
CONECT   11   12   30   31
CONECT   12   32
CONECT   13   14   14   15
CONECT   15   33
END

HMDB0028938
     RDKit          3D
Leucyl-Serine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -2.4146   -0.3859    1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6675    0.6746    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9752    0.2810   -0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611    0.8961   -0.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2907    1.3106   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2443    2.5755    0.2081 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5892    0.3539    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5094    0.0673    1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5127   -0.2893   -0.5412 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958   -1.2356    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549   -2.0723   -0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7698   -1.2514   -1.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567   -0.6133    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1855   -1.3395    1.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461    0.7477    1.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -1.1977    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0578   -0.0493    2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014   -0.9063    1.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    1.6574    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8121    0.4180    0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8759   -0.8094   -0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.8159   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    1.6190   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -0.0731   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2178    1.5897   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6842    2.6231    0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810    2.6056    0.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4239   -0.8786    1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562   -1.9417    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2453   -2.5565   -1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6843   -2.8239   -0.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4196   -1.2376   -2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274    1.4260    0.5621 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  1  0
  7  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Leucyl-L-serine	HMDB
L-S Dipeptide	HMDB
Leu-ser	HMDB
Leucine serine dipeptide	HMDB
Leucine-serine dipeptide	HMDB
Leucylserine	HMDB
LS Dipeptide	HMDB
2-[(2-Amino-1-hydroxy-4-methylpentylidene)amino]-3-hydroxypropanoate	HMDB

Chemical Formula

C₉H₁₈N₂O₄

Average Molecular Weight

218.2502

Monoisotopic Molecular Weight

218.126657074

IUPAC Name

2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-hydroxypropanoic acid

Traditional Name

2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(N)C(O)=NC(CO)C(O)=O

InChI Identifier

InChI=1S/C9H18N2O4/c1-5(2)3-6(10)8(13)11-7(4-12)9(14)15/h5-7,12H,3-4,10H2,1-2H3,(H,11,13)(H,14,15)

InChI Key

XGDCYUQSFDQISZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Alpha-amino acid or derivatives
Beta-hydroxy acid
Fatty amide
Hydroxy acid
N-acyl-amine
Fatty acyl
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Alcohol
Amine
Primary amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 25037050)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Caprae

Domestic goat (FooDB: FOOD00529)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	-3.17	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	51.2 g/L	ALOGPS
logP	-3.1	ALOGPS
logP	-2.6	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	53.53 m³·mol⁻¹	ChemAxon
Polarizability	22.76 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
DarkChem	[M+H]+	149.658	31661259
DarkChem	[M-H]-	150.091	31661259
DeepCCS	[M+H]+	155.838	30932474
DeepCCS	[M-H]-	151.893	30932474
DeepCCS	[M-2H]-	189.287	30932474
DeepCCS	[M+Na]+	164.95	30932474
AllCCS	[M+H]+	150.5	32859911
AllCCS	[M+H-H2O]+	147.1	32859911
AllCCS	[M+NH4]+	153.7	32859911
AllCCS	[M+Na]+	154.6	32859911
AllCCS	[M-H]-	148.9	32859911
AllCCS	[M+Na-2H]-	150.0	32859911
AllCCS	[M+HCOO]-	151.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leucyl-Serine	CC(C)CC(N)C(O)=NC(CO)C(O)=O	2592.3	Standard polar	33892256
Leucyl-Serine	CC(C)CC(N)C(O)=NC(CO)C(O)=O	1753.2	Standard non polar	33892256
Leucyl-Serine	CC(C)CC(N)C(O)=NC(CO)C(O)=O	1983.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Leucyl-Serine,1TMS,isomer #1	CC(C)CC(N)C(=NC(CO)C(=O)O)O[Si](C)(C)C	1867.3	Semi standard non polar	33892256
Leucyl-Serine,1TMS,isomer #2	CC(C)CC(N)C(O)=NC(CO[Si](C)(C)C)C(=O)O	1929.1	Semi standard non polar	33892256
Leucyl-Serine,1TMS,isomer #3	CC(C)CC(N)C(O)=NC(CO)C(=O)O[Si](C)(C)C	1887.8	Semi standard non polar	33892256
Leucyl-Serine,1TMS,isomer #4	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CO)C(=O)O	1967.9	Semi standard non polar	33892256
Leucyl-Serine,2TMS,isomer #1	CC(C)CC(N)C(=NC(CO[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1892.0	Semi standard non polar	33892256
Leucyl-Serine,2TMS,isomer #2	CC(C)CC(N)C(=NC(CO)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1882.2	Semi standard non polar	33892256
Leucyl-Serine,2TMS,isomer #3	CC(C)CC(N[Si](C)(C)C)C(=NC(CO)C(=O)O)O[Si](C)(C)C	1920.8	Semi standard non polar	33892256
Leucyl-Serine,2TMS,isomer #4	CC(C)CC(N)C(O)=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C	1919.6	Semi standard non polar	33892256
Leucyl-Serine,2TMS,isomer #5	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CO[Si](C)(C)C)C(=O)O	1996.6	Semi standard non polar	33892256
Leucyl-Serine,2TMS,isomer #6	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CO)C(=O)O[Si](C)(C)C	1955.2	Semi standard non polar	33892256
Leucyl-Serine,2TMS,isomer #7	CC(C)CC(C(O)=NC(CO)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2146.9	Semi standard non polar	33892256
Leucyl-Serine,3TMS,isomer #1	CC(C)CC(N)C(=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1871.7	Semi standard non polar	33892256
Leucyl-Serine,3TMS,isomer #2	CC(C)CC(N[Si](C)(C)C)C(=NC(CO[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1927.3	Semi standard non polar	33892256
Leucyl-Serine,3TMS,isomer #3	CC(C)CC(N[Si](C)(C)C)C(=NC(CO)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1886.2	Semi standard non polar	33892256
Leucyl-Serine,3TMS,isomer #4	CC(C)CC(C(=NC(CO)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2111.3	Semi standard non polar	33892256
Leucyl-Serine,3TMS,isomer #5	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C	1970.2	Semi standard non polar	33892256
Leucyl-Serine,3TMS,isomer #6	CC(C)CC(C(O)=NC(CO[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2185.5	Semi standard non polar	33892256
Leucyl-Serine,3TMS,isomer #7	CC(C)CC(C(O)=NC(CO)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2141.4	Semi standard non polar	33892256
Leucyl-Serine,4TMS,isomer #1	CC(C)CC(N[Si](C)(C)C)C(=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1920.9	Semi standard non polar	33892256
Leucyl-Serine,4TMS,isomer #1	CC(C)CC(N[Si](C)(C)C)C(=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1982.2	Standard non polar	33892256
Leucyl-Serine,4TMS,isomer #2	CC(C)CC(C(=NC(CO[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2135.0	Semi standard non polar	33892256
Leucyl-Serine,4TMS,isomer #2	CC(C)CC(C(=NC(CO[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2073.7	Standard non polar	33892256
Leucyl-Serine,4TMS,isomer #3	CC(C)CC(C(=NC(CO)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2103.8	Semi standard non polar	33892256
Leucyl-Serine,4TMS,isomer #3	CC(C)CC(C(=NC(CO)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2056.1	Standard non polar	33892256
Leucyl-Serine,4TMS,isomer #4	CC(C)CC(C(O)=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2154.4	Semi standard non polar	33892256
Leucyl-Serine,4TMS,isomer #4	CC(C)CC(C(O)=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2099.6	Standard non polar	33892256
Leucyl-Serine,5TMS,isomer #1	CC(C)CC(C(=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2120.0	Semi standard non polar	33892256
Leucyl-Serine,5TMS,isomer #1	CC(C)CC(C(=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2131.2	Standard non polar	33892256
Leucyl-Serine,1TBDMS,isomer #1	CC(C)CC(N)C(=NC(CO)C(=O)O)O[Si](C)(C)C(C)(C)C	2107.9	Semi standard non polar	33892256
Leucyl-Serine,1TBDMS,isomer #2	CC(C)CC(N)C(O)=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O	2159.3	Semi standard non polar	33892256
Leucyl-Serine,1TBDMS,isomer #3	CC(C)CC(N)C(O)=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C	2112.7	Semi standard non polar	33892256
Leucyl-Serine,1TBDMS,isomer #4	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CO)C(=O)O	2170.5	Semi standard non polar	33892256
Leucyl-Serine,2TBDMS,isomer #1	CC(C)CC(N)C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2319.7	Semi standard non polar	33892256
Leucyl-Serine,2TBDMS,isomer #2	CC(C)CC(N)C(=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2306.2	Semi standard non polar	33892256
Leucyl-Serine,2TBDMS,isomer #3	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CO)C(=O)O)O[Si](C)(C)C(C)(C)C	2350.7	Semi standard non polar	33892256
Leucyl-Serine,2TBDMS,isomer #4	CC(C)CC(N)C(O)=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2351.5	Semi standard non polar	33892256
Leucyl-Serine,2TBDMS,isomer #5	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O	2388.6	Semi standard non polar	33892256
Leucyl-Serine,2TBDMS,isomer #6	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C	2366.1	Semi standard non polar	33892256
Leucyl-Serine,2TBDMS,isomer #7	CC(C)CC(C(O)=NC(CO)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2478.3	Semi standard non polar	33892256
Leucyl-Serine,3TBDMS,isomer #1	CC(C)CC(N)C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2497.8	Semi standard non polar	33892256
Leucyl-Serine,3TBDMS,isomer #2	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2548.1	Semi standard non polar	33892256
Leucyl-Serine,3TBDMS,isomer #3	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2529.8	Semi standard non polar	33892256
Leucyl-Serine,3TBDMS,isomer #4	CC(C)CC(C(=NC(CO)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2733.8	Semi standard non polar	33892256
Leucyl-Serine,3TBDMS,isomer #5	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2580.2	Semi standard non polar	33892256
Leucyl-Serine,3TBDMS,isomer #6	CC(C)CC(C(O)=NC(CO[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	2732.8	Semi standard non polar	33892256
Leucyl-Serine,3TBDMS,isomer #7	CC(C)CC(C(O)=NC(CO)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	2706.3	Semi standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #1	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2726.7	Semi standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #1	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2672.0	Standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #2	CC(C)CC(C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2953.7	Semi standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #2	CC(C)CC(C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2730.2	Standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #3	CC(C)CC(C(=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2940.3	Semi standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #3	CC(C)CC(C(=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2748.9	Standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #4	CC(C)CC(C(O)=NC(CO[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	2934.1	Semi standard non polar	33892256
Leucyl-Serine,4TBDMS,isomer #4	CC(C)CC(C(O)=NC(CO[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	2829.1	Standard non polar	33892256
Leucyl-Serine,5TBDMS,isomer #1	CC(C)CC(C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3191.3	Semi standard non polar	33892256
Leucyl-Serine,5TBDMS,isomer #1	CC(C)CC(C(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2976.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-Serine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001c-9410000000-d4b9b7917cfe5aececfc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-Serine GC-MS (2 TMS) - 70eV, Positive	splash10-059j-9732000000-b725d91cf057bbaaa340	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-Serine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-Serine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 10V, Positive-QTOF	splash10-0uy0-4390000000-032688b971b97c6e1035	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 20V, Positive-QTOF	splash10-029i-9200000000-1edf2fb8af998abf2cb2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 40V, Positive-QTOF	splash10-0ap0-9000000000-247350233f4de14fd8d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 10V, Negative-QTOF	splash10-014i-0960000000-5372f0453640da71a5e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 20V, Negative-QTOF	splash10-059j-2910000000-a03c3b81f0a40a09ab71	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 40V, Negative-QTOF	splash10-0r09-9500000000-79bc91a6e62764c2cc07	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 10V, Negative-QTOF	splash10-0uxs-0930000000-7aad5fba9145f7c92cbe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 20V, Negative-QTOF	splash10-0udi-6900000000-5a671cfd57ea48aa8b3d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 40V, Negative-QTOF	splash10-052f-9100000000-025f2ea0851ac56268da	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 10V, Positive-QTOF	splash10-05n0-9460000000-c809262ef18255f67ad8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 20V, Positive-QTOF	splash10-00kr-9000000000-a540fec1056bba33045f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Serine 40V, Positive-QTOF	splash10-00ko-9000000000-80dbdf95f953562dce89	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	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	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

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 ]
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 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098212

KNApSAcK ID

Not Available

Chemspider ID

2856650

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3621685

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Ho PH, Stroobants K, Parac-Vogt TN: Hydrolysis of serine-containing peptides at neutral pH promoted by [MoO4]2- oxyanion. Inorg Chem. 2011 Dec 5;50(23):12025-33. doi: 10.1021/ic2015034. Epub 2011 Oct 31. [PubMed:22040112 ]
Ho PH, Mihaylov T, Pierloot K, Parac-Vogt TN: Hydrolytic activity of vanadate toward serine-containing peptides studied by kinetic experiments and DFT theory. Inorg Chem. 2012 Aug 20;51(16):8848-59. doi: 10.1021/ic300761g. Epub 2012 Jul 30. [PubMed:22845736 ]
Wibisono HT, Linkie M, Guillera-Arroita G, Smith JA, Sunarto, Pusparini W, Asriadi, Baroto P, Brickle N, Dinata Y, Gemita E, Gunaryadi D, Haidir IA, Herwansyah, Karina I, Kiswayadi D, Kristiantono D, Kurniawan H, Lahoz-Monfort JJ, Leader-Williams N, Maddox T, Martyr DJ, Maryati, Nugroho A, Parakkasi K, Priatna D, Ramadiyanta E, Ramono WS, Reddy GV, Rood EJ, Saputra DY, Sarimudi A, Salampessy A, Septayuda E, Suhartono T, Sumantri A, Susilo, Tanjung I, Tarmizi, Yulianto K, Yunus M, Zulfahmi: Population status of a cryptic top predator: an island-wide assessment of tigers in Sumatran rainforests. PLoS One. 2011;6(11):e25931. doi: 10.1371/journal.pone.0025931. Epub 2011 Nov 2. [PubMed:22087218 ]
Girard-Buttoz C, Heistermann M, Krummel S, Engelhardt A: Seasonal and social influences on fecal androgen and glucocorticoid excretion in wild male long-tailed macaques (Macaca fascicularis). Physiol Behav. 2009 Aug 4;98(1-2):168-75. doi: 10.1016/j.physbeh.2009.05.005. Epub 2009 May 18. [PubMed:19454293 ]
Sugardjito J, van Hooff JA: Age-sex class differences in the positional behaviour of the Sumatran orang-utan (Pongo pygmaeus abelii) in the Gunung Leuser National Park, Indonesia. Folia Primatol (Basel). 1986;47(1):14-25. [PubMed:3557227 ]
Elliott S, Brimacombe J: The medicinal plants of Gunung Leuser National Park, Indonesia. J Ethnopharmacol. 1987 May;19(3):285-317. [PubMed:3669690 ]
Ungar PS: Patterns of ingestive behavior and anterior tooth use differences in sympatric anthropoid primates. Am J Phys Anthropol. 1994 Oct;95(2):197-219. [PubMed:7802096 ]
McWherter CA, Rocque WJ, Zupec ME, Freeman SK, Brown DL, Devadas B, Getman DP, Sikorski JA, Gordon JI: Scanning alanine mutagenesis and de-peptidization of a Candida albicans myristoyl-CoA:protein N-myristoyltransferase octapeptide substrate reveals three elements critical for molecular recognition. J Biol Chem. 1997 May 2;272(18):11874-80. [PubMed:9115247 ]
Thorpe SK, Crompton RH: Locomotor ecology of wild orangutans (Pongo pygmaeus abelii) in the Gunung Leuser Ecosystem, Sumatra, Indonesia: a multivariate analysis using log-linear modelling. Am J Phys Anthropol. 2005 May;127(1):58-78. [PubMed:15386279 ]
Wich S, Buij R, van Schaik C: Determinants of orangutan density in the dryland forests of the Leuser Ecosystem. Primates. 2004 Jul;45(3):177-82. Epub 2004 Apr 20. [PubMed:15098098 ]

Showing metabocard for Leucyl-Serine (HMDB0028938)

MOL for HMDB0028938 (Leucyl-Serine)

3D MOL for HMDB0028938 (Leucyl-Serine)

3D SDF for HMDB0028938 (Leucyl-Serine)

3D-SDF for HMDB0028938 (Leucyl-Serine)

PDB for HMDB0028938 (Leucyl-Serine)

3D PDB for HMDB0028938 (Leucyl-Serine)

SMILES for HMDB0028938 (Leucyl-Serine)

INCHI for HMDB0028938 (Leucyl-Serine)

Structure for HMDB0028938 (Leucyl-Serine)

3D Structure for HMDB0028938 (Leucyl-Serine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra