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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:02:58 UTC

Update Date

2021-09-14 15:43:53 UTC

HMDB ID

HMDB0028916

Secondary Accession Numbers

HMDB28916

Metabolite Identification

Common Name

Isoleucyl-Serine

Description

Isoleucyl-Serine is a dipeptide composed of isoleucine 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

HMDB0028916
     RDKit          3D
Isoleucyl-Serine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.3143   -0.1947   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523   -0.9379   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938    0.0387    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    0.6960    1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.7722    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.3237   -1.0316 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809   -0.0736    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    0.4888    1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    0.0082    0.1249 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808    0.6920    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -0.2527    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6820   -1.2915    1.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.7452   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4797    1.8999   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2810    2.5493   -0.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713   -0.9598   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0564    0.4395   -1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7214    0.4142   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268   -1.4032   -1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2366   -1.7183    0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.7527   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210    0.0146    1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.1724    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702    1.5002    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0412   -1.6344    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -0.5815   -1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607   -1.9988   -0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -0.4482   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499    1.1171    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720    0.2863    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987   -0.7187   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -1.7954    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9186    2.2897    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  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  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
  2 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  9 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


  Mrv1652304062013532D          

 15 14  0  0  0  0            999 V2000
    3.9379   -4.5078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6679   -3.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -4.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -4.8196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -3.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -2.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481   -4.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0983   -4.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -2.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283   -3.4164    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
  6  8  1  0  0  0  0
  8  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
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028916

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
TWVKGYNQQAUNRN-UHFFFAOYSA-N

> <FORMULA>
C9H18N2O4

> <MOLECULAR_WEIGHT>
218.2502

> <EXACT_MASS>
218.126657074

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.49994451336193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-amino-3-methylpentanamido)-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
-2.37

> <JCHEM_LOGP>
-3.094551957939499

> <ALOGPS_LOGS>
-0.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.970068456942816

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7382998955572724

> <JCHEM_PKA_STRONGEST_BASIC>
8.506487642206562

> <JCHEM_POLAR_SURFACE_AREA>
112.65

> <JCHEM_REFRACTIVITY>
52.935

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.36e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-amino-3-methylpentanamido)-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028916
     RDKit          3D
Isoleucyl-Serine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.3143   -0.1947   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523   -0.9379   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938    0.0387    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    0.6960    1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.7722    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.3237   -1.0316 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809   -0.0736    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    0.4888    1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    0.0082    0.1249 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808    0.6920    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -0.2527    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6820   -1.2915    1.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.7452   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4797    1.8999   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2810    2.5493   -0.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713   -0.9598   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0564    0.4395   -1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7214    0.4142   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268   -1.4032   -1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2366   -1.7183    0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.7527   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210    0.0146    1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.1724    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702    1.5002    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0412   -1.6344    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -0.5815   -1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607   -1.9988   -0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -0.4482   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499    1.1171    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720    0.2863    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987   -0.7187   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -1.7954    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9186    2.2897    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  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  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
  2 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  9 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                                 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       7.351  -8.415   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.343  -7.251   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.847  -5.795   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.830  -7.542   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.326  -8.997   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.822  -6.377   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.326  -4.922   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310  -6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.302  -5.504   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.863  -8.124   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.871  -9.288   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.383  -8.997   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.367  -6.668   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.359  -5.504   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      10.879  -6.377   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    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    1   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0028916
HETATM    1  C1  UNL     1      -4.314  -0.195  -0.842  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.052  -0.938  -0.468  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.994   0.039   0.071  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.562   0.696   1.260  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.758  -0.772   0.284  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.406  -1.324  -1.032  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.381  -0.074   0.834  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.352   0.489   1.948  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.603   0.008   0.125  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.781   0.692   0.619  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.959  -0.253   0.745  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.682  -1.292   1.623  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.165   1.745  -0.346  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.480   1.900  -1.383  1.00  0.00           O  
HETATM   15  O4  UNL     1       4.281   2.549  -0.090  1.00  0.00           O  
HETATM   16  H1  UNL     1      -5.071  -0.960  -1.096  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.056   0.440  -1.728  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.721   0.414  -0.034  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.627  -1.403  -1.356  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.237  -1.718   0.299  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.801   0.753  -0.754  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.221   0.015   1.873  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.881   1.172   1.950  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.270   1.500   0.902  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.041  -1.634   0.944  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.158  -0.581  -1.698  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.361  -1.999  -0.882  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.692  -0.448  -0.825  1.00  0.00           H  
HETATM   29  H14 UNL     1       2.550   1.117   1.608  1.00  0.00           H  
HETATM   30  H15 UNL     1       4.872   0.286   1.061  1.00  0.00           H  
HETATM   31  H16 UNL     1       4.199  -0.719  -0.233  1.00  0.00           H  
HETATM   32  H17 UNL     1       2.896  -1.795   1.329  1.00  0.00           H  
HETATM   33  H18 UNL     1       4.919   2.290   0.649  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    5   21
CONECT    4   22   23   24
CONECT    5    6    7   25
CONECT    6   26   27
CONECT    7    8    8    9
CONECT    9   10   28
CONECT   10   11   13   29
CONECT   11   12   30   31
CONECT   12   32
CONECT   13   14   14   15
CONECT   15   33
END

HMDB0028916
     RDKit          3D
Isoleucyl-Serine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.3143   -0.1947   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523   -0.9379   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938    0.0387    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    0.6960    1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.7722    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.3237   -1.0316 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809   -0.0736    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    0.4888    1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033    0.0082    0.1249 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808    0.6920    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -0.2527    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6820   -1.2915    1.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.7452   -0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4797    1.8999   -1.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2810    2.5493   -0.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713   -0.9598   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0564    0.4395   -1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7214    0.4142   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268   -1.4032   -1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2366   -1.7183    0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014    0.7527   -0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210    0.0146    1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.1724    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702    1.5002    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0412   -1.6344    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -0.5815   -1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607   -1.9988   -0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -0.4482   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5499    1.1171    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720    0.2863    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987   -0.7187   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -1.7954    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9186    2.2897    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  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  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
  2 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  9 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
I-S dipeptide	HMDB
Ile-ser	HMDB
IS dipeptide	HMDB
Isoleucine serine dipeptide	HMDB
Isoleucine-serine dipeptide	HMDB
Isoleucylserine	HMDB
L-Isoleucyl-L-serine	HMDB
2-[(2-Amino-1-hydroxy-3-methylpentylidene)amino]-3-hydroxypropanoate	HMDB

Chemical Formula

C₉H₁₈N₂O₄

Average Molecular Weight

218.2502

Monoisotopic Molecular Weight

218.126657074

IUPAC Name

2-(2-amino-3-methylpentanamido)-3-hydroxypropanoic acid

Traditional Name

2-(2-amino-3-methylpentanamido)-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

TWVKGYNQQAUNRN-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
Isoleucine 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: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0028916)

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-3.09	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	53.6 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-3.1	ChemAxon
logS	-0.61	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	8.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	52.94 m³·mol⁻¹	ChemAxon
Polarizability	22.5 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]+	151.661	31661259
DarkChem	[M-H]-	146.967	31661259
DeepCCS	[M+H]+	154.586	30932474
DeepCCS	[M-H]-	150.759	30932474
DeepCCS	[M-2H]-	187.711	30932474
DeepCCS	[M+Na]+	163.423	30932474
AllCCS	[M+H]+	150.2	32859911
AllCCS	[M+H-H2O]+	146.8	32859911
AllCCS	[M+NH4]+	153.4	32859911
AllCCS	[M+Na]+	154.3	32859911
AllCCS	[M-H]-	148.5	32859911
AllCCS	[M+Na-2H]-	149.5	32859911
AllCCS	[M+HCOO]-	150.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	1.59 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4275 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.11 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	340.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	719.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	251.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	63.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	58.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	312.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	271.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	694.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	638.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	138.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	881.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	167.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	469.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	428.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	257.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoleucyl-Serine	CCC(C)C(N)C(=O)NC(CO)C(O)=O	2872.9	Standard polar	33892256
Isoleucyl-Serine	CCC(C)C(N)C(=O)NC(CO)C(O)=O	1769.5	Standard non polar	33892256
Isoleucyl-Serine	CCC(C)C(N)C(=O)NC(CO)C(O)=O	1904.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isoleucyl-Serine,1TMS,isomer #1	CCC(C)C(N)C(=O)NC(CO[Si](C)(C)C)C(=O)O	1888.1	Semi standard non polar	33892256
Isoleucyl-Serine,1TMS,isomer #2	CCC(C)C(N)C(=O)NC(CO)C(=O)O[Si](C)(C)C	1887.7	Semi standard non polar	33892256
Isoleucyl-Serine,1TMS,isomer #3	CCC(C)C(N[Si](C)(C)C)C(=O)NC(CO)C(=O)O	1934.1	Semi standard non polar	33892256
Isoleucyl-Serine,1TMS,isomer #4	CCC(C)C(N)C(=O)N(C(CO)C(=O)O)[Si](C)(C)C	1895.3	Semi standard non polar	33892256
Isoleucyl-Serine,2TMS,isomer #1	CCC(C)C(N)C(=O)NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C	1894.2	Semi standard non polar	33892256
Isoleucyl-Serine,2TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)NC(CO[Si](C)(C)C)C(=O)O	1949.9	Semi standard non polar	33892256
Isoleucyl-Serine,2TMS,isomer #3	CCC(C)C(N)C(=O)N(C(CO[Si](C)(C)C)C(=O)O)[Si](C)(C)C	1939.8	Semi standard non polar	33892256
Isoleucyl-Serine,2TMS,isomer #4	CCC(C)C(N[Si](C)(C)C)C(=O)NC(CO)C(=O)O[Si](C)(C)C	1949.9	Semi standard non polar	33892256
Isoleucyl-Serine,2TMS,isomer #5	CCC(C)C(N)C(=O)N(C(CO)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1888.1	Semi standard non polar	33892256
Isoleucyl-Serine,2TMS,isomer #6	CCC(C)C(C(=O)NC(CO)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2087.8	Semi standard non polar	33892256
Isoleucyl-Serine,2TMS,isomer #7	CCC(C)C(N[Si](C)(C)C)C(=O)N(C(CO)C(=O)O)[Si](C)(C)C	1965.9	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #1	CCC(C)C(N[Si](C)(C)C)C(=O)NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C	1966.3	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #1	CCC(C)C(N[Si](C)(C)C)C(=O)NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C	1965.1	Standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #2	CCC(C)C(N)C(=O)N(C(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1928.5	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #2	CCC(C)C(N)C(=O)N(C(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1998.6	Standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #3	CCC(C)C(C(=O)NC(CO[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2132.0	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #3	CCC(C)C(C(=O)NC(CO[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2017.1	Standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #4	CCC(C)C(N[Si](C)(C)C)C(=O)N(C(CO[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2005.2	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #4	CCC(C)C(N[Si](C)(C)C)C(=O)N(C(CO[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2002.4	Standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #5	CCC(C)C(C(=O)NC(CO)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2106.1	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #5	CCC(C)C(C(=O)NC(CO)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1992.8	Standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #6	CCC(C)C(N[Si](C)(C)C)C(=O)N(C(CO)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1962.2	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #6	CCC(C)C(N[Si](C)(C)C)C(=O)N(C(CO)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1973.3	Standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #7	CCC(C)C(C(=O)N(C(CO)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2102.9	Semi standard non polar	33892256
Isoleucyl-Serine,3TMS,isomer #7	CCC(C)C(C(=O)N(C(CO)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2047.7	Standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #1	CCC(C)C(C(=O)NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2126.4	Semi standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #1	CCC(C)C(C(=O)NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2089.0	Standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)N(C(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1980.4	Semi standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)N(C(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2043.5	Standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #3	CCC(C)C(C(=O)N(C(CO[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2169.2	Semi standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #3	CCC(C)C(C(=O)N(C(CO[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2121.8	Standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #4	CCC(C)C(C(=O)N(C(CO)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2118.0	Semi standard non polar	33892256
Isoleucyl-Serine,4TMS,isomer #4	CCC(C)C(C(=O)N(C(CO)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2108.6	Standard non polar	33892256
Isoleucyl-Serine,5TMS,isomer #1	CCC(C)C(C(=O)N(C(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2186.5	Semi standard non polar	33892256
Isoleucyl-Serine,5TMS,isomer #1	CCC(C)C(C(=O)N(C(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2181.0	Standard non polar	33892256
Isoleucyl-Serine,1TBDMS,isomer #1	CCC(C)C(N)C(=O)NC(CO[Si](C)(C)C(C)(C)C)C(=O)O	2137.2	Semi standard non polar	33892256
Isoleucyl-Serine,1TBDMS,isomer #2	CCC(C)C(N)C(=O)NC(CO)C(=O)O[Si](C)(C)C(C)(C)C	2146.7	Semi standard non polar	33892256
Isoleucyl-Serine,1TBDMS,isomer #3	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NC(CO)C(=O)O	2186.8	Semi standard non polar	33892256
Isoleucyl-Serine,1TBDMS,isomer #4	CCC(C)C(N)C(=O)N(C(CO)C(=O)O)[Si](C)(C)C(C)(C)C	2135.7	Semi standard non polar	33892256
Isoleucyl-Serine,2TBDMS,isomer #1	CCC(C)C(N)C(=O)NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2353.4	Semi standard non polar	33892256
Isoleucyl-Serine,2TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NC(CO[Si](C)(C)C(C)(C)C)C(=O)O	2408.1	Semi standard non polar	33892256
Isoleucyl-Serine,2TBDMS,isomer #3	CCC(C)C(N)C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2385.1	Semi standard non polar	33892256
Isoleucyl-Serine,2TBDMS,isomer #4	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NC(CO)C(=O)O[Si](C)(C)C(C)(C)C	2413.0	Semi standard non polar	33892256
Isoleucyl-Serine,2TBDMS,isomer #5	CCC(C)C(N)C(=O)N(C(CO)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2344.2	Semi standard non polar	33892256
Isoleucyl-Serine,2TBDMS,isomer #6	CCC(C)C(C(=O)NC(CO)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2548.5	Semi standard non polar	33892256
Isoleucyl-Serine,2TBDMS,isomer #7	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CO)C(=O)O)[Si](C)(C)C(C)(C)C	2436.4	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #1	CCC(C)C(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	2611.0	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #1	CCC(C)C(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	2523.4	Standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #2	CCC(C)C(N)C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2588.1	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #2	CCC(C)C(N)C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2574.7	Standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #3	CCC(C)C(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	2782.8	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #3	CCC(C)C(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	2550.7	Standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #4	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2659.5	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #4	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2527.7	Standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #5	CCC(C)C(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	2764.3	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #5	CCC(C)C(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	2530.2	Standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #6	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CO)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2626.7	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #6	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CO)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2527.5	Standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #7	CCC(C)C(C(=O)N(C(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	2761.6	Semi standard non polar	33892256
Isoleucyl-Serine,3TBDMS,isomer #7	CCC(C)C(C(=O)N(C(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	2565.2	Standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #1	CCC(C)C(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	2978.6	Semi standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #1	CCC(C)C(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	2776.4	Standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2832.5	Semi standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2761.9	Standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #3	CCC(C)C(C(=O)N(C(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	3007.5	Semi standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #3	CCC(C)C(C(=O)N(C(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	2794.5	Standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #4	CCC(C)C(C(=O)N(C(CO)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2982.9	Semi standard non polar	33892256
Isoleucyl-Serine,4TBDMS,isomer #4	CCC(C)C(C(=O)N(C(CO)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2805.7	Standard non polar	33892256
Isoleucyl-Serine,5TBDMS,isomer #1	CCC(C)C(C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3256.2	Semi standard non polar	33892256
Isoleucyl-Serine,5TBDMS,isomer #1	CCC(C)C(C(=O)N(C(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3045.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isoleucyl-Serine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-9300000000-413e5da91d6fc1e07db7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoleucyl-Serine GC-MS (2 TMS) - 70eV, Positive	splash10-05g0-9622000000-ce59017569e09c3f2b44	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoleucyl-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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isoleucyl-Serine 6V, Positive-QTOF	splash10-000i-9120000000-4e00cac897b0eb5a2582	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 10V, Positive-QTOF	splash10-0gbi-6290000000-1b1596196b08a4aaf0f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 20V, Positive-QTOF	splash10-00kr-9100000000-ff149731ef4fe49a0981	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 40V, Positive-QTOF	splash10-0aor-9000000000-8e71bca7379bc95a1ae6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 10V, Negative-QTOF	splash10-014i-0970000000-d0a678cb3bfb7db1ad71	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 20V, Negative-QTOF	splash10-05ts-2910000000-059a2e0233e505831888	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 40V, Negative-QTOF	splash10-0a4r-9200000000-0bee31b3f01d558eb7de	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 10V, Positive-QTOF	splash10-029i-9730000000-dc79cea654856ab6f962	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 20V, Positive-QTOF	splash10-000i-9100000000-59e1d0be17f09dc33c5c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 40V, Positive-QTOF	splash10-0ab9-9000000000-9853703ff2976fdad43f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 10V, Negative-QTOF	splash10-014i-1790000000-14c40d56072653976ed2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 20V, Negative-QTOF	splash10-0fk9-9400000000-0da2ada260cdb4399429	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Serine 40V, Negative-QTOF	splash10-006x-9000000000-49cbb5c873efe391f597	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111944

KNApSAcK ID

Not Available

Chemspider ID

15948496

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14426033

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

Not Available

Showing metabocard for Isoleucyl-Serine (HMDB0028916)

MOL for HMDB0028916 (Isoleucyl-Serine)

3D MOL for HMDB0028916 (Isoleucyl-Serine)

3D SDF for HMDB0028916 (Isoleucyl-Serine)

3D-SDF for HMDB0028916 (Isoleucyl-Serine)

PDB for HMDB0028916 (Isoleucyl-Serine)

3D PDB for HMDB0028916 (Isoleucyl-Serine)

SMILES for HMDB0028916 (Isoleucyl-Serine)

INCHI for HMDB0028916 (Isoleucyl-Serine)

Structure for HMDB0028916 (Isoleucyl-Serine)

3D Structure for HMDB0028916 (Isoleucyl-Serine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra