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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:02:38 UTC

Update Date

2021-09-14 15:45:02 UTC

HMDB ID

HMDB0028822

Secondary Accession Numbers

HMDB28822

Metabolite Identification

Common Name

Glutamylisoleucine

Description

Glutamylisoleucine is a dipeptide composed of glutamate and isoleucine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Glutamylisoleucine 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.

Structure

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

HMDB0028822
     RDKit          3D
Glutamylisoleucine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -2.6451    2.1780   -0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7187    1.0664   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -0.2778   -0.3055 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6545   -0.4278    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -1.3805    0.0753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1489   -1.2114   -0.6667 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9649    0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681   -0.9058    1.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3520   -0.7678   -0.5942 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2555   -1.0625   -2.0262 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203    0.6037   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1244    1.0006    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    2.3875    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714    3.3974    0.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833    2.5321    1.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9599   -2.6744   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -3.5581   -0.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097   -2.9249   -0.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    1.9460   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929    2.2454    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.1231   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    1.1076    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411    1.1246   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6058   -0.3301   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034   -1.2817    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725    0.4904    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4935   -0.6085   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295   -1.3216    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.2762   -1.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -1.5209   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270   -2.0717   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956   -0.4430   -2.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.5898   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421    1.2993   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449    1.0168    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    0.3395    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370    1.8609    0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -3.2997   -1.0983 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  6
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  0
  9 30  1  1
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
 18 38  1  0
M  END


  Mrv1652304062013392D          

 18 17  0  0  0  0            999 V2000
 2502.3625 2500.9715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2502.3625 2501.7972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2503.0754 2502.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.7905 2501.7972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.0754 2503.0367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2502.3625 2503.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.6477 2503.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.9328 2503.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2177 2503.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.9328 2504.2740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.7905 2503.4483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.6477 2500.5599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.9328 2500.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2156 2500.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.6477 2499.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.0775 2500.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.7926 2500.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.0775 2499.7342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1 12  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  1  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028822

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O5/c1-3-6(2)9(11(17)18)13-10(16)7(12)4-5-8(14)15/h6-7,9H,3-5,12H2,1-2H3,(H,13,16)(H,14,15)(H,17,18)/t6-,7-,9-/m0/s1

> <INCHI_KEY>
SNFUTDLOCQQRQD-ZKWXMUAHSA-N

> <FORMULA>
C11H20N2O5

> <MOLECULAR_WEIGHT>
260.29

> <EXACT_MASS>
260.137221752

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
26.347525474283557

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.69

> <JCHEM_LOGP>
-2.666726184369518

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.175213804676749

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4394096299035586

> <JCHEM_PKA_STRONGEST_BASIC>
8.449801059184118

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
62.1817

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.01e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028822
     RDKit          3D
Glutamylisoleucine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -2.6451    2.1780   -0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7187    1.0664   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -0.2778   -0.3055 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6545   -0.4278    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -1.3805    0.0753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1489   -1.2114   -0.6667 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9649    0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681   -0.9058    1.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3520   -0.7678   -0.5942 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2555   -1.0625   -2.0262 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203    0.6037   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1244    1.0006    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    2.3875    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714    3.3974    0.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833    2.5321    1.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9599   -2.6744   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -3.5581   -0.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097   -2.9249   -0.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    1.9460   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929    2.2454    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.1231   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    1.1076    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411    1.1246   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6058   -0.3301   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034   -1.2817    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725    0.4904    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4935   -0.6085   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295   -1.3216    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.2762   -1.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -1.5209   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270   -2.0717   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956   -0.4430   -2.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.5898   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421    1.2993   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449    1.0168    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    0.3395    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370    1.8609    0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -3.2997   -1.0983 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  6
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  0
  9 30  1  1
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
 18 38  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    4671.0774668.480   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4671.0774670.021   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4672.4074670.794   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4673.7424670.021   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4672.4074672.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4671.0774673.103   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4669.7424672.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4668.4084673.103   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    4667.0734672.335   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    4668.4084674.645   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    4673.7424673.103   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0    4669.7424667.712   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4668.4084668.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4667.0694667.712   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4669.7424666.171   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4672.4114667.712   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    4673.7464668.480   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    4672.4114666.171   0.000  0.00  0.00           O+0
CONECT    1    2   12   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5                                                            
CONECT   12    1   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16    1   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0028822
HETATM    1  C1  UNL     1      -2.645   2.178  -0.388  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.719   1.066  -0.002  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.378  -0.278  -0.306  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.655  -0.428   0.483  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.410  -1.381   0.075  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.149  -1.211  -0.667  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.033  -0.965   0.050  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.968  -0.906   1.319  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.352  -0.768  -0.594  1.00  0.00           C  
HETATM   10  N2  UNL     1       2.256  -1.062  -2.026  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.920   0.604  -0.480  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.124   1.001   0.941  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.709   2.388   0.968  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.971   3.397   0.902  1.00  0.00           O  
HETATM   15  O3  UNL     1       5.083   2.532   1.067  1.00  0.00           O  
HETATM   16  C11 UNL     1      -1.960  -2.674  -0.380  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.170  -3.558  -0.837  1.00  0.00           O  
HETATM   18  O5  UNL     1      -3.310  -2.925  -0.318  1.00  0.00           O  
HETATM   19  H1  UNL     1      -2.997   1.946  -1.427  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.493   2.245   0.284  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.063   3.123  -0.469  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.328   1.108   1.016  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.841   1.125  -0.712  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.606  -0.330  -1.368  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.603  -1.282   1.189  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.872   0.490   1.076  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.494  -0.608  -0.204  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.229  -1.322   1.144  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.166  -1.276  -1.697  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.052  -1.521  -0.192  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.027  -2.072  -2.175  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.596  -0.443  -2.517  1.00  0.00           H  
HETATM   33  H15 UNL     1       3.915   0.590  -1.022  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.242   1.299  -1.028  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.145   1.017   1.471  1.00  0.00           H  
HETATM   36  H18 UNL     1       3.805   0.339   1.477  1.00  0.00           H  
HETATM   37  H19 UNL     1       5.737   1.861   0.701  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.847  -3.300  -1.098  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4    5   24
CONECT    4   25   26   27
CONECT    5    6   16   28
CONECT    6    7   29
CONECT    7    8    8    9
CONECT    9   10   11   30
CONECT   10   31   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   14   15
CONECT   15   37
CONECT   16   17   17   18
CONECT   18   38
END

HMDB0028822
     RDKit          3D
Glutamylisoleucine
 38 37  0  0  0  0  0  0  0  0999 V2000
   -2.6451    2.1780   -0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7187    1.0664   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -0.2778   -0.3055 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6545   -0.4278    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -1.3805    0.0753 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1489   -1.2114   -0.6667 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -0.9649    0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9681   -0.9058    1.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3520   -0.7678   -0.5942 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2555   -1.0625   -2.0262 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9203    0.6037   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1244    1.0006    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    2.3875    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714    3.3974    0.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0833    2.5321    1.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9599   -2.6744   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -3.5581   -0.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097   -2.9249   -0.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972    1.9460   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929    2.2454    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    3.1231   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3279    1.1076    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411    1.1246   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6058   -0.3301   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6034   -1.2817    1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725    0.4904    1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4935   -0.6085   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295   -1.3216    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.2762   -1.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516   -1.5209   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270   -2.0717   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956   -0.4430   -2.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.5898   -1.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421    1.2993   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449    1.0168    1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    0.3395    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370    1.8609    0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -3.2997   -1.0983 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  6
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  0
  9 30  1  1
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
 18 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,3S)-2-[(2S)-2-Amino-4-carboxybutanamido]-3-methylpentanoic acid	ChEBI
(4S)-4-Amino-5-{[(1S,2S)-1-carboxy-2-methylbutyl]amino}-5-oxopentanoic acid	ChEBI
alpha-Glu-ile	ChEBI
alpha-Glutamylisoleucine	ChEBI
alpha-L-Glu-L-ile	ChEBI
alpha-L-Glutamyl-L-isoleucine	ChEBI
E-I	ChEBI
EI	ChEBI
Glutamic acid isoleucine dipeptide	ChEBI
N-Glutamylisoleucine	ChEBI
(2S,3S)-2-[(2S)-2-Amino-4-carboxybutanamido]-3-methylpentanoate	Generator
(4S)-4-Amino-5-{[(1S,2S)-1-carboxy-2-methylbutyl]amino}-5-oxopentanoate	Generator
a-Glu-ile	Generator
Α-glu-ile	Generator
a-Glutamylisoleucine	Generator
Α-glutamylisoleucine	Generator
a-L-Glu-L-ile	Generator
Α-L-glu-L-ile	Generator
a-L-Glutamyl-L-isoleucine	Generator
Α-L-glutamyl-L-isoleucine	Generator
Glutamate isoleucine dipeptide	Generator
e-I dipeptide	HMDB
EI dipeptide	HMDB
Glu-ile	HMDB
Glutamate-isoleucine dipeptide	HMDB
L-Glutamyl-L-isoleucine	HMDB
L-Α-glutamyl-L-isoleucine	HMDB
N-Α-glutamylisoleucine	HMDB
N-Α-L-glutamyl-L-isoleucine	HMDB
N-L-Α-glutamylisoleucine	HMDB
N-L-Α-glutamyl-L-isoleucine	HMDB
L-alpha-Glutamyl-L-isoleucine	HMDB
N-alpha-Glutamylisoleucine	HMDB
N-alpha-L-Glutamyl-L-isoleucine	HMDB
N-L-alpha-Glutamylisoleucine	HMDB
N-L-alpha-Glutamyl-L-isoleucine	HMDB
L-Glu-L-ile	HMDB
N-L-Glutamyl-L-isoleucine	HMDB
Glutamyl-isoleucine	HMDB
Glutamic acid-isoleucine dipeptide	HMDB
(2S,3S)-2-{[(2S)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-methylpentanoate	HMDB
Glutamylisoleucine	HMDB, ChEBI

Chemical Formula

C₁₁H₂₀N₂O₅

Average Molecular Weight

260.29

Monoisotopic Molecular Weight

260.137221752

IUPAC Name

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

Traditional Name

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

CAS Registry Number

5879-22-1

SMILES

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

InChI Identifier

InChI=1S/C11H20N2O5/c1-3-6(2)9(11(17)18)13-10(16)7(12)4-5-8(14)15/h6-7,9H,3-5,12H2,1-2H3,(H,13,16)(H,14,15)(H,17,18)/t6-,7-,9-/m0/s1

InChI Key

SNFUTDLOCQQRQD-ZKWXMUAHSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0028822)

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	-2.66	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	32.7 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-2.7	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	8.45	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	62.18 m³·mol⁻¹	ChemAxon
Polarizability	26.35 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	165.128	30932474
DeepCCS	[M-H]-	162.77	30932474
DeepCCS	[M-2H]-	195.846	30932474
DeepCCS	[M+Na]+	171.221	30932474
AllCCS	[M+H]+	160.2	32859911
AllCCS	[M+H-H2O]+	157.2	32859911
AllCCS	[M+NH4]+	163.1	32859911
AllCCS	[M+Na]+	163.9	32859911
AllCCS	[M-H]-	160.0	32859911
AllCCS	[M+Na-2H]-	160.7	32859911
AllCCS	[M+HCOO]-	161.5	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.	1.6 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0252 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.12 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	298.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	908.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	207.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	78.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	284.0 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	289.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	599.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	625.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	235.7 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	904.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	174.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	416.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	391.5 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	297.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glutamylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O	3363.9	Standard polar	33892256
Glutamylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O	2114.6	Standard non polar	33892256
Glutamylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(O)=O)C(O)=O	2251.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glutamylisoleucine,1TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)C(=O)O	2182.3	Semi standard non polar	33892256
Glutamylisoleucine,1TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O[Si](C)(C)C	2157.1	Semi standard non polar	33892256
Glutamylisoleucine,1TMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)C(=O)O	2206.1	Semi standard non polar	33892256
Glutamylisoleucine,1TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2123.0	Semi standard non polar	33892256
Glutamylisoleucine,2TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2189.5	Semi standard non polar	33892256
Glutamylisoleucine,2TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)C(=O)O	2223.1	Semi standard non polar	33892256
Glutamylisoleucine,2TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2115.9	Semi standard non polar	33892256
Glutamylisoleucine,2TMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2215.4	Semi standard non polar	33892256
Glutamylisoleucine,2TMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2127.9	Semi standard non polar	33892256
Glutamylisoleucine,2TMS,isomer #6	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)[Si](C)(C)C	2176.2	Semi standard non polar	33892256
Glutamylisoleucine,2TMS,isomer #7	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2347.8	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2234.5	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2228.4	Standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2143.2	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2191.2	Standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2177.6	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2251.4	Standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2354.7	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2309.1	Standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)[Si](C)(C)C	2189.2	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C)[Si](C)(C)C	2235.6	Standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2362.7	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2294.2	Standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2303.8	Semi standard non polar	33892256
Glutamylisoleucine,3TMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2311.1	Standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2210.4	Semi standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N[Si](C)(C)C)[Si](C)(C)C	2285.7	Standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2341.1	Semi standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2349.2	Standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2338.9	Semi standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2370.0	Standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2370.4	Semi standard non polar	33892256
Glutamylisoleucine,4TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2350.8	Standard non polar	33892256
Glutamylisoleucine,5TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2391.7	Semi standard non polar	33892256
Glutamylisoleucine,5TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2401.0	Standard non polar	33892256
Glutamylisoleucine,1TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2428.4	Semi standard non polar	33892256
Glutamylisoleucine,1TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2404.5	Semi standard non polar	33892256
Glutamylisoleucine,1TBDMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)C(=O)O	2440.1	Semi standard non polar	33892256
Glutamylisoleucine,1TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	2360.7	Semi standard non polar	33892256
Glutamylisoleucine,2TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2649.1	Semi standard non polar	33892256
Glutamylisoleucine,2TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O	2680.9	Semi standard non polar	33892256
Glutamylisoleucine,2TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2593.9	Semi standard non polar	33892256
Glutamylisoleucine,2TBDMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2659.1	Semi standard non polar	33892256
Glutamylisoleucine,2TBDMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	2587.5	Semi standard non polar	33892256
Glutamylisoleucine,2TBDMS,isomer #6	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2638.9	Semi standard non polar	33892256
Glutamylisoleucine,2TBDMS,isomer #7	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2787.8	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2895.8	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2753.8	Standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2821.2	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2736.5	Standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2877.3	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2751.5	Standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3058.0	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2807.8	Standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2866.3	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2734.7	Standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3031.9	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2783.1	Standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2995.5	Semi standard non polar	33892256
Glutamylisoleucine,3TBDMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2788.0	Standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3071.9	Semi standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2939.7	Standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3267.1	Semi standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2996.6	Standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3247.2	Semi standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3009.5	Standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3233.1	Semi standard non polar	33892256
Glutamylisoleucine,4TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2995.8	Standard non polar	33892256
Glutamylisoleucine,5TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3491.8	Semi standard non polar	33892256
Glutamylisoleucine,5TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3206.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glutamylisoleucine 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 - Glutamylisoleucine 10V, Positive-QTOF	splash10-0006-1390000000-3763a27f1e3815273248	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 20V, Positive-QTOF	splash10-0f80-9740000000-b979de1d68e6471a45e3	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 40V, Positive-QTOF	splash10-0a4i-9100000000-afb66943b7a790d51f33	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 10V, Negative-QTOF	splash10-0aor-0190000000-5f23616ab1cf75055db4	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 20V, Negative-QTOF	splash10-05o4-1970000000-e8abbef818f774388f05	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 40V, Negative-QTOF	splash10-053r-8900000000-ed7ded04b8fb7568c0fb	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 10V, Positive-QTOF	splash10-03e9-0690000000-18a712c6b929a22d6e02	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 20V, Positive-QTOF	splash10-0ue9-5910000000-cf5c399eefe781e6e7c2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 40V, Positive-QTOF	splash10-0pbi-9200000000-cd980e352bf3a250f073	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 10V, Negative-QTOF	splash10-0a4l-0190000000-ff8510e432ec06c936bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 20V, Negative-QTOF	splash10-001i-2920000000-f9a018834cbe56d5298f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylisoleucine 40V, Negative-QTOF	splash10-06rx-9700000000-b597cb1f56e0a81bdb11	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

Not Available

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

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 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111866

KNApSAcK ID

Not Available

Chemspider ID

7989605

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9813855

PDB ID

Not Available

ChEBI ID

141436

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

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 ]

Showing metabocard for Glutamylisoleucine (HMDB0028822)

MOL for HMDB0028822 (Glutamylisoleucine)

3D MOL for HMDB0028822 (Glutamylisoleucine)

3D SDF for HMDB0028822 (Glutamylisoleucine)

3D-SDF for HMDB0028822 (Glutamylisoleucine)

PDB for HMDB0028822 (Glutamylisoleucine)

3D PDB for HMDB0028822 (Glutamylisoleucine)

SMILES for HMDB0028822 (Glutamylisoleucine)

INCHI for HMDB0028822 (Glutamylisoleucine)

Structure for HMDB0028822 (Glutamylisoleucine)

3D Structure for HMDB0028822 (Glutamylisoleucine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra