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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:02:38 UTC

Update Date

2021-09-14 15:36:53 UTC

HMDB ID

HMDB0028821

Secondary Accession Numbers

HMDB28821

Metabolite Identification

Common Name

Glutamylhistidine

Description

Glutamylhistidine is a dipeptide composed of glutamate and histidine, 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. Glutamylhistidine 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

HMDB0028821
     RDKit          3D
Glutamylhistidine
 36 36  0  0  0  0  0  0  0  0999 V2000
    2.0873   -2.4757   -0.2280 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -1.2450    0.5140 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4247   -0.5141   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469    0.7862    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971    1.4546   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3040    0.9324   -1.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4518    2.6695   -0.0995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217   -0.5292    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    0.5876    1.3281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1171   -1.0266    0.2211 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3889   -0.3180    0.4099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9348   -0.0334   -0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2110    0.6754   -0.9354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.1028   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359    1.1311   -0.8888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803    2.2942   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679    2.0258   -0.9095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197   -1.1268    1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -2.2631    1.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5556   -0.6491    1.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7396   -2.1629   -1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860   -3.0010   -0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7956   -1.5873    1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.3992   -1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360   -1.1644   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768    1.4763    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2653    0.6720    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3700    2.9294    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0986   -1.9331   -0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    0.6281    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9929   -0.9784   -1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    0.6206   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896   -0.9606   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3880    1.0029   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1053    3.3035   -0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098   -0.9248    2.3467 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  2  0
 18 20  1  0
 17 13  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
M  END


  Mrv1652304062013392D          

 20 20  0  0  0  0            999 V2000
 2499.4171 2500.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.1318 2500.4923    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.1318 2499.6671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.8528 2499.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.5676 2499.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.8528 2498.4422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.1380 2498.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.4233 2498.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.7085 2498.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.9938 2498.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.7085 2497.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.5676 2498.0285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.8467 2500.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.5614 2500.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.8467 2501.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.0302 2500.9864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.3629 2500.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.6177 2499.7171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4426 2499.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.6974 2500.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  1  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 19 20  2  0  0  0  0
 16 17  2  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028821

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H16N4O5/c12-7(1-2-9(16)17)10(18)15-8(11(19)20)3-6-4-13-5-14-6/h4-5,7-8H,1-3,12H2,(H,13,14)(H,15,18)(H,16,17)(H,19,20)/t7-,8-/m0/s1

> <INCHI_KEY>
HKTRDWYCAUTRRL-YUMQZZPRSA-N

> <FORMULA>
C11H16N4O5

> <MOLECULAR_WEIGHT>
284.272

> <EXACT_MASS>
284.112069631

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.257582553646603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-3.02

> <JCHEM_LOGP>
-6.295436776091034

> <ALOGPS_LOGS>
-1.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8262667201548166

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0470626492816337

> <JCHEM_PKA_STRONGEST_BASIC>
8.455140494782723

> <JCHEM_POLAR_SURFACE_AREA>
158.4

> <JCHEM_REFRACTIVITY>
65.58109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028821
     RDKit          3D
Glutamylhistidine
 36 36  0  0  0  0  0  0  0  0999 V2000
    2.0873   -2.4757   -0.2280 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -1.2450    0.5140 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4247   -0.5141   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469    0.7862    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971    1.4546   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3040    0.9324   -1.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4518    2.6695   -0.0995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217   -0.5292    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    0.5876    1.3281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1171   -1.0266    0.2211 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3889   -0.3180    0.4099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9348   -0.0334   -0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2110    0.6754   -0.9354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.1028   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359    1.1311   -0.8888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803    2.2942   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679    2.0258   -0.9095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197   -1.1268    1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -2.2631    1.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5556   -0.6491    1.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7396   -2.1629   -1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860   -3.0010   -0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7956   -1.5873    1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.3992   -1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360   -1.1644   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768    1.4763    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2653    0.6720    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3700    2.9294    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0986   -1.9331   -0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    0.6281    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9929   -0.9784   -1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    0.6206   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896   -0.9606   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3880    1.0029   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1053    3.3035   -0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098   -0.9248    2.3467 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  2  0
 18 20  1  0
 17 13  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  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    4665.5794668.354   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4666.9134667.586   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4666.9134666.045   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4668.2594665.299   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4669.5934666.068   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    4668.2594663.759   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4666.9244662.987   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4665.5904663.759   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    4664.2564662.987   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    4662.9224663.759   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4664.2564661.446   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0    4669.5934662.987   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    4668.2474668.354   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    4669.5814667.586   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    4668.2474669.895   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0    4662.9904668.508   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    4661.7444667.603   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0    4662.2204666.139   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0    4663.7604666.139   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    4664.2354667.603   0.000  0.00  0.00           C+0
CONECT    1    2   20                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6                                                            
CONECT   13    2   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   17   20                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   20   18                                                       
CONECT   20   19   16    1                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0028821
HETATM    1  N1  UNL     1       2.087  -2.476  -0.228  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.386  -1.245   0.514  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.425  -0.514  -0.261  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.847   0.786   0.374  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.897   1.455  -0.472  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.304   0.932  -1.541  1.00  0.00           O  
HETATM    7  O2  UNL     1       5.452   2.670  -0.100  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.122  -0.529   0.708  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.057   0.588   1.328  1.00  0.00           O  
HETATM   10  N2  UNL     1      -0.117  -1.027   0.221  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.389  -0.318   0.410  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.935  -0.033  -0.970  1.00  0.00           C  
HETATM   13  C8  UNL     1      -3.211   0.675  -0.935  1.00  0.00           C  
HETATM   14  C9  UNL     1      -4.464   0.103  -0.922  1.00  0.00           C  
HETATM   15  N3  UNL     1      -5.336   1.131  -0.889  1.00  0.00           N  
HETATM   16  C10 UNL     1      -4.680   2.294  -0.881  1.00  0.00           C  
HETATM   17  N4  UNL     1      -3.368   2.026  -0.909  1.00  0.00           N  
HETATM   18  C11 UNL     1      -2.320  -1.127   1.223  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.973  -2.263   1.625  1.00  0.00           O  
HETATM   20  O5  UNL     1      -3.556  -0.649   1.544  1.00  0.00           O  
HETATM   21  H1  UNL     1       1.740  -2.163  -1.184  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.986  -3.001  -0.450  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.796  -1.587   1.507  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.121  -0.399  -1.310  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.336  -1.164  -0.278  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.977   1.476   0.345  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.265   0.672   1.369  1.00  0.00           H  
HETATM   28  H8  UNL     1       5.370   2.929   0.895  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.099  -1.933  -0.288  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.224   0.628   0.967  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.993  -0.978  -1.564  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.210   0.621  -1.520  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.690  -0.961  -0.937  1.00  0.00           H  
HETATM   34  H14 UNL     1      -6.388   1.003  -0.872  1.00  0.00           H  
HETATM   35  H15 UNL     1      -5.105   3.303  -0.856  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.110  -0.925   2.347  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    8   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6    6    7
CONECT    7   28
CONECT    8    9    9   10
CONECT   10   11   29
CONECT   11   12   18   30
CONECT   12   13   31   32
CONECT   13   14   14   17
CONECT   14   15   33
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   18   19   19   20
CONECT   20   36
END

HMDB0028821
     RDKit          3D
Glutamylhistidine
 36 36  0  0  0  0  0  0  0  0999 V2000
    2.0873   -2.4757   -0.2280 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -1.2450    0.5140 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4247   -0.5141   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469    0.7862    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971    1.4546   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3040    0.9324   -1.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4518    2.6695   -0.0995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217   -0.5292    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    0.5876    1.3281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1171   -1.0266    0.2211 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3889   -0.3180    0.4099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9348   -0.0334   -0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2110    0.6754   -0.9354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.1028   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359    1.1311   -0.8888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6803    2.2942   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679    2.0258   -0.9095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197   -1.1268    1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -2.2631    1.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5556   -0.6491    1.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7396   -2.1629   -1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860   -3.0010   -0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7956   -1.5873    1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.3992   -1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360   -1.1644   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9768    1.4763    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2653    0.6720    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3700    2.9294    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0986   -1.9331   -0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    0.6281    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9929   -0.9784   -1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    0.6206   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896   -0.9606   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3880    1.0029   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1053    3.3035   -0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1098   -0.9248    2.3467 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  2  0
 18 20  1  0
 17 13  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
e-H Dipeptide	HMDB
EH dipeptide	HMDB
Glu-his	HMDB
Glutamate histidine dipeptide	HMDB
Glutamate-histidine dipeptide	HMDB
L-Glutamyl-L-histidine	HMDB
Α-glu-his	HMDB
Α-L-glu-L-his	HMDB
Α-glutamylhistidine	HMDB
Α-L-glutamyl-L-histidine	HMDB
L-Α-glutamyl-L-histidine	HMDB
N-Α-glutamylhistidine	HMDB
N-Α-L-glutamyl-L-histidine	HMDB
N-L-Α-glutamylhistidine	HMDB
N-L-Α-glutamyl-L-histidine	HMDB
alpha-Glu-his	HMDB
alpha-L-Glu-L-his	HMDB
alpha-Glutamylhistidine	HMDB
alpha-L-Glutamyl-L-histidine	HMDB
L-alpha-Glutamyl-L-histidine	HMDB
N-alpha-Glutamylhistidine	HMDB
N-alpha-L-Glutamyl-L-histidine	HMDB
N-L-alpha-Glutamylhistidine	HMDB
N-L-alpha-Glutamyl-L-histidine	HMDB
L-Glu-L-his	HMDB
N-Glutamylhistidine	HMDB
N-L-Glutamyl-L-histidine	HMDB
Glutamyl-histidine	HMDB
Glutamic acid histidine dipeptide	HMDB
Glutamic acid-histidine dipeptide	HMDB
(4S)-4-Amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
Glutamylhistidine	HMDB

Chemical Formula

C₁₁H₁₆N₄O₅

Average Molecular Weight

284.272

Monoisotopic Molecular Weight

284.112069631

IUPAC Name

(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid

Traditional Name

(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]carbamoyl}butanoic acid

CAS Registry Number

21435-29-0

SMILES

N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC=N1)C(O)=O

InChI Identifier

InChI=1S/C11H16N4O5/c12-7(1-2-9(16)17)10(18)15-8(11(19)20)3-6-4-13-5-14-6/h4-5,7-8H,1-3,12H2,(H,13,14)(H,15,18)(H,16,17)(H,19,20)/t7-,8-/m0/s1

InChI Key

HKTRDWYCAUTRRL-YUMQZZPRSA-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
Histidine or derivatives
Glutamic acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Azole
Imidazole
Heteroaromatic compound
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Organoheterocyclic compound
Azacycle
Carboxylic acid
Primary amine
Hydrocarbon derivative
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Organic oxide
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

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	-6.19	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	13.3 g/L	ALOGPS
logP	-3	ALOGPS
logP	-6.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.05	ChemAxon
pKa (Strongest Basic)	8.46	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.4 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	65.58 m³·mol⁻¹	ChemAxon
Polarizability	27.26 Å³	ChemAxon
Number of Rings	1	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]+	162.975	30932474
DeepCCS	[M-H]-	160.617	30932474
DeepCCS	[M-2H]-	193.65	30932474
DeepCCS	[M+Na]+	169.068	30932474
AllCCS	[M+H]+	162.4	32859911
AllCCS	[M+H-H2O]+	159.3	32859911
AllCCS	[M+NH4]+	165.3	32859911
AllCCS	[M+Na]+	166.1	32859911
AllCCS	[M-H]-	163.3	32859911
AllCCS	[M+Na-2H]-	163.3	32859911
AllCCS	[M+HCOO]-	163.4	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.	1.9 minutes	32390414
Predicted by Siyang on May 30, 2022	9.698 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.65 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	455.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	392.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	250.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	39.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	66.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	310.4 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	243.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1043.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	550.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	47.6 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	675.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	183.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	717.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	725.7 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	495.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glutamylhistidine	N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC=N1)C(O)=O	3740.3	Standard polar	33892256
Glutamylhistidine	N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC=N1)C(O)=O	2095.3	Standard non polar	33892256
Glutamylhistidine	N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC=N1)C(O)=O	3009.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glutamylhistidine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	2764.3	Semi standard non polar	33892256
Glutamylhistidine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)[C@@H](N)CCC(=O)O	2736.5	Semi standard non polar	33892256
Glutamylhistidine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	2783.3	Semi standard non polar	33892256
Glutamylhistidine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CCC(=O)O)[C@@H](CC1=C[NH]C=N1)C(=O)O	2676.8	Semi standard non polar	33892256
Glutamylhistidine,1TMS,isomer #5	C[Si](C)(C)N1C=NC(C[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O)=C1	2871.3	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2745.7	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2908.1	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #11	C[Si](C)(C)N(C(=O)[C@@H](N)CCC(=O)O)[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2814.4	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	2798.9	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C	2659.6	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2870.0	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2787.4	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)[C@@H](N)CCC(=O)O	2852.2	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2672.2	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #8	C[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C	2866.7	Semi standard non polar	33892256
Glutamylhistidine,2TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C	2709.6	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2763.9	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2619.3	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2900.9	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2643.5	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2796.6	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2629.4	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #12	C[Si](C)(C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=C[NH]C=N1)C(=O)O	2798.8	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #12	C[Si](C)(C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=C[NH]C=N1)C(=O)O	2793.6	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #13	C[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2995.5	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #13	C[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2810.0	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #14	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2845.0	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #14	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2742.1	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2639.1	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2578.2	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2850.2	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2560.0	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2850.8	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2786.4	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C	2684.4	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C	2697.3	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2897.8	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2684.1	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #7	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2787.7	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #7	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2659.4	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2841.9	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2725.8	Standard non polar	33892256
Glutamylhistidine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2702.5	Semi standard non polar	33892256
Glutamylhistidine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2661.4	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2806.0	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2742.0	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2829.1	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2722.8	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #11	C[Si](C)(C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2947.3	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #11	C[Si](C)(C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2866.6	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2678.4	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2676.8	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2883.0	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2657.5	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2765.0	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2650.3	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2798.8	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2802.5	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #6	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2984.6	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #6	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2810.0	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2826.2	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2741.6	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2984.0	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2783.9	Standard non polar	33892256
Glutamylhistidine,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2824.9	Semi standard non polar	33892256
Glutamylhistidine,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2775.3	Standard non polar	33892256
Glutamylhistidine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2846.2	Semi standard non polar	33892256
Glutamylhistidine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2777.8	Standard non polar	33892256
Glutamylhistidine,5TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2956.6	Semi standard non polar	33892256
Glutamylhistidine,5TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2791.6	Standard non polar	33892256
Glutamylhistidine,5TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2821.2	Semi standard non polar	33892256
Glutamylhistidine,5TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2733.5	Standard non polar	33892256
Glutamylhistidine,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2943.8	Semi standard non polar	33892256
Glutamylhistidine,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2865.0	Standard non polar	33892256
Glutamylhistidine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2960.5	Semi standard non polar	33892256
Glutamylhistidine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2846.0	Standard non polar	33892256
Glutamylhistidine,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2984.1	Semi standard non polar	33892256
Glutamylhistidine,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2854.7	Standard non polar	33892256
Glutamylhistidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	3010.8	Semi standard non polar	33892256
Glutamylhistidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)[C@@H](N)CCC(=O)O	2981.9	Semi standard non polar	33892256
Glutamylhistidine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	2989.0	Semi standard non polar	33892256
Glutamylhistidine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CCC(=O)O)[C@@H](CC1=C[NH]C=N1)C(=O)O	2925.6	Semi standard non polar	33892256
Glutamylhistidine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C=NC(C[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O)=C1	3131.0	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3225.8	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3370.2	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CCC(=O)O)[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3300.1	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	3231.0	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3150.1	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3357.5	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3217.3	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)[C@@H](N)CCC(=O)O	3352.4	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	3145.1	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3281.7	Semi standard non polar	33892256
Glutamylhistidine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3158.5	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3424.4	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3160.7	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3573.0	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3181.8	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	3486.1	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	3159.8	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #12	CC(C)(C)[Si](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)[C@@H](CC1=C[NH]C=N1)C(=O)O	3478.5	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #12	CC(C)(C)[Si](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)[C@@H](CC1=C[NH]C=N1)C(=O)O	3279.8	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3684.8	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3306.0	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3528.4	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3230.0	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3347.7	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3121.7	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3538.2	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3111.7	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3542.6	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3278.0	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3373.1	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3192.5	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3565.4	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3209.4	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3496.8	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3173.4	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3523.7	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3236.0	Standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3373.1	Semi standard non polar	33892256
Glutamylhistidine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3170.0	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)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	3735.4	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=C[NH]C=N1)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	3367.7	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3703.3	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3372.6	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #11	CC(C)(C)[Si](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)[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3842.4	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #11	CC(C)(C)[Si](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)[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3474.9	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3554.3	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3313.9	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3723.8	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3333.2	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3662.9	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3322.4	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)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	3701.8	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)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	3410.9	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3883.9	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3447.6	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3706.2	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3380.6	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3860.6	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3421.6	Standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)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	3699.0	Semi standard non polar	33892256
Glutamylhistidine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)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	3392.9	Standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)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	3896.3	Semi standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=C[NH]C=N1)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	3522.4	Standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	4049.2	Semi standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	3561.9	Standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3857.9	Semi standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3515.0	Standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	4033.8	Semi standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	3616.9	Standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	4019.0	Semi standard non polar	33892256
Glutamylhistidine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	3613.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glutamylhistidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutamylhistidine 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 - Glutamylhistidine 10V, Positive-QTOF	splash10-014r-1290000000-d2ad2d572c51e3b304ed	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 20V, Positive-QTOF	splash10-0k9i-6950000000-072c533bee41e3f72852	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 40V, Positive-QTOF	splash10-0a4i-9200000000-7c9a30851dab5f760bf5	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 10V, Negative-QTOF	splash10-001i-0190000000-6779e093e2a5a4da972b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 20V, Negative-QTOF	splash10-0fs9-2790000000-21e3d5a488358336daa9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 40V, Negative-QTOF	splash10-0ke9-8900000000-7c09566c11ab8345931a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 10V, Positive-QTOF	splash10-000i-0490000000-be825cee53cc73894c18	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 20V, Positive-QTOF	splash10-06s9-9710000000-0aa1e309c2df21b7677f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 40V, Positive-QTOF	splash10-0a4i-9100000000-015d242ff33d7fc35e93	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 10V, Negative-QTOF	splash10-001i-0390000000-97d769ed613d6bbed4ac	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 20V, Negative-QTOF	splash10-0zi0-3920000000-e6598324857c3f25245d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhistidine 40V, Negative-QTOF	splash10-07vi-9700000000-42817db629c92ca3bf0d	2021-10-11	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

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111865

KNApSAcK ID

Not Available

Chemspider ID

8097510

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9921875

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

Sandberg M, Li X, Folestad S, Weber SG, Orwar O: Liquid chromatographic determination of acidic beta-aspartyl and gamma-glutamyl peptides in extracts of rat brain. Anal Biochem. 1994 Feb 15;217(1):48-61. [PubMed:7911284 ]
Sovago I, Farkas E, Bertalan C, Lebkiri A, Kowalik-Jankowska T, Kozlowski H: Copper(II) complexes of dipeptides containing aspartyl, glutamyl, and histidyl residues in the side chain. J Inorg Biochem. 1993 Sep;51(4):715-26. [PubMed:7902418 ]
Kakimoto Y, Konishi H: Occurrence of gamma-glutamylhistidine in bovine brain. J Neurochem. 1976 Jun;26(6):1263-5. [PubMed:932730 ]

Showing metabocard for Glutamylhistidine (HMDB0028821)

MOL for HMDB0028821 (Glutamylhistidine)

3D MOL for HMDB0028821 (Glutamylhistidine)

3D SDF for HMDB0028821 (Glutamylhistidine)

3D-SDF for HMDB0028821 (Glutamylhistidine)

PDB for HMDB0028821 (Glutamylhistidine)

3D PDB for HMDB0028821 (Glutamylhistidine)

SMILES for HMDB0028821 (Glutamylhistidine)

INCHI for HMDB0028821 (Glutamylhistidine)

Structure for HMDB0028821 (Glutamylhistidine)

3D Structure for HMDB0028821 (Glutamylhistidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra