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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:54 UTC

Update Date

2022-09-22 18:34:23 UTC

HMDB ID

HMDB0029151

Secondary Accession Numbers

HMDB29151

Metabolite Identification

Common Name

gamma-Glutamylhistidine

Description

gamma-Glutamylhistidine is a dipeptide composed of gamma-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. gamma-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

HMDB0029151
     RDKit          3D
gamma-Glutamylhistidine
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.8241   -0.7117   -0.5322 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8794   -0.0735    0.3559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4945   -0.6228    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    0.4856    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -0.0829    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993    0.3880    1.4142 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4051   -1.0897   -0.3439 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -1.6840   -0.2011 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7335   -0.9019   -0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858    0.5313   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9514    0.9270    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    2.3093    0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    2.6969   -0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5507    1.5500   -1.1893 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1258   -1.8627    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682   -1.1516    1.8637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942   -2.9961    1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9233    1.3602    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9006    1.9021    1.6284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9911    2.1711   -0.6488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6102   -0.3698   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6792   -1.7190   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1886   -0.5423    1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1845   -1.3945    0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -1.0516   -0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    1.2575    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3602    0.9656   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136   -1.4735   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -2.7030   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788   -1.4573   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3571   -0.9560   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    0.3914    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    2.9557    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618    3.6799   -1.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -3.8714    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1556    3.1438   -0.5583 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 15 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 14 10  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
  8 29  1  6
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 17 35  1  0
 20 36  1  0
M  END


  Mrv1652304062014282D          

 20 20  0  0  0  0            999 V2000
 2497.0108 2499.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7252 2498.8992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2497.7252 2498.0742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4397 2497.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1542 2498.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8687 2497.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.5832 2498.0742    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2501.2977 2497.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.0121 2498.0742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.2977 2496.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.5832 2498.8992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4397 2496.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4397 2499.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1542 2498.8992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4397 2500.1358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2495.6243 2499.3931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2494.9573 2498.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2495.2121 2498.1243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2496.0366 2498.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.2913 2498.9084    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  1  0  0  0  0
  4 12  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  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>
HMDB0029151

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
PXVCMZCJAUJLJP-YUMQZZPRSA-N

> <FORMULA>
C11H16N4O5

> <MOLECULAR_WEIGHT>
284.272

> <EXACT_MASS>
284.112069631

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.395873732937652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.00

> <JCHEM_LOGP>
-6.52015831301296

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.5952982122712127

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6672222021466663

> <JCHEM_PKA_STRONGEST_BASIC>
9.312725670066634

> <JCHEM_POLAR_SURFACE_AREA>
158.4

> <JCHEM_REFRACTIVITY>
65.58109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.75e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029151
     RDKit          3D
gamma-Glutamylhistidine
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.8241   -0.7117   -0.5322 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8794   -0.0735    0.3559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4945   -0.6228    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    0.4856    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -0.0829    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993    0.3880    1.4142 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4051   -1.0897   -0.3439 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -1.6840   -0.2011 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7335   -0.9019   -0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858    0.5313   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9514    0.9270    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    2.3093    0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    2.6969   -0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5507    1.5500   -1.1893 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1258   -1.8627    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682   -1.1516    1.8637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942   -2.9961    1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9233    1.3602    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9006    1.9021    1.6284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9911    2.1711   -0.6488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6102   -0.3698   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6792   -1.7190   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1886   -0.5423    1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1845   -1.3945    0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -1.0516   -0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    1.2575    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3602    0.9656   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136   -1.4735   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -2.7030   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788   -1.4573   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3571   -0.9560   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    0.3914    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    2.9557    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618    3.6799   -1.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -3.8714    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1556    3.1438   -0.5583 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 15 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 14 10  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
  8 29  1  6
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 17 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    4661.0874665.380   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4662.4204664.612   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4662.4204663.072   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4663.7544662.300   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4665.0884663.072   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4666.4224662.300   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4667.7554663.072   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4669.0894662.300   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    4670.4234663.072   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    4669.0894660.760   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    4667.7554664.612   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    4663.7544660.760   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    4663.7544665.380   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    4665.0884664.612   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    4663.7544666.920   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0    4658.4994665.534   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    4657.2544664.629   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0    4657.7294663.165   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0    4659.2684663.165   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    4659.7444664.629   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   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    4                                                            
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    HMDB0029151
HETATM    1  N1  UNL     1      -4.824  -0.712  -0.532  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.879  -0.074   0.356  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.494  -0.623   0.119  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.450   0.486   0.275  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.120  -0.083   0.497  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.599   0.388   1.414  1.00  0.00           O  
HETATM    7  N2  UNL     1       0.405  -1.090  -0.344  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.717  -1.684  -0.201  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.733  -0.902  -0.985  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.986   0.531  -0.665  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.951   0.927   0.253  1.00  0.00           C  
HETATM   12  N3  UNL     1       3.977   2.309   0.230  1.00  0.00           N  
HETATM   13  C9  UNL     1       3.020   2.697  -0.715  1.00  0.00           C  
HETATM   14  N4  UNL     1       2.551   1.550  -1.189  1.00  0.00           N  
HETATM   15  C10 UNL     1       2.126  -1.863   1.215  1.00  0.00           C  
HETATM   16  O2  UNL     1       2.868  -1.152   1.864  1.00  0.00           O  
HETATM   17  O3  UNL     1       1.594  -2.996   1.871  1.00  0.00           O  
HETATM   18  C11 UNL     1      -3.923   1.360   0.485  1.00  0.00           C  
HETATM   19  O4  UNL     1      -3.901   1.902   1.628  1.00  0.00           O  
HETATM   20  O5  UNL     1      -3.991   2.171  -0.649  1.00  0.00           O  
HETATM   21  H1  UNL     1      -4.610  -0.370  -1.539  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.679  -1.719  -0.533  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.189  -0.542   1.381  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.184  -1.395   0.873  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.405  -1.052  -0.871  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.722   1.257   0.957  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.360   0.966  -0.790  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.214  -1.473  -1.137  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.710  -2.703  -0.642  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.679  -1.457  -0.975  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.357  -0.956  -2.058  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.731   0.391   0.751  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.510   2.956   0.825  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.862   3.680  -1.062  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.725  -3.871   1.415  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.156   3.144  -0.558  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3   18   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6    6    7
CONECT    7    8   28
CONECT    8    9   15   29
CONECT    9   10   30   31
CONECT   10   11   11   14
CONECT   11   12   32
CONECT   12   13   33
CONECT   13   14   14   34
CONECT   15   16   16   17
CONECT   17   35
CONECT   18   19   19   20
CONECT   20   36
END

HMDB0029151
     RDKit          3D
gamma-Glutamylhistidine
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.8241   -0.7117   -0.5322 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8794   -0.0735    0.3559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4945   -0.6228    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4496    0.4856    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -0.0829    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993    0.3880    1.4142 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4051   -1.0897   -0.3439 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -1.6840   -0.2011 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7335   -0.9019   -0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858    0.5313   -0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9514    0.9270    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    2.3093    0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197    2.6969   -0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5507    1.5500   -1.1893 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1258   -1.8627    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682   -1.1516    1.8637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942   -2.9961    1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9233    1.3602    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9006    1.9021    1.6284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9911    2.1711   -0.6488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6102   -0.3698   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6792   -1.7190   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1886   -0.5423    1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1845   -1.3945    0.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -1.0516   -0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    1.2575    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3602    0.9656   -0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136   -1.4735   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -2.7030   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788   -1.4573   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3571   -0.9560   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    0.3914    0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    2.9557    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618    3.6799   -1.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -3.8714    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1556    3.1438   -0.5583 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 15 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 14 10  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
  8 29  1  6
  9 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 17 35  1  0
 20 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-gamma-Glu-L-his	ChEBI
L-g-Glu-L-his	Generator
L-Γ-glu-L-his	Generator
g-Glutamylhistidine	Generator
Γ-glutamylhistidine	Generator
gamma-Glutamate histidine dipeptide	HMDB
gamma-Glutamate-histidine dipeptide	HMDB
GE-H dipeptide	HMDB
GEH dipeptide	HMDB
GGlu-his	HMDB
L-gamma-Glutamyl-L-histidine	HMDB
Γ-glu-his	HMDB
Γ-L-glu-L-his	HMDB
Γ-L-glutamyl-L-histidine	HMDB
L-Γ-glutamyl-L-histidine	HMDB
N-Γ-glutamylhistidine	HMDB
N-L-Γ-glutamylhistidine	HMDB
N-L-Γ-glutamyl-L-histidine	HMDB
gamma-Glu-his	HMDB
gamma-L-Glu-L-his	HMDB
gamma-L-Glutamyl-L-histidine	HMDB
N-gamma-Glutamylhistidine	HMDB
N-L-gamma-Glutamylhistidine	HMDB
N-L-gamma-Glutamyl-L-histidine	HMDB
N-Γ-L-glutamyl-L-histidine	HMDB
N-gamma-L-Glutamyl-L-histidine	HMDB
g-Glu-his	HMDB
gamma-Glutamylhistidine	HMDB, ChEBI

Chemical Formula

C₁₁H₁₆N₄O₅

Average Molecular Weight

284.272

Monoisotopic Molecular Weight

284.112069631

IUPAC Name

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

Traditional Name

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

CAS Registry Number

37460-15-4

SMILES

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

InChI Identifier

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

InChI Key

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Placenta (HMDB: HMDB0029151)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

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	-5.03	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.37 g/L	ALOGPS
logP	-3	ALOGPS
logP	-6.5	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.67	ChemAxon
pKa (Strongest Basic)	9.31	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	27.4 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]+	162.832	30932474
DeepCCS	[M-H]-	160.474	30932474
DeepCCS	[M-2H]-	193.438	30932474
DeepCCS	[M+Na]+	168.925	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamylhistidine	N[C@@H](CCC(=O)N[C@@H](CC1=CNC=N1)C(O)=O)C(O)=O	3706.7	Standard polar	33892256
gamma-Glutamylhistidine	N[C@@H](CCC(=O)N[C@@H](CC1=CNC=N1)C(O)=O)C(O)=O	2488.0	Standard non polar	33892256
gamma-Glutamylhistidine	N[C@@H](CCC(=O)N[C@@H](CC1=CNC=N1)C(O)=O)C(O)=O	3243.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamylhistidine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@H](N)C(=O)O	2776.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	2750.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)C(=O)O	2803.3	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CC1=C[NH]C=N1)C(=O)O	2724.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TMS,isomer #5	C[Si](C)(C)N1C=NC(C[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O)=C1	2908.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2730.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)C(=O)O	2942.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #11	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2838.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)C(=O)O	2827.1	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)CC[C@H](N)C(=O)O	2875.3	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2720.3	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)C(=O)O[Si](C)(C)C	2816.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C	2675.7	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2859.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #8	C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)C(=O)O)[Si](C)(C)C	2876.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C)C(=O)O	2728.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2780.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2635.2	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)C(=O)O[Si](C)(C)C	2904.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)C(=O)O[Si](C)(C)C	2686.7	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #11	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2790.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #11	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C	2685.6	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #12	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=C[NH]C=N1)C(=O)O	2782.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #12	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=C[NH]C=N1)C(=O)O	2819.7	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #13	C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)C(=O)O)[Si](C)(C)C	3025.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #13	C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)C(=O)O)[Si](C)(C)C	2811.2	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #14	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C)C(=O)O	2850.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #14	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C)C(=O)O	2754.0	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2687.7	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2597.2	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2847.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2612.4	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2878.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2742.2	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2739.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2676.9	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)C(=O)O	2918.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)C(=O)O	2670.7	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2825.7	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2673.6	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2893.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2753.9	Standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2702.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2701.8	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2873.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2733.0	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2827.1	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2750.6	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #11	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2940.7	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #11	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2889.4	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2712.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2682.5	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2878.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2676.0	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2795.3	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2669.8	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3006.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2804.4	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2798.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2796.8	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2845.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2733.8	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CCC(=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	2808.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CCC(=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	2797.7	Standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3013.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2796.4	Standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2981.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2786.2	Standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2855.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2774.5	Standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2830.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2744.4	Standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2944.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2868.7	Standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=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	2953.1	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=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
gamma-Glutamylhistidine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2981.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N(C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2855.6	Standard non polar	33892256
gamma-Glutamylhistidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@H](N)C(=O)O	3017.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O	3002.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)C(=O)O	3027.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CC1=C[NH]C=N1)C(=O)O	2971.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C=NC(C[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O)=C1	3160.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3225.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)C(=O)O	3416.3	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3318.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3258.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)CC[C@H](N)C(=O)O	3371.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	3175.1	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3243.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C	3163.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	3358.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3301.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	3190.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3447.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3171.1	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3586.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3214.5	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3492.5	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3202.5	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@@H](C(=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	3477.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@@H](C(=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	3300.1	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3713.3	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3313.4	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3559.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3257.1	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3365.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3142.8	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3555.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3163.3	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3542.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3258.8	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3399.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3195.5	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3609.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3215.2	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	3499.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	3212.1	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	3551.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	3266.5	Standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3373.7	Semi standard non polar	33892256
gamma-Glutamylhistidine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CC1=C[NH]C=N1)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3199.6	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](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	3748.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)NC(=O)CC[C@@H](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	3377.4	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3695.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3396.1	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@@H](C(=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	3854.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@@H](C(=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	3499.1	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3557.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3323.6	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3740.1	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3356.0	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3666.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=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	3351.0	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3897.1	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3455.5	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3702.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3417.5	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3719.9	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O	3403.4	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	3700.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	3415.7	Standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	3901.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	3458.4	Standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)CC[C@@H](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	4049.0	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)NC(=O)CC[C@@H](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	3582.1	Standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](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)[Si](C)(C)C(C)(C)C	3894.8	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=C[NH]C=N1)N(C(=O)CC[C@@H](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)[Si](C)(C)C(C)(C)C	3525.3	Standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3862.2	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=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)C(=O)O[Si](C)(C)C(C)(C)C	3529.1	Standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4031.6	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3626.6	Standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	4034.4	Semi standard non polar	33892256
gamma-Glutamylhistidine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=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	3623.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-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 - gamma-Glutamylhistidine 10V, Positive-QTOF	splash10-00kr-0290000000-4de323ab2e1096742dbd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 20V, Positive-QTOF	splash10-0abl-3970000000-a05caaf5355165c7cca5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 40V, Positive-QTOF	splash10-0a4i-9600000000-0fd89c1449f579232cda	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 10V, Negative-QTOF	splash10-001i-0090000000-f7dd217614bfc3b5cff3	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 20V, Negative-QTOF	splash10-0gc9-2690000000-284a7440eed0f2392685	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 40V, Negative-QTOF	splash10-0fl3-9600000000-feb15479f9df725d813b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 10V, Positive-QTOF	splash10-000i-0190000000-83b4b156bb7913c45ce6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 20V, Positive-QTOF	splash10-03dr-1900000000-a019559a1eb317d04969	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 40V, Positive-QTOF	splash10-06si-9300000000-f1e0fcf6ec70a9053ebb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 10V, Negative-QTOF	splash10-0fsi-0590000000-0020288f715d0a7a3cfc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 20V, Negative-QTOF	splash10-0zn9-4930000000-ddad6531dda4c9199f0b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhistidine 40V, Negative-QTOF	splash10-066u-9700000000-f5e3d9b6ddb2f81091bc	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB112147

KNApSAcK ID

Not Available

Chemspider ID

5380197

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7017195

PDB ID

Not Available

ChEBI ID

133032

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

Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for gamma-Glutamylhistidine (HMDB0029151)

MOL for HMDB0029151 (gamma-Glutamylhistidine)

3D MOL for HMDB0029151 (gamma-Glutamylhistidine)

3D SDF for HMDB0029151 (gamma-Glutamylhistidine)

3D-SDF for HMDB0029151 (gamma-Glutamylhistidine)

PDB for HMDB0029151 (gamma-Glutamylhistidine)

3D PDB for HMDB0029151 (gamma-Glutamylhistidine)

SMILES for HMDB0029151 (gamma-Glutamylhistidine)

INCHI for HMDB0029151 (gamma-Glutamylhistidine)

Structure for HMDB0029151 (gamma-Glutamylhistidine)

3D Structure for HMDB0029151 (gamma-Glutamylhistidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra