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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-06 21:02:37 UTC

Update Date

2021-09-14 15:36:51 UTC

HMDB ID

HMDB0028816

Secondary Accession Numbers

HMDB28816

Metabolite Identification

Common Name

Glutamylcysteine

Description

Glutamylcysteine is a dipeptide composed of glutamate and cysteine, 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. Glutamylcysteine 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

HMDB0028816
     RDKit          3D
Glutamylcysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    1.0193   -1.9451    1.1527 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.5576    0.9226 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3530   -0.5585   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592    0.8090   -0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039    0.6850   -1.7507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3493    0.5505   -2.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1532    0.7203   -1.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761    0.2412    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2694    1.4779    0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190   -0.3404    0.6837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243    0.4124    0.4751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0391   -0.0613   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575    0.8940   -1.0509 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2696    0.2789    1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -0.4295    2.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4823    0.9499    1.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240   -2.4776    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3956   -2.3524    2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9157   -0.1327    1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949   -1.0623   -1.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2490   -1.1707   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    1.4616   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734    1.3078    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266    0.2813   -0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1869   -1.3701    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151    1.4943    0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2861   -1.1425   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3628    0.0269   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6749    0.0640   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.9458    1.5299 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
 11 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
M  END

  Mrv1652304062013392D          

 16 15  0  0  0  0            999 V2000
 2501.7850 2500.0010    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.0710 2499.5877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3570 2500.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.6429 2499.5877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2498.9289 2500.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.2149 2499.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.5009 2500.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.7869 2499.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.5009 2500.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.6429 2498.7633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3570 2500.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4990 2499.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.2130 2500.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4990 2498.7633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7850 2500.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4990 2501.2366    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 15  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  1  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  9  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028816

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N2O5S/c9-4(1-2-6(11)12)7(13)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,13)(H,11,12)(H,14,15)/t4-,5-/m0/s1

> <INCHI_KEY>
PABVKUJVLNMOJP-WHFBIAKZSA-N

> <FORMULA>
C8H14N2O5S

> <MOLECULAR_WEIGHT>
250.27

> <EXACT_MASS>
250.062342733

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.61477697773777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-2.58

> <JCHEM_LOGP>
-3.9797638679374807

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.0600188737319

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2392171406357244

> <JCHEM_PKA_STRONGEST_BASIC>
8.438933664394959

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
56.311400000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gamma-L-glutamyl-L-cysteine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028816
     RDKit          3D
Glutamylcysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    1.0193   -1.9451    1.1527 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.5576    0.9226 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3530   -0.5585   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592    0.8090   -0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039    0.6850   -1.7507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3493    0.5505   -2.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1532    0.7203   -1.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761    0.2412    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2694    1.4779    0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190   -0.3404    0.6837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243    0.4124    0.4751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0391   -0.0613   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575    0.8940   -1.0509 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2696    0.2789    1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -0.4295    2.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4823    0.9499    1.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240   -2.4776    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3956   -2.3524    2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9157   -0.1327    1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949   -1.0623   -1.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2490   -1.1707   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    1.4616   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734    1.3078    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266    0.2813   -0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1869   -1.3701    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151    1.4943    0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2861   -1.1425   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3628    0.0269   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6749    0.0640   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.9458    1.5299 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
 11 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  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    4669.9994666.669   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4668.6664665.897   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4667.3334666.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4666.0004665.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4664.6674666.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4663.3344665.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4662.0024666.669   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    4660.6694665.897   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    4662.0024668.208   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    4666.0004664.358   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    4667.3334668.208   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4671.3314665.897   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    4672.6644666.669   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    4671.3314664.358   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    4669.9994668.208   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0    4671.3314668.975   0.000  0.00  0.00           S+0
CONECT    1    2   12   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4                                                            
CONECT   11    3                                                            
CONECT   12    1   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    1   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0028816
HETATM    1  N1  UNL     1       1.019  -1.945   1.153  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.394  -0.558   0.923  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.353  -0.559  -0.227  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.859   0.809  -0.616  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.804   0.685  -1.751  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.349   0.551  -2.905  1.00  0.00           O  
HETATM    7  O2  UNL     1       5.153   0.720  -1.513  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.176   0.241   0.707  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.269   1.478   0.536  1.00  0.00           O  
HETATM   10  N2  UNL     1      -1.119  -0.340   0.684  1.00  0.00           N  
HETATM   11  C6  UNL     1      -2.324   0.412   0.475  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.039  -0.061  -0.799  1.00  0.00           C  
HETATM   13  S1  UNL     1      -4.558   0.894  -1.051  1.00  0.00           S  
HETATM   14  C8  UNL     1      -3.270   0.279   1.619  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.978  -0.430   2.613  1.00  0.00           O  
HETATM   16  O5  UNL     1      -4.482   0.950   1.573  1.00  0.00           O  
HETATM   17  H1  UNL     1       1.124  -2.478   0.286  1.00  0.00           H  
HETATM   18  H2  UNL     1       1.396  -2.352   2.013  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.916  -0.133   1.805  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.895  -1.062  -1.126  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.249  -1.171  -0.000  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.010   1.462  -0.976  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.373   1.308   0.216  1.00  0.00           H  
HETATM   24  H8  UNL     1       5.627   0.281  -0.737  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.187  -1.370   0.827  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.115   1.494   0.335  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.286  -1.143  -0.645  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.363   0.027  -1.660  1.00  0.00           H  
HETATM   29  H13 UNL     1      -5.675   0.064  -1.248  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.570   1.946   1.530  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3    8   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6    6    7
CONECT    7   24
CONECT    8    9    9   10
CONECT   10   11   25
CONECT   11   12   14   26
CONECT   12   13   27   28
CONECT   13   29
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0028816
     RDKit          3D
Glutamylcysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    1.0193   -1.9451    1.1527 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.5576    0.9226 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3530   -0.5585   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592    0.8090   -0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039    0.6850   -1.7507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3493    0.5505   -2.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1532    0.7203   -1.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761    0.2412    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2694    1.4779    0.5359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190   -0.3404    0.6837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3243    0.4124    0.4751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0391   -0.0613   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575    0.8940   -1.0509 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2696    0.2789    1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -0.4295    2.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4823    0.9499    1.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240   -2.4776    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3956   -2.3524    2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9157   -0.1327    1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8949   -1.0623   -1.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2490   -1.1707   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    1.4616   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734    1.3078    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266    0.2813   -0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1869   -1.3701    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151    1.4943    0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2861   -1.1425   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3628    0.0269   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6749    0.0640   -1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.9458    1.5299 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
 11 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
alpha-Glu-cys	ChEBI
alpha-Glutamylcysteine	ChEBI
E-C	ChEBI
EC	ChEBI
L-Glu-L-cys	ChEBI
L-Glutamyl-L-cysteine	ChEBI
N-(alpha-Glutamyl)cysteine	ChEBI
N-(L-alpha-Glutamyl)-L-cysteine	ChEBI
a-Glu-cys	Generator
Α-glu-cys	Generator
a-Glutamylcysteine	Generator
Α-glutamylcysteine	Generator
N-(a-Glutamyl)cysteine	Generator
N-(Α-glutamyl)cysteine	Generator
N-(L-a-Glutamyl)-L-cysteine	Generator
N-(L-Α-glutamyl)-L-cysteine	Generator
e-C Dipeptide	HMDB
EC dipeptide	HMDB
Glu-cys	HMDB
Glutamate cysteine dipeptide	HMDB
Glutamate-cysteine dipeptide	HMDB
Α-L-glu-L-cys	HMDB
Α-L-glutamyl-L-cysteine	HMDB
L-Α-glutamyl-L-cysteine	HMDB
N-Α-glutamylcysteine	HMDB
N-Α-L-glutamyl-L-cysteine	HMDB
N-L-Α-glutamylcysteine	HMDB
N-L-Α-glutamyl-L-cysteine	HMDB
alpha-L-Glu-L-cys	HMDB
alpha-L-Glutamyl-L-cysteine	HMDB
L-alpha-Glutamyl-L-cysteine	HMDB
N-alpha-Glutamylcysteine	HMDB
N-alpha-L-Glutamyl-L-cysteine	HMDB
N-L-alpha-Glutamylcysteine	HMDB
N-L-alpha-Glutamyl-L-cysteine	HMDB
N-Glutamylcysteine	HMDB
N-L-Glutamyl-L-cysteine	HMDB
Glutamyl-cysteine	HMDB
Glutamic acid cysteine dipeptide	HMDB
Glutamic acid-cysteine dipeptide	HMDB
(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoic acid	HMDB
Glutamylcysteine	HMDB

Chemical Formula

C₈H₁₄N₂O₅S

Average Molecular Weight

250.27

Monoisotopic Molecular Weight

250.062342733

IUPAC Name

(4S)-4-amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid

Traditional Name

gamma-L-glutamyl-L-cysteine

CAS Registry Number

21566-73-4

SMILES

N[C@@H](CCC(O)=O)C(=O)N[C@@H](CS)C(O)=O

InChI Identifier

InChI=1S/C8H14N2O5S/c9-4(1-2-6(11)12)7(13)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,13)(H,11,12)(H,14,15)/t4-,5-/m0/s1

InChI Key

PABVKUJVLNMOJP-WHFBIAKZSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (HMDB: HMDB0028816)

Source

Endogenous

Endogenous (HMDB: HMDB0028816)

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-3.97	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.29 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	8.44	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	56.31 m³·mol⁻¹	ChemAxon
Polarizability	23.61 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	157.472	30932474
DeepCCS	[M-H]-	155.076	30932474
DeepCCS	[M-2H]-	187.981	30932474
DeepCCS	[M+Na]+	163.47	30932474
AllCCS	[M+H]+	153.5	32859911
AllCCS	[M+H-H2O]+	150.3	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.3	32859911
AllCCS	[M-H]-	151.5	32859911
AllCCS	[M+Na-2H]-	152.3	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glutamylcysteine	N[C@@H](CCC(O)=O)C(=O)N[C@@H](CS)C(O)=O	3442.1	Standard polar	33892256
Glutamylcysteine	N[C@@H](CCC(O)=O)C(=O)N[C@@H](CS)C(O)=O	2044.0	Standard non polar	33892256
Glutamylcysteine	N[C@@H](CCC(O)=O)C(=O)N[C@@H](CS)C(O)=O	2466.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glutamylcysteine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS)C(=O)O	2304.0	Semi standard non polar	33892256
Glutamylcysteine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@@H](N)CCC(=O)O	2275.5	Semi standard non polar	33892256
Glutamylcysteine,1TMS,isomer #3	C[Si](C)(C)SC[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O	2369.1	Semi standard non polar	33892256
Glutamylcysteine,1TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS)C(=O)O	2334.5	Semi standard non polar	33892256
Glutamylcysteine,1TMS,isomer #5	C[Si](C)(C)N(C(=O)[C@@H](N)CCC(=O)O)[C@@H](CS)C(=O)O	2265.2	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	2306.6	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #10	C[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CS)C(=O)O)[Si](C)(C)C	2473.7	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #11	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	2331.9	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	2388.6	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CS)C(=O)O	2336.3	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	2257.9	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)[C@@H](N)CCC(=O)O	2366.8	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	2317.1	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2256.1	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #8	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	2430.3	Semi standard non polar	33892256
Glutamylcysteine,2TMS,isomer #9	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2357.6	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2392.5	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2318.0	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2439.4	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2320.6	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #11	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2290.0	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #11	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2303.4	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #12	C[Si](C)(C)SC[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2558.1	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #12	C[Si](C)(C)SC[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2487.2	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #13	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2392.0	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #13	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2451.1	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #14	C[Si](C)(C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CS)C(=O)O	2456.4	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #14	C[Si](C)(C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CS)C(=O)O	2358.7	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	2334.3	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	2291.8	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2243.8	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2295.8	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	2425.2	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	2423.1	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2355.7	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2417.5	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #6	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2467.1	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #6	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2353.8	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	2299.7	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	2337.3	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #8	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2431.6	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #8	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2382.8	Standard non polar	33892256
Glutamylcysteine,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2362.7	Semi standard non polar	33892256
Glutamylcysteine,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2371.5	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2426.3	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	2430.7	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2487.2	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2445.8	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #11	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2553.5	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #11	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2573.9	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2349.4	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2437.8	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2458.2	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2424.7	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2281.0	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2410.8	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2552.2	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #5	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2535.3	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2394.6	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2498.4	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #7	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2465.8	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #7	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2477.3	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2564.9	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2506.5	Standard non polar	33892256
Glutamylcysteine,4TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2402.9	Semi standard non polar	33892256
Glutamylcysteine,4TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2470.2	Standard non polar	33892256
Glutamylcysteine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2517.0	Semi standard non polar	33892256
Glutamylcysteine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2550.8	Standard non polar	33892256
Glutamylcysteine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2386.5	Semi standard non polar	33892256
Glutamylcysteine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2515.6	Standard non polar	33892256
Glutamylcysteine,5TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2478.9	Semi standard non polar	33892256
Glutamylcysteine,5TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2544.3	Standard non polar	33892256
Glutamylcysteine,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2567.6	Semi standard non polar	33892256
Glutamylcysteine,5TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2615.4	Standard non polar	33892256
Glutamylcysteine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2580.4	Semi standard non polar	33892256
Glutamylcysteine,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2585.6	Standard non polar	33892256
Glutamylcysteine,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2598.6	Semi standard non polar	33892256
Glutamylcysteine,6TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2627.3	Standard non polar	33892256
Glutamylcysteine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS)C(=O)O	2576.9	Semi standard non polar	33892256
Glutamylcysteine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@@H](N)CCC(=O)O	2538.3	Semi standard non polar	33892256
Glutamylcysteine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SC[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)O	2636.4	Semi standard non polar	33892256
Glutamylcysteine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS)C(=O)O	2605.0	Semi standard non polar	33892256
Glutamylcysteine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CCC(=O)O)[C@@H](CS)C(=O)O	2535.4	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C	2798.4	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N[C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	2936.5	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	2814.3	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O	2870.4	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,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](CS)C(=O)O	2834.7	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C(C)(C)C	2765.4	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)NC(=O)[C@@H](N)CCC(=O)O	2846.1	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C	2788.9	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	2742.5	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O	2899.5	Semi standard non polar	33892256
Glutamylcysteine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	2844.0	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3083.1	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2943.0	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3144.7	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2879.9	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3005.4	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2876.7	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)SC[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3238.4	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)SC[C@H](NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3033.7	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3112.0	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2982.6	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #14	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](CS)C(=O)O	3133.6	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #14	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](CS)C(=O)O	2917.6	Standard non polar	33892256
Glutamylcysteine,3TBDMS,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](CS)C(=O)O[Si](C)(C)C(C)(C)C	3013.1	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,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](CS)C(=O)O[Si](C)(C)C(C)(C)C	2878.4	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2966.7	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2892.2	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O	3130.7	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O	2998.1	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3092.7	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2995.1	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3184.0	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2908.2	Standard non polar	33892256
Glutamylcysteine,3TBDMS,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](CS)C(=O)O)[Si](C)(C)C(C)(C)C	3032.5	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,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](CS)C(=O)O)[Si](C)(C)C(C)(C)C	2895.2	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3109.6	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2957.7	Standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	3066.9	Semi standard non polar	33892256
Glutamylcysteine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	2969.1	Standard non polar	33892256
Glutamylcysteine,4TBDMS,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](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3325.0	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,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](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3140.3	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)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	3351.0	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS)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	3160.1	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3450.8	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3233.2	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3291.8	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3169.6	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)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	3389.1	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS)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	3133.3	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3204.8	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3132.1	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3483.5	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3226.7	Standard non polar	33892256
Glutamylcysteine,4TBDMS,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](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3329.5	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,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](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3172.8	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)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	3383.2	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)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	3182.9	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3462.2	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)NC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3188.1	Standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3319.2	Semi standard non polar	33892256
Glutamylcysteine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3151.9	Standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3686.9	Semi standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N[C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3358.7	Standard non polar	33892256
Glutamylcysteine,5TBDMS,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](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3521.1	Semi standard non polar	33892256
Glutamylcysteine,5TBDMS,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](CS[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3321.8	Standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)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	3583.1	Semi standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS)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	3395.9	Standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3689.2	Semi standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N([C@@H](CS[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3409.2	Standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3678.3	Semi standard non polar	33892256
Glutamylcysteine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3394.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glutamylcysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutamylcysteine 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 - Glutamylcysteine 10V, Positive-QTOF	splash10-0f89-0390000000-38db2e4ce2b38f326d74	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 20V, Positive-QTOF	splash10-0zgr-8940000000-789b55dd7dfa45d6e158	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 40V, Positive-QTOF	splash10-0a4i-9100000000-75055551e0ef649c3d02	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 10V, Negative-QTOF	splash10-000t-1190000000-9fbeeefe96cc19c1f1e0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 20V, Negative-QTOF	splash10-00ea-4970000000-ea8846d41f659141dc17	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 40V, Negative-QTOF	splash10-00e9-9600000000-8952fa4abdd23eb767a2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 10V, Positive-QTOF	splash10-0udi-0390000000-97e2c7eb56dfa2e439de	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 20V, Positive-QTOF	splash10-0kar-9400000000-fd23e6ff0a56766a916b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 40V, Positive-QTOF	splash10-0a4i-9100000000-b5205f5352bb7727433a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 10V, Negative-QTOF	splash10-0002-0490000000-e380d8e685e167b1c81e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 20V, Negative-QTOF	splash10-004i-3900000000-17a58b1effaa935d0df9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylcysteine 40V, Negative-QTOF	splash10-001i-9100000000-804edf5b602d96e2f091	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected and Quantified	24.03 +/- 2.60 uM	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details

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

FDB111861

KNApSAcK ID

C00056759

Chemspider ID

8346973

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10171468

PDB ID

Not Available

ChEBI ID

156047

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

Zinellu A, Sotgia S, Usai MF, Chessa R, Deiana L, Carru C: Thiol redox status evaluation in red blood cells by capillary electrophoresis-laser induced fluorescence detection. Electrophoresis. 2005 May;26(10):1963-8. [PubMed:15812837 ]
Wunschmann J, Krajewski M, Letzel T, Huber EM, Ehrmann A, Grill E, Lendzian KJ: Dissection of glutathione conjugate turnover in yeast. Phytochemistry. 2010 Jan;71(1):54-61. doi: 10.1016/j.phytochem.2009.09.034. Epub 2009 Nov 10. [PubMed:19897216 ]
Murata M, Bansho Y, Inoue S, Ito K, Ohnishi S, Midorikawa K, Kawanishi S: Requirement of glutathione and cysteine in guanine-specific oxidation of DNA by carcinogenic potassium bromate. Chem Res Toxicol. 2001 Jun;14(6):678-85. [PubMed:11409938 ]
Vande Weghe JG, Ow DW: Accumulation of metal-binding peptides in fission yeast requires hmt2+. Mol Microbiol. 2001 Oct;42(1):29-36. [PubMed:11679064 ]
Zhu YL, Pilon-Smits EA, Tarun AS, Weber SU, Jouanin L, Terry N: Cadmium tolerance and accumulation in Indian mustard is enhanced by overexpressing gamma-glutamylcysteine synthetase. Plant Physiol. 1999 Dec;121(4):1169-78. [PubMed:10594104 ]
Meuwly P, Thibault P, Schwan AL, Rauser WE: Three families of thiol peptides are induced by cadmium in maize. Plant J. 1995 Mar;7(3):391-400. [PubMed:7757112 ]
Yen TY, Villa JA, DeWitt JG: Analysis of phytochelatin-cadmium complexes from plant tissue culture using nano-electrospray ionization tandem mass spectrometry and capillary liquid chromatography/electrospray ionization tandem mass spectrometry. J Mass Spectrom. 1999 Sep;34(9):930-41. [PubMed:10491589 ]
Noble DR, Williams DL: Structure-reactivity studies of the Cu(2+)-catalyzed decomposition of four S-nitrosothiols based around the S-Nitrosocysteine/S-nitrosoglutathione structures. Nitric Oxide. 2000 Aug;4(4):392-8. [PubMed:10944424 ]
Brautigam A, Schaumloffel D, Krauss GJ, Wesenberg D: Analytical approach for characterization of cadmium-induced thiol peptides--a case study using Chlamydomonas reinhardtii. Anal Bioanal Chem. 2009 Nov;395(6):1737-47. doi: 10.1007/s00216-009-2921-7. Epub 2009 Jul 10. [PubMed:19590857 ]
Wang W, Clarkson TW, Ballatori N: gamma-Glutamyl transpeptidase and l-cysteine regulate methylmercury uptake by HepG2 cells, a human hepatoma cell line. Toxicol Appl Pharmacol. 2000 Oct 1;168(1):72-8. [PubMed:11000102 ]
Kataoka H, Takagi K, Makita M: Determination of glutathione and related aminothiols by gas chromatography with flame photometric detection. Biomed Chromatogr. 1995 Mar-Apr;9(2):85-9. [PubMed:7795391 ]
Sherrill C, Fahey RC: Import and metabolism of glutathione by Streptococcus mutans. J Bacteriol. 1998 Mar;180(6):1454-9. [PubMed:9515913 ]
Suto RK, Brasch NE, Anderson OP, Finke RG: Synthesis, characterization, solution stability, and X-ray crystal structure of the thiolatocobalamin gamma-glutamylcysteinylcobalamin, a dipeptide analogue of glutathionylcobalamin: insights into the enhanced Co-S bond stability of the natural product glutathionylcobalamin. Inorg Chem. 2001 Jun 4;40(12):2686-92. [PubMed:11375680 ]
Chen WJ, Graminski GF, Armstrong RN: Dissection of the catalytic mechanism of isozyme 4-4 of glutathione S-transferase with alternative substrates. Biochemistry. 1988 Jan 26;27(2):647-54. [PubMed:3349053 ]
Blum R, Meyer KC, Wunschmann J, Lendzian KJ, Grill E: Cytosolic action of phytochelatin synthase. Plant Physiol. 2010 May;153(1):159-69. doi: 10.1104/pp.109.149922. Epub 2010 Mar 19. [PubMed:20304971 ]
Jez JM, Cahoon RE, Chen S: Arabidopsis thaliana glutamate-cysteine ligase: functional properties, kinetic mechanism, and regulation of activity. J Biol Chem. 2004 Aug 6;279(32):33463-70. Epub 2004 Jun 4. [PubMed:15180996 ]
(). Zerihun T. Dame, Farid Aziat, Rupasri Mandal, Ram Krishnamurthy, Souhaila Bouatra, Shima Borzouie, An Chi Guo, Tanvir Sajed, Lu Deng, Hong Lin, Philip Liu, Edison Dong, David S. Wishart "The human saliva metabolome" Metabolomics (2015) DOI 10.1007/s11306-015-0840-5. .

Showing metabocard for Glutamylcysteine (HMDB0028816)

MOL for HMDB0028816 (Glutamylcysteine)

3D MOL for HMDB0028816 (Glutamylcysteine)

3D SDF for HMDB0028816 (Glutamylcysteine)

3D-SDF for HMDB0028816 (Glutamylcysteine)

PDB for HMDB0028816 (Glutamylcysteine)

3D PDB for HMDB0028816 (Glutamylcysteine)

SMILES for HMDB0028816 (Glutamylcysteine)

INCHI for HMDB0028816 (Glutamylcysteine)

Structure for HMDB0028816 (Glutamylcysteine)

3D Structure for HMDB0028816 (Glutamylcysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra