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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-06 21:03:53 UTC

Update Date

2021-09-14 15:37:01 UTC

HMDB ID

HMDB0029147

Secondary Accession Numbers

HMDB29147

Metabolite Identification

Common Name

N-gamma-Glutamylglutamine

Description

N-gamma-Glutamylglutamine, also known as L-γ-glutamyl-L-glutamine or bis-g-glutamylamine, belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-gamma-Glutamylglutamine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make N-gamma-glutamylglutamine a potential biomarker for the consumption of these foods. N-gamma-Glutamylglutamine, with regard to humans, has been found to be associated with several diseases such as crohn's disease, schizophrenia, iron deficiency, and hyperammonemia; N-gamma-glutamylglutamine has also been linked to the inborn metabolic disorder gamma-glutamyltransferase deficiency. Based on a literature review very few articles have been published on N-gamma-Glutamylglutamine.

Structure

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

HMDB0029147
     RDKit          3D
N-gamma-Glutamylglutamine
 36 35  0  0  0  0  0  0  0  0999 V2000
    3.9165    0.0081   -1.3104 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    0.6360   -0.0079 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4270   -0.1556    1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -0.2227    0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624    1.0702    0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292    2.1087    1.1298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    1.1727    0.6053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733    0.0647    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -1.0734    0.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4243    0.2356    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053   -1.0969   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4683   -1.1253   -0.5176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7910   -0.3272   -1.6641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3408   -0.8045    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -1.3383    1.7363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086    0.1716    0.4116 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406    0.6367    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0910    1.1264    1.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964    0.0983   -0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0412   -1.0157   -1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6598    0.4132   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012    1.6647   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7988   -1.2165    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626    0.2238    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817   -0.6750   -0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762   -0.9058    1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648    2.1178    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8414    0.7087    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.9561   -0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233   -1.7835    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -1.5025   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7042   -2.1926   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8217   -0.2281   -1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686    0.5508   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0614    1.0236   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1002    0.6758   -1.2259 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  6
 13 33  1  0
 13 34  1  0
 16 35  1  0
 19 36  1  0
M  END

      
  Mrv1652304062014282D          

 19 18  0  0  0  0            999 V2000
 2499.9989 2499.7940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7138 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4308 2499.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1460 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8609 2499.7940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2503.5758 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2504.2907 2499.7940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.5758 2501.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8609 2498.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7138 2501.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2840 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5691 2499.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8538 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1390 2499.7940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2496.4241 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2495.7091 2499.7940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2496.4241 2501.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1390 2498.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2840 2501.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2 10  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  1  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 11 12  1  0  0  0  0
 11 19  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  6  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029147

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N3O6/c11-5(9(16)17)1-3-7(14)13-8(15)4-2-6(12)10(18)19/h5-6H,1-4,11-12H2,(H,16,17)(H,18,19)(H,13,14,15)/t5-,6-/m0/s1

> <INCHI_KEY>
FCWNOQOVMGNKNG-WDSKDSINSA-N

> <FORMULA>
C10H17N3O6

> <MOLECULAR_WEIGHT>
275.261

> <EXACT_MASS>
275.111735279

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.1669980274238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-5-[(4S)-4-amino-4-carboxybutanamido]-5-oxopentanoic acid

> <ALOGPS_LOGP>
-3.90

> <JCHEM_LOGP>
-6.983757363750202

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.242094757818342

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.640034797806286

> <JCHEM_PKA_STRONGEST_BASIC>
9.710479523751545

> <JCHEM_POLAR_SURFACE_AREA>
172.81

> <JCHEM_REFRACTIVITY>
61.31980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-5-[(4S)-4-amino-4-carboxybutanamido]-5-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029147
     RDKit          3D
N-gamma-Glutamylglutamine
 36 35  0  0  0  0  0  0  0  0999 V2000
    3.9165    0.0081   -1.3104 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    0.6360   -0.0079 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4270   -0.1556    1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -0.2227    0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624    1.0702    0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292    2.1087    1.1298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    1.1727    0.6053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733    0.0647    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -1.0734    0.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4243    0.2356    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053   -1.0969   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4683   -1.1253   -0.5176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7910   -0.3272   -1.6641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3408   -0.8045    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -1.3383    1.7363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086    0.1716    0.4116 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406    0.6367    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0910    1.1264    1.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964    0.0983   -0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0412   -1.0157   -1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6598    0.4132   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012    1.6647   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7988   -1.2165    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626    0.2238    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817   -0.6750   -0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762   -0.9058    1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648    2.1178    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8414    0.7087    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.9561   -0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233   -1.7835    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -1.5025   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7042   -2.1926   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8217   -0.2281   -1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686    0.5508   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0614    1.0236   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1002    0.6758   -1.2259 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  6
 13 33  1  0
 13 34  1  0
 16 35  1  0
 19 36  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  N   UNK     0    4666.6654666.282   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0    4667.9994667.051   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    4669.3374666.282   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4670.6734667.051   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4672.0074666.282   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4673.3414667.051   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    4674.6764666.282   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    4673.3414668.592   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    4672.0074664.741   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0    4667.9994668.592   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    4665.3304667.051   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    4663.9964666.282   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4662.6604667.051   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4661.3264666.282   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4659.9924667.051   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    4658.6574666.282   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    4659.9924668.592   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0    4661.3264664.741   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0    4665.3304668.592   0.000  0.00  0.00           O+0
CONECT    1    2   11                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    2                                                            
CONECT   11    1   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0029147
HETATM    1  N1  UNL     1       3.917   0.008  -1.310  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.160   0.636  -0.008  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.427  -0.156   1.029  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.944  -0.223   0.815  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.262   1.070   0.860  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.929   2.109   1.130  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.142   1.173   0.605  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.973   0.065   0.304  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.455  -1.073   0.256  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.424   0.236   0.048  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.005  -1.097  -0.234  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.468  -1.125  -0.518  1.00  0.00           C  
HETATM   13  N3  UNL     1      -4.791  -0.327  -1.664  1.00  0.00           N  
HETATM   14  C9  UNL     1      -5.341  -0.804   0.597  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.301  -1.338   1.736  1.00  0.00           O  
HETATM   16  O4  UNL     1      -6.309   0.172   0.412  1.00  0.00           O  
HETATM   17  C10 UNL     1       5.641   0.637   0.265  1.00  0.00           C  
HETATM   18  O5  UNL     1       6.091   1.126   1.328  1.00  0.00           O  
HETATM   19  O6  UNL     1       6.496   0.098  -0.657  1.00  0.00           O  
HETATM   20  H1  UNL     1       4.041  -1.016  -1.176  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.660   0.413  -1.949  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.801   1.665  -0.025  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.799  -1.217   1.048  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.663   0.224   2.066  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.782  -0.675  -0.196  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.476  -0.906   1.578  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.565   2.118   0.649  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.841   0.709   0.979  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.508   0.956  -0.796  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.723  -1.784   0.590  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.485  -1.503  -1.141  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.704  -2.193  -0.816  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.822  -0.228  -1.785  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.269   0.551  -1.750  1.00  0.00           H  
HETATM   35  H16 UNL     1      -6.061   1.024  -0.108  1.00  0.00           H  
HETATM   36  H17 UNL     1       7.100   0.676  -1.226  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3   17   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8   27
CONECT    8    9    9   10
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   14   32
CONECT   13   33   34
CONECT   14   15   15   16
CONECT   16   35
CONECT   17   18   18   19
CONECT   19   36
END

HMDB0029147
     RDKit          3D
N-gamma-Glutamylglutamine
 36 35  0  0  0  0  0  0  0  0999 V2000
    3.9165    0.0081   -1.3104 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    0.6360   -0.0079 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4270   -0.1556    1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -0.2227    0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624    1.0702    0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292    2.1087    1.1298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422    1.1727    0.6053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733    0.0647    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -1.0734    0.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4243    0.2356    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053   -1.0969   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4683   -1.1253   -0.5176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7910   -0.3272   -1.6641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3408   -0.8045    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -1.3383    1.7363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086    0.1716    0.4116 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406    0.6367    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0910    1.1264    1.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964    0.0983   -0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0412   -1.0157   -1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6598    0.4132   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012    1.6647   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7988   -1.2165    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626    0.2238    2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817   -0.6750   -0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762   -0.9058    1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648    2.1178    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8414    0.7087    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.9561   -0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7233   -1.7835    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -1.5025   -1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7042   -2.1926   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8217   -0.2281   -1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2686    0.5508   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0614    1.0236   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1002    0.6758   -1.2259 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  6
 13 33  1  0
 13 34  1  0
 16 35  1  0
 19 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-g-Glutamylglutamine	Generator
N-Γ-glutamylglutamine	Generator
Bis-g-glutamylamine	HMDB
Bis-γ-glutamylamine	HMDB
Γ-glu-GLN	HMDB
Γ-L-glu-L-GLN	HMDB
Γ-glutamylglutamine	HMDB
Γ-L-glutamyl-L-glutamine	HMDB
L-Γ-glutamyl-L-glutamine	HMDB
N-L-Γ-glutamylglutamine	HMDB
N-L-Γ-glutamyl-L-glutamine	HMDB
gamma-Glu-GLN	HMDB
gamma-L-Glu-L-GLN	HMDB
gamma-Glutamylglutamine	HMDB
gamma-L-Glutamyl-L-glutamine	HMDB
L-gamma-Glutamyl-L-glutamine	HMDB
N-L-gamma-Glutamylglutamine	HMDB
N-L-gamma-Glutamyl-L-glutamine	HMDB
(2S)-2-Amino-4-{[(4S)-4-amino-4-carboxybutanoyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
N-gamma-Glutamylglutamine	HMDB

Chemical Formula

C₁₀H₁₇N₃O₆

Average Molecular Weight

275.261

Monoisotopic Molecular Weight

275.111735279

IUPAC Name

(2S)-2-amino-5-[(4S)-4-amino-4-carboxybutanamido]-5-oxopentanoic acid

Traditional Name

(2S)-2-amino-5-[(4S)-4-amino-4-carboxybutanamido]-5-oxopentanoic acid

CAS Registry Number

1466-50-8

SMILES

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

InChI Identifier

InChI=1S/C10H17N3O6/c11-5(9(16)17)1-3-7(14)13-8(15)4-2-6(12)10(18)19/h5-6H,1-4,11-12H2,(H,16,17)(H,18,19)(H,13,14,15)/t5-,6-/m0/s1

InChI Key

FCWNOQOVMGNKNG-WDSKDSINSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid
L-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
N-acyl-amine
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Amino acid
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
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

Cerebrospinal Fluid (CSF) (PMID: 7595563)
Blood (PMID: 10384376)

Excreta

Biofluid or Excreta

Feces (PMID: 26848182)

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	-5.63	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.2 g/L	ALOGPS
logP	-3.9	ALOGPS
logP	-7	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.64	ChemAxon
pKa (Strongest Basic)	9.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	61.32 m³·mol⁻¹	ChemAxon
Polarizability	26.17 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]+	162.744	30932474
DeepCCS	[M-H]-	160.386	30932474
DeepCCS	[M-2H]-	193.272	30932474
DeepCCS	[M+Na]+	168.837	30932474
AllCCS	[M+H]+	158.5	32859911
AllCCS	[M+H-H2O]+	155.6	32859911
AllCCS	[M+NH4]+	161.2	32859911
AllCCS	[M+Na]+	162.0	32859911
AllCCS	[M-H]-	160.9	32859911
AllCCS	[M+Na-2H]-	161.1	32859911
AllCCS	[M+HCOO]-	161.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-gamma-Glutamylglutamine	N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(O)=O)C(O)=O	3353.0	Standard polar	33892256
N-gamma-Glutamylglutamine	N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(O)=O)C(O)=O	2249.7	Standard non polar	33892256
N-gamma-Glutamylglutamine	N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(O)=O)C(O)=O	3004.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-gamma-Glutamylglutamine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@H](N)C(=O)O	2565.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,1TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)C(=O)O	2648.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,1TMS,isomer #3	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)C(=O)CC[C@H](N)C(=O)O	2603.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C	2558.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	2652.7	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	2642.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	2563.7	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O	2708.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C	2775.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)O	2635.2	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2645.9	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2594.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #10	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2693.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #10	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2693.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2517.2	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2519.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2732.1	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2663.8	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2773.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2665.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2594.8	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2611.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2766.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2694.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2611.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2603.7	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #8	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2832.1	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #8	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2717.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O	2677.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TMS,isomer #9	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O	2639.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2713.7	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2670.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2748.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #10	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2760.7	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2795.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2674.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2544.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2604.9	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2839.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2755.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2638.2	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2675.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2843.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2729.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2729.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2716.8	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2708.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2713.2	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #9	C[Si](C)(C)N([C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2927.1	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TMS,isomer #9	C[Si](C)(C)N([C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2835.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2821.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2741.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2555.1	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2695.3	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	2717.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	2710.5	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2964.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2828.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2734.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2781.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	2766.8	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	2759.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #7	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2906.8	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TMS,isomer #7	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2876.9	Standard non polar	33892256
N-gamma-Glutamylglutamine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2944.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2819.3	Standard non polar	33892256
N-gamma-Glutamylglutamine,6TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O[Si](C)(C)C	2738.8	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,6TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O[Si](C)(C)C	2783.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,6TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2941.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,6TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2871.8	Standard non polar	33892256
N-gamma-Glutamylglutamine,7TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)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)N([Si](C)(C)C)[Si](C)(C)C	2976.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,7TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)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)N([Si](C)(C)C)[Si](C)(C)C	2871.5	Standard non polar	33892256
N-gamma-Glutamylglutamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@H](N)C(=O)O	2828.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)C(=O)O	2907.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)C(=O)CC[C@H](N)C(=O)O	2829.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	3073.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3136.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3116.5	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	3002.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	3194.7	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3246.1	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	3081.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3362.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3124.5	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3368.9	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3165.0	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3180.2	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3060.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3416.1	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3149.2	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3477.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3180.8	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3243.9	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3108.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3470.3	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3173.2	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3263.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3103.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3534.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3194.8	Standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	3352.1	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	3109.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3601.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3288.0	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	3654.2	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	3340.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	3694.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	3320.3	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)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	3404.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N)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	3266.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3749.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3344.5	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3497.9	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3280.4	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	3768.2	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	3345.7	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N(C(=O)CC[C@H](N)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	3599.2	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N(C(=O)CC[C@H](N)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	3343.3	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	3584.9	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	3322.0	Standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3838.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3407.0	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O[Si](C)(C)C(C)(C)C	3953.9	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O[Si](C)(C)C(C)(C)C	3477.1	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)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	3635.0	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N(C(=O)CC[C@H](N[Si](C)(C)C(C)(C)C)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	3435.7	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	3786.4	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)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	3480.9	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([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	4075.8	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)NC(=O)CC[C@@H](C(=O)O)N([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	3541.6	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O[Si](C)(C)C(C)(C)C	3824.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O[Si](C)(C)C(C)(C)C	3496.0	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	3851.7	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)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)C(=O)O	3493.9	Standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #7	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(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3972.6	Semi standard non polar	33892256
N-gamma-Glutamylglutamine,5TBDMS,isomer #7	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(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3563.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-gamma-Glutamylglutamine 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 - N-gamma-Glutamylglutamine 10V, Positive-QTOF	splash10-003r-0590000000-2f7edd0cd4abe6907109	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 20V, Positive-QTOF	splash10-001i-2940000000-5bed090f9875142a4953	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 40V, Positive-QTOF	splash10-053r-9300000000-61d8fdac4c7d6aff98dc	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 10V, Negative-QTOF	splash10-00di-0090000000-f078bebea2b6c00a7d74	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 20V, Negative-QTOF	splash10-05i1-1790000000-3b508fc276d3694311f5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 40V, Negative-QTOF	splash10-0097-9400000000-b7441b7b8a4a9964ba1a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 10V, Negative-QTOF	splash10-0a4i-0290000000-99396c0028ecbb7b0ca6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 20V, Negative-QTOF	splash10-0095-4930000000-acd1804eadd5e8e8a248	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 40V, Negative-QTOF	splash10-0006-9300000000-73a1125188ceb3b81e39	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 10V, Positive-QTOF	splash10-0059-0590000000-c5b072b1e9bd0f91b095	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 20V, Positive-QTOF	splash10-001i-5890000000-ec1d27970ca72d2c87c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-gamma-Glutamylglutamine 40V, Positive-QTOF	splash10-053r-4900000000-191f43f1a3eb287abf3e	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
Cerebrospinal Fluid (CSF)
Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	3-8 uM	Adult (>18 years old)	Not Specified	Normal	10384376	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	2.46 +/- 0.47 uM	Adult (>18 years old)	Both	Normal	7595563	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	3.5 uM	Adult (>18 years old)	Not Specified	Gamma-glutamyltransferase deficiency	10384376	details
Blood	Detected and Quantified	117.00 (20.00-214.00) uM	Adult (>18 years old)	Both	Hyperammonemia	2093471	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	2.07 +/- 0.52 uM	Adult (>18 years old)	Both	Schizophrenia	7595563	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	258.00 uM	Adult (>18 years old)	Both	Hyperammonemia	2093471	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Crohns disease	26848182	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Iron deficiency	26848182	details

Associated Disorders and Diseases

Disease References

Gamma-glutamyltransferase deficiency
Hammond JW, Potter M, Sim KG, Wilcken B: Reduced glutathione, gamma-glutamylcysteine, cysteine and gamma-glutamylglutamine in gamma-glutamyltransferase deficiency. J Inherit Metab Dis. 1999 May;22(3):235-9. [PubMed:10384376 ]
Hyperammonemia
Hammond JW, Potter M, Truscott R, Wilcken B: gamma-Glutamylglutamine identified in plasma and cerebrospinal fluid from hyperammonaemic patients. Clin Chim Acta. 1990 Dec 24;194(2-3):173-83. [PubMed:2093471 ]
Schizophrenia
Do KQ, Lauer CJ, Schreiber W, Zollinger M, Gutteck-Amsler U, Cuenod M, Holsboer F: gamma-Glutamylglutamine and taurine concentrations are decreased in the cerebrospinal fluid of drug-naive patients with schizophrenic disorders. J Neurochem. 1995 Dec;65(6):2652-62. [PubMed:7595563 ]
Crohn's disease
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
Iron deficiency
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]

Associated OMIM IDs

181500 (Schizophrenia)
266600 (Crohn's disease)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112145

KNApSAcK ID

Not Available

Chemspider ID

19986705

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21122973

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-gamma-Glutamylglutamine (HMDB0029147)

MOL for HMDB0029147 (N-gamma-Glutamylglutamine)

3D MOL for HMDB0029147 (N-gamma-Glutamylglutamine)

3D SDF for HMDB0029147 (N-gamma-Glutamylglutamine)

3D-SDF for HMDB0029147 (N-gamma-Glutamylglutamine)

PDB for HMDB0029147 (N-gamma-Glutamylglutamine)

3D PDB for HMDB0029147 (N-gamma-Glutamylglutamine)

SMILES for HMDB0029147 (N-gamma-Glutamylglutamine)

INCHI for HMDB0029147 (N-gamma-Glutamylglutamine)

Structure for HMDB0029147 (N-gamma-Glutamylglutamine)

3D Structure for HMDB0029147 (N-gamma-Glutamylglutamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra