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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 00:36:42 UTC

Update Date

2022-09-22 18:34:26 UTC

HMDB ID

HMDB0039229

Secondary Accession Numbers

HMDB39229

Metabolite Identification

Common Name

Pyro-L-glutaminyl-L-glutamine

Description

Pyro-L-glutaminyl-L-glutamine, also known as 5-oxoprolylglutamine or L-p-glu-L-GLN, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Pyro-L-glutaminyl-L-glutamine has been detected, but not quantified in, fruits. This could make pyro-L-glutaminyl-L-glutamine a potential biomarker for the consumption of these foods. Pyro-L-glutaminyl-L-glutamine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Pyro-L-glutaminyl-L-glutamine.

Structure

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

HMDB0039229
     RDKit          3D
Pyro-L-glutaminyl-L-glutamine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.9599    1.0024    1.7405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6922    1.0303    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281    1.6080    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    0.3732   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1395    0.3728   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -0.3292    0.1313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2011   -0.2319   -0.5057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2294    0.3979    0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    0.8760    1.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5728    0.5049   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2468   -0.8459   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6879   -0.4175   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8334    0.7043    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156    1.1522    0.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191    1.1916    0.4557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4984   -1.7551    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040   -2.6320   -0.1974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -2.1962    0.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7004    0.3527    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1830    1.6173    2.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482   -0.6543   -0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957    0.9151   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    1.4229   -0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204   -0.0556   -1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    0.1527    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3422   -0.6308   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.0293   -1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8318   -1.4755   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -1.3260    0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947   -0.0439   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3582   -1.2620   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2643    1.9094    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128   -2.7570    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
 13 14  2  0
 13 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  1
  7 26  1  0
 10 27  1  6
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 15 32  1  0
 18 33  1  0
M  END

      
  Mrv1652311231700082D          

 18 18  0  0  0  0            999 V2000
 2499.2747 2500.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9886 2499.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7028 2500.0010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2501.4169 2499.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1313 2500.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8454 2499.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.5596 2500.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8454 2498.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7028 2500.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4169 2501.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9886 2501.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2747 2500.8257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8896 2500.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.2222 2499.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.4771 2498.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.3021 2498.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5569 2499.5956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2496.4376 2499.8505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 17  1  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0039229

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N3O5/c11-7(14)3-1-6(10(17)18)13-9(16)5-2-4-8(15)12-5/h5-6H,1-4H2,(H2,11,14)(H,12,15)(H,13,16)(H,17,18)/t5-,6-/m0/s1

> <INCHI_KEY>
ILAITOFTZJRIFJ-WDSKDSINSA-N

> <FORMULA>
C10H15N3O5

> <MOLECULAR_WEIGHT>
257.2432

> <EXACT_MASS>
257.101170605

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.86005491071332

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

> <ALOGPS_LOGP>
-2.30

> <JCHEM_LOGP>
-2.586282018333333

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.228953547906837

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.642629420149816

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4909647510294994

> <JCHEM_POLAR_SURFACE_AREA>
138.58999999999997

> <JCHEM_REFRACTIVITY>
57.99780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039229
     RDKit          3D
Pyro-L-glutaminyl-L-glutamine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.9599    1.0024    1.7405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6922    1.0303    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281    1.6080    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    0.3732   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1395    0.3728   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -0.3292    0.1313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2011   -0.2319   -0.5057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2294    0.3979    0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    0.8760    1.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5728    0.5049   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2468   -0.8459   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6879   -0.4175   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8334    0.7043    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156    1.1522    0.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191    1.1916    0.4557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4984   -1.7551    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040   -2.6320   -0.1974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -2.1962    0.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7004    0.3527    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1830    1.6173    2.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482   -0.6543   -0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957    0.9151   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    1.4229   -0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204   -0.0556   -1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    0.1527    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3422   -0.6308   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.0293   -1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8318   -1.4755   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -1.3260    0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947   -0.0439   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3582   -1.2620   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2643    1.9094    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128   -2.7570    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
 13 14  2  0
 13 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  1
  7 26  1  0
 10 27  1  6
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 15 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 23-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-NOV-17         0                                  
HETATM    1  C   UNK     0    4665.3134666.669   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4666.6454665.897   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4667.9794666.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4669.3124665.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4670.6454666.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4671.9784665.897   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    4673.3114666.669   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    4671.9784664.358   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    4667.9794668.208   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    4669.3124668.975   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4666.6454668.975   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    4665.3134668.208   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0    4662.7274666.817   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    4661.4814665.912   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4661.9574664.447   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4663.4974664.447   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4663.9734665.912   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    4660.0174666.388   0.000  0.00  0.00           O+0
CONECT    1    2   12   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1                                                            
CONECT   13   14   17                                                       
CONECT   14   15   13   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13    1                                                  
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0039229
HETATM    1  N1  UNL     1      -4.960   1.002   1.740  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.692   1.030   1.096  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.728   1.608   1.648  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.542   0.373  -0.220  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.140   0.373  -0.726  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.128  -0.329   0.131  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.201  -0.232  -0.506  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.229   0.398   0.200  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.065   0.876   1.340  1.00  0.00           O  
HETATM   10  C6  UNL     1       2.573   0.505  -0.427  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.247  -0.846  -0.556  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.688  -0.418  -0.824  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.833   0.704   0.146  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.916   1.152   0.617  1.00  0.00           O  
HETATM   15  N3  UNL     1       3.519   1.192   0.456  1.00  0.00           N  
HETATM   16  C10 UNL     1      -1.498  -1.755   0.270  1.00  0.00           C  
HETATM   17  O4  UNL     1      -0.704  -2.632  -0.197  1.00  0.00           O  
HETATM   18  O5  UNL     1      -2.650  -2.196   0.876  1.00  0.00           O  
HETATM   19  H1  UNL     1      -5.700   0.353   1.407  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.183   1.617   2.548  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.948  -0.654  -0.125  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.196   0.915  -0.980  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.765   1.423  -0.865  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.120  -0.056  -1.771  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.061   0.153   1.123  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.342  -0.631  -1.458  1.00  0.00           H  
HETATM   27  H9  UNL     1       2.540   1.029  -1.382  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.832  -1.475  -1.339  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.227  -1.326   0.445  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.795  -0.044  -1.868  1.00  0.00           H  
HETATM   31  H13 UNL     1       5.358  -1.262  -0.593  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.264   1.909   1.179  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.613  -2.757   1.726  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3    3    4
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   16   25
CONECT    7    8   26
CONECT    8    9    9   10
CONECT   10   11   15   27
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   14   15
CONECT   15   32
CONECT   16   17   17   18
CONECT   18   33
END

HMDB0039229
     RDKit          3D
Pyro-L-glutaminyl-L-glutamine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.9599    1.0024    1.7405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6922    1.0303    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281    1.6080    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    0.3732   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1395    0.3728   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -0.3292    0.1313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2011   -0.2319   -0.5057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2294    0.3979    0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    0.8760    1.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5728    0.5049   -0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2468   -0.8459   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6879   -0.4175   -0.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8334    0.7043    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156    1.1522    0.6173 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191    1.1916    0.4557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4984   -1.7551    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040   -2.6320   -0.1974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6500   -2.1962    0.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7004    0.3527    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1830    1.6173    2.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482   -0.6543   -0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1957    0.9151   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    1.4229   -0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204   -0.0556   -1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    0.1527    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3422   -0.6308   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.0293   -1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8318   -1.4755   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -1.3260    0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947   -0.0439   -1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3582   -1.2620   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2643    1.9094    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6128   -2.7570    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
 13 14  2  0
 13 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  1
  7 26  1  0
 10 27  1  6
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 15 32  1  0
 18 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-Oxoprolylglutamine	ChEBI
L-p-Glu-L-GLN	ChEBI
L-Pyroglutamyl-L-glutamine	ChEBI
p-Glu-GLN	ChEBI
Pyroglutaminylglutamine	Dictionary of Food Compounds, HMDB
N2-(5-Oxoprolyl)glutamine	Dictionary of Food Compounds, HMDB
N2-L-Pyroglutamyl-L-glutamine	HMDB
N2-(5-Oxo-L-prolyl)-L-glutamine	HMDB
5-Oxo-L-prolyl-L-glutamine	HMDB
Pyro-L-glutaminyl-L-glutamine	HMDB, ChEBI

Chemical Formula

C₁₀H₁₅N₃O₅

Average Molecular Weight

257.2432

Monoisotopic Molecular Weight

257.101170605

IUPAC Name

(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

Traditional Name

(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

CAS Registry Number

109481-23-4

SMILES

NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(O)=O

InChI Identifier

InChI=1S/C10H15N3O5/c11-7(14)3-1-6(10(17)18)13-9(16)5-2-4-8(15)12-5/h5-6H,1-4H2,(H2,11,14)(H,12,15)(H,13,16)(H,17,18)/t5-,6-/m0/s1

InChI Key

ILAITOFTZJRIFJ-WDSKDSINSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Disaccharide
O-glycosyl compound
Tyrosol derivative
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Oxane
Benzenoid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 22308371)

Excreta

Biofluid or Excreta

Feces (PMID: 25037050)

Cellular substructure

Extracellular (HMDB: HMDB0039229)
Cytoplasm (HMDB: HMDB0039229)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039229)

Source

Exogenous

Exogenous (HMDB: HMDB0039229)

Food

Food (HMDB: HMDB0039229)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0039229)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039229)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	235 - 237 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.74 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.6	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	138.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	58 m³·mol⁻¹	ChemAxon
Polarizability	23.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	158.805	30932474
DeepCCS	[M-H]-	156.447	30932474
DeepCCS	[M-2H]-	189.333	30932474
DeepCCS	[M+Na]+	164.898	30932474
AllCCS	[M+H]+	155.2	32859911
AllCCS	[M+H-H2O]+	151.9	32859911
AllCCS	[M+NH4]+	158.3	32859911
AllCCS	[M+Na]+	159.2	32859911
AllCCS	[M-H]-	156.6	32859911
AllCCS	[M+Na-2H]-	156.6	32859911
AllCCS	[M+HCOO]-	156.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pyro-L-glutaminyl-L-glutamine	NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(O)=O	3695.8	Standard polar	33892256
Pyro-L-glutaminyl-L-glutamine	NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(O)=O	2624.3	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine	NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(O)=O	2919.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pyro-L-glutaminyl-L-glutamine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1	2499.5	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,1TMS,isomer #2	C[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O	2518.3	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,1TMS,isomer #3	C[Si](C)(C)N(C(=O)[C@@H]1CCC(=O)N1)[C@@H](CCC(N)=O)C(=O)O	2506.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,1TMS,isomer #4	C[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N[C@@H](CCC(N)=O)C(=O)O	2468.5	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #1	C[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O[Si](C)(C)C	2586.9	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #1	C[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O[Si](C)(C)C	2516.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2499.8	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2414.9	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C	2469.6	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C	2408.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O)[Si](C)(C)C	2637.9	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O)[Si](C)(C)C	2587.8	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #5	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2556.9	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #5	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2559.1	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #6	C[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)C(=O)O	2495.0	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #6	C[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)C(=O)O	2544.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #7	C[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(N)=O)C(=O)O)[Si](C)(C)C	2395.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TMS,isomer #7	C[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(N)=O)C(=O)O)[Si](C)(C)C	2418.6	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)[C@@H]1CCC(=O)N1	2663.6	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)[C@@H]1CCC(=O)N1	2588.5	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #2	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2579.6	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #2	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2562.5	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #3	C[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2498.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #3	C[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2568.3	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2432.8	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2461.8	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #5	C[Si](C)(C)N(C(=O)[C@@H]1CCC(=O)N1)[C@@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2626.0	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #5	C[Si](C)(C)N(C(=O)[C@@H]1CCC(=O)N1)[C@@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2627.7	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #6	C[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N[C@@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2572.9	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #6	C[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N[C@@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2615.7	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #7	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2413.6	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TMS,isomer #7	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2603.6	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2628.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C	2639.8	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C	2577.3	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C	2656.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #3	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2458.6	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #3	C[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2611.5	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #4	C[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2519.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TMS,isomer #4	C[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2689.8	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2583.3	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2698.9	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1	2741.7	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O	2792.2	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H]1CCC(=O)N1)[C@@H](CCC(N)=O)C(=O)O	2751.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N[C@@H](CCC(N)=O)C(=O)O	2723.0	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O[Si](C)(C)C(C)(C)C	3030.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O[Si](C)(C)C(C)(C)C	2911.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	2977.0	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	2832.1	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C	2944.3	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C	2842.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O)[Si](C)(C)C(C)(C)C	3104.0	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)O)[Si](C)(C)C(C)(C)C	2974.9	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3017.8	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	2913.3	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O	2974.5	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O	2932.4	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(N)=O)C(=O)O)[Si](C)(C)C(C)(C)C	2879.2	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(N)=O)C(=O)O)[Si](C)(C)C(C)(C)C	2832.5	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)NC(=O)[C@@H]1CCC(=O)N1	3302.2	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)NC(=O)[C@@H]1CCC(=O)N1	3162.1	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3228.4	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3110.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3191.8	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3134.2	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3104.5	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(N)=O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3046.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H]1CCC(=O)N1)[C@@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3309.5	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H]1CCC(=O)N1)[C@@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3164.3	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N[C@@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3257.2	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N[C@@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3177.2	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3119.1	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3131.1	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3471.8	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3340.0	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C	3450.9	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)NC(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C	3362.8	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3332.3	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3295.1	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(=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	3423.8	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)CC[C@H]1C(=O)N([C@@H](CCC(=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	3372.5	Standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3617.0	Semi standard non polar	33892256
Pyro-L-glutaminyl-L-glutamine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H]1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3523.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pyro-L-glutaminyl-L-glutamine 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 - Pyro-L-glutaminyl-L-glutamine 10V, Positive-QTOF	splash10-06ry-2490000000-c28b669dbdcd3b5724db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 20V, Positive-QTOF	splash10-001j-8930000000-83e047e639e90bbeba8e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 40V, Positive-QTOF	splash10-0f8a-9200000000-2c96198f0aba41624530	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 10V, Negative-QTOF	splash10-0a4i-1290000000-02c28f877a8856526b0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 20V, Negative-QTOF	splash10-06to-5950000000-2c384a082797953a3fbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 40V, Negative-QTOF	splash10-0006-9100000000-3b457826471f4562c2ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 10V, Positive-QTOF	splash10-0btc-1390000000-af0c102cac44bca29f76	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 20V, Positive-QTOF	splash10-0gx0-5930000000-20b560ddb59d3326f42a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 40V, Positive-QTOF	splash10-001i-9300000000-5d94a693694dc4964f06	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 10V, Negative-QTOF	splash10-0a6r-0690000000-dd1451bb3adcb7fe3a59	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 20V, Negative-QTOF	splash10-004i-4900000000-0bdeee3106c87c458470	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyro-L-glutaminyl-L-glutamine 40V, Negative-QTOF	splash10-0006-9200000000-76686f931ba989ac888c	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Feces
Saliva
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018762

KNApSAcK ID

Not Available

Chemspider ID

9185807

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11010621

PDB ID

Not Available

ChEBI ID

88956

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Pyro-L-glutaminyl-L-glutamine (HMDB0039229)

MOL for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

3D MOL for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

3D SDF for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

3D-SDF for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

PDB for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

3D PDB for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

SMILES for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

INCHI for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

Structure for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

3D Structure for HMDB0039229 (Pyro-L-glutaminyl-L-glutamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra