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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:03:54 UTC

Update Date

2021-09-14 15:29:56 UTC

HMDB ID

HMDB0029150

Secondary Accession Numbers

HMDB29150

Metabolite Identification

Common Name

gamma-Glutamylhydroxyproline

Description

gamma-Glutamylhydroxyproline, also known as γ-glu-hyp or L-gamma-glu-L-hyp, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. gamma-Glutamylhydroxyproline 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 gamma-glutamylhydroxyproline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on gamma-Glutamylhydroxyproline.

Structure

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

HMDB0029150
     RDKit          3D
gamma-Glutamylhydroxyproline
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.4635   -1.5154   -0.6647 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4662   -0.0712   -0.5806 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2861    0.4556    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722    0.0495   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.6058    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    1.2728    1.3806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    0.3592   -0.0480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -0.4254   -1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986   -0.9312   -1.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0536   -0.1158   -1.9192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311   -0.6513    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7926    0.7068    0.4532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9216    1.2204    1.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1078    1.6003    2.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.3599    2.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6892    0.3811    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8773    1.6084    0.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6070   -0.5494    0.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4234   -1.9056   -0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0247   -1.8737    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534    0.3681   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3769    1.5581    0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3619    0.0685    1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022   -1.0531   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9221    0.4977   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0416   -1.2415   -1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067    0.2830   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -1.9977   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8084    0.2314   -1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945   -0.5261    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -1.4232    0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2925    1.3530   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    0.6513    3.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153   -0.3505    0.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  6
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  6
 15 33  1  0
 18 34  1  0
M  END


  Mrv1652304062014282D          

 18 18  0  0  0  0            999 V2000
 9975.2567 9972.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.9687 9972.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9975.2567 9973.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9972.9654 9970.9265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9973.8734 9972.8567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9973.2061 9972.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.4610 9971.5870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9974.2861 9971.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.5410 9972.3717    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9973.8734 9973.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.1590 9974.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.5879 9974.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9972.4445 9973.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.7299 9974.0942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9971.0156 9973.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.3011 9974.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9971.0156 9972.8567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9971.7299 9974.9169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  4  1  1  0  0  0
  9  1  1  6  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 15 16  1  0  0  0  0
 14 18  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0029150

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O6/c11-6(9(15)16)1-2-8(14)12-4-5(13)3-7(12)10(17)18/h5-7,13H,1-4,11H2,(H,15,16)(H,17,18)/t5-,6+,7+/m1/s1

> <INCHI_KEY>
VKENMLSUUVOQLD-VQVTYTSYSA-N

> <FORMULA>
C10H16N2O6

> <MOLECULAR_WEIGHT>
260.246

> <EXACT_MASS>
260.100836243

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.59610019588006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4R)-1-[(4S)-4-amino-4-carboxybutanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-3.48

> <JCHEM_LOGP>
-4.702990781740703

> <ALOGPS_LOGS>
-0.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.706722524339043

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8403133022987372

> <JCHEM_PKA_STRONGEST_BASIC>
9.312081295366923

> <JCHEM_POLAR_SURFACE_AREA>
141.16000000000003

> <JCHEM_REFRACTIVITY>
57.59210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4R)-1-[(4S)-4-amino-4-carboxybutanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029150
     RDKit          3D
gamma-Glutamylhydroxyproline
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.4635   -1.5154   -0.6647 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4662   -0.0712   -0.5806 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2861    0.4556    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722    0.0495   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.6058    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    1.2728    1.3806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    0.3592   -0.0480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -0.4254   -1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986   -0.9312   -1.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0536   -0.1158   -1.9192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311   -0.6513    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7926    0.7068    0.4532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9216    1.2204    1.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1078    1.6003    2.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.3599    2.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6892    0.3811    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8773    1.6084    0.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6070   -0.5494    0.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4234   -1.9056   -0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0247   -1.8737    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534    0.3681   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3769    1.5581    0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3619    0.0685    1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022   -1.0531   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9221    0.4977   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0416   -1.2415   -1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067    0.2830   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -1.9977   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8084    0.2314   -1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945   -0.5261    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -1.4232    0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2925    1.3530   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    0.6513    3.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153   -0.3505    0.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  6
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  6
 15 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8620.4798615.845   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8621.8088615.075   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8620.4798617.382   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8616.2028612.396   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0    8617.8978615.999   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8616.6518615.094   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8617.1278613.629   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8618.6678613.629   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8619.1438615.094   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8617.8978617.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8616.5638618.309   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8619.2318618.309   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8615.2308617.539   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8613.8968618.309   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8612.5628617.539   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8611.2298618.309   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8612.5628615.999   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0    8613.8968619.845   0.000  0.00  0.00           N+0
CONECT    1    2    3    9                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    7                                                            
CONECT    5    6    9   10                                                  
CONECT    6    7    5                                                       
CONECT    7    6    8    4                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5    1                                                  
CONECT   10    5   11   12                                                  
CONECT   11   10   13                                                       
CONECT   12   10                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0029150
HETATM    1  N1  UNL     1       3.463  -1.515  -0.665  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.466  -0.071  -0.581  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.286   0.456   0.191  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.972   0.050  -0.458  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.172   0.606   0.360  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.117   1.273   1.381  1.00  0.00           O  
HETATM    7  N2  UNL     1      -1.507   0.359  -0.048  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.781  -0.425  -1.277  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.199  -0.931  -1.143  1.00  0.00           C  
HETATM   10  O2  UNL     1      -4.054  -0.116  -1.919  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.531  -0.651   0.307  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.793   0.707   0.453  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.922   1.220   1.796  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.108   1.600   2.139  1.00  0.00           O  
HETATM   15  O4  UNL     1      -1.972   1.360   2.753  1.00  0.00           O  
HETATM   16  C10 UNL     1       4.689   0.381   0.112  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.877   1.608   0.285  1.00  0.00           O  
HETATM   18  O6  UNL     1       5.607  -0.549   0.559  1.00  0.00           O  
HETATM   19  H1  UNL     1       4.423  -1.906  -0.791  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.025  -1.874   0.223  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.453   0.368  -1.611  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.377   1.558   0.256  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.362   0.068   1.224  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.902  -1.053  -0.539  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.922   0.498  -1.471  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.042  -1.241  -1.377  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.707   0.283  -2.140  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.306  -1.998  -1.411  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.808   0.231  -1.369  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.595  -0.526   0.502  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.033  -1.423   0.911  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.293   1.353  -0.319  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.737   0.651   3.451  1.00  0.00           H  
HETATM   34  H16 UNL     1       6.615  -0.350   0.599  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3   16   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6    6    7
CONECT    7    8   12
CONECT    8    9   26   27
CONECT    9   10   11   28
CONECT   10   29
CONECT   11   12   30   31
CONECT   12   13   32
CONECT   13   14   14   15
CONECT   15   33
CONECT   16   17   17   18
CONECT   18   34
END

HMDB0029150
     RDKit          3D
gamma-Glutamylhydroxyproline
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.4635   -1.5154   -0.6647 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4662   -0.0712   -0.5806 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2861    0.4556    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722    0.0495   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.6058    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    1.2728    1.3806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    0.3592   -0.0480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -0.4254   -1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986   -0.9312   -1.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0536   -0.1158   -1.9192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311   -0.6513    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7926    0.7068    0.4532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9216    1.2204    1.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1078    1.6003    2.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.3599    2.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6892    0.3811    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8773    1.6084    0.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6070   -0.5494    0.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4234   -1.9056   -0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0247   -1.8737    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534    0.3681   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3769    1.5581    0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3619    0.0685    1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022   -1.0531   -0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9221    0.4977   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0416   -1.2415   -1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067    0.2830   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064   -1.9977   -1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8084    0.2314   -1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945   -0.5261    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -1.4232    0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2925    1.3530   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    0.6513    3.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153   -0.3505    0.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  7  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  6
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  6
 15 33  1  0
 18 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
g-Glutamylhydroxyproline	Generator
Γ-glutamylhydroxyproline	Generator
Γ-glu-hyp	HMDB
L-Γ-glu-L-hyp	HMDB
L-Γ-glutamyl-L-hydroxyproline	HMDB
Γ-glutamyl-hydroxyproline	HMDB
Glutamate hydroxyproline dipeptide	HMDB
Glutamate-hydroxyproline dipeptide	HMDB
Glutamic acid hydroxyproline dipeptide	HMDB
Glutamic acid-hydroxyproline dipeptide	HMDB
(4R)-L-Γ-glutamyl-4-hydroxy-L-proline	HMDB
(4R)-L-gamma-Glutamyl-4-hydroxy-L-proline	HMDB
L-gamma-Glu-L-hyp	HMDB
L-gamma-Glutamyl-L-hydroxyproline	HMDB
gamma-Glu-hyp	HMDB
gamma-Glutamyl-hydroxyproline	HMDB
(2S,4R)-1-[(4S)-4-Amino-4-carboxybutanoyl]-4-hydroxypyrrolidine-2-carboxylate	HMDB
gamma-Glutamylhydroxyproline	HMDB

Chemical Formula

C₁₀H₁₆N₂O₆

Average Molecular Weight

260.246

Monoisotopic Molecular Weight

260.100836243

IUPAC Name

(2S,4R)-1-[(4S)-4-amino-4-carboxybutanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

Traditional Name

(2S,4R)-1-[(4S)-4-amino-4-carboxybutanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

CAS Registry Number

1801529-32-7

SMILES

N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H16N2O6/c11-6(9(15)16)1-2-8(14)12-4-5(13)3-7(12)10(17)18/h5-7,13H,1-4,11H2,(H,15,16)(H,17,18)/t5-,6+,7+/m1/s1

InChI Key

VKENMLSUUVOQLD-VQVTYTSYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
Proline or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
L-alpha-amino acid
Alpha-amino acid or derivatives
Alpha-amino acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
N-acylpyrrolidine
Hydroxy fatty acid
Heterocyclic fatty acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid
Secondary alcohol
Carboxamide group
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0029150)

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-5.3	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	32.4 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-4.7	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	141.16 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.59 m³·mol⁻¹	ChemAxon
Polarizability	24.6 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]+	158.622	30932474
DeepCCS	[M-H]-	156.264	30932474
DeepCCS	[M-2H]-	189.165	30932474
DeepCCS	[M+Na]+	164.716	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamylhydroxyproline	N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(O)=O)C(O)=O	3553.0	Standard polar	33892256
gamma-Glutamylhydroxyproline	N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(O)=O)C(O)=O	2268.9	Standard non polar	33892256
gamma-Glutamylhydroxyproline	N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(O)=O)C(O)=O	2674.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
gamma-Glutamylhydroxyproline,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)C1	2375.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC[C@H](N)C(=O)O	2326.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,1TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O	2322.3	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,1TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)C(=O)O	2362.5	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)CC[C@H](N)C(=O)O	2347.4	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2330.7	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O)C(=O)O	2395.9	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2318.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C)C(=O)O	2355.3	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)C(=O)O[Si](C)(C)C	2351.1	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TMS,isomer #7	C[Si](C)(C)N([C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)C(=O)O)[Si](C)(C)C	2430.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2346.3	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C)C(=O)O	2389.9	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O)C(=O)O[Si](C)(C)C	2362.6	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C1	2475.1	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2368.6	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2463.6	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2476.8	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2382.5	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2468.1	Standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2526.4	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2532.6	Standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2524.6	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2539.6	Standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2534.1	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2487.1	Standard non polar	33892256
gamma-Glutamylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2590.4	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2531.5	Standard non polar	33892256
gamma-Glutamylhydroxyproline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)C1	2613.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC[C@H](N)C(=O)O	2575.8	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O	2576.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)C(=O)O	2598.4	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=O)CC[C@H](N)C(=O)O	2795.9	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	2791.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O)C(=O)O	2836.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2782.3	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2813.5	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2805.1	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2907.2	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3012.1	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3050.9	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3039.5	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)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)C1	3183.3	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3035.7	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3149.9	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N1C[C@H](O)C[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3153.7	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3246.8	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3172.8	Standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3414.0	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3246.3	Standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3416.4	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3277.9	Standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=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	3387.9	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=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	3251.6	Standard non polar	33892256
gamma-Glutamylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=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	3647.4	Semi standard non polar	33892256
gamma-Glutamylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=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	3390.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Glutamylhydroxyproline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - gamma-Glutamylhydroxyproline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhydroxyproline 10V, Positive-QTOF	splash10-03di-0490000000-5694571df157a2c8310d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhydroxyproline 20V, Positive-QTOF	splash10-01q9-4920000000-a7785ba95b740b5408b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhydroxyproline 40V, Positive-QTOF	splash10-001i-9200000000-59701e5a4ce5dfec0443	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhydroxyproline 10V, Negative-QTOF	splash10-0006-0690000000-bb5a06dad6612a895701	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhydroxyproline 20V, Negative-QTOF	splash10-03di-0900000000-ef0633a070ac99acbaa9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - gamma-Glutamylhydroxyproline 40V, Negative-QTOF	splash10-0006-9300000000-8efe63ae59d0a5177f42	2021-09-24	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

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112146

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118243642

PDB ID

Not Available

ChEBI ID

193275

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 gamma-Glutamylhydroxyproline (HMDB0029150)

MOL for HMDB0029150 (gamma-Glutamylhydroxyproline)

3D MOL for HMDB0029150 (gamma-Glutamylhydroxyproline)

3D SDF for HMDB0029150 (gamma-Glutamylhydroxyproline)

3D-SDF for HMDB0029150 (gamma-Glutamylhydroxyproline)

PDB for HMDB0029150 (gamma-Glutamylhydroxyproline)

3D PDB for HMDB0029150 (gamma-Glutamylhydroxyproline)

SMILES for HMDB0029150 (gamma-Glutamylhydroxyproline)

INCHI for HMDB0029150 (gamma-Glutamylhydroxyproline)

Structure for HMDB0029150 (gamma-Glutamylhydroxyproline)

3D Structure for HMDB0029150 (gamma-Glutamylhydroxyproline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra