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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-29 15:09:13 UTC

Update Date

2021-09-14 15:36:59 UTC

HMDB ID

HMDB0011161

Secondary Accession Numbers

HMDB0028820
HMDB11161
HMDB28820

Metabolite Identification

Common Name

Glutamylhydroxyproline

Description

Glutamylhydroxyproline is likely a proteolytic breakdown product of collagen. It belongs to the family of peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by the formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. It is found in urine (PMID: 3782411 ).

Structure

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

HMDB0011161
     RDKit          3D
Glutamylhydroxyproline
 34 34  0  0  0  0  0  0  0  0999 V2000
    0.8528   -0.6974    1.2141 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3025    0.3581    0.3596 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4294   -0.1279   -0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111   -0.5631    0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133   -1.0335   -0.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5477   -1.8046   -1.5237 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0139   -0.5916   -0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462    1.0226   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468    1.9465   -1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414    0.7711   -0.3376 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1030    1.4976   -1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    0.8960   -0.7936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4634    1.8342   -0.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097    0.3838    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.1894    0.4958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9152   -1.4916   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.7242   -1.3441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336   -2.5292    0.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244   -0.7869    2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -1.6189    0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    1.1663    1.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    0.6812   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0707   -0.9999   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136    0.2487    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286   -1.3914    0.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1936    0.3996   -0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479    1.4395   -2.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1124    2.5796   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080    0.0785   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7737    2.0147    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -0.3845    0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112    1.2521    1.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -0.2633    1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837   -2.3727    0.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  6
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  1
 18 34  1  0
M  END


  Mrv1652307191923482D          

 18 18  0  0  0  0            999 V2000
10002.1009 9999.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8128 9999.2054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.100910000.4412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8095 9997.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7175 9999.7002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.0502 9999.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3051 9998.4306    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1301 9998.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3850 9999.2152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.717510000.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.003110000.9377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.432010000.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.003110001.7627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.288610000.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.574110000.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.859710000.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.145210000.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8597 9999.7002    0.0000 O   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  6  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011161

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
NRSOKLBABRGMGJ-VQVTYTSYSA-N

> <FORMULA>
C10H16N2O6

> <MOLECULAR_WEIGHT>
260.246

> <EXACT_MASS>
260.100836243

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.41847812762768

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.49

> <JCHEM_LOGP>
-4.9347752021280025

> <ALOGPS_LOGS>
-0.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.983246390364228

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.174777711576328

> <JCHEM_PKA_STRONGEST_BASIC>
8.442614973823899

> <JCHEM_POLAR_SURFACE_AREA>
141.16

> <JCHEM_REFRACTIVITY>
57.59210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011161
     RDKit          3D
Glutamylhydroxyproline
 34 34  0  0  0  0  0  0  0  0999 V2000
    0.8528   -0.6974    1.2141 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3025    0.3581    0.3596 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4294   -0.1279   -0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111   -0.5631    0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133   -1.0335   -0.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5477   -1.8046   -1.5237 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0139   -0.5916   -0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462    1.0226   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468    1.9465   -1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414    0.7711   -0.3376 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1030    1.4976   -1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    0.8960   -0.7936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4634    1.8342   -0.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097    0.3838    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.1894    0.4958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9152   -1.4916   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.7242   -1.3441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336   -2.5292    0.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244   -0.7869    2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -1.6189    0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    1.1663    1.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    0.6812   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0707   -0.9999   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136    0.2487    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286   -1.3914    0.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1936    0.3996   -0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479    1.4395   -2.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1124    2.5796   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080    0.0785   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7737    2.0147    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -0.3845    0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112    1.2521    1.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -0.2633    1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837   -2.3727    0.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  6
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  1
 18 34  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C   UNK     0    8670.5888665.953   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8671.9178665.183   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8670.5888667.490   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8666.3118662.504   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0    8668.0068666.107   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8666.7608665.202   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8667.2368663.737   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8668.7768663.737   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8669.2528665.202   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8668.0068667.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8666.6728668.417   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8669.3408668.417   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0    8666.6728669.957   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    8665.3398667.647   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.0058668.417   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8662.6718667.647   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8661.3388668.417   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8662.6718666.107   0.000  0.00  0.00           O+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   14                                                  
CONECT   12   10                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0011161
HETATM    1  N1  UNL     1       0.853  -0.697   1.214  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.302   0.358   0.360  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.429  -0.128  -0.533  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.611  -0.563   0.297  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.713  -1.033  -0.543  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.548  -1.805  -1.524  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.014  -0.592  -0.234  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.246   1.023  -0.394  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.647   1.947  -1.208  1.00  0.00           O  
HETATM   10  N2  UNL     1      -1.141   0.771  -0.338  1.00  0.00           N  
HETATM   11  C6  UNL     1      -2.103   1.498  -1.151  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.422   0.896  -0.794  1.00  0.00           C  
HETATM   13  O4  UNL     1      -4.463   1.834  -0.837  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.210   0.384   0.610  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.808  -0.189   0.496  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.915  -1.492  -0.188  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.485  -1.724  -1.344  1.00  0.00           O  
HETATM   18  O6  UNL     1      -2.534  -2.529   0.498  1.00  0.00           O  
HETATM   19  H1  UNL     1       1.424  -0.787   2.093  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.841  -1.619   0.675  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.805   1.166   1.006  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.739   0.681  -1.233  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.071  -1.000  -1.130  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.914   0.249   0.974  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.229  -1.391   0.966  1.00  0.00           H  
HETATM   26  H8  UNL     1       6.194   0.400  -0.438  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.848   1.440  -2.228  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.112   2.580  -0.812  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.708   0.078  -1.496  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.774   2.015   0.057  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.970  -0.384   0.855  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.211   1.252   1.296  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.392  -0.263   1.524  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.484  -2.373   0.843  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3    8   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6    6    7
CONECT    7   26
CONECT    8    9    9   10
CONECT   10   11   15
CONECT   11   12   27   28
CONECT   12   13   14   29
CONECT   13   30
CONECT   14   15   31   32
CONECT   15   16   33
CONECT   16   17   17   18
CONECT   18   34
END

HMDB0011161
     RDKit          3D
Glutamylhydroxyproline
 34 34  0  0  0  0  0  0  0  0999 V2000
    0.8528   -0.6974    1.2141 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3025    0.3581    0.3596 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4294   -0.1279   -0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111   -0.5631    0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133   -1.0335   -0.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5477   -1.8046   -1.5237 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0139   -0.5916   -0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462    1.0226   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468    1.9465   -1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414    0.7711   -0.3376 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1030    1.4976   -1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    0.8960   -0.7936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4634    1.8342   -0.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097    0.3838    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -0.1894    0.4958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9152   -1.4916   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.7242   -1.3441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336   -2.5292    0.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244   -0.7869    2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8413   -1.6189    0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    1.1663    1.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    0.6812   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0707   -0.9999   -1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136    0.2487    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286   -1.3914    0.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1936    0.3996   -0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479    1.4395   -2.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1124    2.5796   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080    0.0785   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7737    2.0147    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -0.3845    0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112    1.2521    1.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -0.2633    1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4837   -2.3727    0.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  6
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  1
 18 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-a-Glutamyl-L-hydroxyproline	HMDB
L-Α-glutamyl-L-hydroxyproline	HMDB
Glutamyl-hydroxyproline	HMDB
L-alpha-Glutamyl-L-hydroxyproline	HMDB
alpha-Glutamyl-hydroxyproline	HMDB
alpha-Glutamylhydroxyproline	HMDB
Α-glutamyl-hydroxyproline	HMDB
Α-glutamylhydroxyproline	HMDB
Glu-hyp	HMDB
L-Glu-L-hyp	HMDB
Glutamate hydroxyproline dipeptide	HMDB
Glutamate-hydroxyproline dipeptide	HMDB
Glutamic acid hydroxyproline dipeptide	HMDB
Glutamic acid-hydroxyproline dipeptide	HMDB
(2S,4R)-1-[(2S)-2-Amino-4-carboxybutanoyl]-4-hydroxypyrrolidine-2-carboxylate	HMDB
Glutamylhydroxyproline	HMDB

Chemical Formula

C₁₀H₁₆N₂O₆

Average Molecular Weight

260.246

Monoisotopic Molecular Weight

260.100836243

IUPAC Name

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

Traditional Name

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

CAS Registry Number

33740-96-4

SMILES

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

InChI Identifier

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

InChI Key

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0011161)

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	27.4 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-4.9	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	8.44	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	24.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	162.298	30932474
DeepCCS	[M-H]-	159.94	30932474
DeepCCS	[M-2H]-	192.827	30932474
DeepCCS	[M+Na]+	168.391	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glutamylhydroxyproline	N[C@@H](CCC(O)=O)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	3583.9	Standard polar	33892256
Glutamylhydroxyproline	N[C@@H](CCC(O)=O)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	2272.8	Standard non polar	33892256
Glutamylhydroxyproline	N[C@@H](CCC(O)=O)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	2505.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glutamylhydroxyproline,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2346.0	Semi standard non polar	33892256
Glutamylhydroxyproline,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)C1	2365.4	Semi standard non polar	33892256
Glutamylhydroxyproline,1TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CCC(=O)O	2296.1	Semi standard non polar	33892256
Glutamylhydroxyproline,1TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2374.1	Semi standard non polar	33892256
Glutamylhydroxyproline,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2349.6	Semi standard non polar	33892256
Glutamylhydroxyproline,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2326.3	Semi standard non polar	33892256
Glutamylhydroxyproline,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2389.6	Semi standard non polar	33892256
Glutamylhydroxyproline,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@@H](N)CCC(=O)O	2325.1	Semi standard non polar	33892256
Glutamylhydroxyproline,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2400.7	Semi standard non polar	33892256
Glutamylhydroxyproline,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2355.0	Semi standard non polar	33892256
Glutamylhydroxyproline,2TMS,isomer #7	C[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C	2504.5	Semi standard non polar	33892256
Glutamylhydroxyproline,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2333.9	Semi standard non polar	33892256
Glutamylhydroxyproline,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2375.8	Semi standard non polar	33892256
Glutamylhydroxyproline,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2372.3	Semi standard non polar	33892256
Glutamylhydroxyproline,3TMS,isomer #4	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2506.3	Semi standard non polar	33892256
Glutamylhydroxyproline,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2373.0	Semi standard non polar	33892256
Glutamylhydroxyproline,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C1	2540.6	Semi standard non polar	33892256
Glutamylhydroxyproline,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2501.7	Semi standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2363.0	Semi standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2482.3	Standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2892.4	Standard polar	33892256
Glutamylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2543.8	Semi standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2541.6	Standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3065.5	Standard polar	33892256
Glutamylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2530.6	Semi standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2483.6	Standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2925.0	Standard polar	33892256
Glutamylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2545.3	Semi standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2498.1	Standard non polar	33892256
Glutamylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2978.1	Standard polar	33892256
Glutamylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2565.4	Semi standard non polar	33892256
Glutamylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2534.7	Standard non polar	33892256
Glutamylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2719.8	Standard polar	33892256
Glutamylhydroxyproline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2600.3	Semi standard non polar	33892256
Glutamylhydroxyproline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CCC(=O)O)C1	2609.3	Semi standard non polar	33892256
Glutamylhydroxyproline,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CCC(=O)O	2563.0	Semi standard non polar	33892256
Glutamylhydroxyproline,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2614.6	Semi standard non polar	33892256
Glutamylhydroxyproline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	2844.0	Semi standard non polar	33892256
Glutamylhydroxyproline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2795.2	Semi standard non polar	33892256
Glutamylhydroxyproline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2860.6	Semi standard non polar	33892256
Glutamylhydroxyproline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=O)[C@@H](N)CCC(=O)O	2814.4	Semi standard non polar	33892256
Glutamylhydroxyproline,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	2867.9	Semi standard non polar	33892256
Glutamylhydroxyproline,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2828.6	Semi standard non polar	33892256
Glutamylhydroxyproline,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C(C)(C)C	2941.5	Semi standard non polar	33892256
Glutamylhydroxyproline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=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	3015.8	Semi standard non polar	33892256
Glutamylhydroxyproline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	3068.7	Semi standard non polar	33892256
Glutamylhydroxyproline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3040.7	Semi standard non polar	33892256
Glutamylhydroxyproline,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=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	3195.4	Semi standard non polar	33892256
Glutamylhydroxyproline,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=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	3066.1	Semi standard non polar	33892256
Glutamylhydroxyproline,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1	3207.5	Semi standard non polar	33892256
Glutamylhydroxyproline,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3169.0	Semi standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=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	3250.5	Semi standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=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	3146.8	Standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=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	3233.3	Standard polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=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	3443.3	Semi standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=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	3240.6	Standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=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	3298.7	Standard polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3404.3	Semi standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3212.7	Standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3214.2	Standard polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3425.1	Semi standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3185.4	Standard non polar	33892256
Glutamylhydroxyproline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CN1C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3246.0	Standard polar	33892256
Glutamylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=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)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3645.6	Semi standard non polar	33892256
Glutamylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=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)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3346.8	Standard non polar	33892256
Glutamylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=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)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3160.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 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 - Glutamylhydroxyproline 10V, Positive-QTOF	splash10-03di-0090000000-5d159f93d9828475c187	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhydroxyproline 20V, Positive-QTOF	splash10-001i-9430000000-683704ff64e1c9cec7f4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhydroxyproline 40V, Positive-QTOF	splash10-08g0-9200000000-5f77b95b84de859c5fee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhydroxyproline 10V, Negative-QTOF	splash10-0a4l-0390000000-6afad365c0ea8fb5cb16	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhydroxyproline 20V, Negative-QTOF	splash10-03e9-3910000000-421a21fc42947e177f22	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylhydroxyproline 40V, Negative-QTOF	splash10-0536-9300000000-01dd4794b7b0976c3aa2	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB027935

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

25227055

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

Jandke J, Spiteller G: Dipeptide analysis in human urine. J Chromatogr. 1986 Oct 31;382:39-45. [PubMed:3782411 ]

Showing metabocard for Glutamylhydroxyproline (HMDB0011161)

MOL for HMDB0011161 (Glutamylhydroxyproline)

3D MOL for HMDB0011161 (Glutamylhydroxyproline)

3D SDF for HMDB0011161 (Glutamylhydroxyproline)

3D-SDF for HMDB0011161 (Glutamylhydroxyproline)

PDB for HMDB0011161 (Glutamylhydroxyproline)

3D PDB for HMDB0011161 (Glutamylhydroxyproline)

SMILES for HMDB0011161 (Glutamylhydroxyproline)

INCHI for HMDB0011161 (Glutamylhydroxyproline)

Structure for HMDB0011161 (Glutamylhydroxyproline)

3D Structure for HMDB0011161 (Glutamylhydroxyproline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra