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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-29 15:08:32 UTC

Update Date

2021-09-14 15:36:52 UTC

HMDB ID

HMDB0011160

Secondary Accession Numbers

HMDB0028754
HMDB11160
HMDB28754

Metabolite Identification

Common Name

Aspartylhydroxyproline

Description

Aspartylhydroxyproline is a dipeptide found in urine (PMID: 3782411 ). It is likely a proteolytic breakdown product of collagen. Aspartylhydroxyproline 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.

Structure

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

HMDB0011160
     RDKit          3D
Aspartylhydroxyproline
 31 31  0  0  0  0  0  0  0  0999 V2000
    2.1974   -1.7391    1.6691 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6549   -0.6003    0.8771 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6566   -0.4556   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    0.5884   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5185    0.4358   -2.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0957    1.7889   -1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3294   -1.0598    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726   -2.2961    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -0.1377    0.1385 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.3246    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    1.9093   -0.8794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0664    2.9029   -0.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995    0.8046   -1.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.1973   -0.3647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5790   -1.4489   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8260   -1.3848   -1.1689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294   -2.6815   -0.9490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718   -1.7440    2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9779   -2.5940    1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409    0.2509    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.4613   -0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6527   -0.2816    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281    1.7367   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4985    1.6058    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935    1.5537    1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    2.3628   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    2.5544    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659    0.3430   -2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9268    1.1048   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307    0.3309    0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777   -3.5153   -0.4646 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  3 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  1
 17 31  1  0
M  END


  Mrv1652307191923482D          

 17 17  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 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.574110001.7627    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 17  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011160

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N2O6/c10-5(2-7(13)14)8(15)11-3-4(12)1-6(11)9(16)17/h4-6,12H,1-3,10H2,(H,13,14)(H,16,17)/t4-,5+,6+/m1/s1

> <INCHI_KEY>
WJDUWENBTQEKDZ-SRQIZXRXSA-N

> <FORMULA>
C9H14N2O6

> <MOLECULAR_WEIGHT>
246.219

> <EXACT_MASS>
246.085186179

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.143699571684337

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4R)-1-[(2S)-2-amino-3-carboxypropanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-3.52

> <JCHEM_LOGP>
-5.163628413283924

> <ALOGPS_LOGS>
-0.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.6921279909923395

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9816892617190685

> <JCHEM_PKA_STRONGEST_BASIC>
8.51931984390914

> <JCHEM_POLAR_SURFACE_AREA>
141.16

> <JCHEM_REFRACTIVITY>
52.83710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4R)-1-[(2S)-2-amino-3-carboxypropanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011160
     RDKit          3D
Aspartylhydroxyproline
 31 31  0  0  0  0  0  0  0  0999 V2000
    2.1974   -1.7391    1.6691 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6549   -0.6003    0.8771 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6566   -0.4556   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    0.5884   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5185    0.4358   -2.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0957    1.7889   -1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3294   -1.0598    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726   -2.2961    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -0.1377    0.1385 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.3246    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    1.9093   -0.8794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0664    2.9029   -0.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995    0.8046   -1.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.1973   -0.3647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5790   -1.4489   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8260   -1.3848   -1.1689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294   -2.6815   -0.9490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718   -1.7440    2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9779   -2.5940    1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409    0.2509    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.4613   -0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6527   -0.2816    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281    1.7367   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4985    1.6058    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935    1.5537    1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    2.3628   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    2.5544    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659    0.3430   -2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9268    1.1048   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307    0.3309    0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777   -3.5153   -0.4646 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  3 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  1
 17 31  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  O   UNK     0    8662.6718667.647   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8664.0058669.957   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   17   16                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0011160
HETATM    1  N1  UNL     1       2.197  -1.739   1.669  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.655  -0.600   0.877  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.657  -0.456  -0.246  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.401   0.588  -1.218  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.518   0.436  -2.099  1.00  0.00           O  
HETATM    6  O2  UNL     1       3.096   1.789  -1.237  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.329  -1.060   0.425  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.073  -2.296   0.283  1.00  0.00           O  
HETATM    9  N2  UNL     1      -0.695  -0.138   0.139  1.00  0.00           N  
HETATM   10  C5  UNL     1      -0.511   1.325   0.356  1.00  0.00           C  
HETATM   11  C6  UNL     1      -1.113   1.909  -0.879  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.066   2.903  -0.544  1.00  0.00           O  
HETATM   13  C7  UNL     1      -1.899   0.805  -1.547  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.022  -0.197  -0.365  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.579  -1.449  -0.820  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.826  -1.385  -1.169  1.00  0.00           O  
HETATM   17  O6  UNL     1      -2.029  -2.682  -0.949  1.00  0.00           O  
HETATM   18  H1  UNL     1       1.572  -1.744   2.531  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.978  -2.594   1.138  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.641   0.251   1.562  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.797  -1.461  -0.740  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.653  -0.282   0.259  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.028   1.737  -1.668  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.499   1.606   0.589  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.194   1.554   1.228  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.352   2.363  -1.561  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.504   2.554   0.289  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.366   0.343  -2.382  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.927   1.105  -1.828  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.731   0.331   0.346  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.278  -3.515  -0.465  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3    7   20
CONECT    3    4   21   22
CONECT    4    5    5    6
CONECT    6   23
CONECT    7    8    8    9
CONECT    9   10   14
CONECT   10   11   24   25
CONECT   11   12   13   26
CONECT   12   27
CONECT   13   14   28   29
CONECT   14   15   30
CONECT   15   16   16   17
CONECT   17   31
END

HMDB0011160
     RDKit          3D
Aspartylhydroxyproline
 31 31  0  0  0  0  0  0  0  0999 V2000
    2.1974   -1.7391    1.6691 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6549   -0.6003    0.8771 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6566   -0.4556   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    0.5884   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5185    0.4358   -2.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0957    1.7889   -1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3294   -1.0598    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726   -2.2961    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -0.1377    0.1385 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.3246    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    1.9093   -0.8794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0664    2.9029   -0.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995    0.8046   -1.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.1973   -0.3647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5790   -1.4489   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8260   -1.3848   -1.1689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294   -2.6815   -0.9490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718   -1.7440    2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9779   -2.5940    1.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409    0.2509    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.4613   -0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6527   -0.2816    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281    1.7367   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4985    1.6058    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1935    1.5537    1.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    2.3628   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    2.5544    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3659    0.3430   -2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9268    1.1048   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307    0.3309    0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777   -3.5153   -0.4646 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  3 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  6
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  1
 17 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-a-Aspartyl-L-hydroxyproline	HMDB
L-Α-aspartyl-L-hydroxyproline	HMDB
Aspartyl-hydroxyproline	HMDB
L-alpha-Aspartyl-L-hydroxyproline	HMDB
alpha-Aspartyl-hydroxyproline	HMDB
alpha-Aspartylhydroxyproline	HMDB
Α-aspartyl-hydroxyproline	HMDB
Α-aspartylhydroxyproline	HMDB
Asp-hyp	HMDB
L-Asp-L-hyp	HMDB
Aspartate hydroxyproline dipeptide	HMDB
Aspartate-hydroxyproline dipeptide	HMDB
Aspartic acid hydroxyproline dipeptide	HMDB
Aspartic acid-hydroxyproline dipeptide	HMDB
(2S,4R)-1-[(2S)-2-Amino-3-carboxypropanoyl]-4-hydroxypyrrolidine-2-carboxylate	HMDB
Aspartylhydroxyproline	HMDB

Chemical Formula

C₉H₁₄N₂O₆

Average Molecular Weight

246.219

Monoisotopic Molecular Weight

246.085186179

IUPAC Name

(2S,4R)-1-[(2S)-2-amino-3-carboxypropanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

Traditional Name

(2S,4R)-1-[(2S)-2-amino-3-carboxypropanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

CAS Registry Number

106414-01-1

SMILES

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

InChI Identifier

InChI=1S/C9H14N2O6/c10-5(2-7(13)14)8(15)11-3-4(12)1-6(11)9(16)17/h4-6,12H,1-3,10H2,(H,13,14)(H,16,17)/t4-,5+,6+/m1/s1

InChI Key

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0011160)

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	32.4 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-5.2	ChemAxon
logS	-0.88	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	8.52	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	4	ChemAxon
Refractivity	52.84 m³·mol⁻¹	ChemAxon
Polarizability	22.14 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]+	157.825	30932474
DeepCCS	[M-H]-	155.467	30932474
DeepCCS	[M-2H]-	188.354	30932474
DeepCCS	[M+Na]+	163.918	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.52 minutes	32390414
Predicted by Siyang on May 30, 2022	9.5444 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.35 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	456.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	405.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	264.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	38.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	56.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	291.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	237.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	935.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	550.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	47.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	745.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	193.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	717.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	608.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	459.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aspartylhydroxyproline	N[C@@H](CC(O)=O)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	3426.3	Standard polar	33892256
Aspartylhydroxyproline	N[C@@H](CC(O)=O)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	2168.3	Standard non polar	33892256
Aspartylhydroxyproline	N[C@@H](CC(O)=O)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	2439.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aspartylhydroxyproline,1TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2261.3	Semi standard non polar	33892256
Aspartylhydroxyproline,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC(=O)O)C1	2280.1	Semi standard non polar	33892256
Aspartylhydroxyproline,1TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CC(=O)O	2205.7	Semi standard non polar	33892256
Aspartylhydroxyproline,1TMS,isomer #4	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2266.6	Semi standard non polar	33892256
Aspartylhydroxyproline,2TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2272.7	Semi standard non polar	33892256
Aspartylhydroxyproline,2TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2252.8	Semi standard non polar	33892256
Aspartylhydroxyproline,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2280.0	Semi standard non polar	33892256
Aspartylhydroxyproline,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@@H](N)CC(=O)O	2229.1	Semi standard non polar	33892256
Aspartylhydroxyproline,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2287.8	Semi standard non polar	33892256
Aspartylhydroxyproline,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2244.9	Semi standard non polar	33892256
Aspartylhydroxyproline,2TMS,isomer #7	C[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C	2399.1	Semi standard non polar	33892256
Aspartylhydroxyproline,3TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2272.4	Semi standard non polar	33892256
Aspartylhydroxyproline,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2271.6	Semi standard non polar	33892256
Aspartylhydroxyproline,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2277.5	Semi standard non polar	33892256
Aspartylhydroxyproline,3TMS,isomer #4	C[Si](C)(C)OC(=O)C[C@@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2399.2	Semi standard non polar	33892256
Aspartylhydroxyproline,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2279.0	Semi standard non polar	33892256
Aspartylhydroxyproline,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C1	2433.6	Semi standard non polar	33892256
Aspartylhydroxyproline,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2393.4	Semi standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=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	2282.0	Semi standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=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	2361.7	Standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CC(=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	2796.6	Standard polar	33892256
Aspartylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)C[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	2425.5	Semi standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)C[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	2449.4	Standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)OC(=O)C[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	2970.2	Standard polar	33892256
Aspartylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)C[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	2419.4	Semi standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)C[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	2395.2	Standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)OC(=O)C[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	2830.5	Standard polar	33892256
Aspartylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2434.4	Semi standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2399.9	Standard non polar	33892256
Aspartylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2837.9	Standard polar	33892256
Aspartylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2457.7	Semi standard non polar	33892256
Aspartylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2433.1	Standard non polar	33892256
Aspartylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)C[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	2632.8	Standard polar	33892256
Aspartylhydroxyproline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2513.7	Semi standard non polar	33892256
Aspartylhydroxyproline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC(=O)O)C1	2507.4	Semi standard non polar	33892256
Aspartylhydroxyproline,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CC(=O)O	2467.0	Semi standard non polar	33892256
Aspartylhydroxyproline,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2506.4	Semi standard non polar	33892256
Aspartylhydroxyproline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	2735.1	Semi standard non polar	33892256
Aspartylhydroxyproline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2708.8	Semi standard non polar	33892256
Aspartylhydroxyproline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2741.8	Semi standard non polar	33892256
Aspartylhydroxyproline,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)CC(=O)O	2709.3	Semi standard non polar	33892256
Aspartylhydroxyproline,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	2745.6	Semi standard non polar	33892256
Aspartylhydroxyproline,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2711.9	Semi standard non polar	33892256
Aspartylhydroxyproline,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CC(=O)O)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C(C)(C)C	2828.0	Semi standard non polar	33892256
Aspartylhydroxyproline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	2907.4	Semi standard non polar	33892256
Aspartylhydroxyproline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC(=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	2959.0	Semi standard non polar	33892256
Aspartylhydroxyproline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC(=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	2938.0	Semi standard non polar	33892256
Aspartylhydroxyproline,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C[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	3069.8	Semi standard non polar	33892256
Aspartylhydroxyproline,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC(=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	2956.6	Semi standard non polar	33892256
Aspartylhydroxyproline,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1	3094.4	Semi standard non polar	33892256
Aspartylhydroxyproline,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3058.1	Semi standard non polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=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	3145.2	Semi standard non polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=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	3051.1	Standard non polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC(=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	3153.3	Standard polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[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	3322.8	Semi standard non polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[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	3156.1	Standard non polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[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	3217.0	Standard polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3285.5	Semi standard non polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3131.4	Standard non polar	33892256
Aspartylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[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	3132.8	Standard polar	33892256
Aspartylhydroxyproline,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](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3314.4	Semi standard non polar	33892256
Aspartylhydroxyproline,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](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3092.9	Standard non polar	33892256
Aspartylhydroxyproline,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](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3131.4	Standard polar	33892256
Aspartylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3522.1	Semi standard non polar	33892256
Aspartylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3272.5	Standard non polar	33892256
Aspartylhydroxyproline,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[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	3085.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aspartylhydroxyproline 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 - Aspartylhydroxyproline 10V, Positive-QTOF	splash10-0032-0690000000-89233e4818041229e274	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylhydroxyproline 20V, Positive-QTOF	splash10-03di-4910000000-f6fecac086d650a833ba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylhydroxyproline 40V, Positive-QTOF	splash10-03dr-9400000000-b80990a53ae4ad035efa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylhydroxyproline 10V, Negative-QTOF	splash10-002b-0690000000-f4844039f590890b4407	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylhydroxyproline 20V, Negative-QTOF	splash10-03di-0900000000-eb04bb9a49cc85e0a2b4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aspartylhydroxyproline 40V, Negative-QTOF	splash10-0536-9300000000-3cbf4a11d78169ad2d17	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)	2021-09-25	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

FDB027934

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

132990981

PDB ID

Not Available

ChEBI ID

189770

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 Aspartylhydroxyproline (HMDB0011160)

MOL for HMDB0011160 (Aspartylhydroxyproline)

3D MOL for HMDB0011160 (Aspartylhydroxyproline)

3D SDF for HMDB0011160 (Aspartylhydroxyproline)

3D-SDF for HMDB0011160 (Aspartylhydroxyproline)

PDB for HMDB0011160 (Aspartylhydroxyproline)

3D PDB for HMDB0011160 (Aspartylhydroxyproline)

SMILES for HMDB0011160 (Aspartylhydroxyproline)

INCHI for HMDB0011160 (Aspartylhydroxyproline)

Structure for HMDB0011160 (Aspartylhydroxyproline)

3D Structure for HMDB0011160 (Aspartylhydroxyproline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra