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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:02:52 UTC

Update Date

2021-09-14 15:37:02 UTC

HMDB ID

HMDB0028886

Secondary Accession Numbers

HMDB28886

Metabolite Identification

Common Name

Histidylhydroxyproline

Description

Histidylhydroxyproline, also known as his-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. Histidylhydroxyproline 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 histidylhydroxyproline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Histidylhydroxyproline.

Structure

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

HMDB0028886
     RDKit          3D
Histidylhydroxyproline
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.7030   -0.4951    2.1505 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.7729    1.6334 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5716    0.8497    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941   -0.1274    0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199    0.0417   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -1.1089   -1.6326 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -1.9581   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4381   -1.3803    0.5457 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2529    1.3104    0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500    2.4180    0.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809    0.6210    0.0860 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346   -0.6596    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303   -1.0110   -0.2434 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5730   -2.3806   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2862   -0.2519   -1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    1.0745   -0.9788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9244    1.8210   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090    2.0366    0.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605    2.3154   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485   -1.2803    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793   -0.4960    3.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    1.4968    2.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7993    1.8994    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085    0.6507    2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174    0.9538   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968   -1.2522   -2.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.9615   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5748   -1.4593    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5902   -0.5866    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4449   -0.6582    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4626   -2.7114   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -0.7658   -2.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -0.1181   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2757    1.6685   -1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4755    1.7315   -1.8637 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  8  4  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  1
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  6
 19 35  1  0
M  END


  Mrv1652304062013482D          

 19 20  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
10001.432010000.9377    0.0000 O   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
 9999.288610000.5252    0.0000 C   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
10000.003110000.9377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.487810001.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.680910001.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.268410001.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.820410000.6022    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  2  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  6  0  0  0
 10 15  1  0  0  0  0
 13 12  1  0  0  0  0
 12 16  2  0  0  0  0
 18 19  2  0  0  0  0
 12 19  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028886

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CNC=N1)C(=O)N1C[C@H](O)C[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H16N4O4/c12-8(1-6-3-13-5-14-6)10(17)15-4-7(16)2-9(15)11(18)19/h3,5,7-9,16H,1-2,4,12H2,(H,13,14)(H,18,19)/t7-,8+,9+/m1/s1

> <INCHI_KEY>
WEUKYXZXBBLBOY-VGMNWLOBSA-N

> <FORMULA>
C11H16N4O4

> <MOLECULAR_WEIGHT>
268.273

> <EXACT_MASS>
268.117155011

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.644993063629375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4R)-1-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.88

> <JCHEM_LOGP>
-4.628090380154898

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.084175698451858

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.296491209212351

> <JCHEM_PKA_STRONGEST_BASIC>
7.831668205960374

> <JCHEM_POLAR_SURFACE_AREA>
132.54000000000002

> <JCHEM_REFRACTIVITY>
63.7977

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4R)-1-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028886
     RDKit          3D
Histidylhydroxyproline
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.7030   -0.4951    2.1505 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.7729    1.6334 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5716    0.8497    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941   -0.1274    0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199    0.0417   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -1.1089   -1.6326 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -1.9581   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4381   -1.3803    0.5457 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2529    1.3104    0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500    2.4180    0.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809    0.6210    0.0860 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346   -0.6596    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303   -1.0110   -0.2434 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5730   -2.3806   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2862   -0.2519   -1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    1.0745   -0.9788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9244    1.8210   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090    2.0366    0.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605    2.3154   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485   -1.2803    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793   -0.4960    3.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    1.4968    2.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7993    1.8994    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085    0.6507    2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174    0.9538   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968   -1.2522   -2.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.9615   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5748   -1.4593    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5902   -0.5866    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4449   -0.6582    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4626   -2.7114   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -0.7658   -2.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -0.1181   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2757    1.6685   -1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4755    1.7315   -1.8637 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  8  4  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  1
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  6
 19 35  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    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  O   UNK     0    8669.3408668.417   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8664.0058668.417   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.3398667.647   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    8666.6728669.957   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8666.6728668.417   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.8448669.948   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0    8662.3388670.269   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8661.5688668.935   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0    8662.5988667.791   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   15                                                  
CONECT   11   10                                                            
CONECT   12   13   16   19                                                  
CONECT   13   15   12                                                       
CONECT   14   15                                                            
CONECT   15   13   14   10                                                  
CONECT   16   12   17                                                       
CONECT   17   16   18                                                       
CONECT   18   19   17                                                       
CONECT   19   18   12                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0028886
HETATM    1  N1  UNL     1       0.703  -0.495   2.150  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.094   0.773   1.633  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.572   0.850   1.306  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.994  -0.127   0.305  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.020   0.042  -1.066  1.00  0.00           C  
HETATM    6  N2  UNL     1       3.478  -1.109  -1.633  1.00  0.00           N  
HETATM    7  C5  UNL     1       3.725  -1.958  -0.618  1.00  0.00           C  
HETATM    8  N3  UNL     1       3.438  -1.380   0.546  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.253   1.310   0.564  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.550   2.418   0.057  1.00  0.00           O  
HETATM   11  N4  UNL     1      -0.881   0.621   0.086  1.00  0.00           N  
HETATM   12  C7  UNL     1      -1.335  -0.660   0.586  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.530  -1.011  -0.243  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.573  -2.381  -0.440  1.00  0.00           O  
HETATM   15  C9  UNL     1      -2.286  -0.252  -1.527  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.773   1.074  -0.979  1.00  0.00           C  
HETATM   17  C11 UNL     1      -2.924   1.821  -0.442  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.109   2.037   0.777  1.00  0.00           O  
HETATM   19  O4  UNL     1      -3.861   2.315  -1.338  1.00  0.00           O  
HETATM   20  H1  UNL     1       1.349  -1.280   1.911  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.379  -0.496   3.123  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.973   1.497   2.500  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.799   1.899   1.043  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.109   0.651   2.273  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.717   0.954  -1.564  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.597  -1.252  -2.664  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.102  -2.961  -0.764  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.575  -1.459   0.426  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.590  -0.587   1.676  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.445  -0.658   0.276  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.463  -2.711  -0.157  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.514  -0.766  -2.109  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.242  -0.118  -2.086  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.276   1.669  -1.745  1.00  0.00           H  
HETATM   35  H16 UNL     1      -4.475   1.731  -1.864  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    9   22
CONECT    3    4   23   24
CONECT    4    5    5    8
CONECT    5    6   25
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    9   10   10   11
CONECT   11   12   16
CONECT   12   13   28   29
CONECT   13   14   15   30
CONECT   14   31
CONECT   15   16   32   33
CONECT   16   17   34
CONECT   17   18   18   19
CONECT   19   35
END

HMDB0028886
     RDKit          3D
Histidylhydroxyproline
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.7030   -0.4951    2.1505 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    0.7729    1.6334 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5716    0.8497    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941   -0.1274    0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199    0.0417   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -1.1089   -1.6326 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7246   -1.9581   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4381   -1.3803    0.5457 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2529    1.3104    0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500    2.4180    0.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809    0.6210    0.0860 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346   -0.6596    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303   -1.0110   -0.2434 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5730   -2.3806   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2862   -0.2519   -1.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    1.0745   -0.9788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9244    1.8210   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1090    2.0366    0.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605    2.3154   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485   -1.2803    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793   -0.4960    3.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9732    1.4968    2.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7993    1.8994    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085    0.6507    2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174    0.9538   -1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968   -1.2522   -2.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.9615   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5748   -1.4593    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5902   -0.5866    1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4449   -0.6582    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4626   -2.7114   -0.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5137   -0.7658   -2.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -0.1181   -2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2757    1.6685   -1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4755    1.7315   -1.8637 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  8  4  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  1
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  6
 19 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
His-hyp	HMDB
Histidine hydroxyproline dipeptide	HMDB
Histidine-hydroxyproline dipeptide	HMDB
Histidinyl-hydroxyproline	HMDB
L-His-L-hyp	HMDB
L-Histidinyl-L-hydroxyproline	HMDB
Histidinylhydroxyproline	HMDB
(2S,4R)-1-[(2S)-2-Amino-3-(1H-imidazol-5-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylate	HMDB
Histidyl-hydroxyproline	HMDB
L-Histidyl-L-hydroxyproline	HMDB
N-Histidinylhydroxyproline	HMDB
N-Histidylhydroxyproline	HMDB
N-L-Histidinyl-L-hydroxyproline	HMDB
N-L-Histidyl-L-hydroxyproline	HMDB
Histidylhydroxyproline	HMDB

Chemical Formula

C₁₁H₁₆N₄O₄

Average Molecular Weight

268.273

Monoisotopic Molecular Weight

268.117155011

IUPAC Name

(2S,4R)-1-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

Traditional Name

(2S,4R)-1-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

CAS Registry Number

224638-19-1

SMILES

N[C@@H](CC1=CNC=N1)C(=O)N1C[C@H](O)C[C@H]1C(O)=O

InChI Identifier

InChI=1S/C11H16N4O4/c12-8(1-6-3-13-5-14-6)10(17)15-4-7(16)2-9(15)11(18)19/h3,5,7-9,16H,1-2,4,12H2,(H,13,14)(H,18,19)/t7-,8+,9+/m1/s1

InChI Key

WEUKYXZXBBLBOY-VGMNWLOBSA-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
Histidine or derivatives
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
Imidazolyl carboxylic acid derivative
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Aralkylamine
Imidazole
Tertiary carboxylic acid amide
Pyrrolidine
Heteroaromatic compound
Azole
Secondary alcohol
Amino acid or derivatives
Amino acid
Carboxamide group
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary aliphatic amine
Amine
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0028886)

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	-5.0	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	22.5 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-4.6	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	7.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.54 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.8 m³·mol⁻¹	ChemAxon
Polarizability	25.64 Å³	ChemAxon
Number of Rings	2	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]+	162.161	30932474
DeepCCS	[M-H]-	159.803	30932474
DeepCCS	[M-2H]-	193.305	30932474
DeepCCS	[M+Na]+	168.532	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.	1.97 minutes	32390414
Predicted by Siyang on May 30, 2022	9.2017 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.01 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	487.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	362.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	253.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	38.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	310.9 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	237.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1081.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	535.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	48.7 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	639.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	192.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	319.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	765.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	788.5 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	433.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Histidylhydroxyproline	N[C@@H](CC1=CNC=N1)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	3335.0	Standard polar	33892256
Histidylhydroxyproline	N[C@@H](CC1=CNC=N1)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	2629.5	Standard non polar	33892256
Histidylhydroxyproline	N[C@@H](CC1=CNC=N1)C(=O)N1C[C@H](O)C[C@H]1C(O)=O	2884.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Histidylhydroxyproline,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC2=C[NH]C=N2)C1	2614.8	Semi standard non polar	33892256
Histidylhydroxyproline,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CC1=C[NH]C=N1	2550.1	Semi standard non polar	33892256
Histidylhydroxyproline,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2638.2	Semi standard non polar	33892256
Histidylhydroxyproline,1TMS,isomer #4	C[Si](C)(C)N1C=NC(C[C@H](N)C(=O)N2C[C@H](O)C[C@H]2C(=O)O)=C1	2652.8	Semi standard non polar	33892256
Histidylhydroxyproline,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@@H](N)CC1=C[NH]C=N1	2565.7	Semi standard non polar	33892256
Histidylhydroxyproline,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2620.0	Semi standard non polar	33892256
Histidylhydroxyproline,2TMS,isomer #3	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC2=CN([Si](C)(C)C)C=N2)C1	2680.7	Semi standard non polar	33892256
Histidylhydroxyproline,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2591.9	Semi standard non polar	33892256
Histidylhydroxyproline,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1	2621.2	Semi standard non polar	33892256
Histidylhydroxyproline,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C	2692.6	Semi standard non polar	33892256
Histidylhydroxyproline,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2702.6	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2578.6	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2605.6	Standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1	2679.0	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1	2531.4	Standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=C[NH]C=N2)N([Si](C)(C)C)[Si](C)(C)C)C1	2711.9	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=C[NH]C=N2)N([Si](C)(C)C)[Si](C)(C)C)C1	2737.2	Standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2711.8	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O	2656.1	Standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C	2685.2	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C	2650.0	Standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2683.0	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C	2569.9	Standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #7	C[Si](C)(C)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C	2814.3	Semi standard non polar	33892256
Histidylhydroxyproline,3TMS,isomer #7	C[Si](C)(C)N([C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C	2746.5	Standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C	2737.4	Semi standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C	2677.1	Standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2704.7	Semi standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C)C=N1)C(=O)N1C[C@H](O[Si](C)(C)C)C[C@H]1C(=O)O[Si](C)(C)C	2614.2	Standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=CN([Si](C)(C)C)C=N2)N([Si](C)(C)C)[Si](C)(C)C)C1	2850.4	Semi standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=CN([Si](C)(C)C)C=N2)N([Si](C)(C)C)[Si](C)(C)C)C1	2777.1	Standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2824.0	Semi standard non polar	33892256
Histidylhydroxyproline,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2709.2	Standard non polar	33892256
Histidylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2867.0	Semi standard non polar	33892256
Histidylhydroxyproline,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O[Si](C)(C)C)CN1C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C	2735.6	Standard non polar	33892256
Histidylhydroxyproline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC2=C[NH]C=N2)C1	2846.3	Semi standard non polar	33892256
Histidylhydroxyproline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CC1=C[NH]C=N1	2780.6	Semi standard non polar	33892256
Histidylhydroxyproline,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	2839.5	Semi standard non polar	33892256
Histidylhydroxyproline,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C=NC(C[C@H](N)C(=O)N2C[C@H](O)C[C@H]2C(=O)O)=C1	2890.3	Semi standard non polar	33892256
Histidylhydroxyproline,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)[C@@H](N)CC1=C[NH]C=N1	3026.9	Semi standard non polar	33892256
Histidylhydroxyproline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	3072.3	Semi standard non polar	33892256
Histidylhydroxyproline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC2=CN([Si](C)(C)C(C)(C)C)C=N2)C1	3178.8	Semi standard non polar	33892256
Histidylhydroxyproline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3036.8	Semi standard non polar	33892256
Histidylhydroxyproline,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1	3095.6	Semi standard non polar	33892256
Histidylhydroxyproline,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC1=C[NH]C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C(C)(C)C	3113.9	Semi standard non polar	33892256
Histidylhydroxyproline,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O	3167.6	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)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	3256.4	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=C[NH]C=N1)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	3139.5	Standard non polar	33892256
Histidylhydroxyproline,3TBDMS,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)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1	3346.0	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,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)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1	3090.5	Standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=C[NH]C=N2)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1	3373.3	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=C[NH]C=N2)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1	3272.4	Standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	3405.8	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1C(=O)O	3228.5	Standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3337.1	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3213.4	Standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3348.3	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3164.5	Standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C(C)(C)C	3475.8	Semi standard non polar	33892256
Histidylhydroxyproline,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)N1C[C@H](O)C[C@H]1C(=O)O)[Si](C)(C)C(C)(C)C	3317.2	Standard non polar	33892256
Histidylhydroxyproline,4TBDMS,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)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3581.3	Semi standard non polar	33892256
Histidylhydroxyproline,4TBDMS,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)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3332.1	Standard non polar	33892256
Histidylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	3552.3	Semi standard non polar	33892256
Histidylhydroxyproline,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)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	3317.9	Standard non polar	33892256
Histidylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=CN([Si](C)(C)C(C)(C)C)C=N2)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1	3727.5	Semi standard non polar	33892256
Histidylhydroxyproline,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H](C(=O)O)N(C(=O)[C@H](CC2=CN([Si](C)(C)C(C)(C)C)C=N2)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1	3483.2	Standard non polar	33892256
Histidylhydroxyproline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3658.2	Semi standard non polar	33892256
Histidylhydroxyproline,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3442.4	Standard non polar	33892256
Histidylhydroxyproline,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)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3895.3	Semi standard non polar	33892256
Histidylhydroxyproline,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)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3558.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Histidylhydroxyproline 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 - Histidylhydroxyproline 10V, Negative-QTOF	splash10-00l2-0490000000-28dd5ce1d4381e4df432	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylhydroxyproline 20V, Negative-QTOF	splash10-03di-3930000000-9000bb3dd37345116de6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylhydroxyproline 40V, Negative-QTOF	splash10-00kf-9200000000-63b8fc05d5e69d4d59cb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylhydroxyproline 10V, Positive-QTOF	splash10-014i-0190000000-0e67855428e717c5acd8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylhydroxyproline 20V, Positive-QTOF	splash10-03di-2920000000-13fa0c02465a7d8a09bf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylhydroxyproline 40V, Positive-QTOF	splash10-03e9-9700000000-23f72a8547f693750b49	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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

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

FDB111915

KNApSAcK ID

Not Available

Chemspider ID

8075714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9900059

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Histidylhydroxyproline (HMDB0028886)

MOL for HMDB0028886 (Histidylhydroxyproline)

3D MOL for HMDB0028886 (Histidylhydroxyproline)

3D SDF for HMDB0028886 (Histidylhydroxyproline)

3D-SDF for HMDB0028886 (Histidylhydroxyproline)

PDB for HMDB0028886 (Histidylhydroxyproline)

3D PDB for HMDB0028886 (Histidylhydroxyproline)

SMILES for HMDB0028886 (Histidylhydroxyproline)

INCHI for HMDB0028886 (Histidylhydroxyproline)

Structure for HMDB0028886 (Histidylhydroxyproline)

3D Structure for HMDB0028886 (Histidylhydroxyproline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra