Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:22:31 UTC

Update Date

2021-09-24 12:22:31 UTC

HMDB ID

HMDB0304781

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Histidinyl-Proline

Description

1-[2-amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylic acid 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. Based on a literature review very few articles have been published on 1-[2-amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylic acid.

Structure

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

HMDB0304781
     RDKit          3D
Histidinyl-Proline
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.9607   -1.2638   -0.4178 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9617   -0.2463    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455    0.9288    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751    0.6020    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287    1.5832   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4259    0.9803   -0.1738 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712   -0.3469    0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468   -0.5426    0.2220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4044    0.2540    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775    1.2498    1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6096   -0.2598    0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585   -1.4174   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.7756   -0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7506   -0.4031   -0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9204    0.2453    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590    1.7194    0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2053    2.1706    0.7143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591    2.5749    0.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890   -2.2004   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -1.0279   -1.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976   -0.6860    1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5267    1.4614   -0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7394    1.6440    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926    2.6462   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0331   -1.1096    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023   -1.4667    0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158   -1.2265   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020   -2.2736   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3723   -2.3205   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4539   -2.3380    0.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6092    0.0872   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8269   -0.4225   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -0.1524    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1526    3.3325   -0.5987 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  2  0
  7  8  1  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
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  8  4  1  0
 15 11  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END


  Mrv1652304032018452D          

 18 19  0  0  0  0            999 V2000
    0.1333   -4.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -3.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917   -4.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -3.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6558   -4.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -4.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420   -3.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3443   -3.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2792   -2.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -3.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2792   -2.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -4.4591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4095   -5.1053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5490   -3.7777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9466   -3.3550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027   -2.2931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9936   -1.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4353   -1.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  7  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  4  1  0  0  0  0
  9  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 13  5  1  0  0  0  0
 13  6  2  0  0  0  0
 14  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  3  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 18 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304781

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CN=CN1)C(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H16N4O3/c12-8(4-7-5-13-6-14-7)10(16)15-3-1-2-9(15)11(17)18/h5-6,8-9H,1-4,12H2,(H,13,14)(H,17,18)

> <INCHI_KEY>
LNCFUHAPNTYMJB-UHFFFAOYSA-N

> <FORMULA>
C11H16N4O3

> <MOLECULAR_WEIGHT>
252.2697

> <EXACT_MASS>
252.122240398

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.512580092226862

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[2-amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.66

> <JCHEM_LOGP>
-3.642021730405936

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.921476542189403

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4103619179498

> <JCHEM_PKA_STRONGEST_BASIC>
8.01545000368285

> <JCHEM_POLAR_SURFACE_AREA>
112.30999999999999

> <JCHEM_REFRACTIVITY>
63.045500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-amino-3-(3H-imidazol-4-yl)propanoyl]pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304781
     RDKit          3D
Histidinyl-Proline
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.9607   -1.2638   -0.4178 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9617   -0.2463    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455    0.9288    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751    0.6020    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287    1.5832   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4259    0.9803   -0.1738 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712   -0.3469    0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468   -0.5426    0.2220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4044    0.2540    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775    1.2498    1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6096   -0.2598    0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585   -1.4174   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.7756   -0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7506   -0.4031   -0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9204    0.2453    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590    1.7194    0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2053    2.1706    0.7143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591    2.5749    0.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890   -2.2004   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -1.0279   -1.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976   -0.6860    1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5267    1.4614   -0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7394    1.6440    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926    2.6462   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0331   -1.1096    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023   -1.4667    0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158   -1.2265   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020   -2.2736   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3723   -2.3205   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4539   -2.3380    0.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6092    0.0872   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8269   -0.4225   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -0.1524    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1526    3.3325   -0.5987 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  2  0
  7  8  1  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
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  8  4  1  0
 15 11  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       0.249  -7.727   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.725  -6.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.291  -7.727   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.841  -6.341   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.824  -8.903   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.261  -8.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.985  -7.372   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.376  -6.817   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.521  -5.358   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.232  -5.787   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.521  -3.818   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -4.056  -8.324   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -8.231  -9.530   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      -8.491  -7.052   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -1.767  -6.263   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -3.552  -4.280   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.855  -3.048   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.813  -3.048   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    9                                                       
CONECT    3    1   15                                                       
CONECT    4    7    8                                                       
CONECT    5    7   13                                                       
CONECT    6   13   14                                                       
CONECT    7    4    5   14                                                  
CONECT    8    4   10   12                                                  
CONECT    9    2   11   15                                                  
CONECT   10    8   15   16                                                  
CONECT   11    9   17   18                                                  
CONECT   12    8                                                            
CONECT   13    5    6                                                       
CONECT   14    6    7                                                       
CONECT   15    3    9   10                                                  
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   11                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0304781
HETATM    1  N1  UNL     1       0.961  -1.264  -0.418  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.962  -0.246   0.525  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.846   0.929   0.252  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.275   0.602   0.133  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.229   1.583  -0.122  1.00  0.00           C  
HETATM    6  N2  UNL     1       5.426   0.980  -0.174  1.00  0.00           N  
HETATM    7  C5  UNL     1       5.271  -0.347   0.039  1.00  0.00           C  
HETATM    8  N3  UNL     1       3.947  -0.543   0.222  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.404   0.254   0.783  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.478   1.250   1.569  1.00  0.00           O  
HETATM   11  N4  UNL     1      -1.610  -0.260   0.248  1.00  0.00           N  
HETATM   12  C7  UNL     1      -1.659  -1.417  -0.612  1.00  0.00           C  
HETATM   13  C8  UNL     1      -3.145  -1.776  -0.717  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.751  -0.403  -0.638  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.920   0.245   0.446  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.059   1.719   0.405  1.00  0.00           C  
HETATM   17  O2  UNL     1      -4.205   2.171   0.714  1.00  0.00           O  
HETATM   18  O3  UNL     1      -2.059   2.575   0.064  1.00  0.00           O  
HETATM   19  H1  UNL     1       1.289  -2.200  -0.143  1.00  0.00           H  
HETATM   20  H2  UNL     1       1.061  -1.028  -1.412  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.298  -0.686   1.514  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.527   1.461  -0.668  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.739   1.644   1.102  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.093   2.646  -0.262  1.00  0.00           H  
HETATM   25  H7  UNL     1       6.033  -1.110   0.062  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.502  -1.467   0.410  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.316  -1.227  -1.644  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.102  -2.274  -0.167  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.372  -2.320  -1.636  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.454  -2.338   0.201  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.609   0.087  -1.624  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.827  -0.422  -0.367  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.335  -0.152   1.419  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.153   3.333  -0.599  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3    9   21
CONECT    3    4   22   23
CONECT    4    5    5    8
CONECT    5    6   24
CONECT    6    7    7
CONECT    7    8   25
CONECT    8   26
CONECT    9   10   10   11
CONECT   11   12   15
CONECT   12   13   27   28
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   15   16   33
CONECT   16   17   17   18
CONECT   18   34
END

HMDB0304781
     RDKit          3D
Histidinyl-Proline
 34 35  0  0  0  0  0  0  0  0999 V2000
    0.9607   -1.2638   -0.4178 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9617   -0.2463    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455    0.9288    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751    0.6020    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2287    1.5832   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4259    0.9803   -0.1738 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712   -0.3469    0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468   -0.5426    0.2220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4044    0.2540    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775    1.2498    1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6096   -0.2598    0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585   -1.4174   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.7756   -0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7506   -0.4031   -0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9204    0.2453    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590    1.7194    0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2053    2.1706    0.7143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591    2.5749    0.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890   -2.2004   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606   -1.0279   -1.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976   -0.6860    1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5267    1.4614   -0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7394    1.6440    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926    2.6462   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0331   -1.1096    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023   -1.4667    0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158   -1.2265   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020   -2.2736   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3723   -2.3205   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4539   -2.3380    0.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6092    0.0872   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8269   -0.4225   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -0.1524    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1526    3.3325   -0.5987 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  2  0
  7  8  1  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
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  8  4  1  0
 15 11  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[2-Amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylate	Generator
H-P Dipeptide	HMDB
His-pro	HMDB
Histidine proline dipeptide	HMDB
Histidine-proline dipeptide	HMDB
Histidinylproline	HMDB
HP Dipeptide	HMDB
L-Histidinyl-L-proline	HMDB
Histidylproline	MeSH, HMDB

Chemical Formula

C₁₁H₁₆N₄O₃

Average Molecular Weight

252.2697

Monoisotopic Molecular Weight

252.122240398

IUPAC Name

1-[2-amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

1-[2-amino-3-(3H-imidazol-4-yl)propanoyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CN=CN1)C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C11H16N4O3/c12-8(4-7-5-13-6-14-7)10(16)15-3-1-2-9(15)11(17)18/h5-6,8-9H,1-4,12H2,(H,13,14)(H,17,18)

InChI Key

LNCFUHAPNTYMJB-UHFFFAOYSA-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
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Azole
Imidazole
Heteroaromatic compound
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Organoheterocyclic compound
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	-2.7	ALOGPS
logP	-3.6	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.41	ChemAxon
pKa (Strongest Basic)	8.02	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.05 m³·mol⁻¹	ChemAxon
Polarizability	24.51 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
AllCCS	[M+H]+	157.683	32859911
AllCCS	[M+H-H2O]+	154.026	32859911
AllCCS	[M+Na]+	162.055	32859911
AllCCS	[M+NH4]+	161.079	32859911
AllCCS	[M-H]-	158.049	32859911
AllCCS	[M+Na-2H]-	157.901	32859911
AllCCS	[M+HCOO]-	157.845	32859911
DeepCCS	[M+H]+	153.556	30932474
DeepCCS	[M-H]-	151.198	30932474
DeepCCS	[M-2H]-	184.497	30932474
DeepCCS	[M+Na]+	159.649	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Histidinyl-Proline,2TMS,isomer #1	C[Si](C)(C)NC(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2521.7	Semi standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #1	C[Si](C)(C)NC(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2465.2	Standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #1	C[Si](C)(C)NC(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	3371.5	Standard polar	33892256
Histidinyl-Proline,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN=CN1[Si](C)(C)C	2564.3	Semi standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN=CN1[Si](C)(C)C	2423.8	Standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN=CN1[Si](C)(C)C	3613.5	Standard polar	33892256
Histidinyl-Proline,2TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	2621.7	Semi standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	2575.1	Standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	3597.9	Standard polar	33892256
Histidinyl-Proline,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O	2642.7	Semi standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O	2481.8	Standard non polar	33892256
Histidinyl-Proline,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O	3540.0	Standard polar	33892256
Histidinyl-Proline,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C	2609.7	Semi standard non polar	33892256
Histidinyl-Proline,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C	2562.8	Standard non polar	33892256
Histidinyl-Proline,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=C[NH]1)N([Si](C)(C)C)[Si](C)(C)C	3143.5	Standard polar	33892256
Histidinyl-Proline,3TMS,isomer #2	C[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2623.9	Semi standard non polar	33892256
Histidinyl-Proline,3TMS,isomer #2	C[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2500.7	Standard non polar	33892256
Histidinyl-Proline,3TMS,isomer #2	C[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	3153.0	Standard polar	33892256
Histidinyl-Proline,3TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	2749.3	Semi standard non polar	33892256
Histidinyl-Proline,3TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	2630.4	Standard non polar	33892256
Histidinyl-Proline,3TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN=CN1[Si](C)(C)C)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	3335.3	Standard polar	33892256
Histidinyl-Proline,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2765.4	Semi standard non polar	33892256
Histidinyl-Proline,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2647.6	Standard non polar	33892256
Histidinyl-Proline,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=CN1[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3000.8	Standard polar	33892256
Histidinyl-Proline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	2980.1	Semi standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	2883.5	Standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3429.6	Standard polar	33892256
Histidinyl-Proline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN=CN1[Si](C)(C)C(C)(C)C	3041.3	Semi standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN=CN1[Si](C)(C)C(C)(C)C	2866.4	Standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN=CN1[Si](C)(C)C(C)(C)C	3613.0	Standard polar	33892256
Histidinyl-Proline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3047.0	Semi standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	2979.3	Standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN=C[NH]1)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3592.9	Standard polar	33892256
Histidinyl-Proline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O	3113.8	Semi standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O	2914.8	Standard non polar	33892256
Histidinyl-Proline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O	3549.7	Standard polar	33892256
Histidinyl-Proline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3259.8	Semi standard non polar	33892256
Histidinyl-Proline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3125.0	Standard non polar	33892256
Histidinyl-Proline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=C[NH]1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3297.7	Standard polar	33892256
Histidinyl-Proline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3291.6	Semi standard non polar	33892256
Histidinyl-Proline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3109.6	Standard non polar	33892256
Histidinyl-Proline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3314.7	Standard polar	33892256
Histidinyl-Proline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3432.1	Semi standard non polar	33892256
Histidinyl-Proline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3227.9	Standard non polar	33892256
Histidinyl-Proline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3435.2	Standard polar	33892256
Histidinyl-Proline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3591.8	Semi standard non polar	33892256
Histidinyl-Proline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3388.5	Standard non polar	33892256
Histidinyl-Proline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN=CN1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3241.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinyl-Proline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9410000000-65cc2fdfe0a61c702c15	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Histidinyl-Proline GC-MS (1 TMS) - 70eV, Positive	splash10-0bt9-6790000000-2799605621e797b8ca40	2017-10-06	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 - Histidinyl-Proline 10V, Positive-QTOF	splash10-0udr-0290000000-67a3972f8a352182fb0b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 20V, Positive-QTOF	splash10-03du-9760000000-9d5c6f36579dc867a979	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 40V, Positive-QTOF	splash10-02u3-9200000000-97a9af43f20f33ae5513	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 10V, Negative-QTOF	splash10-0zfr-0090000000-b48d4b6970a41468bcdf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 20V, Negative-QTOF	splash10-0r00-3960000000-65fd7e83e10ab7b2e27c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 40V, Negative-QTOF	splash10-044l-8900000000-810f424eeb66010f258d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 10V, Positive-QTOF	splash10-0udi-0090000000-ced9b032f3421596170d	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 20V, Positive-QTOF	splash10-0ik9-3950000000-374305059a68c4567fb4	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 40V, Positive-QTOF	splash10-03di-9600000000-cd092a87bf855f871e4a	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 10V, Negative-QTOF	splash10-0udi-0290000000-9d1942fabf76d5abc390	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 20V, Negative-QTOF	splash10-0ik9-4960000000-6ded4dc280306c733ead	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidinyl-Proline 40V, Negative-QTOF	splash10-03xu-9500000000-c343590b27ece5d667c2	2021-10-22	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

FDB098206

KNApSAcK ID

Not Available

Chemspider ID

10608298

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14324830

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 Histidinyl-Proline (HMDB0304781)

MOL for HMDB0304781 (Histidinyl-Proline)

3D MOL for HMDB0304781 (Histidinyl-Proline)

3D SDF for HMDB0304781 (Histidinyl-Proline)

3D-SDF for HMDB0304781 (Histidinyl-Proline)

PDB for HMDB0304781 (Histidinyl-Proline)

3D PDB for HMDB0304781 (Histidinyl-Proline)

SMILES for HMDB0304781 (Histidinyl-Proline)

INCHI for HMDB0304781 (Histidinyl-Proline)

Structure for HMDB0304781 (Histidinyl-Proline)

3D Structure for HMDB0304781 (Histidinyl-Proline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra