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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:03:18 UTC

Update Date

2021-09-14 15:37:03 UTC

HMDB ID

HMDB0028997

Secondary Accession Numbers

HMDB28997

Metabolite Identification

Common Name

Phenylalanylhistidine

Description

Phenylalanylhistidine is a dipeptide composed of phenylalanine and histidine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HMDB0028997
     RDKit          3D
Phenylalanylhistidine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.9448   -2.3469    0.4648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199   -1.3602   -0.5705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3648   -0.1206   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052    1.0125   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959    1.2424   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    2.3431   -3.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    3.2397   -2.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645    3.0487   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.9325   -0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501   -1.1699   -0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -0.3802   -1.3283 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821   -1.8401    0.4186 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067   -1.6258    0.4383 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5585   -1.0180    1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9194    0.2780    2.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081    0.4446    2.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4259    1.7554    2.7365 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181    2.4102    2.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189    1.5112    1.6794 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -2.9248    0.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -3.9885    0.1703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864   -2.9831    0.2787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -3.3023    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7841   -2.0601    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -1.8182   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    0.1924    0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.3428   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7647    0.5090   -2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    2.5334   -3.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169    4.1140   -3.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778    3.7582   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5339    1.8229    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -2.4945    1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676   -0.9022   -0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -0.8365    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3741   -1.7058    2.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122   -0.3557    3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493    3.4713    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    1.7514    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7114   -3.7948    0.5486 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
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13 20  1  0
 20 21  2  0
 20 22  1  0
  9  4  1  0
 19 15  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 12 33  1  0
 13 34  1  6
 14 35  1  0
 14 36  1  0
 16 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
M  END


  Mrv1652304062014052D          

 22 23  0  0  0  0            999 V2000
 9998.183210000.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8974 9999.7786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.611510000.1916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.3261 9999.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.039910000.1916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.7537 9999.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.039910001.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.3261 9998.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8974 9998.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6115 9998.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1832 9998.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.797410000.2729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1300 9999.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3849 9999.0033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2099 9999.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4648 9999.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.897810001.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.183410001.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.468810001.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.468810000.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1832 9999.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.897810000.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  1  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 15 16  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
  6 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028997

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18N4O3/c16-12(6-10-4-2-1-3-5-10)14(20)19-13(15(21)22)7-11-8-17-9-18-11/h1-5,8-9,12-13H,6-7,16H2,(H,17,18)(H,19,20)(H,21,22)/t12-,13-/m0/s1

> <INCHI_KEY>
OHUXOEXBXPZKPT-STQMWFEESA-N

> <FORMULA>
C15H18N4O3

> <MOLECULAR_WEIGHT>
302.334

> <EXACT_MASS>
302.137890456

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.858082203642724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-(1H-imidazol-5-yl)propanoic acid

> <ALOGPS_LOGP>
-1.65

> <JCHEM_LOGP>
-2.2983543042325083

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.771283088507897

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4679068877380868

> <JCHEM_PKA_STRONGEST_BASIC>
8.032936894967133

> <JCHEM_POLAR_SURFACE_AREA>
121.09999999999998

> <JCHEM_REFRACTIVITY>
79.97540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-(3H-imidazol-4-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028997
     RDKit          3D
Phenylalanylhistidine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.9448   -2.3469    0.4648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199   -1.3602   -0.5705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3648   -0.1206   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052    1.0125   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959    1.2424   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    2.3431   -3.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    3.2397   -2.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645    3.0487   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.9325   -0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501   -1.1699   -0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -0.3802   -1.3283 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821   -1.8401    0.4186 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067   -1.6258    0.4383 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5585   -1.0180    1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9194    0.2780    2.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081    0.4446    2.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4259    1.7554    2.7365 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181    2.4102    2.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189    1.5112    1.6794 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -2.9248    0.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -3.9885    0.1703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864   -2.9831    0.2787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -3.3023    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7841   -2.0601    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -1.8182   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    0.1924    0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.3428   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7647    0.5090   -2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    2.5334   -3.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169    4.1140   -3.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778    3.7582   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5339    1.8229    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -2.4945    1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676   -0.9022   -0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -0.8365    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3741   -1.7058    2.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122   -0.3557    3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493    3.4713    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    1.7514    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7114   -3.7948    0.5486 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
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13 20  1  0
 20 21  2  0
 20 22  1  0
  9  4  1  0
 19 15  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 12 33  1  0
 13 34  1  6
 14 35  1  0
 14 36  1  0
 16 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  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    8663.2758667.024   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8664.6088666.253   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8665.9418667.024   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8667.2758666.253   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8668.6088667.024   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8669.9408666.253   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8668.6088668.565   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    8667.2758664.714   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8664.6088664.714   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8665.9418663.946   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8663.2758663.946   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0    8660.6888667.176   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    8659.4438666.271   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    8659.9188664.806   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8661.4588664.806   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8661.9348666.271   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8673.9438668.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8672.6098669.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8671.2758668.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8671.2758667.024   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8672.6098666.254   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8673.9438667.024   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   20                                                       
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   13   16                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   16   14                                                       
CONECT   16   15   12    1                                                  
CONECT   17   18   22                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21    6                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0028997
HETATM    1  N1  UNL     1      -1.945  -2.347   0.465  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.620  -1.360  -0.571  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.365  -0.121  -0.246  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.205   1.012  -1.131  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.996   1.242  -2.243  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.794   2.343  -3.045  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.790   3.240  -2.746  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.965   3.049  -1.630  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.202   1.932  -0.855  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.150  -1.170  -0.515  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.392  -0.380  -1.328  1.00  0.00           O  
HETATM   12  N2  UNL     1       0.682  -1.840   0.419  1.00  0.00           N  
HETATM   13  C10 UNL     1       2.107  -1.626   0.438  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.558  -1.018   1.763  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.919   0.278   2.014  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.708   0.445   2.689  1.00  0.00           C  
HETATM   17  N3  UNL     1       0.426   1.755   2.736  1.00  0.00           N  
HETATM   18  C14 UNL     1       1.418   2.410   2.114  1.00  0.00           C  
HETATM   19  N4  UNL     1       2.319   1.511   1.679  1.00  0.00           N  
HETATM   20  C15 UNL     1       2.803  -2.925   0.289  1.00  0.00           C  
HETATM   21  O2  UNL     1       2.149  -3.989   0.170  1.00  0.00           O  
HETATM   22  O3  UNL     1       4.186  -2.983   0.279  1.00  0.00           O  
HETATM   23  H1  UNL     1      -2.037  -3.302   0.057  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.784  -2.060   1.011  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.856  -1.818  -1.534  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.066   0.192   0.789  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.461  -0.343  -0.158  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.765   0.509  -2.429  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.403   2.533  -3.914  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.617   4.114  -3.368  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.178   3.758  -1.402  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.534   1.823   0.010  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.205  -2.495   1.087  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.368  -0.902  -0.355  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.665  -0.836   1.642  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.374  -1.706   2.611  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.112  -0.356   3.098  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.449   3.471   2.005  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.181   1.751   1.167  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.711  -3.795   0.549  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   10   25
CONECT    3    4   26   27
CONECT    4    5    5    9
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8   30
CONECT    8    9    9   31
CONECT    9   32
CONECT   10   11   11   12
CONECT   12   13   33
CONECT   13   14   20   34
CONECT   14   15   35   36
CONECT   15   16   16   19
CONECT   16   17   37
CONECT   17   18   18
CONECT   18   19   38
CONECT   19   39
CONECT   20   21   21   22
CONECT   22   40
END

HMDB0028997
     RDKit          3D
Phenylalanylhistidine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -1.9448   -2.3469    0.4648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199   -1.3602   -0.5705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3648   -0.1206   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052    1.0125   -1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959    1.2424   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    2.3431   -3.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    3.2397   -2.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645    3.0487   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025    1.9325   -0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501   -1.1699   -0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -0.3802   -1.3283 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6821   -1.8401    0.4186 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1067   -1.6258    0.4383 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5585   -1.0180    1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9194    0.2780    2.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7081    0.4446    2.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4259    1.7554    2.7365 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181    2.4102    2.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189    1.5112    1.6794 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -2.9248    0.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -3.9885    0.1703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864   -2.9831    0.2787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -3.3023    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7841   -2.0601    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -1.8182   -1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    0.1924    0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.3428   -0.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7647    0.5090   -2.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    2.5334   -3.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169    4.1140   -3.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778    3.7582   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5339    1.8229    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -2.4945    1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676   -0.9022   -0.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -0.8365    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3741   -1.7058    2.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122   -0.3557    3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4493    3.4713    2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    1.7514    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7114   -3.7948    0.5486 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
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13 20  1  0
 20 21  2  0
 20 22  1  0
  9  4  1  0
 19 15  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 12 33  1  0
 13 34  1  6
 14 35  1  0
 14 36  1  0
 16 37  1  0
 18 38  1  0
 19 39  1  0
 22 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
F-H	ChEBI
FH	ChEBI
L-Phe-L-his	ChEBI
His-phe	HMDB
Histidylphenylalanine	HMDB
F-H Dipeptide	HMDB
FH Dipeptide	HMDB
L-Phenylalanyl-L-histidine	HMDB
N-L-Phenylalanyl-L-histidine	HMDB
N-Phenylalanylhistidine	HMDB
Phe-his	HMDB
Phenylalanine histidine dipeptide	HMDB
Phenylalanine-histidine dipeptide	HMDB
Phenylalanyl-histidine	HMDB
Phenylalanylhistidine	MeSH

Chemical Formula

C₁₅H₁₈N₄O₃

Average Molecular Weight

302.334

Monoisotopic Molecular Weight

302.137890456

IUPAC Name

(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-(1H-imidazol-5-yl)propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-(3H-imidazol-4-yl)propanoic acid

CAS Registry Number

33367-37-2

SMILES

N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O

InChI Identifier

InChI=1S/C15H18N4O3/c16-12(6-10-4-2-1-3-5-10)14(20)19-13(15(21)22)7-11-8-17-9-18-11/h1-5,8-9,12-13H,6-7,16H2,(H,17,18)(H,19,20)(H,21,22)/t12-,13-/m0/s1

InChI Key

OHUXOEXBXPZKPT-STQMWFEESA-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
Phenylalanine or derivatives
Histidine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Fatty amide
Fatty acyl
Heteroaromatic compound
Azole
Imidazole
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Carboxylic acid
Primary aliphatic amine
Hydrocarbon derivative
Amine
Carbonyl group
Organic oxygen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:73634 )

Ontology

Not Available

Endogenous (HMDB: HMDB0028997)

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	-2.26	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.7 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-2.3	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	8.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.1 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	79.98 m³·mol⁻¹	ChemAxon
Polarizability	30.86 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]+	167.94	30932474
DeepCCS	[M-H]-	165.582	30932474
DeepCCS	[M-2H]-	199.59	30932474
DeepCCS	[M+Na]+	174.818	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.	2.9 minutes	32390414
Predicted by Siyang on May 30, 2022	9.8817 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.26 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	377.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	457.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	223.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	82.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	77.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	296.1 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	298.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	921.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	645.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	92.3 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	743.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	177.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	391.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	592.4 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	251.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylhistidine	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O	3811.5	Standard polar	33892256
Phenylalanylhistidine	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O	2232.0	Standard non polar	33892256
Phenylalanylhistidine	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1)C(O)=O	3036.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylhistidine,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)NC(=O)[C@@H](N)CC1=CC=CC=C1	2767.9	Semi standard non polar	33892256
Phenylalanylhistidine,1TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O	2833.0	Semi standard non polar	33892256
Phenylalanylhistidine,1TMS,isomer #3	C[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CC1=CN=C[NH]1)C(=O)O	2749.0	Semi standard non polar	33892256
Phenylalanylhistidine,1TMS,isomer #4	C[Si](C)(C)N1C=NC=C1C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O	2935.3	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C	2778.4	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C	2726.8	Standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	2879.1	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	2636.1	Standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2710.3	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2682.2	Standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C	2914.3	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C	2905.1	Standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C	2761.1	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #5	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C	2805.0	Standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O	2929.3	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O	2775.7	Standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O	2828.0	Semi standard non polar	33892256
Phenylalanylhistidine,2TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O	2790.0	Standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2876.1	Semi standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2827.6	Standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2744.9	Semi standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2764.9	Standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2907.0	Semi standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2735.7	Standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2810.9	Semi standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2745.0	Standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #5	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN=C[NH]1)C(=O)O	2868.4	Semi standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #5	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN=C[NH]1)C(=O)O	2902.1	Standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #6	C[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3039.4	Semi standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #6	C[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2883.9	Standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #7	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2873.6	Semi standard non polar	33892256
Phenylalanylhistidine,3TMS,isomer #7	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2836.1	Standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	3038.6	Semi standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2866.7	Standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2919.3	Semi standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2871.0	Standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2869.6	Semi standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2813.2	Standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O	3014.3	Semi standard non polar	33892256
Phenylalanylhistidine,4TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CN=CN1[Si](C)(C)C)C(=O)O	2957.3	Standard non polar	33892256
Phenylalanylhistidine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3052.7	Semi standard non polar	33892256
Phenylalanylhistidine,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2945.2	Standard non polar	33892256
Phenylalanylhistidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)NC(=O)[C@@H](N)CC1=CC=CC=C1	3025.5	Semi standard non polar	33892256
Phenylalanylhistidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O	3040.9	Semi standard non polar	33892256
Phenylalanylhistidine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CC1=CN=C[NH]1)C(=O)O	3012.2	Semi standard non polar	33892256
Phenylalanylhistidine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C=NC=C1C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O	3164.1	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C	3210.9	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C	3100.8	Standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	3380.2	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1	3030.7	Standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3226.6	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3066.1	Standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C	3371.5	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C	3232.9	Standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C	3208.5	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O)[Si](C)(C)C(C)(C)C	3155.3	Standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O	3364.9	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O	3137.6	Standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O	3321.1	Semi standard non polar	33892256
Phenylalanylhistidine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O	3143.4	Standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3571.4	Semi standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3323.9	Standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3391.6	Semi standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=C[NH]1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3269.4	Standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3536.9	Semi standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3289.9	Standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3511.5	Semi standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3270.2	Standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CN=C[NH]1)C(=O)O	3541.1	Semi standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CN=C[NH]1)C(=O)O	3380.9	Standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3715.4	Semi standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3392.6	Standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3519.9	Semi standard non polar	33892256
Phenylalanylhistidine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3349.8	Standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3889.4	Semi standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3539.0	Standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3729.2	Semi standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=C[NH]1)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3503.0	Standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3683.0	Semi standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3497.2	Standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O	3858.9	Semi standard non polar	33892256
Phenylalanylhistidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)C(=O)O	3601.8	Standard non polar	33892256
Phenylalanylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4030.8	Semi standard non polar	33892256
Phenylalanylhistidine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CN=CN1[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3738.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylhistidine 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 - Phenylalanylhistidine 10V, Positive-QTOF	splash10-0uk9-1938000000-22fab0c36867eeda6276	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylhistidine 20V, Positive-QTOF	splash10-006x-6900000000-eae2112026252a521fde	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylhistidine 40V, Positive-QTOF	splash10-002f-9600000000-1e0ecc8e3f1d4b0fd6e5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylhistidine 10V, Negative-QTOF	splash10-0udi-0119000000-7157ff8d7248a66140c3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylhistidine 20V, Negative-QTOF	splash10-0uec-8922000000-1af2eb71e1469eb9e420	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylhistidine 40V, Negative-QTOF	splash10-00kf-9720000000-7141622d8264483ffe4b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112016

KNApSAcK ID

Not Available

Chemspider ID

8141751

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9966159

PDB ID

Not Available

ChEBI ID

73634

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

Osz K, Varnagy K, Suli-Vargha H, Csampay A, Sanna D, Micera G, Sovago I: Acid-base properties and copper(II) complexes of dipeptides containing histidine and additional chelating bis(imidazol-2-yl) residues. J Inorg Biochem. 2004 Jan;98(1):24-32. [PubMed:14659629 ]

Showing metabocard for Phenylalanylhistidine (HMDB0028997)

MOL for HMDB0028997 (Phenylalanylhistidine)

3D MOL for HMDB0028997 (Phenylalanylhistidine)

3D SDF for HMDB0028997 (Phenylalanylhistidine)

3D-SDF for HMDB0028997 (Phenylalanylhistidine)

PDB for HMDB0028997 (Phenylalanylhistidine)

3D PDB for HMDB0028997 (Phenylalanylhistidine)

SMILES for HMDB0028997 (Phenylalanylhistidine)

INCHI for HMDB0028997 (Phenylalanylhistidine)

Structure for HMDB0028997 (Phenylalanylhistidine)

3D Structure for HMDB0028997 (Phenylalanylhistidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra