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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:25:32 UTC

Update Date

2021-09-24 12:25:32 UTC

HMDB ID

HMDB0304788

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenylalanyl-Glycine

Description

2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic 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 2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid.

Structure

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

HMDB0304788
     RDKit          3D
Phenylalanyl-Glycine
 30 30  0  0  0  0  0  0  0  0999 V2000
   -0.2088   -2.6665   -0.2730 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1012   -1.6591   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454   -0.7764   -1.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6068    0.0043   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994   -0.6192    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0762    0.0849    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8104    1.4202    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    2.0400    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.3333   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -0.9920   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5450   -1.7531   -0.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061    0.2644   -0.6949 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5928    0.9840   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.5347    1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855    1.3658    1.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5502    2.2626    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -3.3176   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767   -2.1835    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3492   -2.2440   -2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -0.0567   -2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.3632   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -1.6670    0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768   -0.3986    2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    1.9843    2.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200    3.0925    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963    1.8938   -0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5469   -2.6422   -0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4634    0.2786   -0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    1.8083   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5001    1.9875    1.3250 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  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  9  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
M  END


  Mrv1652304032018462D          

 16 16  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  4  0  0  0
 13 11  2  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304788

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CC=CC=C1)C(O)=NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N2O3/c12-9(11(16)13-7-10(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)

> <INCHI_KEY>
GLUBLISJVJFHQS-UHFFFAOYSA-N

> <FORMULA>
C11H14N2O3

> <MOLECULAR_WEIGHT>
222.2405

> <EXACT_MASS>
222.100442324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
22.959468646970322

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

> <ALOGPS_LOGP>
-1.78

> <JCHEM_LOGP>
-1.6951618281287903

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.314072058450582

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.39537278200525

> <JCHEM_PKA_STRONGEST_BASIC>
9.535075564537308

> <JCHEM_POLAR_SURFACE_AREA>
95.91

> <JCHEM_REFRACTIVITY>
58.441500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304788
     RDKit          3D
Phenylalanyl-Glycine
 30 30  0  0  0  0  0  0  0  0999 V2000
   -0.2088   -2.6665   -0.2730 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1012   -1.6591   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454   -0.7764   -1.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6068    0.0043   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994   -0.6192    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0762    0.0849    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8104    1.4202    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    2.0400    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.3333   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -0.9920   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5450   -1.7531   -0.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061    0.2644   -0.6949 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5928    0.9840   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.5347    1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855    1.3658    1.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5502    2.2626    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -3.3176   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767   -2.1835    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3492   -2.2440   -2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -0.0567   -2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.3632   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -1.6670    0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768   -0.3986    2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    1.9843    2.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200    3.0925    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963    1.8938   -0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5469   -2.6422   -0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4634    0.2786   -0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    1.8083   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5001    1.9875    1.3250 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  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  9  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    8                                                       
CONECT    6    8    9                                                       
CONECT    7   10   13                                                       
CONECT    8    4    5    6                                                  
CONECT    9    6   11   12                                                  
CONECT   10    7   14   15                                                  
CONECT   11    9   13   16                                                  
CONECT   12    9                                                            
CONECT   13    7   11                                                       
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0304788
HETATM    1  N1  UNL     1      -0.209  -2.666  -0.273  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.101  -1.659  -1.280  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.045  -0.776  -1.585  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.607   0.004  -0.480  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.499  -0.619   0.405  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.076   0.085   1.438  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.810   1.420   1.653  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.936   2.040   0.790  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.348   1.333  -0.260  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.352  -0.992  -0.922  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.545  -1.753  -0.822  1.00  0.00           O  
HETATM   12  N2  UNL     1       1.406   0.264  -0.695  1.00  0.00           N  
HETATM   13  C10 UNL     1       2.593   0.984  -0.341  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.498   1.535   1.018  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.486   1.366   1.731  1.00  0.00           O  
HETATM   16  O3  UNL     1       3.550   2.263   1.538  1.00  0.00           O  
HETATM   17  H1  UNL     1       0.602  -3.318  -0.250  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.377  -2.183   0.628  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.349  -2.244  -2.234  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.739  -0.057  -2.403  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.880  -1.363  -2.068  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.724  -1.667   0.257  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.777  -0.399   2.135  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.259   1.984   2.464  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.720   3.092   0.951  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.696   1.894  -0.899  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.547  -2.642  -0.314  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.463   0.279  -0.415  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.710   1.808  -1.090  1.00  0.00           H  
HETATM   30  H14 UNL     1       4.500   1.988   1.325  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   10   19
CONECT    3    4   20   21
CONECT    4    5    5    9
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   26
CONECT   10   11   12   12
CONECT   11   27
CONECT   12   13
CONECT   13   14   28   29
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0304788
     RDKit          3D
Phenylalanyl-Glycine
 30 30  0  0  0  0  0  0  0  0999 V2000
   -0.2088   -2.6665   -0.2730 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1012   -1.6591   -1.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454   -0.7764   -1.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6068    0.0043   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994   -0.6192    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0762    0.0849    1.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8104    1.4202    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    2.0400    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.3333   -0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -0.9920   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5450   -1.7531   -0.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061    0.2644   -0.6949 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5928    0.9840   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.5347    1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855    1.3658    1.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5502    2.2626    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6023   -3.3176   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767   -2.1835    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3492   -2.2440   -2.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -0.0567   -2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8801   -1.3632   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -1.6670    0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7768   -0.3986    2.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    1.9843    2.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200    3.0925    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963    1.8938   -0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5469   -2.6422   -0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4634    0.2786   -0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    1.8083   -1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5001    1.9875    1.3250 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  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  9  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(2-Amino-1-hydroxy-3-phenylpropylidene)amino]acetate	Generator
F-g Dipeptide	HMDB
FG Dipeptide	HMDB
L-Phenylalanyl-L-glycine	HMDB
Phe-gly	HMDB
Phenylalanine glycine dipeptide	HMDB
Phenylalanine-glycine dipeptide	HMDB
Phenylalanylglycine	HMDB
L-Phenylalanylglycine	MeSH, HMDB

Chemical Formula

C₁₁H₁₄N₂O₃

Average Molecular Weight

222.2405

Monoisotopic Molecular Weight

222.100442324

IUPAC Name

2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

Traditional Name

[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CC=CC=C1)C(O)=NCC(O)=O

InChI Identifier

InChI=1S/C11H14N2O3/c12-9(11(16)13-7-10(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)

InChI Key

GLUBLISJVJFHQS-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
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Fatty amide
Benzenoid
Monocyclic benzene moiety
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304788)

Food

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	-1.8	ALOGPS
logP	-1.7	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	58.44 m³·mol⁻¹	ChemAxon
Polarizability	22.96 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	150.027	32859911
AllCCS	[M+H-H2O]+	146.255	32859911
AllCCS	[M+Na]+	154.543	32859911
AllCCS	[M+NH4]+	153.533	32859911
AllCCS	[M-H]-	150.936	32859911
AllCCS	[M+Na-2H]-	151.383	32859911
AllCCS	[M+HCOO]-	151.972	32859911
DeepCCS	[M+H]+	143.024	30932474
DeepCCS	[M-H]-	140.327	30932474
DeepCCS	[M-2H]-	175.969	30932474
DeepCCS	[M+Na]+	151.507	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.599 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.47 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	643.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	256.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	94.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	80.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	271.1 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	292.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	671.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	668.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	230.1 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	757.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	184.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	393.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	372.8 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	136.8 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanyl-Glycine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=CC=C1)C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2057.9	Semi standard non polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=CC=C1)C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2098.4	Standard non polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=CC=C1)C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2550.4	Standard polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #2	C[Si](C)(C)OC(=NCC(=O)O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2264.4	Semi standard non polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #2	C[Si](C)(C)OC(=NCC(=O)O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2155.2	Standard non polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #2	C[Si](C)(C)OC(=NCC(=O)O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2713.6	Standard polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CN=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2255.3	Semi standard non polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CN=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2177.1	Standard non polar	33892256
Phenylalanyl-Glycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CN=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2727.5	Standard polar	33892256
Phenylalanyl-Glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2269.6	Semi standard non polar	33892256
Phenylalanyl-Glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2214.5	Standard non polar	33892256
Phenylalanyl-Glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2467.5	Standard polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=NCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2677.6	Semi standard non polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=NCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2603.7	Standard non polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1)C(=NCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2847.4	Standard polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=NCC(=O)O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2884.9	Semi standard non polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=NCC(=O)O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2657.3	Standard non polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=NCC(=O)O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2942.0	Standard polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2856.6	Semi standard non polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2744.4	Standard non polar	33892256
Phenylalanyl-Glycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2984.8	Standard polar	33892256
Phenylalanyl-Glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3078.1	Semi standard non polar	33892256
Phenylalanyl-Glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2869.2	Standard non polar	33892256
Phenylalanyl-Glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2805.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanyl-Glycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dm-9800000000-bc763f589644aa98108c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanyl-Glycine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-5910000000-da446dbb2c0b577f40ed	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 - Phenylalanyl-Glycine 10V, Positive-QTOF	splash10-00di-2790000000-fa48fdbbd3f8aa591d72	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 20V, Positive-QTOF	splash10-0kor-5900000000-318f94487ab74f0a066f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 40V, Positive-QTOF	splash10-0f96-9500000000-1fa051e7df603825ae2a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 10V, Negative-QTOF	splash10-00di-0190000000-f795dde5e7f7501dd954	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 20V, Negative-QTOF	splash10-00di-9480000000-017508f8c4f71054ef82	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 40V, Negative-QTOF	splash10-00di-9400000000-ec07687a2ffd5fd6ee44	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 10V, Positive-QTOF	splash10-00di-2920000000-0c977f62ccc7e487fbe2	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 20V, Positive-QTOF	splash10-0006-9400000000-2f000fe6ad071bf91ad6	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 40V, Positive-QTOF	splash10-0006-9500000000-6360106006498dd97b21	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 10V, Negative-QTOF	splash10-00di-3190000000-98eec7ca83935cc21304	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 20V, Negative-QTOF	splash10-0006-9700000000-d7dd9f598d0653dc9c60	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Glycine 40V, Negative-QTOF	splash10-0a6u-9200000000-36e6f2bbca2d6167d34a	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

FDB098221

KNApSAcK ID

Not Available

Chemspider ID

88678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

98207

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 Phenylalanyl-Glycine (HMDB0304788)

MOL for HMDB0304788 (Phenylalanyl-Glycine)

3D MOL for HMDB0304788 (Phenylalanyl-Glycine)

3D SDF for HMDB0304788 (Phenylalanyl-Glycine)

3D-SDF for HMDB0304788 (Phenylalanyl-Glycine)

PDB for HMDB0304788 (Phenylalanyl-Glycine)

3D PDB for HMDB0304788 (Phenylalanyl-Glycine)

SMILES for HMDB0304788 (Phenylalanyl-Glycine)

INCHI for HMDB0304788 (Phenylalanyl-Glycine)

Structure for HMDB0304788 (Phenylalanyl-Glycine)

3D Structure for HMDB0304788 (Phenylalanyl-Glycine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra