MiMeDB: Showing metabocard for Glycyl-L-tyrosine (MMDBc0049936)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:46:38 UTC

Update Date

2024-04-30 20:40:55 UTC

Metabolite ID

MMDBc0049936

Metabolite Identification

Common Name

Glycyl-L-tyrosine

Description

Glycyltyrosine is a dipeptide composed of glycine and tyrosine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling 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

HMDB0028853
     RDKit          3D
Glycyltyrosine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.1681   -2.3263    0.2522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -1.1344   -0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9919    0.0520   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5499    1.1578   -0.3838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    0.0759    0.2272 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0017    1.3732    0.2311 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2946    1.3685    1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    0.4322    0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715   -0.0829   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -0.8469   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348   -1.1116   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7402   -1.8517   -0.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4226   -0.6026    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.1464    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481    1.9954   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911    2.5915   -1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621    1.9568   -2.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534   -2.2110    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5553   -2.8208   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333   -0.9961    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.3490   -1.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -0.8120    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    2.0545    0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407    1.0453    2.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534    2.3798    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.0855   -1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -1.3103   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5708   -1.4064   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921   -0.7814    1.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1775    0.4243    2.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    2.5043   -3.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 15 17  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  1
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
M  END


  Mrv1652304062013432D          

 17 17  0  0  0  0            999 V2000
10000.740010001.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.454810001.1567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.454810000.3339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.1675 9999.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.882410000.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5951 9999.9209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.1675 9999.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.167510001.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.882410001.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.167510002.3928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8846 9999.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.028410001.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.313910001.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.599310001.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.599310000.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3137 9999.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.028410000.3327    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  1  0  0  0
  2  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  2  0  0  0  0
  5  6  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
 15 11  1  0  0  0  0
  1 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049936

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N2O4/c12-6-10(15)13-9(11(16)17)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1

> <INCHI_KEY>
XBGGUPMXALFZOT-VIFPVBQESA-N

> <FORMULA>
C11H14N2O4

> <MOLECULAR_WEIGHT>
238.243

> <EXACT_MASS>
238.095356939

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.582315751147053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-(2-aminoacetamido)-3-(4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-2.5963756908663376

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.52296128261458

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3967230311030994

> <JCHEM_PKA_STRONGEST_BASIC>
8.121183176199642

> <JCHEM_POLAR_SURFACE_AREA>
112.64999999999999

> <JCHEM_REFRACTIVITY>
59.900700000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-(2-aminoacetamido)-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028853
     RDKit          3D
Glycyltyrosine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.1681   -2.3263    0.2522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -1.1344   -0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9919    0.0520   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5499    1.1578   -0.3838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    0.0759    0.2272 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0017    1.3732    0.2311 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2946    1.3685    1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    0.4322    0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715   -0.0829   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -0.8469   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348   -1.1116   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7402   -1.8517   -0.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4226   -0.6026    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.1464    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481    1.9954   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911    2.5915   -1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621    1.9568   -2.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534   -2.2110    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5553   -2.8208   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333   -0.9961    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.3490   -1.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -0.8120    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    2.0545    0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407    1.0453    2.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534    2.3798    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.0855   -1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -1.3103   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5708   -1.4064   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921   -0.7814    1.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1775    0.4243    2.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    2.5043   -3.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 15 17  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  1
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  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    8668.0488669.595   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.3828668.826   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8669.3828667.290   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8670.7138666.519   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8672.0478667.290   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0    8673.3788666.519   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0    8670.7138664.981   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8670.7138669.595   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8672.0478668.826   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8670.7138671.133   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8662.7188666.519   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8666.7208668.828   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.3868669.598   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.0528668.828   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.0528667.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.3868666.518   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.7208667.288   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11   15                                                            
CONECT   12   13   17    1                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   11                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0028853
HETATM    1  N1  UNL     1      -3.168  -2.326   0.252  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.836  -1.134  -0.179  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.992   0.052  -0.113  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.550   1.158  -0.384  1.00  0.00           O  
HETATM    5  N2  UNL     1      -1.571   0.076   0.227  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.002   1.373   0.231  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.295   1.368   1.043  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.332   0.432   0.594  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.571  -0.083  -0.635  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.675  -0.847  -0.987  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.635  -1.112  -0.037  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.740  -1.852  -0.375  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.423  -0.603   1.222  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.306   0.146   1.563  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.648   1.995  -1.067  1.00  0.00           C  
HETATM   16  O3  UNL     1       0.491   2.592  -1.118  1.00  0.00           O  
HETATM   17  O4  UNL     1      -1.462   1.957  -2.185  1.00  0.00           O  
HETATM   18  H1  UNL     1      -2.853  -2.211   1.261  1.00  0.00           H  
HETATM   19  H2  UNL     1      -2.555  -2.821  -0.364  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.733  -0.996   0.502  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.290  -1.349  -1.178  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.114  -0.812   0.440  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.704   2.055   0.699  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.041   1.045   2.060  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.653   2.380   1.082  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.847   0.086  -1.425  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.780  -1.310  -1.967  1.00  0.00           H  
HETATM   28  H11 UNL     1       5.571  -1.406  -0.738  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.192  -0.781   1.975  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.178   0.424   2.604  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.170   2.504  -3.005  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3   20   21
CONECT    3    4    4    5
CONECT    5    6   22
CONECT    6    7   15   23
CONECT    7    8   24   25
CONECT    8    9    9   14
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   13
CONECT   12   28
CONECT   13   14   14   29
CONECT   14   30
CONECT   15   16   16   17
CONECT   17   31
END

HMDB0028853
     RDKit          3D
Glycyltyrosine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.1681   -2.3263    0.2522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -1.1344   -0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9919    0.0520   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5499    1.1578   -0.3838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    0.0759    0.2272 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0017    1.3732    0.2311 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2946    1.3685    1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    0.4322    0.5935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715   -0.0829   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -0.8469   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348   -1.1116   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7402   -1.8517   -0.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4226   -0.6026    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.1464    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481    1.9954   -1.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911    2.5915   -1.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621    1.9568   -2.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534   -2.2110    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5553   -2.8208   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333   -0.9961    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -1.3490   -1.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -0.8120    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    2.0545    0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407    1.0453    2.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534    2.3798    1.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    0.0855   -1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -1.3103   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5708   -1.4064   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921   -0.7814    1.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1775    0.4243    2.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    2.5043   -3.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 15 17  1  0
 14  8  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  1
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
M  END

Synonyms

Value	Source
G-Y	ChEBI
Gly-L-tyr	ChEBI
GY	ChEBI
Gly-tyr	HMDB
Glycyl-tyrosine	HMDB
N-Glycyltyrosine	HMDB
N-Glycyl-L-tyrosine	HMDB
Glycyl-L-tyrosine	HMDB
Glycine tyrosine dipeptide	HMDB
Glycine-tyrosine dipeptide	HMDB
g-Y dipeptide	HMDB
GY dipeptide	HMDB
Glycyltyrosine	MeSH

Molecular Formula

C₁₁H₁₄N₂O₄

Average Mass

238.243

Monoisotopic Mass

238.095356939

IUPAC Name

(2S)-2-(2-aminoacetamido)-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

(2S)-2-(2-aminoacetamido)-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H14N2O4/c12-6-10(15)13-9(11(16)17)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1

InChI Key

XBGGUPMXALFZOT-VIFPVBQESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Amino acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Organic oxide
Primary aliphatic amine
Amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:73517 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.84 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-2.6	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	8.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	59.9 m³·mol⁻¹	ChemAxon
Polarizability	23.58 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00di-9100000000-9bbd2fef821314c2d452	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05a9-5490000000-0f6456dbefc4b76487a8	2018-11-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0540-9610000000-d3c5cc964ce0e985afdf	2018-11-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-057i-9500000000-7c570bbba8afca76166f	2018-11-27	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0910000000-9e3d2bc0ebeb36eeb99b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-4d205aac43d4548791a1	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052u-6900000000-de4c05244d2aa092e315	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01q9-1900000000-31f29df88774906cc1b0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-02n9-5900000000-18aa58bacec134cadc22	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-9400000000-02d2e046feaa226c9b22	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Saliva

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007450	Glycyl-L-tyrosine	Glycine	Not Available		VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	389	Human feces; Human pleural fluid plaque; Pig ; Human ; Human supragingival plaque; Human saliva; Cattle ; Human stool; Human subgingival plaque	Metabolic reconstruction
Bacteria	Proteobacteria	178	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	129	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	129	Human feces; Human appendix biopsy; Human ; Human stool; Human urine; Human gastric fluid; Human saliva; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050

External Links

HMDB ID

HMDB0028853

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111885

KNApSAcK ID

Not Available

Chemspider ID

83798

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92829

PDB ID

Not Available

ChEBI ID

73517

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wang DX, Lu GS, Liu W, Wang NG, Guan MZ, Zhao YL, Wang XN, Cheng ZP: [Synthesis of small peptides containing hydroxy-amino-acid, and its effects on progesterone production]. Yao Xue Xue Bao. 1991;26(1):25-9. [PubMed:1887790 ]
Kee AJ, Smith RC, Gross AS, Madsen DC, Rowe B: The effect of dipeptide structure on dipeptide and amino acid clearance in rats. Metabolism. 1994 Nov;43(11):1373-8. doi: 10.1016/0026-0495(94)90030-2. [PubMed:7968592 ]
Wykes LJ, House JD, Ball RO, Pencharz PB: Aromatic amino acid metabolism of neonatal piglets receiving TPN: effect of tyrosine precursors. Am J Physiol. 1994 Nov;267(5 Pt 1):E672-9. doi: 10.1152/ajpendo.1994.267.5.E672. [PubMed:7977717 ]
Miyashita M, Matsunaga R, Seyama Y, Yamashita S: [Studies on iodinated compounds. X. Isolation and purification of iodoglycyltyrosines]. Yakugaku Zasshi. 1999 Sep;119(9):681-7. doi: 10.1248/yakushi1947.119.9_681. [PubMed:10511819 ]
Mizuma T, Narasaka T, Awazu S: Uptake of cyclic dipeptide by PEPT1 in Caco-2 cells: phenolic hydroxyl group of substrate enhances affinity for PEPT1. J Pharm Pharmacol. 2002 Sep;54(9):1293-6. doi: 10.1211/002235702320402152. [PubMed:12356285 ]
Girelli AM, Mattei E, Messina A, Tarola AM: Inhibition of polyphenol oxidases activity by various dipeptides. J Agric Food Chem. 2004 May 19;52(10):2741-5. doi: 10.1021/jf0305276. [PubMed:15137808 ]
Schiesel S, Lammerhofer M, Leitner A, Lindner W: Quantitative high-performance liquid chromatography-tandem mass spectrometry impurity profiling methods for the analysis of parenteral infusion solutions for amino acid supplementation containing L-alanyl-L-glutamine. J Chromatogr A. 2012 Oct 12;1259:111-20. doi: 10.1016/j.chroma.2012.01.020. Epub 2012 Jan 18. [PubMed:22305362 ]

Showing metabocard for Glycyl-L-tyrosine (MMDBc0049936)

MOL for #<Metabolite:0x00007fece9465ce8>

3D MOL for #<Metabolite:0x00007fece9465ce8>

3D SDF for #<Metabolite:0x00007fece9465ce8>

3D-SDF for #<Metabolite:0x00007fece9465ce8>

PDB for #<Metabolite:0x00007fece9465ce8>

3D PDB for #<Metabolite:0x00007fece9465ce8>

SMILES for #<Metabolite:0x00007fece9465ce8>

INCHI for #<Metabolite:0x00007fece9465ce8>

Structure for #<Metabolite:0x00007fece9465ce8>

3D Structure for #<Metabolite:0x00007fece9465ce8>