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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-08-27 18:22:46 UTC

Update Date

2021-09-14 15:40:12 UTC

HMDB ID

HMDB0242159

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Carboxyethyltyrosine

Description

1-Carboxyethyltyrosine belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 1-Carboxyethyltyrosine.

Structure

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

HMDB0242159
     RDKit          3D
1-Carboxyethyltyrosine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -3.4376   -0.7422   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    0.6317    0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8794    0.1699    0.9812 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5523    0.0142    0.5618 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2039   -0.8781   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265   -0.8457   -0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663   -1.4995    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -1.5469    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825   -0.9475   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.0092   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5007   -0.3026   -1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0973   -0.2603   -1.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    1.3517    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186    2.4030    0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3970    1.4763    0.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.3292    0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0786    0.8713    1.0376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7457    2.7178    0.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3587   -0.9411    0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -1.5775   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.7474   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4554    1.1184   -0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    0.7240    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.4323    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.4781   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826   -1.9184   -0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -1.9535    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -2.0440    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242   -0.2292    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387    0.1739   -2.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6707    0.2582   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851    2.2835   -0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    2.8306    1.9248 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  1
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 18 33  1  0
M  END


  Mrv1652308272120322D          

 20 20  0  0  1  0            999 V2000
   -2.3349    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599    0.5230    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  2  0  0  0  0
  8  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 10 13  1  6  0  0  0
 14  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
 10 20  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0242159

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO5/c1-7(11(15)16)13-10(12(17)18)6-8-2-4-9(14)5-3-8/h2-5,7,10,13-14H,6H2,1H3,(H,15,16)(H,17,18)/t7?,10-/m0/s1

> <INCHI_KEY>
PSDIFPFBXWPVJN-MHPPCMCBSA-N

> <FORMULA>
C12H15NO5

> <MOLECULAR_WEIGHT>
253.254

> <EXACT_MASS>
253.095022587

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.792216706800662

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(1-carboxyethyl)amino]-3-(4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
-1.04

> <JCHEM_LOGP>
-1.4746301572677585

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.1919620373505615

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4981422961937527

> <JCHEM_PKA_STRONGEST_BASIC>
8.463544785270077

> <JCHEM_POLAR_SURFACE_AREA>
106.86

> <JCHEM_REFRACTIVITY>
62.450300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(1-carboxyethyl)amino]-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242159
     RDKit          3D
1-Carboxyethyltyrosine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -3.4376   -0.7422   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    0.6317    0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8794    0.1699    0.9812 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5523    0.0142    0.5618 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2039   -0.8781   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265   -0.8457   -0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663   -1.4995    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -1.5469    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825   -0.9475   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.0092   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5007   -0.3026   -1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0973   -0.2603   -1.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    1.3517    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186    2.4030    0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3970    1.4763    0.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.3292    0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0786    0.8713    1.0376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7457    2.7178    0.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3587   -0.9411    0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -1.5775   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.7474   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4554    1.1184   -0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    0.7240    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.4323    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.4781   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826   -1.9184   -0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -1.9535    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -2.0440    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242   -0.2292    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387    0.1739   -2.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6707    0.2582   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851    2.2835   -0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    2.8306    1.9248 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  1
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0      -4.358   0.976   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.262   3.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.262   6.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.802   3.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.802   6.311   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.048   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.128   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.508   4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.572   4.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.818   3.644   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.048   2.310   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -4.358   3.644   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       4.112   4.977   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -7.438   0.976   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -7.438   3.644   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.508   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.818   0.976   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0      -5.898   0.976   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.278   3.644   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    4    8                                                       
CONECT    3    5    8                                                       
CONECT    4    2    9                                                       
CONECT    5    3    9                                                       
CONECT    6    8   10                                                       
CONECT    7    1   11   13   19                                             
CONECT    8    2    3    6                                                  
CONECT    9    4    5   14                                                  
CONECT   10    6   12   13   20                                             
CONECT   11    7   15   16                                                  
CONECT   12   10   17   18                                                  
CONECT   13    7   10                                                       
CONECT   14    9                                                            
CONECT   15   11                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19    7                                                            
CONECT   20   10                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0242159
HETATM    1  C1  UNL     1      -3.438  -0.742  -0.476  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.852   0.632   0.020  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.879   0.170   0.981  1.00  0.00           N  
HETATM    4  C3  UNL     1      -0.552   0.014   0.562  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.204  -0.878  -0.574  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.326  -0.846  -0.598  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.966  -1.499   0.489  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.286  -1.547   0.598  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.083  -0.948  -0.356  1.00  0.00           C  
HETATM   10  O1  UNL     1       5.488  -1.009  -0.247  1.00  0.00           O  
HETATM   11  C9  UNL     1       3.501  -0.303  -1.417  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.097  -0.260  -1.526  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.080   1.352   0.370  1.00  0.00           C  
HETATM   14  O2  UNL     1      -0.619   2.403   0.464  1.00  0.00           O  
HETATM   15  O3  UNL     1       1.397   1.476   0.093  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.972   1.329   0.678  1.00  0.00           C  
HETATM   17  O4  UNL     1      -5.079   0.871   1.038  1.00  0.00           O  
HETATM   18  O5  UNL     1      -3.746   2.718   0.968  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.359  -0.941   0.189  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.775  -1.577  -0.138  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.720  -0.747  -1.497  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.455   1.118  -0.866  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.911   0.724   1.861  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.007  -0.432   1.478  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.554  -0.478  -1.558  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.483  -1.918  -0.543  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.264  -1.953   1.211  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.786  -2.044   1.425  1.00  0.00           H  
HETATM   29  H11 UNL     1       5.924  -0.229   0.305  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.139   0.174  -2.145  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.671   0.258  -2.400  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.885   2.283  -0.313  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.303   2.831   1.925  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   16   22
CONECT    3    4   23
CONECT    4    5   13   24
CONECT    5    6   25   26
CONECT    6    7    7   12
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   11
CONECT   10   29
CONECT   11   12   12   30
CONECT   12   31
CONECT   13   14   14   15
CONECT   15   32
CONECT   16   17   17   18
CONECT   18   33
END

HMDB0242159
     RDKit          3D
1-Carboxyethyltyrosine
 33 33  0  0  0  0  0  0  0  0999 V2000
   -3.4376   -0.7422   -0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    0.6317    0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8794    0.1699    0.9812 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5523    0.0142    0.5618 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2039   -0.8781   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265   -0.8457   -0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9663   -1.4995    0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -1.5469    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825   -0.9475   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.0092   -0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5007   -0.3026   -1.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0973   -0.2603   -1.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    1.3517    0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186    2.4030    0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3970    1.4763    0.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.3292    0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0786    0.8713    1.0376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7457    2.7178    0.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3587   -0.9411    0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751   -1.5775   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.7474   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4554    1.1184   -0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110    0.7240    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.4323    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.4781   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826   -1.9184   -0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -1.9535    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -2.0440    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242   -0.2292    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387    0.1739   -2.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6707    0.2582   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851    2.2835   -0.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    2.8306    1.9248 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 12  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  1
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 18 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₅NO₅

Average Molecular Weight

253.254

Monoisotopic Molecular Weight

253.095022587

IUPAC Name

(2S)-2-[(1-carboxyethyl)amino]-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

(2S)-2-[(1-carboxyethyl)amino]-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H15NO5/c1-7(11(15)16)13-10(12(17)18)6-8-2-4-9(14)5-3-8/h2-5,7,10,13-14H,6H2,1H3,(H,15,16)(H,17,18)/t7?,10-/m0/s1

InChI Key

PSDIFPFBXWPVJN-MHPPCMCBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
Alanine or derivatives
3-phenylpropanoic-acid
L-alpha-amino acid
Amphetamine or derivatives
Alpha-amino acid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Amino acid
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	ALOGPS
logP	-1.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.5	ChemAxon
pKa (Strongest Basic)	8.46	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.86 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	62.45 m³·mol⁻¹	ChemAxon
Polarizability	24.79 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
DeepCCS	[M+H]+	157.919	30932474
DeepCCS	[M-H]-	155.561	30932474
DeepCCS	[M-2H]-	188.961	30932474
DeepCCS	[M+Na]+	164.188	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.2438 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	625.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	230.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	74.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	55.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	267.3 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	264.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	744.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	614.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	203.9 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	789.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	167.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	191.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	486.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	380.3 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	321.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Carboxyethyltyrosine	[H]C(C)(N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O)C(O)=O	3896.5	Standard polar	33892256
1-Carboxyethyltyrosine	[H]C(C)(N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O)C(O)=O	2152.3	Standard non polar	33892256
1-Carboxyethyltyrosine	[H]C(C)(N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O)C(O)=O	2405.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Carboxyethyltyrosine,4TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N([C@@H](CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2370.4	Semi standard non polar	33892256
1-Carboxyethyltyrosine,4TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N([C@@H](CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2300.7	Standard non polar	33892256
1-Carboxyethyltyrosine,4TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N([C@@H](CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2444.5	Standard polar	33892256
1-Carboxyethyltyrosine,4TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N([C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3279.8	Semi standard non polar	33892256
1-Carboxyethyltyrosine,4TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N([C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3071.3	Standard non polar	33892256
1-Carboxyethyltyrosine,4TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N([C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2869.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Carboxyethyltyrosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0btc-4940000000-a9fa1712c19f4d696ec9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Carboxyethyltyrosine 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 - 1-Carboxyethyltyrosine 10V, Positive-QTOF	splash10-08g0-0940000000-35b12ec9ffc99253c3d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethyltyrosine 20V, Positive-QTOF	splash10-03dr-0900000000-55c12b5f4d42bc99738f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethyltyrosine 40V, Positive-QTOF	splash10-0006-7900000000-566521cfdbfe473a9833	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethyltyrosine 10V, Negative-QTOF	splash10-0uei-4960000000-30aefe3abcb79b370296	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethyltyrosine 20V, Negative-QTOF	splash10-02h9-2900000000-98011ee132099db2e338	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Carboxyethyltyrosine 40V, Negative-QTOF	splash10-00xu-9600000000-c0fe3446b670c68682c6	2021-10-12	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

94287876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146171371

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for 1-Carboxyethyltyrosine (HMDB0242159)

MOL for HMDB0242159 (1-Carboxyethyltyrosine)

3D MOL for HMDB0242159 (1-Carboxyethyltyrosine)

3D SDF for HMDB0242159 (1-Carboxyethyltyrosine)

3D-SDF for HMDB0242159 (1-Carboxyethyltyrosine)

PDB for HMDB0242159 (1-Carboxyethyltyrosine)

3D PDB for HMDB0242159 (1-Carboxyethyltyrosine)

SMILES for HMDB0242159 (1-Carboxyethyltyrosine)

INCHI for HMDB0242159 (1-Carboxyethyltyrosine)

Structure for HMDB0242159 (1-Carboxyethyltyrosine)

3D Structure for HMDB0242159 (1-Carboxyethyltyrosine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra