Showing metabocard for o-Tyrosine (MMDBc0000613)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:51:08 UTC
Update Date2024-04-30 19:33:17 UTC
Metabolite IDMMDBc0000613
Metabolite Identification
Common Nameo-Tyrosine
Descriptiono-Tyrosine is a normal human metabolite. Its presence is possible due to the hydroxylation of l-phenylalanine by hydroxyl radical (*OH), and is proposed as an hydroxy radical biomarker of oxidative damage to proteins. o-Tyrosine might also be included in the diet and absorbed. It has been associated with disease such as Kwashiorkor, a severe form of protein-energy malnutrition. However, many publications mention that the results are inconclusive, and o-tyrosine is not selectively altered by antioxidant intervention, exercise training or age. (PMID:14670743 , 10969271 , 9887186 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9234609758>


  Mrv1652305271900242D          

 13 13  0  0  0  0            999 V2000
   16.1043   -5.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9621   -3.4320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -3.4320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9621   -5.0820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -5.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -5.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8187   -6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -3.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8187   -7.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -7.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -7.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 10  1  0  0  0  0
  3 10  2  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 11  2  0  0  0  0
  9 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9234609758>

HMDB0006050
     RDKit          3D
o-Tyrosine
 24 24  0  0  0  0  0  0  0  0999 V2000
    2.8607   -1.6273   -0.3513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7734   -0.6328   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438   -1.2589    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.4489    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026   -0.5740   -0.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7389    0.1588   -1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0064    1.1026   -0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965    1.2602    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9437    0.4935    1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.7133    2.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462    0.5941    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2327    0.5777    0.8697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.8006   -0.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646   -2.4929   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628   -1.8588    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179   -0.4652   -1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -1.6520    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -2.1950   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050   -1.3156   -1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660    0.0556   -1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9084    1.7153   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3149    2.0052    1.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023    1.4026    2.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    2.6419   -0.4450 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
  9 10  1  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
  9  4  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
 10 23  1  0
 13 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9234609758>


  Mrv1652305271900242D          

 13 13  0  0  0  0            999 V2000
   16.1043   -5.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9621   -3.4320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -3.4320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9621   -5.0820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -5.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -5.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8187   -6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -3.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8187   -7.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2477   -7.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5333   -7.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 10  1  0  0  0  0
  3 10  2  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 11  2  0  0  0  0
  9 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000613

> <DATABASE_NAME>
MIME

> <SMILES>
NC(CC1=CC=CC=C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H11NO3/c10-7(9(12)13)5-6-3-1-2-4-8(6)11/h1-4,7,11H,5,10H2,(H,12,13)

> <INCHI_KEY>
WRFPVMFCRNYQNR-UHFFFAOYSA-N

> <FORMULA>
C9H11NO3

> <MOLECULAR_WEIGHT>
181.1885

> <EXACT_MASS>
181.073893223

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.761927292784808

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-(2-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
-2.34

> <JCHEM_LOGP>
-1.4883343211860007

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.560946219391283

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0057737104028144

> <JCHEM_PKA_STRONGEST_BASIC>
8.880857476560996

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
47.097200000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-tyrosine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9234609758>

HMDB0006050
     RDKit          3D
o-Tyrosine
 24 24  0  0  0  0  0  0  0  0999 V2000
    2.8607   -1.6273   -0.3513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7734   -0.6328   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438   -1.2589    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.4489    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026   -0.5740   -0.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7389    0.1588   -1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0064    1.1026   -0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965    1.2602    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9437    0.4935    1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.7133    2.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462    0.5941    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2327    0.5777    0.8697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    1.8006   -0.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646   -2.4929   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628   -1.8588    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179   -0.4652   -1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7433   -1.6520    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -2.1950   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050   -1.3156   -1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660    0.0556   -1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9084    1.7153   -0.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3149    2.0052    1.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023    1.4026    2.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    2.6419   -0.4450 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
  9 10  1  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
  9  4  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
 10 23  1  0
 13 24  1  0
M  END
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PDB for #<Metabolite:0x00007f9234609758>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      30.061 -11.026   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      35.396  -6.406   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      32.729  -6.406   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      35.396  -9.486   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      32.729  -9.486   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.062  -8.716   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.729 -11.026   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.395 -11.796   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.062 -11.796   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.062  -7.176   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.395 -13.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.062 -13.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.729 -14.106   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4    6                                                            
CONECT    5    6    7                                                       
CONECT    6    4    5   10                                                  
CONECT    7    5    8    9                                                  
CONECT    8    1    7   11                                                  
CONECT    9    7   12                                                       
CONECT   10    2    3    6                                                  
CONECT   11    8   13                                                       
CONECT   12    9   13                                                       
CONECT   13   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for #<Metabolite:0x00007f9234609758>

COMPND    HMDB0006050
HETATM    1  N1  UNL     1       2.861  -1.627  -0.351  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.773  -0.633  -0.513  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.544  -1.259   0.054  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.677  -0.449   0.031  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.603  -0.574  -0.985  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.739   0.159  -1.090  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.006   1.103  -0.117  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.097   1.260   0.929  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.944   0.494   1.005  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.100   0.713   2.079  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.246   0.594   0.112  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.233   0.578   0.870  1.00  0.00           O  
HETATM   13  O3  UNL     1       1.620   1.801  -0.118  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.665  -2.493  -0.880  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.863  -1.859   0.681  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.618  -0.465  -1.629  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.743  -1.652   1.075  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.368  -2.195  -0.559  1.00  0.00           H  
HETATM   19  H6  UNL     1      -1.405  -1.316  -1.767  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.466   0.056  -1.895  1.00  0.00           H  
HETATM   21  H8  UNL     1      -3.908   1.715  -0.161  1.00  0.00           H  
HETATM   22  H9  UNL     1      -2.315   2.005   1.691  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.302   1.403   2.784  1.00  0.00           H  
HETATM   24  H11 UNL     1       2.029   2.642  -0.445  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3   11   16
CONECT    3    4   17   18
CONECT    4    5    5    9
CONECT    5    6   19
CONECT    6    7    7   20
CONECT    7    8   21
CONECT    8    9    9   22
CONECT    9   10
CONECT   10   23
CONECT   11   12   12   13
CONECT   13   24
END
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SMILES for #<Metabolite:0x00007f9234609758>

NC(CC1=CC=CC=C1O)C(O)=O
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INCHI for #<Metabolite:0x00007f9234609758>

InChI=1S/C9H11NO3/c10-7(9(12)13)5-6-3-1-2-4-8(6)11/h1-4,7,11H,5,10H2,(H,12,13)
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Synonyms
ValueSource
2-Amino-3-(2-hydroxyphenyl)propanoic acidChEBI
2-Amino-3-(2-hydroxyphenyl)propanoateGenerator
2-Hydroxy-DL-phenylalanineHMDB
2-Hydroxy-phenylalanineHMDB
2-HydroxyphenylalanineHMDB
2-TyrosineHMDB
3-(O-Hydroxyphenyl)DL-alanineHMDB
DL- O-TyrosineHMDB
DL-3-(O-Hydroxyphenyl)alanineHMDB
DL-O-TyrosineHMDB
Ortho-tyrosineHMDB
2-Tyrosine, (D)-isomerHMDB
2-Tyrosine, (DL)-isomerHMDB
2-Tyrosine, (L)-isomerHMDB
Molecular FormulaC9H11NO3
Average Mass181.1885
Monoisotopic Mass181.073893223
IUPAC Name2-amino-3-(2-hydroxyphenyl)propanoic acid
Traditional Name2-tyrosine
CAS Registry NumberNot Available
SMILES
NC(CC1=CC=CC=C1O)C(O)=O
InChI Identifier
InChI=1S/C9H11NO3/c10-7(9(12)13)5-6-3-1-2-4-8(6)11/h1-4,7,11H,5,10H2,(H,12,13)
InChI KeyWRFPVMFCRNYQNR-UHFFFAOYSA-N