Np mrd loader

Showing NP-Card for 3-Methoxytyrosine (NP0001108)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-06-29 00:47:04 UTC
NP-MRD IDNP0001108
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Methoxytyrosine
Description3-Methoxytyrosine, also known as 3-O-methyldopa or vanilalanine, 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. 3-Methoxytyrosine is one of the main biochemical markers for Aromatic L-amino acid decarboxylase (AADC, EC4.1.1.28) Deficiency, an inborn error of metabolism that affects serotonin and dopamine biosynthesis. Chronically high levels of 3-methoxytyrosine are associated with aromatic L-amino acid decarboxylase (AADC, 28) deficiency, an inborn error of metabolism that affects serotonin and dopamine biosynthesis. 3-Methoxytyrosine is a potentially toxic compound. 3-Methoxytyrosine, with regard to humans, has been found to be associated with several diseases such as epilepsy, early-onset, vitamin b6-dependent and pyridoxamine 5-prime-phosphate oxidase deficiency; 3-methoxytyrosine has also been linked to several inborn metabolic disorders including sepiapterin reductase deficiency and aromatic l-amino acid decarboxylase deficiency.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001108 (3-Methoxytyrosine)


  Mrv1652305261923572D          

 15 15  0  0  0  0            999 V2000
10000.732310000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4470 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8766 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4470 9999.1770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.878910000.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1633 9999.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8789 9998.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.021210000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.306710000.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.592210000.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5922 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3066 9998.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0212 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  7  8  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  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 10  1  0  0  0  0
 13  9  1  0  0  0  0
 12  7  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
Download

3D MOL for NP0001108 (3-Methoxytyrosine)

HMDB0001434
     RDKit          3D
3-Methoxytyrosine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.4616    0.1587    1.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.1568    0.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3045   -0.0564   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0785   -0.2881    0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0794   -0.5052   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338   -0.7423    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1085    0.5126    0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796    1.2356   -0.5535 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617    0.1080    1.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -0.5408    2.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6341    0.4003    0.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214   -0.4925   -1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972   -0.2622   -2.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3504   -0.0460   -1.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5822    0.1868   -2.2527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -0.0022    2.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260    1.1172    2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8685   -0.7037    2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610   -0.2928    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -1.4404   -0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003   -1.2187    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071    1.2096    1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4028    0.9154   -0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    2.2646   -0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133    1.3026    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9153   -0.6600   -2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539   -0.2502   -3.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6046    0.1922   -3.2441 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
M  END
Download

3D SDF for NP0001108 (3-Methoxytyrosine)


  Mrv1652305261923572D          

 15 15  0  0  0  0            999 V2000
10000.732310000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4470 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8766 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.161810001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4470 9999.1770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.878910000.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1633 9999.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8789 9998.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.021210000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.306710000.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.592210000.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5922 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3066 9998.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0212 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  7  8  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  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 10  1  0  0  0  0
 13  9  1  0  0  0  0
 12  7  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001108

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(CC(N)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13NO4/c1-15-9-5-6(2-3-8(9)12)4-7(11)10(13)14/h2-3,5,7,12H,4,11H2,1H3,(H,13,14)

> <INCHI_KEY>
PFDUUKDQEHURQC-UHFFFAOYSA-N

> <FORMULA>
C10H13NO4

> <MOLECULAR_WEIGHT>
211.2145

> <EXACT_MASS>
211.084457909

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.008178839374537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

> <ALOGPS_LOGP>
-2.09

> <JCHEM_LOGP>
-1.6462719247074558

> <ALOGPS_LOGS>
-1.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.067630231890497

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7533966175828115

> <JCHEM_PKA_STRONGEST_BASIC>
9.330820827231552

> <JCHEM_POLAR_SURFACE_AREA>
92.78000000000002

> <JCHEM_REFRACTIVITY>
53.56040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-O-methyldopa

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001108 (3-Methoxytyrosine)

HMDB0001434
     RDKit          3D
3-Methoxytyrosine
 28 28  0  0  0  0  0  0  0  0999 V2000
   -3.4616    0.1587    1.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422    0.1568    0.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3045   -0.0564   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0785   -0.2881    0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0794   -0.5052   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338   -0.7423    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1085    0.5126    0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796    1.2356   -0.5535 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3617    0.1080    1.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -0.5408    2.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6341    0.4003    0.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214   -0.4925   -1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972   -0.2622   -2.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3504   -0.0460   -1.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5822    0.1868   -2.2527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974   -0.0022    2.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260    1.1172    2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8685   -0.7037    2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610   -0.2928    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -1.4404   -0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003   -1.2187    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071    1.2096    1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4028    0.9154   -0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    2.2646   -0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133    1.3026    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9153   -0.6600   -2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539   -0.2502   -3.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6046    0.1922   -3.2441 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  5 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
M  END
Download

PDB for NP0001108 (3-Methoxytyrosine)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0    8668.0348667.436   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.3688666.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8670.7028667.436   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8672.0368666.666   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8670.7028668.974   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0    8669.3688665.130   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0    8662.7078667.436   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8661.3718666.665   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8662.7078664.359   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8666.7068666.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.3738667.438   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0398666.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.0398665.128   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.3728664.358   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.7068665.128   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    8   12                                                       
CONECT    8    7                                                            
CONECT    9   13                                                            
CONECT   10   11   15    1                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13    7                                                  
CONECT   13   12   14    9                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END
Download

3D PDB for NP0001108 (3-Methoxytyrosine)

COMPND    HMDB0001434
HETATM    1  C1  UNL     1      -3.462   0.159   1.907  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.442   0.157   0.517  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.305  -0.056  -0.246  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.078  -0.288   0.340  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.079  -0.505  -0.380  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.334  -0.742   0.339  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.109   0.513   0.639  1.00  0.00           C  
HETATM    8  N1  UNL     1       2.480   1.236  -0.553  1.00  0.00           N  
HETATM    9  C7  UNL     1       3.362   0.108   1.327  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.278  -0.541   2.400  1.00  0.00           O  
HETATM   11  O3  UNL     1       4.634   0.400   0.861  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.021  -0.492  -1.754  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.197  -0.262  -2.353  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.350  -0.046  -1.624  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.582   0.187  -2.253  1.00  0.00           O  
HETATM   16  H1  UNL     1      -4.497  -0.002   2.270  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.026   1.117   2.313  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.868  -0.704   2.295  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.061  -0.293   1.441  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.022  -1.440  -0.210  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.100  -1.219   1.318  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.507   1.210   1.263  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.403   0.915  -0.944  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.571   2.265  -0.360  1.00  0.00           H  
HETATM   25  H10 UNL     1       4.913   1.303   0.498  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.915  -0.660  -2.376  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.254  -0.250  -3.432  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.605   0.192  -3.244  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4    4   14
CONECT    4    5   19
CONECT    5    6   12   12
CONECT    6    7   20   21
CONECT    7    8    9   22
CONECT    8   23   24
CONECT    9   10   10   11
CONECT   11   25
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15
CONECT   15   28
END
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SMILES for NP0001108 (3-Methoxytyrosine)

COC1=C(O)C=CC(CC(N)C(O)=O)=C1
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INCHI for NP0001108 (3-Methoxytyrosine)

InChI=1S/C10H13NO4/c1-15-9-5-6(2-3-8(9)12)4-7(11)10(13)14/h2-3,5,7,12H,4,11H2,1H3,(H,13,14)
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Synonyms
ValueSource
3-O-Methyl-dopaHMDB
3-O-MethylDOPAHMDB
3-OMD CPDHMDB
3-MethoxydopaHMDB
3-Methoxytyrosine, (D-tyr)-isomerHMDB
3-Methoxytyrosine, (DL-tyr)-isomerHMDB
3-Methoxytyrosine, (L-tyr)-isomerHMDB
3-Methoxytyrosine, (L-tyr)-isomer, alpha-(14)C-labeledHMDB
L-3-MethoxytyrosineHMDB
3-Methoxy-tyrosineHMDB
L-3-Methoxy tyrosineHMDB
L-4-Hydroxy-3-methoxyphenylalanineHMDB
VanilalanineHMDB
2-Amino-3-(4-hydroxy-3-methoxyphenyl)propanoateHMDB
3-MethoxytyrosineMeSH
Chemical FormulaC10H13NO4
Average Mass211.2145 Da
Monoisotopic Mass211.08446 Da
IUPAC Name2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
Traditional Name3-O-methyldopa
CAS Registry Number7636-26-2
SMILES
COC1=C(O)C=CC(CC(N)C(O)=O)=C1
InChI Identifier
InChI=1S/C10H13NO4/c1-15-9-5-6(2-3-8(9)12)4-7(11)10(13)14/h2-3,5,7,12H,4,11H2,1H3,(H,13,14)
InChI KeyPFDUUKDQEHURQC-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentTyrosine and derivatives
Alternative Parents
Substituents
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Alpha-amino acid
  • Amphetamine or derivatives
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Benzenoid
  • Monocyclic benzene moiety
  • Amino acid
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Primary amine
  • Amine
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.96 g/LALOGPS
logP-2.1ALOGPS
logP-1.6ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)1.75ChemAxon
pKa (Strongest Basic)9.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.78 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity53.56 m³·mol⁻¹ChemAxon
Polarizability21.01 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001434
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022620
KNApSAcK IDNot Available
Chemspider ID1607
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1670
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Hyland K, Clayton PT: Aromatic L-amino acid decarboxylase deficiency: diagnostic methodology. Clin Chem. 1992 Dec;38(12):2405-10. [PubMed:1281049 ]
  2. Hyland K, Surtees RA, Rodeck C, Clayton PT: Aromatic L-amino acid decarboxylase deficiency: clinical features, diagnosis, and treatment of a new inborn error of neurotransmitter amine synthesis. Neurology. 1992 Oct;42(10):1980-8. [PubMed:1357595 ]
  3. Abdenur JE, Abeling N, Specola N, Jorge L, Schenone AB, van Cruchten AC, Chamoles NA: Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis. Mol Genet Metab. 2006 Jan;87(1):48-53. Epub 2005 Nov 9. [PubMed:16288991 ]
  4. Zhang Y, Xu W, Nan S, Chang M, Fan J: MicroRNA-326 Inhibits Apoptosis and Promotes Proliferation of Dopaminergic Neurons in Parkinson's Disease Through Suppression of KLK7-Mediated MAPK Signaling Pathway. J Mol Neurosci. 2019 Oct;69(2):197-214. doi: 10.1007/s12031-019-01349-1. Epub 2019 Jul 3. [PubMed:31270675 ]
  5. Pappan KL, Kennedy AD, Magoulas PL, Hanchard NA, Sun Q, Elsea SH: Clinical Metabolomics to Segregate Aromatic Amino Acid Decarboxylase Deficiency From Drug-Induced Metabolite Elevations. Pediatr Neurol. 2017 Oct;75:66-72. doi: 10.1016/j.pediatrneurol.2017.06.014. Epub 2017 Jun 29. [PubMed:28823629 ]
  6. Yu D, Moore SC, Matthews CE, Xiang YB, Zhang X, Gao YT, Zheng W, Shu XO: Plasma metabolomic profiles in association with type 2 diabetes risk and prevalence in Chinese adults. Metabolomics. 2016 Jan;12. doi: 10.1007/s11306-015-0890-8. Epub 2015 Nov 7. [PubMed:27840598 ]
  7. Tang Z, Liu L, Li Y, Dong J, Li M, Huang J, Lin S, Cai Z: Urinary Metabolomics Reveals Alterations of Aromatic Amino Acid Metabolism of Alzheimer's Disease in the Transgenic CRND8 Mice. Curr Alzheimer Res. 2016;13(7):764-76. doi: 10.2174/1567205013666160129095340. [PubMed:26825095 ]
  8. Yang Y, Zhou Q, Wang L, Liu X, Zhang W, Hu M, Dong J, Li J, Xiaoxuan L, Ouyang H, Li H, Gao F, Gong W, Lu Y, Wang J: Significant Improvement of Oxidase Activity through the Genetic Incorporation of a Redox-active Unnatural Amino Acid. Chem Sci. 2015 Jul 1;6(7):3881-3885. doi: 10.1039/C5SC01126D. Epub 2015 Apr 13. [PubMed:26417427 ]
  9. Atwal PS, Donti TR, Cardon AL, Bacino CA, Sun Q, Emrick L, Reid Sutton V, Elsea SH: Aromatic L-amino acid decarboxylase deficiency diagnosed by clinical metabolomic profiling of plasma. Mol Genet Metab. 2015 Jun-Jul;115(2-3):91-4. doi: 10.1016/j.ymgme.2015.04.008. Epub 2015 May 2. [PubMed:25956449 ]