Np mrd loader

Showing NP-Card for 3-Nitrotyrosine (NP0000410)

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Record Information
Version1.0
Created at2006-03-10 10:50:46 UTC
Updated at2021-06-29 00:47:17 UTC
NP-MRD IDNP0000410
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Nitrotyrosine
Description3-Nitrotyrosine, also known as nitrotyrosine is a product of tyrosine nitration mediated by reactive nitrogen species such as peroxynitrite anion and nitrogen dioxide. Nitrotyrosine is identified as an indicator or marker of cell damage, inflammation as well as NO (nitric oxide) production. Nitrotyrosine is formed in the presence of the active metabolite NO. Nitrotyrosine 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.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000410 (3-Nitrotyrosine)


  Mrv1652305261923582D          

 16 16  0  0  1  0            999 V2000
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  CHG  2  11   1  12  -1
M  END
Download

3D MOL for NP0000410 (3-Nitrotyrosine)

HMDB0001904
     RDKit          3D
3-Nitrotyrosine
 26 26  0  0  0  0  0  0  0  0999 V2000
    3.5095    0.9368   -0.2677 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2234    0.3823    0.1428 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1621    0.7810   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    0.2693   -0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706   -0.9250   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9193   -1.4138   -0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7504   -0.7216    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141   -1.2058    0.4159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864    0.4815    0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1663    1.1923    1.4824 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.9677    0.5717    2.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    2.5548    1.5195 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0475    0.9684    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152   -1.0782    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -1.7383    0.6734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4825   -1.7184   -0.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3782    1.9358   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142    0.8535    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282    0.8196    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4213    0.4366   -1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    1.9050   -0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -1.4818   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2121   -2.3586   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -2.0748    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    1.9130    0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1855   -1.2852   -0.6687 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
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 13 25  1  0
 16 26  1  0
M  CHG  2  10   1  12  -1
M  END
Download

3D SDF for NP0000410 (3-Nitrotyrosine)


  Mrv1652305261923582D          

 16 16  0  0  1  0            999 V2000
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  CHG  2  11   1  12  -1
M  END
> <DATABASE_ID>
NP0000410

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1

> <INCHI_KEY>
FBTSQILOGYXGMD-LURJTMIESA-N

> <FORMULA>
C9H10N2O5

> <MOLECULAR_WEIGHT>
226.1861

> <EXACT_MASS>
226.05897144

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.54973695934251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.07

> <JCHEM_LOGP>
-1.5501614356840294

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.538946998778157

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.100103479880966

> <JCHEM_PKA_STRONGEST_BASIC>
9.456940579826119

> <JCHEM_POLAR_SURFACE_AREA>
126.69

> <JCHEM_REFRACTIVITY>
53.41770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitrotyrosine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000410 (3-Nitrotyrosine)

HMDB0001904
     RDKit          3D
3-Nitrotyrosine
 26 26  0  0  0  0  0  0  0  0999 V2000
    3.5095    0.9368   -0.2677 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2234    0.3823    0.1428 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1621    0.7810   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    0.2693   -0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706   -0.9250   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9193   -1.4138   -0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7504   -0.7216    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141   -1.2058    0.4159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864    0.4815    0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1663    1.1923    1.4824 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.9677    0.5717    2.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    2.5548    1.5195 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0475    0.9684    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152   -1.0782    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -1.7383    0.6734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4825   -1.7184   -0.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3782    1.9358   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142    0.8535    0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282    0.8196    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4213    0.4366   -1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    1.9050   -0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -1.4818   -1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2121   -2.3586   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -2.0748    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    1.9130    0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1855   -1.2852   -0.6687 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
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 13  4  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 13 25  1  0
 16 26  1  0
M  CHG  2  10   1  12  -1
M  END
Download

PDB for NP0000410 (3-Nitrotyrosine)

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  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+1
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for NP0000410 (3-Nitrotyrosine)

COMPND    HMDB0001904
HETATM    1  N1  UNL     1       3.509   0.937  -0.268  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.223   0.382   0.143  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.162   0.781  -0.830  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.179   0.269  -0.512  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.671  -0.925  -1.010  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.919  -1.414  -0.713  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.750  -0.722   0.109  1.00  0.00           C  
HETATM    8  O1  UNL     1      -4.014  -1.206   0.416  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.286   0.482   0.626  1.00  0.00           C  
HETATM   10  N2  UNL     1      -3.166   1.192   1.482  1.00  0.00           N1+
HETATM   11  O2  UNL     1      -3.968   0.572   2.199  1.00  0.00           O  
HETATM   12  O3  UNL     1      -3.133   2.555   1.520  1.00  0.00           O1-
HETATM   13  C8  UNL     1      -1.047   0.968   0.332  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.315  -1.078   0.262  1.00  0.00           C  
HETATM   15  O4  UNL     1       1.345  -1.738   0.673  1.00  0.00           O  
HETATM   16  O5  UNL     1       3.483  -1.718  -0.084  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.378   1.936  -0.538  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.214   0.854   0.514  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.028   0.820   1.146  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.421   0.437  -1.854  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.135   1.905  -0.904  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.016  -1.482  -1.671  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.212  -2.359  -1.153  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.321  -2.075   0.029  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.718   1.913   0.754  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.186  -1.285  -0.669  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5    5   13
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    8   24
CONECT    9   10   13   13
CONECT   10   11   11   12
CONECT   13   25
CONECT   14   15   15   16
CONECT   16   26
END
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SMILES for NP0000410 (3-Nitrotyrosine)

N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O
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INCHI for NP0000410 (3-Nitrotyrosine)

InChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1
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Synonyms
ValueSource
(2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoic acidChEBI
L-3-NitrotyrosineChEBI
META-nitro-tyrosineChEBI
(2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoateGenerator
5-NitrotyrosineHMDB
m-NitrotyrosineHMDB
3-MononitrotyrosineHMDB
3-Nitrotyrosine, (L)-isomerHMDB
NitrotyrosineHMDB
3-Nitrotyrosine, (DL)-isomerHMDB
Nitro-tyrosineHMDB
3-NitrotyrosineChEBI
Chemical FormulaC9H10N2O5
Average Mass226.1861 Da
Monoisotopic Mass226.05897 Da
IUPAC Name(2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid
Traditional Namenitrotyrosine
CAS Registry Number3604-79-3
SMILES
N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O
InChI Identifier
InChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1
InChI KeyFBTSQILOGYXGMD-LURJTMIESA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 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
  • Nitrophenol
  • L-alpha-amino acid
  • Nitrobenzene
  • Nitroaromatic compound
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • C-nitro compound
  • Amino acid
  • Organic nitro compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxoazanium
  • Organic zwitterion
  • Organonitrogen compound
  • Amine
  • Organic oxide
  • Organic nitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • 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 Solubility1.49 g/LALOGPS
logP-2.1ALOGPS
logP-1.6ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)1.1ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area126.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity53.42 m³·mol⁻¹ChemAxon
Polarizability20.55 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001904
DrugBank IDDB03867
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022731
KNApSAcK IDNot Available
Chemspider ID58633
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNitrotyrosine
METLIN ID6383
PubChem Compound65124
PDB IDNot Available
ChEBI ID44454
Good Scents IDNot Available
References
General References
  1. Kastenbauer S, Koedel U, Becker BF, Pfister HW: Oxidative stress in bacterial meningitis in humans. Neurology. 2002 Jan 22;58(2):186-91. [PubMed:11805243 ]
  2. Gaut JP, Byun J, Tran HD, Heinecke JW: Artifact-free quantification of free 3-chlorotyrosine, 3-bromotyrosine, and 3-nitrotyrosine in human plasma by electron capture-negative chemical ionization gas chromatography mass spectrometry and liquid chromatography-electrospray ionization tandem mass spectrometry. Anal Biochem. 2002 Jan 15;300(2):252-9. [PubMed:11779118 ]
  3. Blanchard-Fillion B, Prou D, Polydoro M, Spielberg D, Tsika E, Wang Z, Hazen SL, Koval M, Przedborski S, Ischiropoulos H: Metabolism of 3-nitrotyrosine induces apoptotic death in dopaminergic cells. J Neurosci. 2006 Jun 7;26(23):6124-30. [PubMed:16763020 ]
  4. Isobe C, Abe T, Kikuchi T, Murata T, Sato C, Terayama Y: Cabergoline scavenges peroxynitrite enhanced by L-DOPA therapy in patients with Parkinson's disease. Eur J Neurol. 2006 Apr;13(4):346-50. [PubMed:16643311 ]
  5. Ferrante RJ, Shinobu LA, Schulz JB, Matthews RT, Thomas CE, Kowall NW, Gurney ME, Beal MF: Increased 3-nitrotyrosine and oxidative damage in mice with a human copper/zinc superoxide dismutase mutation. Ann Neurol. 1997 Sep;42(3):326-34. [PubMed:9307254 ]
  6. Sanyal AJ, Campbell-Sargent C, Mirshahi F, Rizzo WB, Contos MJ, Sterling RK, Luketic VA, Shiffman ML, Clore JN: Nonalcoholic steatohepatitis: association of insulin resistance and mitochondrial abnormalities. Gastroenterology. 2001 Apr;120(5):1183-92. [PubMed:11266382 ]
  7. Oates JC, Christensen EF, Reilly CM, Self SE, Gilkeson GS: Prospective measure of serum 3-nitrotyrosine levels in systemic lupus erythematosus: correlation with disease activity. Proc Assoc Am Physicians. 1999 Nov-Dec;111(6):611-21. [PubMed:10591091 ]
  8. Schwedhelm E, Tsikas D, Gutzki FM, Frolich JC: Gas chromatographic-tandem mass spectrometric quantification of free 3-nitrotyrosine in human plasma at the basal state. Anal Biochem. 1999 Dec 15;276(2):195-203. [PubMed:10603243 ]
  9. Tohgi H, Abe T, Yamazaki K, Murata T, Ishizaki E, Isobe C: Remarkable increase in cerebrospinal fluid 3-nitrotyrosine in patients with sporadic amyotrophic lateral sclerosis. Ann Neurol. 1999 Jul;46(1):129-31. [PubMed:10401792 ]
  10. Kaur H, Halliwell B: Evidence for nitric oxide-mediated oxidative damage in chronic inflammation. Nitrotyrosine in serum and synovial fluid from rheumatoid patients. FEBS Lett. 1994 Aug 15;350(1):9-12. [PubMed:8062931 ]
  11. Kaur H, Lyras L, Jenner P, Halliwell B: Artefacts in HPLC detection of 3-nitrotyrosine in human brain tissue. J Neurochem. 1998 May;70(5):2220-3. [PubMed:9572312 ]
  12. Abu-Qare AW, Abou-Donia MB: Combined exposure to DEET (N,N-diethyl-m-toluamide) and permethrin: pharmacokinetics and toxicological effects. J Toxicol Environ Health B Crit Rev. 2003 Jan-Feb;6(1):41-53. [PubMed:12587253 ]
  13. Takasaki A, Nezirevic D, Arstrand K, Wakamatsu K, Ito S, Kagedal B: HPLC analysis of pheomelanin degradation products in human urine. Pigment Cell Res. 2003 Oct;16(5):480-6. [PubMed:12950724 ]
  14. Delatour T: Performance of quantitative analyses by liquid chromatography-electrospray ionisation tandem mass spectrometry: from external calibration to isotopomer-based exact matching. Anal Bioanal Chem. 2004 Oct;380(3):515-23. Epub 2004 Aug 31. [PubMed:15340769 ]
  15. Yi D, Ingelse BA, Duncan MW, Smythe GA: Quantification of 3-nitrotyrosine in biological tissues and fluids: generating valid results by eliminating artifactual formation. J Am Soc Mass Spectrom. 2000 Jun;11(6):578-86. [PubMed:10833032 ]
  16. Shuker DE, Prevost V, Friesen MD, Lin D, Ohshima H, Bartsch H: Urinary markers for measuring exposure to endogenous and exogenous alkylating agents and precursors. Environ Health Perspect. 1993 Mar;99:33-7. [PubMed:8319651 ]