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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:21 UTC

Update Date

2022-03-07 02:53:29 UTC

HMDB ID

HMDB0032865

Secondary Accession Numbers

HMDB32865

Metabolite Identification

Common Name

N-Phenyl-2-naphthylamine

Description

N-Phenyl-2-naphthylamine, also known as neozone or 2-phenylaminonaphthalene, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. N-Phenyl-2-naphthylamine has been detected, but not quantified in, root vegetables. This could make N-phenyl-2-naphthylamine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on N-Phenyl-2-naphthylamine.

Structure

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

HMDB0032865
     RDKit          3D
N-Phenyl-2-naphthylamine
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.8627   -0.7010   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318   -1.3733    0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5207   -0.7048    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118    0.6428   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2019    1.3589    0.0891 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602    0.6907   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337   -0.4172   -0.9075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3398   -1.0711   -1.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -0.6147   -0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6769   -1.2769   -0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960   -0.8304    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080    0.2820    0.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5311    0.9554    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3817    0.5078    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.1519    0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752    1.3031   -0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7688    0.6484   -0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302   -1.1645   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709   -2.4275    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319   -1.2400    0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1716    2.3822    0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447   -0.8069   -1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3873   -1.9557   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7147   -2.1506   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775   -1.3185   -0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913    0.6691    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.8441    1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    2.0243    1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5129    2.3807   -0.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6454    1.2115   -0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  4 16  1  0
 16 17  2  0
 17  1  1  0
 15  6  1  0
 14  9  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv0541 05061306452D          

 17 19  0  0  0  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   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
   -0.7145    2.0625    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
 11 10  2  0  0  0  0
 13  6  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  2  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032865

> <DATABASE_NAME>
hmdb

> <SMILES>
N(C1=CC=CC=C1)C1=CC2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13N/c1-2-8-15(9-3-1)17-16-11-10-13-6-4-5-7-14(13)12-16/h1-12,17H

> <INCHI_KEY>
KEQFTVQCIQJIQW-UHFFFAOYSA-N

> <FORMULA>
C16H13N

> <MOLECULAR_WEIGHT>
219.2811

> <EXACT_MASS>
219.104799421

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.210648338480482

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-phenylnaphthalen-2-amine

> <ALOGPS_LOGP>
4.53

> <JCHEM_LOGP>
4.402648348

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.5173759406351984

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
70.99440000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
anilinonaphthalene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032865
     RDKit          3D
N-Phenyl-2-naphthylamine
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.8627   -0.7010   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318   -1.3733    0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5207   -0.7048    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118    0.6428   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2019    1.3589    0.0891 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602    0.6907   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337   -0.4172   -0.9075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3398   -1.0711   -1.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -0.6147   -0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6769   -1.2769   -0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960   -0.8304    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080    0.2820    0.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5311    0.9554    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3817    0.5078    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.1519    0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752    1.3031   -0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7688    0.6484   -0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302   -1.1645   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709   -2.4275    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319   -1.2400    0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1716    2.3822    0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447   -0.8069   -1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3873   -1.9557   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7147   -2.1506   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775   -1.3185   -0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913    0.6691    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.8441    1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    2.0243    1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5129    2.3807   -0.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6454    1.2115   -0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  4 16  1  0
 16 17  2  0
 17  1  1  0
 15  6  1  0
 14  9  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   6.930   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  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    8                                                       
CONECT    3    1    9                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   13                                                       
CONECT    7    5   14                                                       
CONECT    8    2   15                                                       
CONECT    9    3   15                                                       
CONECT   10   11   13                                                       
CONECT   11   10   16                                                       
CONECT   12   14   16                                                       
CONECT   13    6   10   14                                                  
CONECT   14    7   12   13                                                  
CONECT   15    8    9   17                                                  
CONECT   16   11   12   17                                                  
CONECT   17   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0032865
HETATM    1  C1  UNL     1      -4.863  -0.701  -0.294  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.732  -1.373   0.113  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.521  -0.705   0.253  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.412   0.643  -0.010  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.202   1.359   0.089  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.060   0.691  -0.105  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.134  -0.417  -0.908  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.340  -1.071  -1.070  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.479  -0.615  -0.427  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.677  -1.277  -0.598  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.796  -0.830   0.032  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.708   0.282   0.832  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.531   0.955   1.017  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.382   0.508   0.378  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.191   1.152   0.538  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.575   1.303  -0.421  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.769   0.648  -0.559  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.830  -1.165  -0.420  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.771  -2.427   0.328  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.632  -1.240   0.598  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.172   2.382   0.303  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.745  -0.807  -1.459  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.387  -1.956  -1.712  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.715  -2.151  -1.235  1.00  0.00           H  
HETATM   25  H8  UNL     1       5.777  -1.319  -0.068  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.591   0.669   1.355  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.450   1.844   1.653  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.162   2.024   1.176  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.513   2.381  -0.635  1.00  0.00           H  
HETATM   30  H13 UNL     1      -5.645   1.211  -0.882  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    4   20
CONECT    4    5   16
CONECT    5    6   21
CONECT    6    7    7   15
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10   14
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   14   15   15
CONECT   15   28
CONECT   16   17   17   29
CONECT   17   30
END

HMDB0032865
     RDKit          3D
N-Phenyl-2-naphthylamine
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.8627   -0.7010   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318   -1.3733    0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5207   -0.7048    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118    0.6428   -0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2019    1.3589    0.0891 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0602    0.6907   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337   -0.4172   -0.9075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3398   -1.0711   -1.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -0.6147   -0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6769   -1.2769   -0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960   -0.8304    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080    0.2820    0.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5311    0.9554    1.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3817    0.5078    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.1519    0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752    1.3031   -0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7688    0.6484   -0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302   -1.1645   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709   -2.4275    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319   -1.2400    0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1716    2.3822    0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447   -0.8069   -1.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3873   -1.9557   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7147   -2.1506   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775   -1.3185   -0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913    0.6691    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.8441    1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    2.0243    1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5129    2.3807   -0.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6454    1.2115   -0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  4 16  1  0
 16 17  2  0
 17  1  1  0
 15  6  1  0
 14  9  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Neozone	Kegg
2-Phenylaminonaphthalene	Kegg
2-(N-phenylamino)Naphthalene	HMDB
2-Anilinonaphthalene	HMDB, MeSH
2-Naphthylphenylamine	HMDB
Ac eto PBN	HMDB
aceto PBN	HMDB
Agerite	HMDB
Agerite powder	HMDB
AK 1 (stabilizer)	HMDB
Anilinonaphthalene	HMDB
Antioxidant 116	HMDB
Antioxidant D	HMDB
Antioxidant PBN	HMDB
Antioxygene MC	HMDB
beta -Naphthylphenylamine	HMDB
beta-Naphthylphenylamine	HMDB
Fenyl-beta -naftylamin	HMDB
Fenyl-beta-naftylamin	HMDB
N-(2-Naphthyl)-N-phenylamine	HMDB
N-(2-Naphthyl)aniline	HMDB
N-2-Naphthylaniline	HMDB
N-beta -Naphthyl-N-phenylamine	HMDB
N-beta-Naphthyl-N-phenylamine	HMDB
N-Fenyl-2-aminonaftalen	HMDB
N-Phenyl-2-naphthalenamine	HMDB
N-Phenyl-beta -naphthylamine	HMDB
N-Phenyl-beta-naphthylamine	HMDB
N-Phenylnaphthalen-2-amine	HMDB
Naftam 2	HMDB
Neosone D	HMDB, MeSH
Neozon D	HMDB, MeSH
Neozone D	HMDB
Nilox pbna	HMDB
Noclizer D	HMDB
Nocrac D	HMDB
Nonox D	HMDB
Nonox DN	HMDB
Nonox dnstabilizer ar	HMDB
P.b.N	HMDB
PBN	HMDB
PBNA	HMDB
Phenyl-2-naphthylamine	HMDB
Phenyl-beta -naphthylamine	HMDB
Phenyl-beta-naphthylamine	HMDB
Phenyl-beta-naphtilamine	HMDB
Stabilator a.r	HMDB
Stabilizator ar	HMDB
Stabilizer ar	HMDB
Vulkanox PBN	HMDB
Phenyl beta-naphthylamine	MeSH, HMDB

Chemical Formula

C₁₆H₁₃N

Average Molecular Weight

219.2811

Monoisotopic Molecular Weight

219.104799421

IUPAC Name

N-phenylnaphthalen-2-amine

Traditional Name

anilinonaphthalene

CAS Registry Number

135-88-6

SMILES

N(C1=CC=CC=C1)C1=CC2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C16H13N/c1-2-8-15(9-3-1)17-16-11-10-13-6-4-5-7-14(13)12-16/h1-12,17H

InChI Key

KEQFTVQCIQJIQW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Aniline or substituted anilines
Monocyclic benzene moiety
Secondary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

naphthalenes (CHEBI:34877 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032865)

Cellular substructure

Membrane (HMDB: HMDB0032865)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032865)

Source

Exogenous

Food

Food (HMDB: HMDB0032865)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0032865)

Not Available

Nutrient (HMDB: HMDB0032865)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	108 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	6.31 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.38	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	4.53	ALOGPS
logP	4.4	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	0.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.99 m³·mol⁻¹	ChemAxon
Polarizability	25.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.475	31661259
DarkChem	[M-H]-	151.822	31661259
DeepCCS	[M+H]+	152.197	30932474
DeepCCS	[M-H]-	149.801	30932474
DeepCCS	[M-2H]-	183.034	30932474
DeepCCS	[M+Na]+	158.155	30932474
AllCCS	[M+H]+	150.3	32859911
AllCCS	[M+H-H2O]+	146.2	32859911
AllCCS	[M+NH4]+	154.2	32859911
AllCCS	[M+Na]+	155.3	32859911
AllCCS	[M-H]-	154.9	32859911
AllCCS	[M+Na-2H]-	154.0	32859911
AllCCS	[M+HCOO]-	153.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Phenyl-2-naphthylamine	N(C1=CC=CC=C1)C1=CC2=CC=CC=C2C=C1	3191.9	Standard polar	33892256
N-Phenyl-2-naphthylamine	N(C1=CC=CC=C1)C1=CC2=CC=CC=C2C=C1	2159.0	Standard non polar	33892256
N-Phenyl-2-naphthylamine	N(C1=CC=CC=C1)C1=CC2=CC=CC=C2C=C1	2234.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Phenyl-2-naphthylamine,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1=CC=C2C=CC=CC2=C1	2099.0	Semi standard non polar	33892256
N-Phenyl-2-naphthylamine,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1=CC=C2C=CC=CC2=C1	2203.3	Standard non polar	33892256
N-Phenyl-2-naphthylamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1=CC=C2C=CC=CC2=C1	2311.1	Semi standard non polar	33892256
N-Phenyl-2-naphthylamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1=CC=C2C=CC=CC2=C1	2402.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenyl-2-naphthylamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gbc-2960000000-e541d4d4aba1b6b4ecdf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenyl-2-naphthylamine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine LC-ESI-qTof , Positive-QTOF	splash10-014r-0980000000-3e9c69c3e19f4df1aa5e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine , positive-QTOF	splash10-0006-0920000000-335617431b110558af16	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine LC-ESI-QFT , positive-QTOF	splash10-00di-0390000000-92378018db10ff7f51f3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine ESI-ITFT , positive-QTOF	splash10-00di-0390000000-9109067645222d654090	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine APCI-ITFT , positive-QTOF	splash10-00dl-0490000000-93130be26fed1df7b7f5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 45V, Positive-QTOF	splash10-006x-3790000000-f72bf447a80c1a144cba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 60V, Positive-QTOF	splash10-0006-4920000000-ba2665fa7d2a60fea21d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 35V, Positive-QTOF	splash10-00di-0390000000-95156cc3b2db218e9361	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 30V, Positive-QTOF	splash10-00di-0090000000-bb86100e04b4ca84d8dc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 15V, Positive-QTOF	splash10-00di-0090000000-10950191b65245540692	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 35V, Positive-QTOF	splash10-00di-0390000000-5e0507a1b4c1fe30002a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 75V, Positive-QTOF	splash10-0006-3900000000-47a3dbcdab95fc879fe7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 90V, Positive-QTOF	splash10-00kf-3900000000-6a971670a608e371e089	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 10V, Positive-QTOF	splash10-00di-0090000000-54be44e455c90d93e522	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 20V, Positive-QTOF	splash10-00di-0190000000-2ab649fc5c68a4fb38a1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 40V, Positive-QTOF	splash10-0gbc-6920000000-57dd3b6e723efa162c72	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 10V, Negative-QTOF	splash10-014i-0090000000-9027f8ee8c611f42cf45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 20V, Negative-QTOF	splash10-014i-0090000000-2269f7c73b9fdd2b861c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 40V, Negative-QTOF	splash10-016u-4930000000-8083e8e81d16aaa58cef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 10V, Negative-QTOF	splash10-014i-0090000000-2019304f8cc1a03c307e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 20V, Negative-QTOF	splash10-014i-0090000000-2019304f8cc1a03c307e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 40V, Negative-QTOF	splash10-014i-0390000000-d9ff17cf453752c5f030	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 10V, Positive-QTOF	splash10-00di-0090000000-48637c4bed0a487a06c1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 20V, Positive-QTOF	splash10-00di-0090000000-48637c4bed0a487a06c1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-2-naphthylamine 40V, Positive-QTOF	splash10-014l-0950000000-e8d760bb64add21dae26	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8679

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1267641

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for N-Phenyl-2-naphthylamine (HMDB0032865)

MOL for HMDB0032865 (N-Phenyl-2-naphthylamine)

3D MOL for HMDB0032865 (N-Phenyl-2-naphthylamine)

3D SDF for HMDB0032865 (N-Phenyl-2-naphthylamine)

3D-SDF for HMDB0032865 (N-Phenyl-2-naphthylamine)

PDB for HMDB0032865 (N-Phenyl-2-naphthylamine)

3D PDB for HMDB0032865 (N-Phenyl-2-naphthylamine)

SMILES for HMDB0032865 (N-Phenyl-2-naphthylamine)

INCHI for HMDB0032865 (N-Phenyl-2-naphthylamine)

Structure for HMDB0032865 (N-Phenyl-2-naphthylamine)

3D Structure for HMDB0032865 (N-Phenyl-2-naphthylamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra