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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:48:08 UTC

Update Date

2022-11-23 22:29:17 UTC

HMDB ID

HMDB0255223

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Phenyl-1-naphthylamine

Description

N-PHENYL-1-NAPHTHYLAMINE, also known as 1-anilinonaphthalene or 1-N-phenylnaphthylamine, 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-1-NAPHTHYLAMINE is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). N-phenyl-1-naphthylamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Phenyl-1-naphthylamine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255223
     RDKit          3D
N-PHENYL-1-NAPHTHYLAMINE
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.7507    0.4885    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9727   -0.5151    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5839   -0.3850    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    0.7090    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710    0.8403    0.1884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891   -0.1514   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -1.3772   -0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -2.3886   -0.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2480   -2.1616   -0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6621   -0.9444   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0068   -0.7838    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580    0.4244    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    1.4326    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971    1.2499    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346    0.0550    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630    1.7003   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402    1.5994   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492    0.4078    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4696   -1.3682    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337   -1.1741    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243    1.8460    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0206   -1.6640   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -3.3541   -1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -2.9555   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   -1.5672   -0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.5878    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8785    2.4022    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275    2.0592    0.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050    2.5971   -0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7775    2.3909   -0.6994 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
 15 10  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
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv0541 05041404022D          

 17 19  0  0  0  0            999 V2000
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   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
    3.5724   -1.2375    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
  7  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255223

> <DATABASE_NAME>
hmdb

> <SMILES>
N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12

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

> <INCHI_KEY>
XQVWYOYUZDUNRW-UHFFFAOYSA-N

> <FORMULA>
C16H13N

> <MOLECULAR_WEIGHT>
219.2811

> <EXACT_MASS>
219.104799421

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.086875197106977

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-phenylnaphthalen-1-amine

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
4.402648348

> <ALOGPS_LOGS>
-4.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.736858161899303

> <JCHEM_PKA_STRONGEST_BASIC>
0.344617350771796

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
70.99440000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
PANA

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255223
     RDKit          3D
N-PHENYL-1-NAPHTHYLAMINE
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.7507    0.4885    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9727   -0.5151    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5839   -0.3850    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    0.7090    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710    0.8403    0.1884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891   -0.1514   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -1.3772   -0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -2.3886   -0.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2480   -2.1616   -0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6621   -0.9444   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0068   -0.7838    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580    0.4244    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    1.4326    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971    1.2499    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346    0.0550    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630    1.7003   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402    1.5994   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492    0.4078    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4696   -1.3682    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337   -1.1741    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243    1.8460    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0206   -1.6640   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -3.3541   -1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -2.9555   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   -1.5672   -0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.5878    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8785    2.4022    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275    2.0592    0.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050    2.5971   -0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7775    2.3909   -0.6994 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
 15 10  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
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   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   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    9                                                       
CONECT    3    1   10                                                       
CONECT    4    5    7                                                       
CONECT    5    4   11                                                       
CONECT    6    8   12                                                       
CONECT    7    4   13                                                       
CONECT    8    6   13                                                       
CONECT    9    2   14                                                       
CONECT   10    3   14                                                       
CONECT   11    5   15                                                       
CONECT   12    6   16                                                       
CONECT   13    7    8   15                                                  
CONECT   14    9   10   17                                                  
CONECT   15   11   13   16                                                  
CONECT   16   12   15   17                                                  
CONECT   17   14   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0255223
HETATM    1  C1  UNL     1       4.751   0.489   0.258  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.973  -0.515   0.791  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.584  -0.385   0.774  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.964   0.709   0.244  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.571   0.840   0.188  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.389  -0.151  -0.031  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.003  -1.377  -0.520  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.924  -2.389  -0.809  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.248  -2.162  -0.604  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.662  -0.944  -0.117  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.007  -0.784   0.069  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.458   0.424   0.562  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.572   1.433   0.855  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.197   1.250   0.657  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.735   0.055   0.168  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.763   1.700  -0.282  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.140   1.599  -0.279  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.849   0.408   0.261  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.470  -1.368   1.203  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.034  -1.174   1.218  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.224   1.846   0.325  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.021  -1.664  -0.742  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.603  -3.354  -1.194  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.981  -2.956  -0.831  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.737  -1.567  -0.154  1.00  0.00           H  
HETATM   26  H9  UNL     1      -5.510   0.588   0.722  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.879   2.402   1.245  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.527   2.059   0.903  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.305   2.597  -0.718  1.00  0.00           H  
HETATM   30  H13 UNL     1       4.777   2.391  -0.699  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   24
CONECT   10   11   11   15
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   16   17   17   29
CONECT   17   30
END

HMDB0255223
     RDKit          3D
N-PHENYL-1-NAPHTHYLAMINE
 30 32  0  0  0  0  0  0  0  0999 V2000
    4.7507    0.4885    0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9727   -0.5151    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5839   -0.3850    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642    0.7090    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710    0.8403    0.1884 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891   -0.1514   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -1.3772   -0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -2.3886   -0.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2480   -2.1616   -0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6621   -0.9444   -0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0068   -0.7838    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580    0.4244    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    1.4326    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971    1.2499    0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346    0.0550    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630    1.7003   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402    1.5994   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492    0.4078    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4696   -1.3682    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337   -1.1741    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243    1.8460    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0206   -1.6640   -0.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -3.3541   -1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808   -2.9555   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   -1.5672   -0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.5878    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8785    2.4022    1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275    2.0592    0.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050    2.5971   -0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7775    2.3909   -0.6994 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
 15 10  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
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Anilinonaphthalene	MeSH
1-N-Phenylnaphthylamine	MeSH

Chemical Formula

C₁₆H₁₃N

Average Molecular Weight

219.2811

Monoisotopic Molecular Weight

219.104799421

IUPAC Name

N-phenylnaphthalen-1-amine

Traditional Name

PANA

CAS Registry Number

Not Available

SMILES

N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12

InChI Identifier

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

InChI Key

XQVWYOYUZDUNRW-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:34876 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.57	ALOGPS
logP	4.4	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	19.74	ChemAxon
pKa (Strongest Basic)	0.34	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	25.09 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
DeepCCS	[M-2H]-	178.584	30932474
DeepCCS	[M+Na]+	153.534	30932474
AllCCS	[M+H]+	149.9	32859911
AllCCS	[M+H-H2O]+	145.7	32859911
AllCCS	[M+NH4]+	153.7	32859911
AllCCS	[M+Na]+	154.8	32859911
AllCCS	[M-H]-	153.9	32859911
AllCCS	[M+Na-2H]-	153.0	32859911
AllCCS	[M+HCOO]-	152.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-PHENYL-1-NAPHTHYLAMINE	N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	3111.0	Standard polar	33892256
N-PHENYL-1-NAPHTHYLAMINE	N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2134.3	Standard non polar	33892256
N-PHENYL-1-NAPHTHYLAMINE	N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2140.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-PHENYL-1-NAPHTHYLAMINE,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2030.3	Semi standard non polar	33892256
N-PHENYL-1-NAPHTHYLAMINE,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2148.4	Standard non polar	33892256
N-PHENYL-1-NAPHTHYLAMINE,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2773.5	Standard polar	33892256
N-PHENYL-1-NAPHTHYLAMINE,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2243.6	Semi standard non polar	33892256
N-PHENYL-1-NAPHTHYLAMINE,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2345.4	Standard non polar	33892256
N-PHENYL-1-NAPHTHYLAMINE,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1)C1=CC=CC2=CC=CC=C12	2847.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenyl-1-naphthylamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fr6-2950000000-d0a966ab68d58185b4ad	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenyl-1-naphthylamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-014i-1290000000-629887ec9da749ce45c9	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 40V, Positive-QTOF	splash10-0006-0920000000-c4d0cad12ff43d0151c8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 35V, Positive-QTOF	splash10-00di-0290000000-b59e89ffe4ed34da9c2e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 55V, Positive-QTOF	splash10-0006-0940000000-17a8ee74e190ccc0e7be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 30V, Positive-QTOF	splash10-0006-0930000000-ad72a569dbc088d8a6e3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 10V, Positive-QTOF	splash10-00di-0090000000-91e9219067002f9c3ed9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 35V, Positive-QTOF	splash10-00di-0390000000-822ca25cc3887998f138	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 20V, Positive-QTOF	splash10-00di-0290000000-32379f4ecd689259922b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 15V, Positive-QTOF	splash10-00di-0090000000-5b9424aa6f214ed1749b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 50V, Positive-QTOF	splash10-00kf-0910000000-f64f8a9dcdc5f200cc9a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 30V, Positive-QTOF	splash10-00di-0090000000-0d679ff064ddb0720c2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 45V, Positive-QTOF	splash10-006x-4690000000-c0dd64168bef9fc48734	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 40V, Positive-QTOF	splash10-0006-0920000000-fc8b2f5b36e8a4b6ef91	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 90V, Positive-QTOF	splash10-016u-4900000000-f2dfb95e92b169bc27c4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 75V, Positive-QTOF	splash10-00kf-4910000000-5c32cd508f41687acad7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 60V, Positive-QTOF	splash10-0006-6920000000-7d701a245c903fab9132	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 50V, Positive-QTOF	splash10-00kf-0910000000-e7f5399bc3c8f89c514d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 55V, Positive-QTOF	splash10-006x-1960000000-f64ed1be0f2ae9ce4c77	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 80V, Positive-QTOF	splash10-0006-0900000000-7404c89cf63dac18184d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 10V, Positive-QTOF	splash10-00di-0090000000-85a8c95feae5f85039c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 20V, Positive-QTOF	splash10-00di-0190000000-ec9f46d56864ccb40394	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 40V, Positive-QTOF	splash10-0udl-6980000000-12240b8aa2ab999b6c05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 10V, Negative-QTOF	splash10-014i-0090000000-08d4d2ed0161b6aee547	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 20V, Negative-QTOF	splash10-014i-0090000000-a4f0664fda2684e43ab7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenyl-1-naphthylamine 40V, Negative-QTOF	splash10-014l-2950000000-d93642a37b81e471d585	2016-08-04	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C14405

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7013

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-Phenyl-1-naphthylamine (HMDB0255223)

MOL for HMDB0255223 (N-Phenyl-1-naphthylamine)

3D MOL for HMDB0255223 (N-Phenyl-1-naphthylamine)

3D SDF for HMDB0255223 (N-Phenyl-1-naphthylamine)

3D-SDF for HMDB0255223 (N-Phenyl-1-naphthylamine)

PDB for HMDB0255223 (N-Phenyl-1-naphthylamine)

3D PDB for HMDB0255223 (N-Phenyl-1-naphthylamine)

SMILES for HMDB0255223 (N-Phenyl-1-naphthylamine)

INCHI for HMDB0255223 (N-Phenyl-1-naphthylamine)

Structure for HMDB0255223 (N-Phenyl-1-naphthylamine)

3D Structure for HMDB0255223 (N-Phenyl-1-naphthylamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra