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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:24:42 UTC

Update Date

2022-03-07 02:56:23 UTC

HMDB ID

HMDB0039873

Secondary Accession Numbers

HMDB39873

Metabolite Identification

Common Name

2-Naphthalenol 2-aminobenzoate

Description

2-Naphthalenol 2-aminobenzoate belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 2-Naphthalenol 2-aminobenzoate is a floral, grape, and neroli tasting compound. Based on a literature review very few articles have been published on 2-Naphthalenol 2-aminobenzoate.

Structure

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

HMDB0039873
     RDKit          3D
2-Naphthalenol 2-aminobenzoate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.0570    0.9290   -1.0439 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6491    0.2488    0.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0201    0.1812    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5842   -0.4774    1.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333   -1.0742    2.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3596   -0.9974    2.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7859   -0.3423    0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3397   -0.2835    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -0.8469    1.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948    0.3466   -0.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948    0.3988   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    1.4701    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895    1.6350    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292    0.6918   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7950    0.8759   -0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -0.0316   -1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -1.1197   -1.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5860   -1.2849   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7929   -0.3837   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132   -0.5394   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153    1.9513   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4580    0.4423   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6924    0.6409   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6551   -0.5513    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1739   -1.5940    3.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -1.4614    2.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722    2.2299    0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    2.4861    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2590    1.7443   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6448    0.0740   -1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -1.8582   -2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1198   -2.1333   -2.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245   -1.3670   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7  2  1  0
 20 11  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
M  END

  Mrv0541 05061311272D          

 20 22  0  0  0  0            999 V2000
   -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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    2.1434    2.0625    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 N   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
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  9  2  0  0  0  0
 12  5  2  0  0  0  0
 12  9  1  0  0  0  0
 13  6  2  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  7  2  0  0  0  0
 16  8  2  0  0  0  0
 16 15  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039873

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC=CC=C1C(=O)OC1=CC2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H13NO2/c18-16-8-4-3-7-15(16)17(19)20-14-10-9-12-5-1-2-6-13(12)11-14/h1-11H,18H2

> <INCHI_KEY>
YJFCKXVXEKHSEC-UHFFFAOYSA-N

> <FORMULA>
C17H13NO2

> <MOLECULAR_WEIGHT>
263.2906

> <EXACT_MASS>
263.094628665

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.477442387283407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
naphthalen-2-yl 2-aminobenzoate

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
4.445232031333333

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.292460221347476

> <JCHEM_PKA_STRONGEST_BASIC>
2.0696077316267094

> <JCHEM_POLAR_SURFACE_AREA>
52.32000000000001

> <JCHEM_REFRACTIVITY>
79.0115

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naphthalen-2-yl 2-aminobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039873
     RDKit          3D
2-Naphthalenol 2-aminobenzoate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.0570    0.9290   -1.0439 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6491    0.2488    0.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0201    0.1812    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5842   -0.4774    1.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333   -1.0742    2.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3596   -0.9974    2.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7859   -0.3423    0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3397   -0.2835    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -0.8469    1.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948    0.3466   -0.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948    0.3988   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    1.4701    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895    1.6350    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292    0.6918   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7950    0.8759   -0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -0.0316   -1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -1.1197   -1.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5860   -1.2849   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7929   -0.3837   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132   -0.5394   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153    1.9513   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4580    0.4423   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6924    0.6409   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6551   -0.5513    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1739   -1.5940    3.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -1.4614    2.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722    2.2299    0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    2.4861    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2590    1.7443   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6448    0.0740   -1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -1.8582   -2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1198   -2.1333   -2.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245   -1.3670   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7  2  1  0
 20 11  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.668   6.930   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    1   12                                                       
CONECT    6    2   13                                                       
CONECT    7    3   15                                                       
CONECT    8    4   16                                                       
CONECT    9   10   12                                                       
CONECT   10    9   14                                                       
CONECT   11   13   14                                                       
CONECT   12    5    9   13                                                  
CONECT   13    6   11   12                                                  
CONECT   14   10   11   20                                                  
CONECT   15    7   16   17                                                  
CONECT   16    8   15   18                                                  
CONECT   17   15   19   20                                                  
CONECT   18   16                                                            
CONECT   19   17                                                            
CONECT   20   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0039873
HETATM    1  N1  UNL     1      -3.057   0.929  -1.044  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.649   0.249   0.062  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.020   0.181   0.224  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.584  -0.477   1.294  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.733  -1.074   2.209  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.360  -0.997   2.032  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.786  -0.342   0.967  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.340  -0.284   0.815  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.627  -0.847   1.682  1.00  0.00           O  
HETATM   10  O2  UNL     1      -0.695   0.347  -0.213  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.695   0.399  -0.352  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.331   1.470   0.247  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.689   1.635   0.183  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.429   0.692  -0.505  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.795   0.876  -0.557  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.557  -0.032  -1.225  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.965  -1.120  -1.840  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.586  -1.285  -1.773  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.793  -0.384  -1.106  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.413  -0.539  -1.034  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.215   1.951  -1.177  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.458   0.442  -1.745  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.692   0.641  -0.480  1.00  0.00           H  
HETATM   24  H4  UNL     1      -6.655  -0.551   1.455  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.174  -1.594   3.053  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.690  -1.461   2.742  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.772   2.230   0.796  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.194   2.486   0.658  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.259   1.744  -0.066  1.00  0.00           H  
HETATM   30  H10 UNL     1       6.645   0.074  -1.293  1.00  0.00           H  
HETATM   31  H11 UNL     1       5.568  -1.858  -2.381  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.120  -2.133  -2.252  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.925  -1.367  -1.496  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   12   20
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   19
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   19   32
CONECT   19   20   20
CONECT   20   33
END

HMDB0039873
     RDKit          3D
2-Naphthalenol 2-aminobenzoate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.0570    0.9290   -1.0439 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6491    0.2488    0.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0201    0.1812    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5842   -0.4774    1.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333   -1.0742    2.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3596   -0.9974    2.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7859   -0.3423    0.9667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3397   -0.2835    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271   -0.8469    1.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948    0.3466   -0.2128 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948    0.3988   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    1.4701    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895    1.6350    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4292    0.6918   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7950    0.8759   -0.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -0.0316   -1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652   -1.1197   -1.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5860   -1.2849   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7929   -0.3837   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132   -0.5394   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153    1.9513   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4580    0.4423   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6924    0.6409   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6551   -0.5513    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1739   -1.5940    3.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -1.4614    2.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722    2.2299    0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    2.4861    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2590    1.7443   -0.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6448    0.0740   -1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -1.8582   -2.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1198   -2.1333   -2.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245   -1.3670   -1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  7  2  1  0
 20 11  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Naphthalenol 2-aminobenzoic acid	Generator
2-Aminobenzoyl 2-naphthalenol	HMDB
2-Naphthalenol, 2-(2-aminobenzoate)	HMDB
2-Naphthalenol, 2-aminobenzoate	HMDB
2-Naphthalenol, 2-aminobenzoyl ester	HMDB
2-Naphthyl anthranilate	HMDB
2-Naphthyl O-aminobenzoate	HMDB
Anthranilic acid, 2-naphthyl ester	HMDB
Anthranilic acid, beta-naphthyl ester	HMDB
b-Naphthyl anthranilate	HMDB
beta-Naphthyl anthranilate	HMDB
FEMA 2767	HMDB
Naphthalen-2-yl 2-aminobenzoic acid	Generator
2-Naphthyl anthranilic acid	Generator

Chemical Formula

C₁₇H₁₃NO₂

Average Molecular Weight

263.2906

Monoisotopic Molecular Weight

263.094628665

IUPAC Name

naphthalen-2-yl 2-aminobenzoate

Traditional Name

naphthalen-2-yl 2-aminobenzoate

CAS Registry Number

63449-68-3

SMILES

NC1=CC=CC=C1C(=O)OC1=CC2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C17H13NO2/c18-16-8-4-3-7-15(16)17(19)20-14-10-9-12-5-1-2-6-13(12)11-14/h1-11H,18H2

InChI Key

YJFCKXVXEKHSEC-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

Aminobenzoic acid or derivatives
Benzoate ester
Naphthalene
Benzoic acid or derivatives
Aniline or substituted anilines
Benzoyl
Monocyclic benzene moiety
Vinylogous amide
Amino acid or derivatives
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organopnictogen compound
Organic oxide
Primary amine
Organic oxygen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0039873)
Cell membrane (HMDB: HMDB0039873)

Source

Exogenous

Exogenous (HMDB: HMDB0039873)

Food

Food (HMDB: HMDB0039873)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0039873)

Biological role

Nutrient (HMDB: HMDB0039873)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	118 °C	Not Available
Boiling Point	340.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.851 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	4.04	ALOGPS
logP	4.45	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	19.29	ChemAxon
pKa (Strongest Basic)	2.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.01 m³·mol⁻¹	ChemAxon
Polarizability	28.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.001	31661259
DarkChem	[M-H]-	162.397	31661259
DeepCCS	[M+H]+	158.674	30932474
DeepCCS	[M-H]-	156.316	30932474
DeepCCS	[M-2H]-	189.201	30932474
DeepCCS	[M+Na]+	164.767	30932474
AllCCS	[M+H]+	161.7	32859911
AllCCS	[M+H-H2O]+	158.0	32859911
AllCCS	[M+NH4]+	165.2	32859911
AllCCS	[M+Na]+	166.2	32859911
AllCCS	[M-H]-	165.0	32859911
AllCCS	[M+Na-2H]-	164.1	32859911
AllCCS	[M+HCOO]-	163.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Naphthalenol 2-aminobenzoate	NC1=CC=CC=C1C(=O)OC1=CC2=CC=CC=C2C=C1	3816.4	Standard polar	33892256
2-Naphthalenol 2-aminobenzoate	NC1=CC=CC=C1C(=O)OC1=CC2=CC=CC=C2C=C1	2411.9	Standard non polar	33892256
2-Naphthalenol 2-aminobenzoate	NC1=CC=CC=C1C(=O)OC1=CC2=CC=CC=C2C=C1	2553.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Naphthalenol 2-aminobenzoate,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1	2598.8	Semi standard non polar	33892256
2-Naphthalenol 2-aminobenzoate,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1	2642.6	Standard non polar	33892256
2-Naphthalenol 2-aminobenzoate,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1)[Si](C)(C)C	2584.7	Semi standard non polar	33892256
2-Naphthalenol 2-aminobenzoate,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1)[Si](C)(C)C	2695.2	Standard non polar	33892256
2-Naphthalenol 2-aminobenzoate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1	2839.8	Semi standard non polar	33892256
2-Naphthalenol 2-aminobenzoate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1	2836.7	Standard non polar	33892256
2-Naphthalenol 2-aminobenzoate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1)[Si](C)(C)C(C)(C)C	3034.8	Semi standard non polar	33892256
2-Naphthalenol 2-aminobenzoate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)OC1=CC=C2C=CC=CC2=C1)[Si](C)(C)C(C)(C)C	3054.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Naphthalenol 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9600000000-b93bbc50dffa370c70f6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Naphthalenol 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Naphthalenol 2-aminobenzoate 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 - 2-Naphthalenol 2-aminobenzoate 90V, Positive-QTOF	splash10-02tc-9600000000-15e7ea73c8cd5221d8e8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 75V, Positive-QTOF	splash10-01vo-8900000000-05de14b6b4136e049bd5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 45V, Positive-QTOF	splash10-03di-0900000000-110aa987aa7e959bf9ab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 60V, Positive-QTOF	splash10-03k9-2900000000-0bb89689ad46c168987d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 30V, Positive-QTOF	splash10-00di-0900000000-4fc17c586f73dc815894	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 10V, Positive-QTOF	splash10-03di-1490000000-49c66d4047e62fc15ffd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 20V, Positive-QTOF	splash10-0229-2940000000-a87a86d61095508a8ccd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 40V, Positive-QTOF	splash10-0g6u-9500000000-be5ecf435bae27cb14a6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 10V, Negative-QTOF	splash10-03di-0190000000-6f0afac0660fbfe98b56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 20V, Negative-QTOF	splash10-03di-0490000000-680d5057b836391247a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 40V, Negative-QTOF	splash10-0006-1900000000-6aa9e194a1a6c67034b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 10V, Positive-QTOF	splash10-0229-0980000000-b2362d7a8ce8168899ae	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 20V, Positive-QTOF	splash10-00di-1930000000-b5ca2381638287b15d90	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 40V, Positive-QTOF	splash10-00kf-9510000000-7fc2f11c1cb26f507c6f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 10V, Negative-QTOF	splash10-03di-0490000000-9d6419b46ef2cfa979e7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 20V, Negative-QTOF	splash10-01ox-0950000000-5e12ed516901f87470d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Naphthalenol 2-aminobenzoate 40V, Negative-QTOF	splash10-0006-1940000000-648a73f1b5952c16c97d	2021-09-22	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

FDB019532

KNApSAcK ID

Not Available

Chemspider ID

56029

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62217

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1033101

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 2-Naphthalenol 2-aminobenzoate (HMDB0039873)

MOL for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

3D MOL for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

3D SDF for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

3D-SDF for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

PDB for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

3D PDB for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

SMILES for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

INCHI for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

Structure for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

3D Structure for HMDB0039873 (2-Naphthalenol 2-aminobenzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra