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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:34:11 UTC

Update Date

2021-09-26 22:52:07 UTC

HMDB ID

HMDB0244408

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate

Description

Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Based on a literature review very few articles have been published on Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 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

HMDB0244408
     RDKit          3D
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate
 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.4196    3.3643    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    2.1934    0.3440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1742    0.9283    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.9176    0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5346   -0.3300    0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2641   -1.5026    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7677   -2.7604    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4834   -2.9161   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7606   -1.7822   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -0.4899   -0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518    0.6241   -0.5062 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751    0.4071   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.4431   -2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383    0.2248   -2.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139    0.2661   -4.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.0492   -1.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7807   -0.2489   -2.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -0.0886   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884   -0.3432    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8456   -0.3790    1.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.1570    2.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895    0.0963    1.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    0.1350   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173    3.2040    0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0850    4.1367   -0.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735    3.7186    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803   -1.4466    0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3630   -3.6619    0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593   -3.8950   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.8792   -0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759    1.6251   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140    0.6460   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2102   -0.5127    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -0.5784    2.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259   -0.1775    3.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2680    1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 10  5  1  0
 23 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END


  Mrv1652309102123342D          

 23 25  0  0  0  0            999 V2000
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   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
    2.8579   -4.1250    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
    1.4289    0.8250    0.0000 O   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 12 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244408

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=CC=CC=C1NC1=CC(=O)C(=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H13NO4/c1-23-18(22)13-8-4-5-9-14(13)19-15-10-16(20)17(21)12-7-3-2-6-11(12)15/h2-10,19H,1H3

> <INCHI_KEY>
PEJZAKFAABRDEN-UHFFFAOYSA-N

> <FORMULA>
C18H13NO4

> <MOLECULAR_WEIGHT>
307.305

> <EXACT_MASS>
307.084457903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.36894647434039

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(3,4-dioxo-3,4-dihydronaphthalen-1-yl)amino]benzoate

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.5405311233333325

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.807901454773967

> <JCHEM_PKA_STRONGEST_BASIC>
-4.369375983938796

> <JCHEM_POLAR_SURFACE_AREA>
72.47

> <JCHEM_REFRACTIVITY>
88.07310000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(3,4-dioxonaphthalen-1-yl)amino]benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244408
     RDKit          3D
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate
 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.4196    3.3643    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    2.1934    0.3440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1742    0.9283    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.9176    0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5346   -0.3300    0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2641   -1.5026    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7677   -2.7604    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4834   -2.9161   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7606   -1.7822   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -0.4899   -0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518    0.6241   -0.5062 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751    0.4071   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.4431   -2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383    0.2248   -2.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139    0.2661   -4.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.0492   -1.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7807   -0.2489   -2.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -0.0886   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884   -0.3432    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8456   -0.3790    1.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.1570    2.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895    0.0963    1.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    0.1350   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173    3.2040    0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0850    4.1367   -0.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735    3.7186    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803   -1.4466    0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3630   -3.6619    0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593   -3.8950   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.8792   -0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759    1.6251   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140    0.6460   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2102   -0.5127    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -0.5784    2.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259   -0.1775    3.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2680    1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 10  5  1  0
 23 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.667  -3.080   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  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   12                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0244408
HETATM    1  C1  UNL     1      -3.420   3.364   0.636  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.698   2.193   0.344  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.174   0.928   0.479  1.00  0.00           C  
HETATM    4  O2  UNL     1      -4.383   0.918   0.913  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.535  -0.330   0.214  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.264  -1.503   0.443  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.768  -2.760   0.229  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.483  -2.916  -0.236  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.761  -1.782  -0.463  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.265  -0.490  -0.246  1.00  0.00           C  
HETATM   11  N1  UNL     1      -0.452   0.624  -0.506  1.00  0.00           N  
HETATM   12  C9  UNL     1       0.875   0.407  -0.989  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.192   0.443  -2.263  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.538   0.225  -2.776  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.814   0.266  -4.015  1.00  0.00           O  
HETATM   16  C12 UNL     1       3.596  -0.049  -1.825  1.00  0.00           C  
HETATM   17  O4  UNL     1       4.781  -0.249  -2.175  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.240  -0.089  -0.408  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.188  -0.343   0.562  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.846  -0.379   1.899  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.529  -0.157   2.287  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.589   0.096   1.313  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.917   0.135  -0.024  1.00  0.00           C  
HETATM   24  H1  UNL     1      -4.517   3.204   0.593  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.085   4.137  -0.111  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.174   3.719   1.676  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.280  -1.447   0.809  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.363  -3.662   0.418  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.059  -3.895  -0.416  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.251  -1.879  -0.829  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.676   1.625  -0.398  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.414   0.646  -2.979  1.00  0.00           H  
HETATM   33  H10 UNL     1       5.210  -0.513   0.223  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.592  -0.578   2.650  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.226  -0.178   3.323  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.558   0.268   1.648  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   10
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11
CONECT   11   12   31
CONECT   12   13   13   23
CONECT   13   14   32
CONECT   14   15   15   16
CONECT   16   17   17   18
CONECT   18   19   19   23
CONECT   19   20   33
CONECT   20   21   21   34
CONECT   21   22   35
CONECT   22   23   23   36
END

HMDB0244408
     RDKit          3D
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate
 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.4196    3.3643    0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    2.1934    0.3440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1742    0.9283    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.9176    0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5346   -0.3300    0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2641   -1.5026    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7677   -2.7604    0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4834   -2.9161   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7606   -1.7822   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -0.4899   -0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518    0.6241   -0.5062 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751    0.4071   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921    0.4431   -2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5383    0.2248   -2.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139    0.2661   -4.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5959   -0.0492   -1.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7807   -0.2489   -2.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -0.0886   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884   -0.3432    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8456   -0.3790    1.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5294   -0.1570    2.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895    0.0963    1.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    0.1350   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173    3.2040    0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0850    4.1367   -0.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735    3.7186    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803   -1.4466    0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3630   -3.6619    0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593   -3.8950   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.8792   -0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759    1.6251   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4140    0.6460   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2102   -0.5127    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -0.5784    2.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259   -0.1775    3.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2680    1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 10  5  1  0
 23 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoic acid	Generator

Chemical Formula

C₁₈H₁₃NO₄

Average Molecular Weight

307.305

Monoisotopic Molecular Weight

307.084457903

IUPAC Name

methyl 2-[(3,4-dioxo-3,4-dihydronaphthalen-1-yl)amino]benzoate

Traditional Name

methyl 2-[(3,4-dioxonaphthalen-1-yl)amino]benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC=CC=C1NC1=CC(=O)C(=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C18H13NO4/c1-23-18(22)13-8-4-5-9-14(13)19-15-10-16(20)17(21)12-7-3-2-6-11(12)15/h2-10,19H,1H3

InChI Key

PEJZAKFAABRDEN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
Aminobenzoic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Quinone
Aryl ketone
Aniline or substituted anilines
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Methyl ester
Vinylogous amide
Cyclic ketone
Amino acid or derivatives
Ketone
Carboxylic acid ester
Secondary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Enamine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Amine
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

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	3.28	ALOGPS
logP	3.54	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	11.81	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.07 m³·mol⁻¹	ChemAxon
Polarizability	31.37 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
DeepCCS	[M-2H]-	204.239	30932474
DeepCCS	[M+Na]+	179.465	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate	COC(=O)C1=CC=CC=C1NC1=CC(=O)C(=O)C2=CC=CC=C12	3927.8	Standard polar	33892256
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate	COC(=O)C1=CC=CC=C1NC1=CC(=O)C(=O)C2=CC=CC=C12	2443.0	Standard non polar	33892256
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate	COC(=O)C1=CC=CC=C1NC1=CC(=O)C(=O)C2=CC=CC=C12	2894.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate,1TMS,isomer #1	COC(=O)C1=CC=CC=C1N(C1=CC(=O)C(=O)C2=CC=CC=C12)[Si](C)(C)C	2774.1	Semi standard non polar	33892256
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate,1TMS,isomer #1	COC(=O)C1=CC=CC=C1N(C1=CC(=O)C(=O)C2=CC=CC=C12)[Si](C)(C)C	2646.8	Standard non polar	33892256
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate,1TMS,isomer #1	COC(=O)C1=CC=CC=C1N(C1=CC(=O)C(=O)C2=CC=CC=C12)[Si](C)(C)C	3879.8	Standard polar	33892256
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate,1TBDMS,isomer #1	COC(=O)C1=CC=CC=C1N(C1=CC(=O)C(=O)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2965.0	Semi standard non polar	33892256
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate,1TBDMS,isomer #1	COC(=O)C1=CC=CC=C1N(C1=CC(=O)C(=O)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2802.6	Standard non polar	33892256
Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate,1TBDMS,isomer #1	COC(=O)C1=CC=CC=C1N(C1=CC(=O)C(=O)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3914.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-0190000000-f99ab11a1d00a214fdf2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 10V, Positive-QTOF	splash10-004i-0091000000-c38c5ec879ab06758668	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 20V, Positive-QTOF	splash10-004i-0090000000-4acc96de3462832bdd12	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 40V, Positive-QTOF	splash10-00ba-0090000000-3cdb6f125ed9c2f2facf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 10V, Negative-QTOF	splash10-0a4i-0009000000-df645bd3ab0689ee2835	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 20V, Negative-QTOF	splash10-0592-0092000000-838636e30b33ca212a2b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate 40V, Negative-QTOF	splash10-006t-0490000000-920529a96a1493cec979	2021-10-12	Wishart Lab	View Spectrum

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

143782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163944

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 Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate (HMDB0244408)

MOL for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

3D MOL for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

3D SDF for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

3D-SDF for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

PDB for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

3D PDB for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

SMILES for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

INCHI for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

Structure for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

3D Structure for HMDB0244408 (Methyl 2-((3,4-dihydro-3,4-dioxo-1-naphthalenyl)amino)benzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra