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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:19:31 UTC

Update Date

2021-09-26 23:07:56 UTC

HMDB ID

HMDB0254140

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lobenzarit

Description

2-[(2-carboxyphenyl)amino]-4-chlorobenzoic acid belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. 2-[(2-carboxyphenyl)amino]-4-chlorobenzoic acid 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 ). Lobenzarit is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lobenzarit 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

HMDB0254140
     RDKit          3D
Lobenzarit
 30 31  0  0  0  0  0  0  0  0999 V2000
   -1.4150    0.5644   -2.9020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    0.4234   -2.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    0.4866   -2.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.2088   -0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    0.0283   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084   -0.2155    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -0.2777    1.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -0.1052    1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2259    0.1413   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    0.4223   -0.5791 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2494   -0.0943   -0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.3146    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626   -1.9390    1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -3.4633    1.9916 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5757   -1.3287    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168   -0.1315    0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611    0.5075   -0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058    1.7838   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6628    2.4680   -1.3714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8778    2.3419   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -0.2815   -2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5625    0.0771   -0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6590   -0.3553    1.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.4692    3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -0.1236    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665    1.0325   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3085   -1.8479    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -1.7901    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5445    0.3690    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606    2.8828   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9  4  1  0
 17 11  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
 20 30  1  0
M  END


  Mrv1533004241521502D          

 20 21  0  0  0  0            999 V2000
    1.4289   -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
    2.8579   -2.4750    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
    1.4289   -1.6500    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
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   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
    4.2868   -1.6500    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
    5.7158   -1.6500    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
    5.0013   -2.8875    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
    5.0013   -3.7125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254140

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1NC1=C(C=CC(Cl)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H10ClNO4/c15-8-5-6-10(14(19)20)12(7-8)16-11-4-2-1-3-9(11)13(17)18/h1-7,16H,(H,17,18)(H,19,20)

> <INCHI_KEY>
UGDPYGKWIHHBMB-UHFFFAOYSA-N

> <FORMULA>
C14H10ClNO4

> <MOLECULAR_WEIGHT>
291.69

> <EXACT_MASS>
291.0298355

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.414857475673678

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2-carboxyphenyl)amino]-4-chlorobenzoic acid

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
4.632382083666666

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.11162188746853

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5062629352511

> <JCHEM_PKA_STRONGEST_BASIC>
-4.605685517424658

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
73.86139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lobenzarit

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254140
     RDKit          3D
Lobenzarit
 30 31  0  0  0  0  0  0  0  0999 V2000
   -1.4150    0.5644   -2.9020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    0.4234   -2.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    0.4866   -2.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.2088   -0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    0.0283   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084   -0.2155    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -0.2777    1.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -0.1052    1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2259    0.1413   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    0.4223   -0.5791 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2494   -0.0943   -0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.3146    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626   -1.9390    1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -3.4633    1.9916 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5757   -1.3287    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168   -0.1315    0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611    0.5075   -0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058    1.7838   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6628    2.4680   -1.3714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8778    2.3419   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -0.2815   -2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5625    0.0771   -0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6590   -0.3553    1.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.4692    3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -0.1236    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665    1.0325   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3085   -1.8479    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -1.7901    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5445    0.3690    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606    2.8828   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9  4  1  0
 17 11  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
 20 30  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       6.668  -2.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       9.336  -6.930   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15                                                            
CONECT   18   12   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0254140
HETATM    1  O1  UNL     1      -1.415   0.564  -2.902  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.399   0.423  -2.166  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.646   0.487  -2.826  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.390   0.209  -0.749  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.623   0.028  -0.095  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.708  -0.215   1.254  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.535  -0.278   1.956  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.309  -0.105   1.355  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.226   0.141  -0.018  1.00  0.00           C  
HETATM   10  N1  UNL     1       0.050   0.422  -0.579  1.00  0.00           N  
HETATM   11  C8  UNL     1       1.249  -0.094  -0.036  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.233  -1.315   0.658  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.363  -1.939   1.130  1.00  0.00           C  
HETATM   14 CL1  UNL     1       2.267  -3.463   1.992  1.00  0.00          CL  
HETATM   15  C11 UNL     1       3.576  -1.329   0.904  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.617  -0.132   0.225  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.461   0.508  -0.257  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.606   1.784  -0.931  1.00  0.00           C  
HETATM   19  O3  UNL     1       1.663   2.468  -1.371  1.00  0.00           O  
HETATM   20  O4  UNL     1       3.878   2.342  -1.133  1.00  0.00           O  
HETATM   21  H1  UNL     1      -4.289  -0.282  -2.766  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.563   0.077  -0.648  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.659  -0.355   1.757  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.572  -0.469   3.022  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.405  -0.124   1.980  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.067   1.032  -1.417  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.308  -1.848   0.820  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.498  -1.790   1.261  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.545   0.369   0.032  1.00  0.00           H  
HETATM   30  H10 UNL     1       4.361   2.883  -0.450  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5    5    9
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10
CONECT   10   11   26
CONECT   11   12   12   17
CONECT   12   13   27
CONECT   13   14   15   15
CONECT   15   16   28
CONECT   16   17   17   29
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   30
END

HMDB0254140
     RDKit          3D
Lobenzarit
 30 31  0  0  0  0  0  0  0  0999 V2000
   -1.4150    0.5644   -2.9020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3989    0.4234   -2.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    0.4866   -2.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3902    0.2088   -0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    0.0283   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084   -0.2155    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -0.2777    1.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -0.1052    1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2259    0.1413   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0495    0.4223   -0.5791 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2494   -0.0943   -0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.3146    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626   -1.9390    1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -3.4633    1.9916 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5757   -1.3287    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168   -0.1315    0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4611    0.5075   -0.2566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058    1.7838   -0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6628    2.4680   -1.3714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8778    2.3419   -1.1332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -0.2815   -2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5625    0.0771   -0.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6590   -0.3553    1.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722   -0.4692    3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4049   -0.1236    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665    1.0325   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3085   -1.8479    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -1.7901    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5445    0.3690    0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606    2.8828   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9  4  1  0
 17 11  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
 20 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(2-Carboxyphenyl)amino]-4-chlorobenzoate	Generator

Chemical Formula

C₁₄H₁₀ClNO₄

Average Molecular Weight

291.69

Monoisotopic Molecular Weight

291.0298355

IUPAC Name

2-[(2-carboxyphenyl)amino]-4-chlorobenzoic acid

Traditional Name

lobenzarit

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1NC1=C(C=CC(Cl)=C1)C(O)=O

InChI Identifier

InChI=1S/C14H10ClNO4/c15-8-5-6-10(14(19)20)12(7-8)16-11-4-2-1-3-9(11)13(17)18/h1-7,16H,(H,17,18)(H,19,20)

InChI Key

UGDPYGKWIHHBMB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzoic acids

Alternative Parents

Substituents

Aminobenzoic acid
Halobenzoic acid
4-halobenzoic acid
Halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Benzoic acid
Benzoyl
Aniline or substituted anilines
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Dicarboxylic acid or derivatives
Vinylogous amide
Amino acid
Amino acid or derivatives
Secondary amine
Carboxylic acid
Carboxylic acid derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.11	ALOGPS
logP	4.63	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.86 m³·mol⁻¹	ChemAxon
Polarizability	27.41 Å³	ChemAxon
Number of Rings	2	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+H]+	162.617	30932474
DeepCCS	[M-H]-	160.259	30932474
DeepCCS	[M-2H]-	193.145	30932474
DeepCCS	[M+Na]+	168.71	30932474
AllCCS	[M+H]+	161.8	32859911
AllCCS	[M+H-H2O]+	158.3	32859911
AllCCS	[M+NH4]+	165.0	32859911
AllCCS	[M+Na]+	166.0	32859911
AllCCS	[M-H]-	159.0	32859911
AllCCS	[M+Na-2H]-	158.3	32859911
AllCCS	[M+HCOO]-	157.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.6263 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2025.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	377.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	126.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	209.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	117.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	582.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	693.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	166.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1049.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	413.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1497.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	414.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	461.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	137.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	133.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lobenzarit	OC(=O)C1=CC=CC=C1NC1=C(C=CC(Cl)=C1)C(O)=O	4356.0	Standard polar	33892256
Lobenzarit	OC(=O)C1=CC=CC=C1NC1=C(C=CC(Cl)=C1)C(O)=O	2354.0	Standard non polar	33892256
Lobenzarit	OC(=O)C1=CC=CC=C1NC1=C(C=CC(Cl)=C1)C(O)=O	2663.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lobenzarit,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC(Cl)=CC=C1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2506.3	Semi standard non polar	33892256
Lobenzarit,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC(Cl)=CC=C1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2525.0	Standard non polar	33892256
Lobenzarit,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC(Cl)=CC=C1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2821.3	Standard polar	33892256
Lobenzarit,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC(Cl)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3146.5	Semi standard non polar	33892256
Lobenzarit,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC(Cl)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2998.3	Standard non polar	33892256
Lobenzarit,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC(Cl)=CC=C1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3125.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-0190000000-46bfd4d7dffa7b59a66e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lobenzarit GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	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 - Lobenzarit 10V, Positive-QTOF	splash10-00dl-0090000000-3bdadf2353201081c4f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lobenzarit 20V, Positive-QTOF	splash10-0ab9-0090000000-84ef921f53f452330f7f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lobenzarit 40V, Positive-QTOF	splash10-001i-0090000000-b3737b9d277c19a15512	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lobenzarit 10V, Negative-QTOF	splash10-0udj-0090000000-140cdab7ab6e09a250c6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lobenzarit 20V, Negative-QTOF	splash10-0udi-0090000000-4361847180af07a645c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lobenzarit 40V, Negative-QTOF	splash10-0ufr-0590000000-89cf982719ef441b18eb	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Lobenzarit (HMDB0254140)

MOL for HMDB0254140 (Lobenzarit)

3D MOL for HMDB0254140 (Lobenzarit)

3D SDF for HMDB0254140 (Lobenzarit)

3D-SDF for HMDB0254140 (Lobenzarit)

PDB for HMDB0254140 (Lobenzarit)

3D PDB for HMDB0254140 (Lobenzarit)

SMILES for HMDB0254140 (Lobenzarit)

INCHI for HMDB0254140 (Lobenzarit)

Structure for HMDB0254140 (Lobenzarit)

3D Structure for HMDB0254140 (Lobenzarit)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra