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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:45:26 UTC

Update Date

2021-09-26 22:59:59 UTC

HMDB ID

HMDB0249252

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bis(4-chlorophenyl)acetic acid

Description

bis(4-chlorophenyl)acetic acid, also known as DDA or dichlorodiphenylacetate, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. bis(4-chlorophenyl)acetic acid is a weakly acidic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Bis(4-chlorophenyl)acetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bis(4-chlorophenyl)acetic acid 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

HMDB0249252
     RDKit          3D
Bis(4-chlorophenyl)acetic acid
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.1458   -0.9314    3.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0723   -0.1600    2.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    1.1871    2.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.7225    0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -0.2871    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -1.2513   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -0.8900   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5526    0.4353   -1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262    0.9019   -1.8807 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    1.3914   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5960    1.0162    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2203   -0.3980    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997    0.8369    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9278    1.1551   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    0.1506   -1.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8877    0.4596   -2.3275 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8960   -1.1108   -1.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -1.3901   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    1.6434    3.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -1.8580    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7526   -2.2839   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8009   -1.6691   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293    2.4489   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9916    1.8119    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933    1.6119    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.1464   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.8607   -2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3473   -2.3837   -0.6480 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11  5  1  0
 18 12  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 14 26  1  0
 17 27  1  0
 18 28  1  0
M  END


  Mrv1572004221604052D          

 18 19  0  0  0  0            999 V2000
    0.0000    2.4750    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
   -0.0000   -0.0000    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    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
   -0.7145    1.2375    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
   -0.7145    4.5375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 Cl  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
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  2  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249252

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H10Cl2O2/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8,13H,(H,17,18)

> <INCHI_KEY>
YIOCIFXUGBYCJR-UHFFFAOYSA-N

> <FORMULA>
C14H10Cl2O2

> <MOLECULAR_WEIGHT>
281.13

> <EXACT_MASS>
280.005785

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
27.198544579833186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2-bis(4-chlorophenyl)acetic acid

> <ALOGPS_LOGP>
4.34

> <JCHEM_LOGP>
4.495873709

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7562049866543816

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
71.6447

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bis(4-chlorophenyl)acetic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249252
     RDKit          3D
Bis(4-chlorophenyl)acetic acid
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.1458   -0.9314    3.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0723   -0.1600    2.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    1.1871    2.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.7225    0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -0.2871    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -1.2513   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -0.8900   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5526    0.4353   -1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262    0.9019   -1.8807 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    1.3914   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5960    1.0162    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2203   -0.3980    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997    0.8369    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9278    1.1551   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    0.1506   -1.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8877    0.4596   -2.3275 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8960   -1.1108   -1.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -1.3901   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    1.6434    3.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -1.8580    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7526   -2.2839   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8009   -1.6691   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293    2.4489   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9916    1.8119    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933    1.6119    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.1464   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.8607   -2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3473   -2.3837   -0.6480 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11  5  1  0
 18 12  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 14 26  1  0
 17 27  1  0
 18 28  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   4.620   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -0.000   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      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -1.334   8.470   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   17  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    5    9                                                       
CONECT    2    6    9                                                       
CONECT    3    7   10                                                       
CONECT    4    8   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    1    2   13                                                  
CONECT   10    3    4   13                                                  
CONECT   11    5    6   15                                                  
CONECT   12    7    8   16                                                  
CONECT   13    9   10   14                                                  
CONECT   14   13   17   18                                                  
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0249252
HETATM    1  O1  UNL     1      -0.146  -0.931   3.355  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.072  -0.160   2.351  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.040   1.187   2.581  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.025  -0.723   0.999  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.234  -0.287   0.294  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.054  -1.251  -0.302  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.191  -0.890  -0.953  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.553   0.435  -1.036  1.00  0.00           C  
HETATM    9 CL1  UNL     1       5.026   0.902  -1.881  1.00  0.00          CL  
HETATM   10  C7  UNL     1       2.757   1.391  -0.456  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.596   1.016   0.208  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.220  -0.398   0.192  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.800   0.837   0.204  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.928   1.155  -0.550  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.455   0.151  -1.334  1.00  0.00           C  
HETATM   16 CL2  UNL     1      -4.888   0.460  -2.327  1.00  0.00          CL  
HETATM   17  C13 UNL     1      -2.896  -1.111  -1.372  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.781  -1.390  -0.613  1.00  0.00           C  
HETATM   19  H1  UNL     1      -0.293   1.643   3.442  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.018  -1.858   1.060  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.753  -2.284  -0.226  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.801  -1.669  -1.403  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.029   2.449  -0.513  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.992   1.812   0.649  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.393   1.612   0.804  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.356   2.146  -0.512  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.362  -1.861  -2.013  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.347  -2.384  -0.648  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5   12   20
CONECT    5    6    6   11
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8    9   10
CONECT   10   11   11   23
CONECT   11   24
CONECT   12   13   13   18
CONECT   13   14   25
CONECT   14   15   15   26
CONECT   15   16   17
CONECT   17   18   18   27
CONECT   18   28
END

HMDB0249252
     RDKit          3D
Bis(4-chlorophenyl)acetic acid
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.1458   -0.9314    3.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0723   -0.1600    2.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    1.1871    2.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0250   -0.7225    0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340   -0.2871    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538   -1.2513   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907   -0.8900   -0.9535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5526    0.4353   -1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262    0.9019   -1.8807 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    1.3914   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5960    1.0162    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2203   -0.3980    0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7997    0.8369    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9278    1.1551   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    0.1506   -1.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8877    0.4596   -2.3275 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8960   -1.1108   -1.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -1.3901   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    1.6434    3.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -1.8580    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7526   -2.2839   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8009   -1.6691   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0293    2.4489   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9916    1.8119    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3933    1.6119    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559    2.1464   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.8607   -2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3473   -2.3837   -0.6480 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 11  5  1  0
 18 12  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 14 26  1  0
 17 27  1  0
 18 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2-Bis(4-chlorophenyl)acetic acid	ChEBI
2,2-Bis(p-chlorophenyl)acetic acid	ChEBI
Bis(p-chlorophenyl)acetic acid	ChEBI
Bis(p-chlorphenyl)essigsaeure	ChEBI
DDA	ChEBI
Di(p-chlorophenyl)acetic acid	ChEBI
Dichlorodiphenylacetic acid	ChEBI
p,P'-dda	ChEBI
p,P'-dichlorodiphenylacetic acid	ChEBI
2,2-Bis(4-chlorophenyl)acetate	Generator
2,2-Bis(p-chlorophenyl)acetate	Generator
Bis(p-chlorophenyl)acetate	Generator
Di(p-chlorophenyl)acetate	Generator
Dichlorodiphenylacetate	Generator
p,P'-dichlorodiphenylacetate	Generator
Bis(4-chlorophenyl)acetate	Generator
Bis(p-chlorophenyl)acetic acid, potassium salt	MeSH
Bis(p-chlorophenyl)acetic acid, sodium salt	MeSH
Bis(p-chlorophenyl)acetic acid, 14C-labeled	MeSH

Chemical Formula

C₁₄H₁₀Cl₂O₂

Average Molecular Weight

281.13

Monoisotopic Molecular Weight

280.005785

IUPAC Name

2,2-bis(4-chlorophenyl)acetic acid

Traditional Name

bis(4-chlorophenyl)acetic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H10Cl2O2/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8,13H,(H,17,18)

InChI Key

YIOCIFXUGBYCJR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organochloride
Organic oxide
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:28139 )
monochlorobenzenes (CHEBI:28139 )

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	4.34	ALOGPS
logP	4.5	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.64 m³·mol⁻¹	ChemAxon
Polarizability	27.2 Å³	ChemAxon
Number of Rings	2	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+H]+	162.845	30932474
DeepCCS	[M-H]-	160.45	30932474
DeepCCS	[M-2H]-	193.351	30932474
DeepCCS	[M+Na]+	168.841	30932474
AllCCS	[M+H]+	158.5	32859911
AllCCS	[M+H-H2O]+	154.7	32859911
AllCCS	[M+NH4]+	162.0	32859911
AllCCS	[M+Na]+	163.0	32859911
AllCCS	[M-H]-	154.2	32859911
AllCCS	[M+Na-2H]-	153.8	32859911
AllCCS	[M+HCOO]-	153.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.8013 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2086.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	527.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	202.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	345.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	706.6 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	672.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	215.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1429.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	634.0 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	1477.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	508.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	448.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	473.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	224.4 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	20.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bis(4-chlorophenyl)acetic acid	OC(=O)C(C1=CC=C(Cl)C=C1)C1=CC=C(Cl)C=C1	3938.5	Standard polar	33892256
Bis(4-chlorophenyl)acetic acid	OC(=O)C(C1=CC=C(Cl)C=C1)C1=CC=C(Cl)C=C1	2254.2	Standard non polar	33892256
Bis(4-chlorophenyl)acetic acid	OC(=O)C(C1=CC=C(Cl)C=C1)C1=CC=C(Cl)C=C1	2233.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(4-chlorophenyl)acetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0090000000-57990608adf3c433baa1	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(4-chlorophenyl)acetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(4-chlorophenyl)acetic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(4-chlorophenyl)acetic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Bis(4-chlorophenyl)acetic acid 10V, Positive-QTOF	splash10-001i-0090000000-b03d77b69de6a6bbd4a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 20V, Positive-QTOF	splash10-03e9-0090000000-a56838e19c903ad16937	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 40V, Positive-QTOF	splash10-01p9-0390000000-a34a1a8fead71127faa4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 10V, Negative-QTOF	splash10-004r-0090000000-cdd422482628d3a23dda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 20V, Negative-QTOF	splash10-000i-0090000000-83202dd2a7f8e121d447	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 40V, Negative-QTOF	splash10-000i-0090000000-fedd37f14bb5cb067d97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 10V, Positive-QTOF	splash10-000i-0090000000-984a1d1489f998fec43c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 20V, Positive-QTOF	splash10-000i-0090000000-115090141d773a0ace51	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 40V, Positive-QTOF	splash10-000i-0090000000-42df1490675024bae243	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 10V, Negative-QTOF	splash10-002r-0090000000-7d327dcbf6c3ecd400c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 20V, Negative-QTOF	splash10-000i-0090000000-d30e0255da2cc437da1b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(4-chlorophenyl)acetic acid 40V, Negative-QTOF	splash10-000i-0190000000-cb99e83779f8f976f9ce	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

C06640

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6730

PDB ID

Not Available

ChEBI ID

28139

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 Bis(4-chlorophenyl)acetic acid (HMDB0249252)

MOL for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

3D MOL for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

3D SDF for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

3D-SDF for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

PDB for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

3D PDB for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

SMILES for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

INCHI for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

Structure for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

3D Structure for HMDB0249252 (Bis(4-chlorophenyl)acetic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra