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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 14:57:57 UTC

Update Date

2021-09-26 22:27:12 UTC

HMDB ID

HMDB0242196

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene

Description

(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene, also known as O,p'-DDT or 2-(2-chlorophenyl)-2-(4-chlorophenyl)-1,1,1-trichloroethane, 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 (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene is found, on average, in the highest concentration within milk (cow). This could make (-)-1-chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene. This compound has been identified in human blood as reported by (PMID: 31557052 ). (-)-1-chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 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

HMDB0242196
     RDKit          3D
(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene
 28 29  0  0  0  0  0  0  0  0999 V2000
    4.9486    0.0689    2.3298 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5177    0.0744    1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8733    1.2377    0.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7505    1.2341    0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0403   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070    0.1588   -1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2338    0.1520   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4212   -0.8511    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5477   -0.8535    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    0.1301    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3272    1.1247    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    1.1336   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    2.4007   -1.6307 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.7861   -2.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.5943   -3.4150 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -2.4647   -1.9104 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547   -0.2160   -3.2466 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8460   -1.1062    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -1.1095    0.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2959    2.1649    1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    2.1980   -0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0249    1.1897   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -1.6074    0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858   -1.6386    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3869    0.0831    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487    1.9001    0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -2.0455   -0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.0184    1.1074 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 12  7  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 18 27  1  0
 19 28  1  0
M  END


  Mrv1652304032007352D          

 19 20  0  0  0  0            999 V2000
   -0.7145    2.0625    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
   -1.4289    2.4750    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
   -3.5724    3.7125    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
   -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
   -2.8579    3.3000    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
   -1.4289    3.3000    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
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 Cl  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    5.3625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    4.5375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    4.5375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  3  2  0  0  0  0
 12  4  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 14  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242196

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(C=C1)C(C1=CC=CC=C1Cl)C(Cl)(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C14H9Cl5/c15-10-7-5-9(6-8-10)13(14(17,18)19)11-3-1-2-4-12(11)16/h1-8,13H

> <INCHI_KEY>
CVUGPAFCQJIYDT-UHFFFAOYSA-N

> <FORMULA>
C14H9Cl5

> <MOLECULAR_WEIGHT>
354.486

> <EXACT_MASS>
351.914688823

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
31.821350718115063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-chloro-2-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene

> <ALOGPS_LOGP>
6.60

> <JCHEM_LOGP>
6.4575023993333325

> <ALOGPS_LOGS>
-8.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
85.31569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.76e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-chloro-2-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0242196
     RDKit          3D
(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene
 28 29  0  0  0  0  0  0  0  0999 V2000
    4.9486    0.0689    2.3298 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5177    0.0744    1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8733    1.2377    0.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7505    1.2341    0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0403   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070    0.1588   -1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2338    0.1520   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4212   -0.8511    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5477   -0.8535    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    0.1301    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3272    1.1247    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    1.1336   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    2.4007   -1.6307 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.7861   -2.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.5943   -3.4150 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -2.4647   -1.9104 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547   -0.2160   -3.2466 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8460   -1.1062    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -1.1095    0.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2959    2.1649    1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    2.1980   -0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0249    1.1897   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -1.6074    0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858   -1.6386    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3869    0.0831    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487    1.9001    0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -2.0455   -0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.0184    1.1074 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 12  7  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 18 27  1  0
 19 28  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -9.336   3.850   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0      -1.334   8.470   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0      -4.001  10.010   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0      -2.461   8.470   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0      -5.541   8.470   0.000  0.00  0.00          Cl+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   11                                                       
CONECT    4    2   12                                                       
CONECT    5    7    9                                                       
CONECT    6    8    9                                                       
CONECT    7    5   10                                                       
CONECT    8    6   10                                                       
CONECT    9    5    6   13                                                  
CONECT   10    7    8   15                                                  
CONECT   11    3   12   13                                                  
CONECT   12    4   11   16                                                  
CONECT   13    9   11   14                                                  
CONECT   14   13   17   18   19                                             
CONECT   15   10                                                            
CONECT   16   12                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0242196
HETATM    1 CL1  UNL     1       4.949   0.069   2.330  1.00  0.00          CL  
HETATM    2  C1  UNL     1       3.518   0.074   1.316  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.873   1.238   0.957  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.750   1.234   0.161  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.202   0.040  -0.329  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.007   0.159  -1.165  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.234   0.152  -0.307  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.421  -0.851   0.625  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.548  -0.854   1.405  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.522   0.130   1.292  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.327   1.125   0.362  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.192   1.134  -0.430  1.00  0.00           C  
HETATM   13 CL2  UNL     1      -1.923   2.401  -1.631  1.00  0.00          CL  
HETATM   14  C12 UNL     1      -0.113  -0.786  -2.306  1.00  0.00           C  
HETATM   15 CL3  UNL     1       1.265  -0.594  -3.415  1.00  0.00          CL  
HETATM   16 CL4  UNL     1      -0.369  -2.465  -1.910  1.00  0.00          CL  
HETATM   17 CL5  UNL     1      -1.555  -0.216  -3.247  1.00  0.00          CL  
HETATM   18  C13 UNL     1       1.846  -1.106   0.031  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.971  -1.109   0.828  1.00  0.00           C  
HETATM   20  H1  UNL     1       3.296   2.165   1.335  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.317   2.198  -0.066  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.025   1.190  -1.634  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.649  -1.607   0.697  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.686  -1.639   2.129  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.387   0.083   1.927  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.049   1.900   0.240  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.484  -2.045  -0.302  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.472  -2.018   1.107  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3   19
CONECT    3    4   20
CONECT    4    5    5   21
CONECT    5    6   18
CONECT    6    7   14   22
CONECT    7    8    8   12
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   11   25
CONECT   11   12   12   26
CONECT   12   13
CONECT   14   15   16   17
CONECT   18   19   19   27
CONECT   19   28
END

HMDB0242196
     RDKit          3D
(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene
 28 29  0  0  0  0  0  0  0  0999 V2000
    4.9486    0.0689    2.3298 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5177    0.0744    1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8733    1.2377    0.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7505    1.2341    0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0403   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070    0.1588   -1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2338    0.1520   -0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4212   -0.8511    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5477   -0.8535    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    0.1301    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3272    1.1247    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919    1.1336   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    2.4007   -1.6307 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131   -0.7861   -2.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.5943   -3.4150 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690   -2.4647   -1.9104 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547   -0.2160   -3.2466 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8460   -1.1062    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -1.1095    0.8285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2959    2.1649    1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    2.1980   -0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0249    1.1897   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -1.6074    0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858   -1.6386    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3869    0.0831    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487    1.9001    0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -2.0455   -0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.0184    1.1074 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  5 18  1  0
 18 19  2  0
 19  2  1  0
 12  7  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 18 27  1  0
 19 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
O,P'-DDT	Kegg
2-(2-Chlorophenyl)-2-(4-chlorophenyl)-1,1,1-trichloroethane	Kegg
O,p-DDT	HMDB
1,1,1-Trichloro-2-(2-chlorophenyl)-2-(4-chlorophenyl)ethane	HMDB
O,P'-dichlorodiphenyltrichloroethane	HMDB
2,4'-DDT	HMDB
O,P'-DDT, (R)-isomer	HMDB

Chemical Formula

C₁₄H₉Cl₅

Average Molecular Weight

354.486

Monoisotopic Molecular Weight

351.914688823

IUPAC Name

1-chloro-2-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene

Traditional Name

1-chloro-2-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(C=C1)C(C1=CC=CC=C1Cl)C(Cl)(Cl)Cl

InChI Identifier

InChI=1S/C14H9Cl5/c15-10-7-5-9(6-8-10)13(14(17,18)19)11-3-1-2-4-12(11)16/h1-8,13H

InChI Key

CVUGPAFCQJIYDT-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
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Hydrocarbon derivative
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

diarylmethane (CHEBI:34027 )

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	6.6	ALOGPS
logP	6.46	ChemAxon
logS	-8.1	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.32 m³·mol⁻¹	ChemAxon
Polarizability	31.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	167.694	30932474
DeepCCS	[M-H]-	165.336	30932474
DeepCCS	[M-2H]-	198.222	30932474
DeepCCS	[M+Na]+	173.787	30932474
AllCCS	[M+H]+	165.6	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	144.5	32859911
AllCCS	[M+Na-2H]-	143.7	32859911
AllCCS	[M+HCOO]-	142.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.34 minutes	32390414
Predicted by Siyang on May 30, 2022	25.3808 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3352.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	1000.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	378.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	713.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	463.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1148.4 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	1099.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	509.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2259.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	1004.3 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	2123.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	848.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	707.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	817.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	462.2 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	141.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene	ClC1=CC=C(C=C1)C(C1=CC=CC=C1Cl)C(Cl)(Cl)Cl	3129.5	Standard polar	33892256
(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene	ClC1=CC=C(C=C1)C(C1=CC=CC=C1Cl)C(Cl)(Cl)Cl	2260.9	Standard non polar	33892256
(-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene	ClC1=CC=C(C=C1)C(C1=CC=CC=C1Cl)C(Cl)(Cl)Cl	2281.6	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 - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-2392000000-a8a0544694e39d6ea0c1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-000i-1490000000-cbd1d026223f44bf4594	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 10V, Positive-QTOF	splash10-0udi-0009000000-b3d1428ff909538e6d29	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 20V, Positive-QTOF	splash10-0udi-0009000000-858fddcfd4fab7a0c23e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 40V, Positive-QTOF	splash10-014i-0039000000-04ea21cd239ca4d3cbef	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 10V, Negative-QTOF	splash10-0udi-0009000000-503c1f8788c6431fa214	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 20V, Negative-QTOF	splash10-0udi-0009000000-189527111b16976360f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 40V, Negative-QTOF	splash10-03di-0019000000-e62775a4a03f14c4750d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 10V, Positive-QTOF	splash10-0udi-0009000000-dd77118949b674041bd9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 20V, Positive-QTOF	splash10-0udi-0009000000-dd77118949b674041bd9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 40V, Positive-QTOF	splash10-0uy3-0094000000-bca379e9ad2010d54630	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 10V, Negative-QTOF	splash10-0udi-0009000000-17d9b4a570d431baa8a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 20V, Negative-QTOF	splash10-0udi-0009000000-17d9b4a570d431baa8a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene 40V, Negative-QTOF	splash10-0uxr-0649000000-3d4c624f57c92fd854a6	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB097415

KNApSAcK ID

Not Available

Chemspider ID

12543

KEGG Compound ID

C14187

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13089

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 (-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene (HMDB0242196)

MOL for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

3D MOL for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

3D SDF for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

3D-SDF for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

PDB for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

3D PDB for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

SMILES for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

INCHI for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

Structure for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

3D Structure for HMDB0242196 ((-)-1-Chloro-2-(2,2,2-trichloro-1-(4-chlorophenyl)ethyl)benzene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra