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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:04:08 UTC

Update Date

2021-09-26 23:01:20 UTC

HMDB ID

HMDB0250096

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chlorfenvinphos

Description

chlorfenvinfos belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. Based on a literature review very few articles have been published on chlorfenvinfos. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlorfenvinphos is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlorfenvinphos 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

HMDB0250096
     RDKit          3D
Chlorfenvinphos
 34 34  0  0  0  0  0  0  0  0999 V2000
   -2.0897   -3.2996    0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2710   -1.8680    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0229   -1.4429   -0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.1360   -0.6474 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3385    0.1241   -2.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812    0.8680   -0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341    2.2074   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334    2.9675    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1580    1.0524   -0.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655    0.4909    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    0.3929    1.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468    0.9608    2.3892 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4214    0.1146    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366    0.3339   -1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489    0.0387   -2.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7149   -0.5122   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1703   -0.9187   -2.2395 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6623   -0.7520   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5099   -0.4350    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.7539    2.4282 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498   -3.3266    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -3.8698    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0882   -3.8000    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5547   -1.2108    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598   -1.7891   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232    2.7147   -0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5338    2.2309   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624    2.9127   -0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    4.0349    0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    2.5927    1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062    0.0008    2.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6956    0.7700   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    0.2220   -3.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5008   -1.1876    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

  Mrv1652304061700072D          

 20 20  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
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 Cl  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
    2.1434    1.2375    0.0000 Cl  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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Cl  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
    0.0000    0.8250    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250096

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=O)(OCC)OC(=CCl)C1=C(Cl)C=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14Cl3O4P/c1-3-17-20(16,18-4-2)19-12(8-13)10-6-5-9(14)7-11(10)15/h5-8H,3-4H2,1-2H3

> <INCHI_KEY>
FSAVDKDHPDSCTO-UHFFFAOYSA-N

> <FORMULA>
C12H14Cl3O4P

> <MOLECULAR_WEIGHT>
359.56

> <EXACT_MASS>
357.969529

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
31.853174993876667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-1-(2,4-dichlorophenyl)ethenyl diethyl phosphate

> <ALOGPS_LOGP>
4.05

> <JCHEM_LOGP>
4.297360073666667

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.172932406479811

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
81.38250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlorfenvinphos

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250096
     RDKit          3D
Chlorfenvinphos
 34 34  0  0  0  0  0  0  0  0999 V2000
   -2.0897   -3.2996    0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2710   -1.8680    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0229   -1.4429   -0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.1360   -0.6474 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3385    0.1241   -2.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812    0.8680   -0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341    2.2074   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334    2.9675    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1580    1.0524   -0.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655    0.4909    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    0.3929    1.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468    0.9608    2.3892 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4214    0.1146    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366    0.3339   -1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489    0.0387   -2.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7149   -0.5122   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1703   -0.9187   -2.2395 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6623   -0.7520   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5099   -0.4350    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.7539    2.4282 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498   -3.3266    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -3.8698    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0882   -3.8000    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5547   -1.2108    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598   -1.7891   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232    2.7147   -0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5338    2.2309   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624    2.9127   -0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    4.0349    0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    2.5927    1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062    0.0008    2.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6956    0.7700   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    0.2220   -3.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5008   -1.1876    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 06-APR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-17         0                                  
HETATM    1  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM    4  P   UNK     0       0.000   6.160   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      -1.540   6.160   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       1.540   6.160   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.310   7.494   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.850   7.494   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0       4.001   3.850   0.000  0.00  0.00          Cl+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       4.001   2.310   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6    9                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   20                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0250097
HETATM    1  C1  UNL     1      -1.899   3.410   0.222  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.978   2.003  -0.322  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.012   1.177   0.289  1.00  0.00           O  
HETATM    4  P1  UNL     1      -1.100  -0.381  -0.314  1.00  0.00           P  
HETATM    5  O2  UNL     1      -1.351  -0.264  -1.821  1.00  0.00           O  
HETATM    6  O3  UNL     1      -2.441  -1.223   0.308  1.00  0.00           O  
HETATM    7  C3  UNL     1      -2.957  -2.103  -0.656  1.00  0.00           C  
HETATM    8  C4  UNL     1      -4.131  -2.819  -0.066  1.00  0.00           C  
HETATM    9  O4  UNL     1       0.311  -1.273  -0.101  1.00  0.00           O  
HETATM   10  C5  UNL     1       1.294  -0.951   0.866  1.00  0.00           C  
HETATM   11  C6  UNL     1       1.009  -1.280   2.077  1.00  0.00           C  
HETATM   12 CL1  UNL     1      -0.581  -2.089   2.327  1.00  0.00          CL  
HETATM   13  C7  UNL     1       2.486  -0.298   0.384  1.00  0.00           C  
HETATM   14  C8  UNL     1       2.610  -0.019  -0.998  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.697   0.594  -1.553  1.00  0.00           C  
HETATM   16  C10 UNL     1       4.758   0.984  -0.777  1.00  0.00           C  
HETATM   17 CL2  UNL     1       6.158   1.777  -1.507  1.00  0.00          CL  
HETATM   18  C11 UNL     1       4.687   0.739   0.561  1.00  0.00           C  
HETATM   19  C12 UNL     1       3.567   0.108   1.123  1.00  0.00           C  
HETATM   20 CL3  UNL     1       3.582  -0.160   2.865  1.00  0.00          CL  
HETATM   21  H1  UNL     1      -1.116   3.973  -0.326  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.869   3.916   0.038  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.699   3.419   1.312  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.840   2.050  -1.418  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.007   1.632  -0.081  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.168  -2.821  -0.979  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.299  -1.515  -1.525  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.817  -3.820   0.273  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.565  -2.190   0.724  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.925  -2.923  -0.849  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.574  -1.150   2.979  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.768  -0.328  -1.623  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.748   0.788  -2.623  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.507   1.036   1.191  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4
CONECT    4    5    5    6    9
CONECT    6    7
CONECT    7    8   26   27
CONECT    8   28   29   30
CONECT    9   10
CONECT   10   11   11   13
CONECT   11   12   31
CONECT   13   14   14   19
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17   18
CONECT   18   19   19   34
CONECT   19   20
END

HMDB0250096
     RDKit          3D
Chlorfenvinphos
 34 34  0  0  0  0  0  0  0  0999 V2000
   -2.0897   -3.2996    0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2710   -1.8680    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0229   -1.4429   -0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.1360   -0.6474 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3385    0.1241   -2.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812    0.8680   -0.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341    2.2074   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334    2.9675    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1580    1.0524   -0.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655    0.4909    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    0.3929    1.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468    0.9608    2.3892 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4214    0.1146    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366    0.3339   -1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489    0.0387   -2.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7149   -0.5122   -1.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1703   -0.9187   -2.2395 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6623   -0.7520   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5099   -0.4350    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.7539    2.4282 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498   -3.3266    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -3.8698    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0882   -3.8000    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5547   -1.2108    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598   -1.7891   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232    2.7147   -0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5338    2.2309   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624    2.9127   -0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    4.0349    0.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0451    2.5927    1.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062    0.0008    2.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6956    0.7700   -1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    0.2220   -3.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5008   -1.1876    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Dichloro-alpha-(chloromethylene)benzyl diethyl phosphate	ChEBI
2-Chloro-1-(2,4-dichlorophenyl)vinyl diethyl phosphate	ChEBI
beta-2-Chloro-1-(2',4'-dichlorophenyl) vinyl diethylphosphate	ChEBI
Chlorfenvinphos	ChEBI
Diethyl 1-(2,4-dichlorophenyl)-2-chlorovinyl phosphate	ChEBI
Phosphoric acid, 2-chloro-1-(2,4-dichlorophenyl)ethenyl diethyl ester	ChEBI
2,4-Dichloro-a-(chloromethylene)benzyl diethyl phosphate	Generator
2,4-Dichloro-a-(chloromethylene)benzyl diethyl phosphoric acid	Generator
2,4-Dichloro-alpha-(chloromethylene)benzyl diethyl phosphoric acid	Generator
2,4-Dichloro-α-(chloromethylene)benzyl diethyl phosphate	Generator
2,4-Dichloro-α-(chloromethylene)benzyl diethyl phosphoric acid	Generator
2-Chloro-1-(2,4-dichlorophenyl)vinyl diethyl phosphoric acid	Generator
b-2-Chloro-1-(2',4'-dichlorophenyl) vinyl diethylphosphate	Generator
b-2-Chloro-1-(2',4'-dichlorophenyl) vinyl diethylphosphoric acid	Generator
beta-2-Chloro-1-(2',4'-dichlorophenyl) vinyl diethylphosphoric acid	Generator
Β-2-chloro-1-(2',4'-dichlorophenyl) vinyl diethylphosphate	Generator
Β-2-chloro-1-(2',4'-dichlorophenyl) vinyl diethylphosphoric acid	Generator
Diethyl 1-(2,4-dichlorophenyl)-2-chlorovinyl phosphoric acid	Generator
Phosphate, 2-chloro-1-(2,4-dichlorophenyl)ethenyl diethyl ester	Generator

Chemical Formula

C₁₂H₁₄Cl₃O₄P

Average Molecular Weight

359.56

Monoisotopic Molecular Weight

357.969529

IUPAC Name

2-chloro-1-(2,4-dichlorophenyl)ethenyl diethyl phosphate

Traditional Name

chlorfenvinphos

CAS Registry Number

Not Available

SMILES

CCOP(=O)(OCC)OC(=CCl)C1=C(Cl)C=C(Cl)C=C1

InChI Identifier

InChI=1S/C12H14Cl3O4P/c1-3-17-20(16,18-4-2)19-12(8-13)10-6-5-9(14)7-11(10)15/h5-8H,3-4H2,1-2H3

InChI Key

FSAVDKDHPDSCTO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

1,3-dichlorobenzene
Styrene
Dialkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Aryl halide
Aryl chloride
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Organic oxide
Organooxygen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organochlorine insecticide (CHEBI:38598 )
dichlorobenzene (CHEBI:38598 )
organic phosphate (CHEBI:38598 )
organochlorine acaricide (CHEBI:38598 )
organophosphate insecticide (CHEBI:38598 )

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	4.05	ALOGPS
logP	4.3	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-9.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	81.38 m³·mol⁻¹	ChemAxon
Polarizability	31.85 Å³	ChemAxon
Number of Rings	1	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]+	173.222	30932474
DeepCCS	[M-H]-	170.864	30932474
DeepCCS	[M-2H]-	203.751	30932474
DeepCCS	[M+Na]+	179.316	30932474
AllCCS	[M+H]+	172.1	32859911
AllCCS	[M+H-H2O]+	169.3	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.3	32859911
AllCCS	[M-H]-	165.4	32859911
AllCCS	[M+Na-2H]-	165.5	32859911
AllCCS	[M+HCOO]-	165.8	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorfenvinphos GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fmi-3849000000-9c18845bf96a751192d0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorfenvinphos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlorfenvinphos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 30V, Positive-QTOF	splash10-0pvi-0790000000-45e65f17dbbef8d69bfe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 55V, Positive-QTOF	splash10-0a4i-0902000000-10232107b9bc370b34c4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 35V, Positive-QTOF	splash10-0a4i-0902000000-b1bc4cfb24fd18dd830b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 40V, Positive-QTOF	splash10-014i-0930000000-8210b3f21b8ab38691cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 10V, Positive-QTOF	splash10-0a4i-0809000000-0bdc11b8070afe245131	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 20V, Positive-QTOF	splash10-0a4i-0950000000-e42e217f6c6a8a6431f4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 50V, Positive-QTOF	splash10-014i-0900000000-e3b5f6dd774a0adbe4a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 80V, Positive-QTOF	splash10-0002-9000000000-f58a19e289797fae2ef6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 55V, Positive-QTOF	splash10-0002-9030000000-264cdf6842d160bda612	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 15V, Positive-QTOF	splash10-0a4i-0900000000-9722797ceb4347e98961	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 45V, Positive-QTOF	splash10-0002-9220000000-91091731392010279d2e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 30V, Positive-QTOF	splash10-0kdj-4930000000-f5a43e57a97d2fc116ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 90V, Positive-QTOF	splash10-00kb-9800000000-274575ab234c23f0cdeb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 10V, Positive-QTOF	splash10-0a4i-0809000000-e8a2ceb27d3cee1fdcaa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 75V, Positive-QTOF	splash10-00kb-9700000000-0f49521c92f8f199e149	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 60V, Positive-QTOF	splash10-00kb-9600000000-de199899cc8da9ae2651	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlorfenvinphos 75V, Positive-QTOF	splash10-00kb-9700000000-e8ce5d4aa6eec1b2cccc	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorfenvinphos 10V, Positive-QTOF	splash10-056r-0905000000-b9413c1ee44649599ee5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorfenvinphos 20V, Positive-QTOF	splash10-004i-0902000000-1b8c7791cd8fdd3d984e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorfenvinphos 40V, Positive-QTOF	splash10-0udi-0290000000-1e7053c2257a85c3df77	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorfenvinphos 10V, Negative-QTOF	splash10-0a6r-0119000000-411e24b77293ba207acd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorfenvinphos 20V, Negative-QTOF	splash10-0pe9-0933000000-a2de6c4fc1a0f9069bc6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlorfenvinphos 40V, Negative-QTOF	splash10-0a4i-1900000000-7a0f9144f8a468e55ecf	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

9703

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlorfenvinphos

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

38598

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 Chlorfenvinphos (HMDB0250096)

MOL for HMDB0250096 (Chlorfenvinphos)

3D MOL for HMDB0250096 (Chlorfenvinphos)

3D SDF for HMDB0250096 (Chlorfenvinphos)

3D-SDF for HMDB0250096 (Chlorfenvinphos)

PDB for HMDB0250096 (Chlorfenvinphos)

3D PDB for HMDB0250096 (Chlorfenvinphos)

SMILES for HMDB0250096 (Chlorfenvinphos)

INCHI for HMDB0250096 (Chlorfenvinphos)

Structure for HMDB0250096 (Chlorfenvinphos)

3D Structure for HMDB0250096 (Chlorfenvinphos)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra