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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:02:46 UTC

Update Date

2021-09-26 23:01:17 UTC

HMDB ID

HMDB0250073

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid

Description

1-{3',4'-dichloro-2-fluoro-[1,1'-biphenyl]-4-yl}cyclopropane-1-carboxylic acid belongs to the class of organic compounds known as polychlorinated biphenyls. These are organic compounds containing at least two chlorine atoms attached to either benzene ring of the biphenyl moiety. 1-{3',4'-dichloro-2-fluoro-[1,1'-biphenyl]-4-yl}cyclopropane-1-carboxylic acid is a weakly acidic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(3',4'-dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic 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

HMDB0250073
     RDKit          3D
1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.1880   -1.6344    1.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326   -0.7121    0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427   -0.5201    1.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1552    0.1389   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511    0.0527   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358   -0.0963   -1.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4564   -0.1756   -1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.1073   -0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -0.1971   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    0.4686   -0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642    0.3544   -0.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3482   -0.4322    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0868   -0.5951    0.1589 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -1.1096    0.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700   -2.1301    2.2547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.9794    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791    0.0430    1.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    0.1173    2.2965 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0121    0.1235    1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6374    1.5543   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8655    0.5448   -1.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8393   -0.0929    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4869   -0.1481   -2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9883   -0.2937   -2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132    1.0845   -1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3634    0.8911   -1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -1.4949    1.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789    0.2417    1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192    2.3562   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4939    1.9012    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9094    0.1645   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    0.6822   -2.3733 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
  4 20  1  0
 20 21  1  0
 21  4  1  0
 19  5  1  0
 16  9  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  0
 16 27  1  0
 19 28  1  0
 20 29  1  0
 20 30  1  0
 21 31  1  0
 21 32  1  0
M  END


  Mrv0541 05041405002D          

 21 23  0  0  0  0            999 V2000
   -3.6304    4.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403    3.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5135    4.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1036    5.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3283    1.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5033    1.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    5.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108    2.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8086    4.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3890    2.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3354    4.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    6.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    6.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    3.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4426    2.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158    2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2282    6.8761    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845    7.0199    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5059    3.3533    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431    3.6402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    2.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  1  2  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  7  2  0  0  0  0
 10  2  1  0  0  0  0
 10  8  2  0  0  0  0
 11  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 16  5  1  0  0  0  0
 16  6  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250073

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1(CC1)C1=CC(F)=C(C=C1)C1=CC(Cl)=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H11Cl2FO2/c17-12-4-1-9(7-13(12)18)11-3-2-10(8-14(11)19)16(5-6-16)15(20)21/h1-4,7-8H,5-6H2,(H,20,21)

> <INCHI_KEY>
LIYLTQQDABRNRX-UHFFFAOYSA-N

> <FORMULA>
C16H11Cl2FO2

> <MOLECULAR_WEIGHT>
325.162

> <EXACT_MASS>
324.012013215

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.09028400501481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[4-(3,4-dichlorophenyl)-3-fluorophenyl]cyclopropane-1-carboxylic acid

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
5.244285434

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.892199112381052

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
79.60109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[4-(3,4-dichlorophenyl)-3-fluorophenyl]cyclopropane-1-carboxylic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250073
     RDKit          3D
1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.1880   -1.6344    1.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326   -0.7121    0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427   -0.5201    1.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1552    0.1389   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511    0.0527   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358   -0.0963   -1.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4564   -0.1756   -1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.1073   -0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -0.1971   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    0.4686   -0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642    0.3544   -0.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3482   -0.4322    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0868   -0.5951    0.1589 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -1.1096    0.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700   -2.1301    2.2547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.9794    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791    0.0430    1.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    0.1173    2.2965 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0121    0.1235    1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6374    1.5543   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8655    0.5448   -1.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8393   -0.0929    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4869   -0.1481   -2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9883   -0.2937   -2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132    1.0845   -1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3634    0.8911   -1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -1.4949    1.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789    0.2417    1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192    2.3562   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4939    1.9012    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9094    0.1645   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    0.6822   -2.3733 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
  4 20  1  0
 20 21  1  0
 21  4  1  0
 19  5  1  0
 16  9  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  0
 16 27  1  0
 19 28  1  0
 20 29  1  0
 20 30  1  0
 21 31  1  0
 21 32  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   19  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    4    9                                                       
CONECT    2    3   10                                                       
CONECT    3    2   11                                                       
CONECT    4    1   12                                                       
CONECT    5    6   16                                                       
CONECT    6    5   16                                                       
CONECT    7    9   13                                                       
CONECT    8   10   14                                                       
CONECT    9    1    7   11                                                  
CONECT   10    2    8   16                                                  
CONECT   11    3    9   14                                                  
CONECT   12    4   13   17                                                  
CONECT   13    7   12   18                                                  
CONECT   14    8   11   19                                                  
CONECT   15   16   20   21                                                  
CONECT   16    5    6   10   15                                             
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   15                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0250073
HETATM    1  O1  UNL     1      -3.188  -1.634   1.417  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.833  -0.712   0.851  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.143  -0.520   1.196  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.155   0.139  -0.172  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.651   0.053  -0.143  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.936  -0.096  -1.300  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.456  -0.176  -1.242  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.134  -0.107  -0.047  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.578  -0.197  -0.039  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.390   0.469  -0.947  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.764   0.354  -0.896  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.348  -0.432   0.071  1.00  0.00           C  
HETATM   13 CL1  UNL     1       7.087  -0.595   0.159  1.00  0.00          CL  
HETATM   14  C11 UNL     1       4.587  -1.110   0.991  1.00  0.00           C  
HETATM   15 CL2  UNL     1       5.270  -2.130   2.255  1.00  0.00          CL  
HETATM   16  C12 UNL     1       3.219  -0.979   0.919  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.379   0.043   1.094  1.00  0.00           C  
HETATM   18  F1  UNL     1       0.960   0.117   2.297  1.00  0.00           F  
HETATM   19  C14 UNL     1      -1.012   0.123   1.050  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.637   1.554  -0.304  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.865   0.545  -1.382  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.839  -0.093   0.600  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.487  -0.148  -2.233  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.988  -0.294  -2.176  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.913   1.084  -1.704  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.363   0.891  -1.625  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.572  -1.495   1.624  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.579   0.242   1.971  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.919   2.356  -0.562  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.494   1.901   0.309  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.909   0.165  -1.501  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.362   0.682  -2.373  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   22
CONECT    4    5   20   21
CONECT    5    6    6   19
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   17
CONECT    9   10   10   16
CONECT   10   11   25
CONECT   11   12   12   26
CONECT   12   13   14
CONECT   14   15   16   16
CONECT   16   27
CONECT   17   18   19   19
CONECT   19   28
CONECT   20   21   29   30
CONECT   21   31   32
END

HMDB0250073
     RDKit          3D
1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid
 32 34  0  0  0  0  0  0  0  0999 V2000
   -3.1880   -1.6344    1.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326   -0.7121    0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1427   -0.5201    1.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1552    0.1389   -0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511    0.0527   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358   -0.0963   -1.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4564   -0.1756   -1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -0.1073   -0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779   -0.1971   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904    0.4686   -0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7642    0.3544   -0.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3482   -0.4322    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0868   -0.5951    0.1589 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -1.1096    0.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700   -2.1301    2.2547 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.9794    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791    0.0430    1.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    0.1173    2.2965 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0121    0.1235    1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6374    1.5543   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8655    0.5448   -1.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8393   -0.0929    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4869   -0.1481   -2.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9883   -0.2937   -2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9132    1.0845   -1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3634    0.8911   -1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -1.4949    1.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789    0.2417    1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192    2.3562   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4939    1.9012    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9094    0.1645   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    0.6822   -2.3733 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
  4 20  1  0
 20 21  1  0
 21  4  1  0
 19  5  1  0
 16  9  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 11 26  1  0
 16 27  1  0
 19 28  1  0
 20 29  1  0
 20 30  1  0
 21 31  1  0
 21 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-{3',4'-dichloro-2-fluoro-[1,1'-biphenyl]-4-yl}cyclopropane-1-carboxylate	Generator
1-(3',4'-dichloro-2-fluoro(1,1'-Biphenyl)-4-yl)cyclopropanecarboxylic acid	MeSH

Chemical Formula

C₁₆H₁₁Cl₂FO₂

Average Molecular Weight

325.162

Monoisotopic Molecular Weight

324.012013215

IUPAC Name

1-[4-(3,4-dichlorophenyl)-3-fluorophenyl]cyclopropane-1-carboxylic acid

Traditional Name

1-[4-(3,4-dichlorophenyl)-3-fluorophenyl]cyclopropane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1(CC1)C1=CC(F)=C(C=C1)C1=CC(Cl)=C(Cl)C=C1

InChI Identifier

InChI=1S/C16H11Cl2FO2/c17-12-4-1-9(7-13(12)18)11-3-2-10(8-14(11)19)16(5-6-16)15(20)21/h1-4,7-8H,5-6H2,(H,20,21)

InChI Key

LIYLTQQDABRNRX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polychlorinated biphenyls. These are organic compounds containing at least two chlorine atoms attached to either benzene ring of the biphenyl moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Polychlorinated biphenyls

Alternative Parents

Substituents

Polychlorinated biphenyl
1,2-dichlorobenzene
Chlorobenzene
Fluorobenzene
Halobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Cyclopropanecarboxylic acid
Cyclopropanecarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organofluoride
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organochloride
Organohalogen compound
Organic oxide
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	4.98	ALOGPS
logP	5.24	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	3.89	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	79.6 m³·mol⁻¹	ChemAxon
Polarizability	31.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	174.743	30932474
DeepCCS	[M-H]-	172.385	30932474
DeepCCS	[M-2H]-	205.984	30932474
DeepCCS	[M+Na]+	181.211	30932474
AllCCS	[M+H]+	169.7	32859911
AllCCS	[M+H-H2O]+	166.3	32859911
AllCCS	[M+NH4]+	172.8	32859911
AllCCS	[M+Na]+	173.7	32859911
AllCCS	[M-H]-	164.7	32859911
AllCCS	[M+Na-2H]-	163.9	32859911
AllCCS	[M+HCOO]-	163.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	18.3919 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2548.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	616.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	230.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	388.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	442.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	790.9 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	801.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1633.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	675.0 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	1592.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	578.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	466.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	409.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	288.4 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	12.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid	OC(=O)C1(CC1)C1=CC(F)=C(C=C1)C1=CC(Cl)=C(Cl)C=C1	3571.3	Standard polar	33892256
1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid	OC(=O)C1(CC1)C1=CC(F)=C(C=C1)C1=CC(Cl)=C(Cl)C=C1	2437.4	Standard non polar	33892256
1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid	OC(=O)C1(CC1)C1=CC(F)=C(C=C1)C1=CC(Cl)=C(Cl)C=C1	2491.8	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 - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-1090000000-ef7657e7656cd89a6144	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic 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 - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid 10V, Positive-QTOF	splash10-004i-0069000000-1fa5c3bbfb87ce7f81f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid 20V, Positive-QTOF	splash10-004i-0069000000-a123e0d0705e7d77d82b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid 40V, Positive-QTOF	splash10-004i-0190000000-e0ad90827d9006e28065	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid 10V, Negative-QTOF	splash10-00di-0059000000-e1537e23e105c2b61a69	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid 20V, Negative-QTOF	splash10-00di-0049000000-7fac7a0b18831882da12	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid 40V, Negative-QTOF	splash10-053r-8090000000-bc2f88f1c26fc0c3cfa5	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

9996409

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-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid (HMDB0250073)

MOL for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

3D MOL for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

3D SDF for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

3D-SDF for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

PDB for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

3D PDB for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

SMILES for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

INCHI for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

Structure for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

3D Structure for HMDB0250073 (1-(3',4'-Dichloro-2-fluoro(1,1'-biphenyl)-4-yl)cyclopropanecarboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra