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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:03:22 UTC

Update Date

2021-09-26 22:53:03 UTC

HMDB ID

HMDB0244935

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid

Description

2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid, also known as 4-CPHOC, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic 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

HMDB0244935
     RDKit          3D
2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -6.5983   -0.0264   -0.9514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0579   -0.6406   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8299   -1.4474    0.8025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043   -0.4791    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8062    0.1483   -0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860    0.2094   -0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    0.7928   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.7424   -0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0386    1.2713   -1.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407    1.1673   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6091   -0.1674   -0.5416 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780   -0.4066    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6355    0.6052    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701    0.3695    1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0674   -0.9093    1.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5208   -1.2191    2.5483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2425   -1.9546    1.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986   -1.6934    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320   -0.4143    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562   -1.5884    0.8358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6967   -1.4083    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853    1.1238   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9628   -0.4387   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.8168   -0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    0.9021    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763    1.8690   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4194    0.2659   -2.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -0.2894   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    1.3784    0.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1782    0.6046   -2.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563    2.3052   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057    1.5083   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780    1.7658    0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4002    1.6327    0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4209    1.1851    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5178   -2.9642    1.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408   -2.5007    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.4728    2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1860   -0.0096    1.9459 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  4 19  1  0
 19 20  1  0
 20  4  1  0
 18 12  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
M  END

  Mrv1652309112100032D          

 20 21  0  0  0  0            999 V2000
   -2.0715   -3.7156    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
   -2.8192   -4.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    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   -4.9500    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
    1.4289   -4.9500    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
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    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
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2867   -5.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6547   -5.8803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0619   -5.6321    0.0000 O   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
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244935

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1(CCCCCCOC2=CC=C(Cl)C=C2)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C15H19ClO4/c16-12-5-7-13(8-6-12)19-10-4-2-1-3-9-15(11-20-15)14(17)18/h5-8H,1-4,9-11H2,(H,17,18)

> <INCHI_KEY>
NWSIRTXVYBEURF-UHFFFAOYSA-N

> <FORMULA>
C15H19ClO4

> <MOLECULAR_WEIGHT>
298.76

> <EXACT_MASS>
298.0971868

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.622287217167685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.878044707333333

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7363098209206496

> <JCHEM_PKA_STRONGEST_BASIC>
-4.172451586359294

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
75.50809999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244935
     RDKit          3D
2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -6.5983   -0.0264   -0.9514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0579   -0.6406   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8299   -1.4474    0.8025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043   -0.4791    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8062    0.1483   -0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860    0.2094   -0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    0.7928   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.7424   -0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0386    1.2713   -1.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407    1.1673   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6091   -0.1674   -0.5416 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780   -0.4066    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6355    0.6052    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701    0.3695    1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0674   -0.9093    1.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5208   -1.2191    2.5483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2425   -1.9546    1.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986   -1.6934    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320   -0.4143    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562   -1.5884    0.8358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6967   -1.4083    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853    1.1238   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9628   -0.4387   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.8168   -0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    0.9021    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763    1.8690   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4194    0.2659   -2.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -0.2894   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    1.3784    0.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1782    0.6046   -2.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563    2.3052   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057    1.5083   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780    1.7658    0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4002    1.6327    0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4209    1.1851    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5178   -2.9642    1.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408   -2.5007    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.4728    2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1860   -0.0096    1.9459 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  4 19  1  0
 19 20  1  0
 20  4  1  0
 18 12  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -3.867  -6.936   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.263  -7.587   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      10.669  -6.160   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0      -4.268  -9.987   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.089 -10.976   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.716 -10.513   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    3    4   18                                             
CONECT    3    2    1                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18    2   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0244935
HETATM    1  O1  UNL     1      -6.598  -0.026  -0.951  1.00  0.00           O  
HETATM    2  C1  UNL     1      -6.058  -0.641  -0.007  1.00  0.00           C  
HETATM    3  O2  UNL     1      -6.830  -1.447   0.803  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.604  -0.479   0.210  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.806   0.148  -0.939  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.386   0.209  -0.501  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.433   0.793  -1.523  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.079   0.742  -0.843  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.039   1.271  -1.693  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.341   1.167  -0.899  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.609  -0.167  -0.542  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.778  -0.407   0.192  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.636   0.605   0.554  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.770   0.369   1.267  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.067  -0.909   1.635  1.00  0.00           C  
HETATM   16 CL1  UNL     1       7.521  -1.219   2.548  1.00  0.00          CL  
HETATM   17  C13 UNL     1       5.242  -1.955   1.298  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.099  -1.693   0.576  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.132  -0.414   1.595  1.00  0.00           C  
HETATM   20  O4  UNL     1      -3.956  -1.588   0.836  1.00  0.00           O  
HETATM   21  H1  UNL     1      -6.697  -1.408   1.807  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.285   1.124  -1.124  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.963  -0.439  -1.880  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.050  -0.817  -0.278  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.333   0.902   0.373  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.676   1.869  -1.667  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.419   0.266  -2.479  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.085  -0.289  -0.504  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.098   1.378   0.086  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.178   0.605  -2.568  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.856   2.305  -1.985  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.206   1.508  -1.504  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.278   1.766   0.023  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.400   1.633   0.260  1.00  0.00           H  
HETATM   35  H15 UNL     1       6.421   1.185   1.533  1.00  0.00           H  
HETATM   36  H16 UNL     1       5.518  -2.964   1.613  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.441  -2.501   0.303  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.894  -0.473   2.425  1.00  0.00           H  
HETATM   39  H19 UNL     1      -3.186  -0.010   1.946  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   19   20
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16   17
CONECT   17   18   18   36
CONECT   18   37
CONECT   19   20   38   39
END

HMDB0244935
     RDKit          3D
2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid
 39 40  0  0  0  0  0  0  0  0999 V2000
   -6.5983   -0.0264   -0.9514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0579   -0.6406   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8299   -1.4474    0.8025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6043   -0.4791    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8062    0.1483   -0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860    0.2094   -0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4330    0.7928   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.7424   -0.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0386    1.2713   -1.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407    1.1673   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6091   -0.1674   -0.5416 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780   -0.4066    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6355    0.6052    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701    0.3695    1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0674   -0.9093    1.6349 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5208   -1.2191    2.5483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2425   -1.9546    1.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0986   -1.6934    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320   -0.4143    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562   -1.5884    0.8358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6967   -1.4083    1.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853    1.1238   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9628   -0.4387   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.8168   -0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    0.9021    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6763    1.8690   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4194    0.2659   -2.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -0.2894   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    1.3784    0.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1782    0.6046   -2.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563    2.3052   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057    1.5083   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780    1.7658    0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4002    1.6327    0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4209    1.1851    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5178   -2.9642    1.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408   -2.5007    0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.4728    2.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1860   -0.0096    1.9459 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  4 19  1  0
 19 20  1  0
 20  4  1  0
 18 12  1  0
  3 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylate	Generator
4-CPHOC	HMDB

Chemical Formula

C₁₅H₁₉ClO₄

Average Molecular Weight

298.76

Monoisotopic Molecular Weight

298.0971868

IUPAC Name

2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid

Traditional Name

2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1(CCCCCCOC2=CC=C(Cl)C=C2)CO1

InChI Identifier

InChI=1S/C15H19ClO4/c16-12-5-7-13(8-6-12)19-10-4-2-1-3-9-15(11-20-15)14(17)18/h5-8H,1-4,9-11H2,(H,17,18)

InChI Key

NWSIRTXVYBEURF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Medium-chain fatty acid
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Halogenated fatty acid
Heterocyclic fatty acid
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Fatty acyl
Fatty acid
Oxirane carboxylic acid or derivatives
Oxirane carboxylic acid
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organochloride
Organohalogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.66	ALOGPS
logP	3.88	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	75.51 m³·mol⁻¹	ChemAxon
Polarizability	31.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.53	30932474
DeepCCS	[M-H]-	167.172	30932474
DeepCCS	[M-2H]-	200.839	30932474
DeepCCS	[M+Na]+	175.967	30932474
AllCCS	[M+H]+	167.8	32859911
AllCCS	[M+H-H2O]+	164.4	32859911
AllCCS	[M+NH4]+	170.9	32859911
AllCCS	[M+Na]+	171.8	32859911
AllCCS	[M-H]-	170.9	32859911
AllCCS	[M+Na-2H]-	171.2	32859911
AllCCS	[M+HCOO]-	171.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid	OC(=O)C1(CCCCCCOC2=CC=C(Cl)C=C2)CO1	3290.6	Standard polar	33892256
2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid	OC(=O)C1(CCCCCCOC2=CC=C(Cl)C=C2)CO1	2259.7	Standard non polar	33892256
2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid	OC(=O)C1(CCCCCCOC2=CC=C(Cl)C=C2)CO1	2352.8	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 - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004m-6910000000-a7826c7fa9036e3e64a4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic 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 - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid 10V, Positive-QTOF	splash10-0f92-0390000000-1cc5cdecb1d79cf24bfb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid 20V, Positive-QTOF	splash10-001i-0290000000-d5eb9badbd274f80c8c4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid 40V, Positive-QTOF	splash10-03fr-1920000000-39bd9d286d8765d005d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid 10V, Negative-QTOF	splash10-0002-0190000000-6354afd07acb5197d814	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid 20V, Negative-QTOF	splash10-005a-4690000000-f6101121667c2dccdb74	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid 40V, Negative-QTOF	splash10-0059-9800000000-62f45002d4f20d201b47	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

1194

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1231

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 2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid (HMDB0244935)

MOL for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

3D MOL for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

3D SDF for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

3D-SDF for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

PDB for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

3D PDB for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

SMILES for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

INCHI for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

Structure for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

3D Structure for HMDB0244935 (2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra