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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:01:35 UTC

Update Date

2021-09-26 23:03:45 UTC

HMDB ID

HMDB0251637

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dulofibrate

Description

4-chlorophenyl 2-(4-chlorophenoxy)-2-methylpropanoate belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review very few articles have been published on 4-chlorophenyl 2-(4-chlorophenoxy)-2-methylpropanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dulofibrate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dulofibrate 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

HMDB0251637
     RDKit          3D
Dulofibrate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.8045   -1.6166    1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763   -0.9331    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -1.8425   -1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1545    0.3327    0.0150 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4766    0.6374    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9859    0.9108    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3445    1.2227    1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1902    1.2615    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8898    1.6503    0.6761 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6810    0.9883   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273    0.6787   -0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9146   -0.7373   -0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964   -1.8031   -0.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914    0.5106   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8904    0.5492   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611    0.6362    0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353    0.6741    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6985    0.6264   -0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4476    0.6753   -0.4465 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9065    0.5383   -1.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292    0.5000   -1.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -2.4508    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5505   -0.9347    2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8299   -2.0311    1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0714   -1.9834   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094   -1.4060   -2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4226   -2.7964   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248    0.8813    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7208    1.4337    2.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3367    1.0149   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.4642   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336    0.6743    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6208    0.7430    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190    0.5010   -2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227    0.4299   -2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 11  5  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
M  END


  Mrv1652309112111012D          

 21 22  0  0  0  0            999 V2000
    5.1118   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
    4.2868   -4.1250    0.0000 C   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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 Cl  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
  2  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251637

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14Cl2O3/c1-16(2,21-14-9-5-12(18)6-10-14)15(19)20-13-7-3-11(17)4-8-13/h3-10H,1-2H3

> <INCHI_KEY>
NIVDRJXCJCEFDD-UHFFFAOYSA-N

> <FORMULA>
C16H14Cl2O3

> <MOLECULAR_WEIGHT>
325.19

> <EXACT_MASS>
324.0319997

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.449856880316624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-chlorophenyl 2-(4-chlorophenoxy)-2-methylpropanoate

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
5.307029844333333

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9178515615392095

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
81.96930000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.45e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-chlorophenyl 2-(4-chlorophenoxy)-2-methylpropanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251637
     RDKit          3D
Dulofibrate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.8045   -1.6166    1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763   -0.9331    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -1.8425   -1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1545    0.3327    0.0150 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4766    0.6374    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9859    0.9108    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3445    1.2227    1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1902    1.2615    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8898    1.6503    0.6761 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6810    0.9883   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273    0.6787   -0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9146   -0.7373   -0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964   -1.8031   -0.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914    0.5106   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8904    0.5492   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611    0.6362    0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353    0.6741    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6985    0.6264   -0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4476    0.6753   -0.4465 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9065    0.5383   -1.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292    0.5000   -1.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -2.4508    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5505   -0.9347    2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8299   -2.0311    1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0714   -1.9834   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094   -1.4060   -2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4226   -2.7964   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248    0.8813    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7208    1.4337    2.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3367    1.0149   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.4642   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336    0.6743    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6208    0.7430    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190    0.5010   -2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227    0.4299   -2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 11  5  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  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       9.542  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.462  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.336  -3.850   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       6.668 -10.010   0.000  0.00  0.00          Cl+0
HETATM   14  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0      13.337   3.080   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4   14                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10                                                            
CONECT   14    2   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0251637
HETATM    1  C1  UNL     1       0.804  -1.617   1.412  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.576  -0.933   0.059  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.974  -1.842  -1.052  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.155   0.333   0.015  1.00  0.00           O  
HETATM    5  C4  UNL     1       2.477   0.637   0.175  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.986   0.911   1.424  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.345   1.223   1.579  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.190   1.261   0.493  1.00  0.00           C  
HETATM    9 CL1  UNL     1       6.890   1.650   0.676  1.00  0.00          CL  
HETATM   10  C8  UNL     1       4.681   0.988  -0.755  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.327   0.679  -0.901  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.915  -0.737  -0.030  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.596  -1.803  -0.003  1.00  0.00           O  
HETATM   14  O3  UNL     1      -1.491   0.511  -0.132  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.890   0.549  -0.207  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.661   0.636   0.919  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.035   0.674   0.844  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.699   0.626  -0.365  1.00  0.00           C  
HETATM   19 CL2  UNL     1      -7.448   0.675  -0.447  1.00  0.00          CL  
HETATM   20  C15 UNL     1      -4.907   0.538  -1.498  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.529   0.500  -1.429  1.00  0.00           C  
HETATM   22  H1  UNL     1       0.068  -2.451   1.442  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.551  -0.935   2.229  1.00  0.00           H  
HETATM   24  H3  UNL     1       1.830  -2.031   1.479  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.071  -1.983  -1.099  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.609  -1.406  -2.013  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.423  -2.796  -0.930  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.325   0.881   2.279  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.721   1.434   2.570  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.337   1.015  -1.624  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.928   0.464  -1.881  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.134   0.674   1.882  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.621   0.743   1.748  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.419   0.501  -2.439  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.923   0.430  -2.343  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   12
CONECT    3   25   26   27
CONECT    4    5
CONECT    5    6    6   11
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   10
CONECT   10   11   11   30
CONECT   11   31
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   16   21
CONECT   16   17   32
CONECT   17   18   18   33
CONECT   18   19   20
CONECT   20   21   21   34
CONECT   21   35
END

HMDB0251637
     RDKit          3D
Dulofibrate
 35 36  0  0  0  0  0  0  0  0999 V2000
    0.8045   -1.6166    1.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5763   -0.9331    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744   -1.8425   -1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1545    0.3327    0.0150 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4766    0.6374    0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9859    0.9108    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3445    1.2227    1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1902    1.2615    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8898    1.6503    0.6761 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6810    0.9883   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273    0.6787   -0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9146   -0.7373   -0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964   -1.8031   -0.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914    0.5106   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8904    0.5492   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611    0.6362    0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353    0.6741    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6985    0.6264   -0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4476    0.6753   -0.4465 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9065    0.5383   -1.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292    0.5000   -1.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680   -2.4508    1.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5505   -0.9347    2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8299   -2.0311    1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0714   -1.9834   -1.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094   -1.4060   -2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4226   -2.7964   -0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248    0.8813    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7208    1.4337    2.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3367    1.0149   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.4642   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336    0.6743    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6208    0.7430    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190    0.5010   -2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227    0.4299   -2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 11  5  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 16 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Chlorophenyl 2-(4-chlorophenoxy)-2-methylpropanoic acid	Generator
Dulofibric acid	Generator
2-(4-Chlorophenoxy)isobutyric acid 4-chlorophenyl ester	MeSH
4-Chlorophenyl 2-(4-chlorophenoxy)isobutyrate	MeSH

Chemical Formula

C₁₆H₁₄Cl₂O₃

Average Molecular Weight

325.19

Monoisotopic Molecular Weight

324.0319997

IUPAC Name

4-chlorophenyl 2-(4-chlorophenoxy)-2-methylpropanoate

Traditional Name

4-chlorophenyl 2-(4-chlorophenoxy)-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C16H14Cl2O3/c1-16(2,21-14-9-5-12(18)6-10-14)15(19)20-13-7-3-11(17)4-8-13/h3-10H,1-2H3

InChI Key

NIVDRJXCJCEFDD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Phenoxyacetic acid derivatives

Alternative Parents

Substituents

Phenoxyacetate
Phenol ester
Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organochloride
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
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)

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	5.19	ALOGPS
logP	5.31	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.97 m³·mol⁻¹	ChemAxon
Polarizability	32.45 Å³	ChemAxon
Number of Rings	2	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]+	171.688	30932474
DeepCCS	[M-H]-	169.33	30932474
DeepCCS	[M-2H]-	202.216	30932474
DeepCCS	[M+Na]+	177.781	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dulofibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1	3201.8	Standard polar	33892256
Dulofibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1	2227.2	Standard non polar	33892256
Dulofibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1	2182.8	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 - Dulofibrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-4910000000-6ade5ca0586680ff5871	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dulofibrate 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulofibrate 10V, Positive-QTOF	splash10-00os-0908000000-093624efe250c0bdb12d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulofibrate 20V, Positive-QTOF	splash10-016r-2900000000-cbad8866b3d49c86c744	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulofibrate 40V, Positive-QTOF	splash10-0a4i-9510000000-7194411c732b6b9f7214	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulofibrate 10V, Negative-QTOF	splash10-00di-0609000000-c65ae1ad689d8fe792c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulofibrate 20V, Negative-QTOF	splash10-004i-0902000000-9d0899c9804bbef1253e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dulofibrate 40V, Negative-QTOF	splash10-0059-9700000000-5b097648907e6edff78d	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

62048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68812

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 Dulofibrate (HMDB0251637)

MOL for HMDB0251637 (Dulofibrate)

3D MOL for HMDB0251637 (Dulofibrate)

3D SDF for HMDB0251637 (Dulofibrate)

3D-SDF for HMDB0251637 (Dulofibrate)

PDB for HMDB0251637 (Dulofibrate)

3D PDB for HMDB0251637 (Dulofibrate)

SMILES for HMDB0251637 (Dulofibrate)

INCHI for HMDB0251637 (Dulofibrate)

Structure for HMDB0251637 (Dulofibrate)

3D Structure for HMDB0251637 (Dulofibrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra