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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:03:26 UTC

Update Date

2021-09-26 23:04:38 UTC

HMDB ID

HMDB0252207

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fenofibric acid

Description

Fenofibric acid, also known as procetofenic acid or procetofenate, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Fenofibric acid is a drug which is used for use as an adjunctive therapy to diet to: (a) reduce triglyceride levels in adult patients with severe hypertriglyceridemia, and (b) reduce elevated total cholesterol, low-density-lipoprotein (ldl-c), triglycerides, and apolipoprotein b, and to increase high-density-lipoprotein (hdl-c) in adult patients with primary hypercholesterolemia or mixed dyslipidemia (fredrickson types iia and iib). [fda label]. Fenofibric acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Fenofibric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fenofibric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fenofibric 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

HMDB0252207
     RDKit          3D
Fenofibric acid
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.1487   -0.7234   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7772    0.4892    0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5987    1.7024   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    0.3426    1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -0.0119    1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8938   -0.3508   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -0.7073   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -0.7360    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7032   -1.0059    0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1439   -1.6389    1.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6886   -0.6962   -0.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209   -0.4840   -1.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969   -0.1362   -2.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8679    0.0077   -1.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2116    0.4373   -3.0239 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0597   -0.2029   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0272   -0.5393    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -0.3870    2.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -0.0466    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043    0.8109    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331    0.8708    2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1843    1.0309    0.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159   -1.6385   -0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472   -0.9600   -0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9219   -0.5463   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    1.5362   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2845    2.5503    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6024    1.9142   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5160   -0.3580   -1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.9928   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.5815   -2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    0.0215   -3.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0922   -0.0783   -0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824   -0.6998    1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242   -0.4114    2.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130    0.2219    3.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3670    1.9971    0.2160 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
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 19  5  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 22 37  1  0
M  END


  Mrv1533004241523452D          

 22 23  0  0  0  0            999 V2000
    1.0164   -0.7145    0.0000 C   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
    1.8414    0.7145    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    0.7145   -5.3625    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
   -0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  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
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252207

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H15ClO4/c1-17(2,16(20)21)22-14-9-5-12(6-10-14)15(19)11-3-7-13(18)8-4-11/h3-10H,1-2H3,(H,20,21)

> <INCHI_KEY>
MQOBSOSZFYZQOK-UHFFFAOYSA-N

> <FORMULA>
C17H15ClO4

> <MOLECULAR_WEIGHT>
318.75

> <EXACT_MASS>
318.0658867

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.41977884612483

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoic acid

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
4.358485700666667

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1034930032228507

> <JCHEM_PKA_STRONGEST_BASIC>
-4.931421037102809

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
83.19330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fenofibric acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252207
     RDKit          3D
Fenofibric acid
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.1487   -0.7234   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7772    0.4892    0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5987    1.7024   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    0.3426    1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -0.0119    1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8938   -0.3508   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -0.7073   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -0.7360    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7032   -1.0059    0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1439   -1.6389    1.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6886   -0.6962   -0.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209   -0.4840   -1.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969   -0.1362   -2.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8679    0.0077   -1.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2116    0.4373   -3.0239 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0597   -0.2029   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0272   -0.5393    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -0.3870    2.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -0.0466    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043    0.8109    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331    0.8708    2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1843    1.0309    0.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159   -1.6385   -0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472   -0.9600   -0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9219   -0.5463   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    1.5362   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2845    2.5503    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6024    1.9142   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5160   -0.3580   -1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.9928   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.5815   -2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    0.0215   -3.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0922   -0.0783   -0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824   -0.6998    1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242   -0.4114    2.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130    0.2219    3.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3670    1.9971    0.2160 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
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 19  5  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 22 37  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.437   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0      -1.334 -10.010   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4    7                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0252207
HETATM    1  C1  UNL     1      -4.149  -0.723  -0.467  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.777   0.489   0.328  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.599   1.702  -0.568  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.740   0.343   1.211  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.439  -0.012   1.064  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.894  -0.351  -0.144  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.466  -0.707  -0.261  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.307  -0.736   0.792  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.703  -1.006   0.745  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.144  -1.639   1.820  1.00  0.00           O  
HETATM   11  C9  UNL     1       3.689  -0.696  -0.246  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.521  -0.484  -1.579  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.597  -0.136  -2.434  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.868   0.008  -1.967  1.00  0.00           C  
HETATM   15 CL1  UNL     1       7.212   0.437  -3.024  1.00  0.00          CL  
HETATM   16  C13 UNL     1       6.060  -0.203  -0.621  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.027  -0.539   0.209  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.736  -0.387   2.043  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.565  -0.047   2.154  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.004   0.811   1.169  1.00  0.00           C  
HETATM   21  O3  UNL     1      -4.933   0.871   2.417  1.00  0.00           O  
HETATM   22  O4  UNL     1      -6.184   1.031   0.490  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.616  -1.639  -0.102  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.247  -0.960  -0.411  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.922  -0.546  -1.557  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.856   1.536  -1.334  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.285   2.550   0.086  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.602   1.914  -1.013  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.516  -0.358  -1.024  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.742  -0.993  -1.282  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.548  -0.581  -2.024  1.00  0.00           H  
HETATM   32  H10 UNL     1       4.391   0.022  -3.483  1.00  0.00           H  
HETATM   33  H11 UNL     1       7.092  -0.078  -0.256  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.182  -0.700   1.258  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.424  -0.411   2.891  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.013   0.222   3.119  1.00  0.00           H  
HETATM   37  H15 UNL     1      -6.367   1.997   0.216  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   20
CONECT    3   26   27   28
CONECT    4    5
CONECT    5    6    6   19
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9   18
CONECT    9   10   10   11
CONECT   11   12   12   17
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15   16
CONECT   16   17   17   33
CONECT   17   34
CONECT   18   19   19   35
CONECT   19   36
CONECT   20   21   21   22
CONECT   22   37
END

HMDB0252207
     RDKit          3D
Fenofibric acid
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.1487   -0.7234   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7772    0.4892    0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5987    1.7024   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    0.3426    1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -0.0119    1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8938   -0.3508   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4658   -0.7073   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -0.7360    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7032   -1.0059    0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1439   -1.6389    1.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6886   -0.6962   -0.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209   -0.4840   -1.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969   -0.1362   -2.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8679    0.0077   -1.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2116    0.4373   -3.0239 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0597   -0.2029   -0.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0272   -0.5393    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -0.3870    2.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -0.0466    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043    0.8109    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331    0.8708    2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1843    1.0309    0.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6159   -1.6385   -0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472   -0.9600   -0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9219   -0.5463   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    1.5362   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2845    2.5503    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6024    1.9142   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5160   -0.3580   -1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.9928   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.5815   -2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    0.0215   -3.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0922   -0.0783   -0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824   -0.6998    1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242   -0.4114    2.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130    0.2219    3.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3670    1.9971    0.2160 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
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 19  5  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  7 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 22 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Procetofenic acid	ChEBI
Procetofenate	Generator
Fenofibrate	Generator

Chemical Formula

C₁₇H₁₅ClO₄

Average Molecular Weight

318.75

Monoisotopic Molecular Weight

318.0658867

IUPAC Name

2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoic acid

Traditional Name

fenofibric acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H15ClO4/c1-17(2,16(20)21)22-14-9-5-12(6-10-14)15(19)11-3-7-13(18)8-4-11/h3-10H,1-2H3,(H,20,21)

InChI Key

MQOBSOSZFYZQOK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Diphenylmethane
Phenoxyacetate
Phenoxy compound
Aryl ketone
Phenol ether
Benzoyl
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Ketone
Ether
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organohalogen compound
Carbonyl group
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:83469 )
aromatic ketone (CHEBI:83469 )
chlorobenzophenone (CHEBI:83469 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0252207)

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	3.97	ALOGPS
logP	4.36	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.1	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.19 m³·mol⁻¹	ChemAxon
Polarizability	32.42 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]+	172.649	30932474
DeepCCS	[M-H]-	170.291	30932474
DeepCCS	[M-2H]-	203.296	30932474
DeepCCS	[M+Na]+	178.743	30932474
AllCCS	[M+H]+	171.4	32859911
AllCCS	[M+H-H2O]+	168.0	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.4	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	171.4	32859911
AllCCS	[M+HCOO]-	171.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.7231 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.16 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2512.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	457.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	197.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	246.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	765.5 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	756.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	73.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1381.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	568.9 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	1439.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	456.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	379.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	304.7 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	9.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fenofibric acid	CC(C)(OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1)C(O)=O	3771.4	Standard polar	33892256
Fenofibric acid	CC(C)(OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1)C(O)=O	2419.8	Standard non polar	33892256
Fenofibric acid	CC(C)(OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1)C(O)=O	2558.2	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 - Fenofibric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-007x-4890000000-438516575f8400af1f37	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenofibric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenofibric acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenofibric acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-3649af6f9c4b41b005f1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-32a876d779b641e3efe5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-7f472b5dbad132612d0f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-7d336fa21123052b7639	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-c719e39f8727bb7b4a81	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-d679eb2c4a1fd6add4da	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-315f65e0bc37c818bb8a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-32a876d779b641e3efe5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-32a876d779b641e3efe5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-025493f1f9167267c269	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-6a4de28c55a429fcb2dc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , negative-QTOF	splash10-001i-0090000000-3649af6f9c4b41b005f1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-QTOF , positive-QTOF	splash10-01c0-0049000000-4fde30c6366aaf26d77b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-QTOF , positive-QTOF	splash10-001i-0090000000-ef34ffdf5196e70b8a31	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-QTOF , positive-QTOF	splash10-0019-0980000000-3ad6ba9802e2a2b7b641	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-QTOF , positive-QTOF	splash10-000i-0910000000-b963e54c4d24ec26b369	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-048d283cdc91de474403	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , positive-QTOF	splash10-001i-0090000000-37c84c25e65d613b9ce6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibric acid LC-ESI-ITFT , positive-QTOF	splash10-014i-0039000000-9bde2b9a05392bcf9a07	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibric acid 10V, Positive-QTOF	splash10-014i-1039000000-94a67f7549034ef4cd9e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibric acid 20V, Positive-QTOF	splash10-001i-1091000000-add0415e8f05ea657374	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibric acid 40V, Positive-QTOF	splash10-00ec-4960000000-575419a123db8818fa35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibric acid 10V, Negative-QTOF	splash10-014i-0019000000-82c23835ed47e84fbb8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibric acid 20V, Negative-QTOF	splash10-00lr-0094000000-79bf92b5ff4262c420cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibric acid 40V, Negative-QTOF	splash10-02ai-0960000000-17d35c37f94648f2b6de	2016-08-03	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

DB13873

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58457

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fenofibrate

METLIN ID

Not Available

PubChem Compound

64929

PDB ID

Not Available

ChEBI ID

83469

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 Fenofibric acid (HMDB0252207)

MOL for HMDB0252207 (Fenofibric acid)

3D MOL for HMDB0252207 (Fenofibric acid)

3D SDF for HMDB0252207 (Fenofibric acid)

3D-SDF for HMDB0252207 (Fenofibric acid)

PDB for HMDB0252207 (Fenofibric acid)

3D PDB for HMDB0252207 (Fenofibric acid)

SMILES for HMDB0252207 (Fenofibric acid)

INCHI for HMDB0252207 (Fenofibric acid)

Structure for HMDB0252207 (Fenofibric acid)

3D Structure for HMDB0252207 (Fenofibric acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra