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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:53 UTC

HMDB ID

HMDB0015173

Secondary Accession Numbers

HMDB15173

Metabolite Identification

Common Name

Fenofibrate

Description

Fenofibrate is only found in individuals that have used or taken this drug. It is an antilipemic agent which reduces both cholesterol and triglycerides in the blood. [PubChem]Fenofibrate exerts its therapeutic effects through activation of peroxisome proliferator activated receptor a (PPARa). This increases lipolysis and elimination of triglyceride-rich particles from plasma by activating lipoprotein lipase and reducing production of apoprotein C-III. The resulting fall in triglycerides produces an alteration in the size and composition of LDL from small, dense particles, to large buoyant particles. These larger particles have a greater affinity for cholesterol receptors and are catabolized rapidly.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0015173
     RDKit          3D
Fenofibrate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -5.2143    1.7995    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643    1.4712    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593    2.1441   -0.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674    0.0973    0.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5948   -0.5784    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    0.0961    1.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -2.0244    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4476   -2.4829   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -2.6873    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835   -2.3956    1.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -1.9188    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2466   -1.0820   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.6090   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050   -1.0080    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9515   -0.5782   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462   -1.4951    0.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5261    0.6472   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9440    1.5874   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    2.7795   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8485    3.0052   -1.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6651    4.4895   -1.7352 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    2.0786   -0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8440    0.9310   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4220   -1.8865    1.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834   -2.3109    1.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689    1.8594    2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9998    1.0730    0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5485    2.7886    0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    1.9807    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8660    1.9486   -1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    1.8227   -1.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    3.2373   -0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -2.9453   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -1.6874   -1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141   -3.3087   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4523   -2.2416    1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3876   -2.4090    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -3.7663    1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -0.7463   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5197    0.0249   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9575    1.4516   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0438    3.4816   -2.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4871    2.3211   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3636    0.2215    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3163   -2.1956    1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -2.9807    2.5100 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
  5  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 14 24  1  0
 24 25  2  0
 25 11  1  0
 23 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 18 41  1  0
 19 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
M  END

1039
  Mrv0541 02231215112D          

 25 26  0  0  0  0            999 V2000
    7.3659    3.9188    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -0.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0  0  0  0
  2  6  1  0  0  0  0
  2 11  1  0  0  0  0
  3  9  1  0  0  0  0
  3 10  1  0  0  0  0
  4  9  2  0  0  0  0
  5 19  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 18  2  0  0  0  0
 14 17  2  0  0  0  0
 14 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015173

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H21ClO4/c1-13(2)24-19(23)20(3,4)25-17-11-7-15(8-12-17)18(22)14-5-9-16(21)10-6-14/h5-13H,1-4H3

> <INCHI_KEY>
YMTINGFKWWXKFG-UHFFFAOYSA-N

> <FORMULA>
C20H21ClO4

> <MOLECULAR_WEIGHT>
360.831

> <EXACT_MASS>
360.112836867

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.154697685973055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
propan-2-yl 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
5.277762736

> <ALOGPS_LOGS>
-5.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.930127269600433

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
97.1298

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.07e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
antara

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015173
     RDKit          3D
Fenofibrate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -5.2143    1.7995    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643    1.4712    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593    2.1441   -0.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674    0.0973    0.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5948   -0.5784    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    0.0961    1.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -2.0244    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4476   -2.4829   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -2.6873    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835   -2.3956    1.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -1.9188    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2466   -1.0820   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.6090   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050   -1.0080    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9515   -0.5782   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462   -1.4951    0.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5261    0.6472   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9440    1.5874   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    2.7795   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8485    3.0052   -1.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6651    4.4895   -1.7352 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    2.0786   -0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8440    0.9310   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4220   -1.8865    1.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834   -2.3109    1.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689    1.8594    2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9998    1.0730    0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5485    2.7886    0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    1.9807    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8660    1.9486   -1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    1.8227   -1.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    3.2373   -0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -2.9453   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -1.6874   -1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141   -3.3087   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4523   -2.2416    1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3876   -2.4090    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -3.7663    1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -0.7463   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5197    0.0249   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9575    1.4516   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0438    3.4816   -2.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4871    2.3211   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3636    0.2215    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3163   -2.1956    1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -2.9807    2.5100 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
  5  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 14 24  1  0
 24 25  2  0
 25 11  1  0
 23 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 18 41  1  0
 19 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1039                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      13.750   7.315   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       8.415  -1.925   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.748  -5.005   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.414  -2.695   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.081   5.005   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.081  -2.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.851  -4.029   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.311  -1.361   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.748  -3.465   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -5.775   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415  -0.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   2.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -7.315   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080  -5.005   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.748   1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081   1.925   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.415   4.235   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.748   5.005   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.748   6.545   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.082   4.235   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.082   7.315   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.416   5.005   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.416   6.545   0.000  0.00  0.00           C+0
CONECT    1   25                                                            
CONECT    2    6   11                                                       
CONECT    3    9   10                                                       
CONECT    4    9                                                            
CONECT    5   19                                                            
CONECT    6    2    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3    4    6                                                  
CONECT   10    3   15   16                                                  
CONECT   11    2   12   13                                                  
CONECT   12   11   17                                                       
CONECT   13   11   18                                                       
CONECT   14   17   18   19                                                  
CONECT   15   10                                                            
CONECT   16   10                                                            
CONECT   17   12   14                                                       
CONECT   18   13   14                                                       
CONECT   19    5   14   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   25                                                       
CONECT   25    1   23   24                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0015173
HETATM    1  C1  UNL     1      -5.214   1.800   1.106  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.864   1.471   0.493  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.859   2.144  -0.886  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.667   0.097   0.351  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.595  -0.578   0.912  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.772   0.096   1.575  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.379  -2.024   0.771  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.448  -2.483  -0.668  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.506  -2.687   1.588  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.183  -2.396   1.383  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.047  -1.919   0.971  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.247  -1.082  -0.078  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.500  -0.609  -0.478  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.605  -1.008   0.227  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.951  -0.578  -0.004  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.846  -1.495   0.296  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.526   0.647  -0.486  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.944   1.587  -1.279  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.569   2.780  -1.683  1.00  0.00           C  
HETATM   20  C16 UNL     1       5.849   3.005  -1.249  1.00  0.00           C  
HETATM   21 CL1  UNL     1       6.665   4.489  -1.735  1.00  0.00          CL  
HETATM   22  C17 UNL     1       6.475   2.079  -0.446  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.844   0.931  -0.069  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.422  -1.887   1.330  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.183  -2.311   1.669  1.00  0.00           C  
HETATM   26  H1  UNL     1      -5.169   1.859   2.190  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.000   1.073   0.745  1.00  0.00           H  
HETATM   28  H3  UNL     1      -5.548   2.789   0.707  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.097   1.981   1.091  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.866   1.949  -1.324  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.020   1.823  -1.509  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.811   3.237  -0.691  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.485  -2.945  -0.952  1.00  0.00           H  
HETATM   34  H9  UNL     1      -2.796  -1.687  -1.346  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.214  -3.309  -0.732  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.452  -2.242   1.182  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.388  -2.409   2.640  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.469  -3.766   1.448  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.594  -0.746  -0.673  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.520   0.025  -1.335  1.00  0.00           H  
HETATM   41  H16 UNL     1       2.958   1.452  -1.640  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.044   3.482  -2.315  1.00  0.00           H  
HETATM   43  H18 UNL     1       7.487   2.321  -0.140  1.00  0.00           H  
HETATM   44  H19 UNL     1       6.364   0.221   0.570  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.316  -2.196   1.886  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.035  -2.981   2.510  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   29
CONECT    3   30   31   32
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    9   10
CONECT    8   33   34   35
CONECT    9   36   37   38
CONECT   10   11
CONECT   11   12   12   25
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   24
CONECT   15   16   16   17
CONECT   17   18   18   23
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   21   22
CONECT   22   23   23   43
CONECT   23   44
CONECT   24   25   25   45
CONECT   25   46
END

HMDB0015173
     RDKit          3D
Fenofibrate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -5.2143    1.7995    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643    1.4712    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593    2.1441   -0.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674    0.0973    0.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5948   -0.5784    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    0.0961    1.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -2.0244    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4476   -2.4829   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -2.6873    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835   -2.3956    1.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -1.9188    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2466   -1.0820   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.6090   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050   -1.0080    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9515   -0.5782   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462   -1.4951    0.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5261    0.6472   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9440    1.5874   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    2.7795   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8485    3.0052   -1.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6651    4.4895   -1.7352 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    2.0786   -0.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8440    0.9310   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4220   -1.8865    1.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1834   -2.3109    1.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1689    1.8594    2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9998    1.0730    0.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5485    2.7886    0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    1.9807    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8660    1.9486   -1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    1.8227   -1.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    3.2373   -0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -2.9453   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -1.6874   -1.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141   -3.3087   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4523   -2.2416    1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3876   -2.4090    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4691   -3.7663    1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -0.7463   -0.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5197    0.0249   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9575    1.4516   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0438    3.4816   -2.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4871    2.3211   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3636    0.2215    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3163   -2.1956    1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -2.9807    2.5100 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
  5  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 14 24  1  0
 24 25  2  0
 25 11  1  0
 23 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 18 41  1  0
 19 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4-(4-Chlorobenzoyl)phenoxy)-2-methylpropanoic acid 1-methylethyl ester	ChEBI
Finofibrate	ChEBI
FNF	ChEBI
Isopropyl (4'-(p-chlorobenzoyl)-2-phenoxy-2-methyl)propionate	ChEBI
Isopropyl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropionate	ChEBI
Lipantil	ChEBI
Procetofen	ChEBI
Tricor	ChEBI
Antara	Kegg
Lipofen	Kegg
Triglide	Kegg
2-(4-(4-Chlorobenzoyl)phenoxy)-2-methylpropanoate 1-methylethyl ester	Generator
Finofibric acid	Generator
Isopropyl (4'-(p-chlorobenzoyl)-2-phenoxy-2-methyl)propionic acid	Generator
Isopropyl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropionic acid	Generator
Fenofibric acid	Generator
AZU, fenofibrat	HMDB
Abbott brand OF procetofen	HMDB
Antara micronized procetofen	HMDB
Anto brand OF procetofen	HMDB
Apo fenofibrate	HMDB
Fenofibrat heumann	HMDB
Gen fenofibrate	HMDB
Genpharm brand OF procetofen	HMDB
Heumann brand OF procetofen	HMDB
Heumann, fenofibrat	HMDB
Hexal brand OF procetofen	HMDB
Lichtenstein brand OF procetofen	HMDB
Lipanthyl	HMDB
Livesan	HMDB
Lofibra	HMDB
MTW Fenofibrat	HMDB
MTW-Fenofibrat	HMDB
Normalip	HMDB
Pharmascience brand OF procetofen	HMDB
Procetofene	HMDB
Stada, fenofibrat	HMDB
Supralip	HMDB
Durafenat	HMDB
Apo feno micro	HMDB
Apo-fenofibrate	HMDB
Bouchara brand OF procetofen	HMDB
CiL	HMDB
Fenobeta	HMDB
Fenofibrat hexal	HMDB
Fenofibrat stada	HMDB
Fenofibrat-ratiopharm	HMDB
GNR Pharma brand OF procetofen	HMDB
gate Brand OF procetofen	HMDB
Gen-fenofibrate	HMDB
Knoll brand OF procetofen	HMDB
Lipidil ter	HMDB
MTW Brand OF procetofen	HMDB
Micronized procetofen, antara	HMDB
Novartis brand OF procetofen	HMDB
Nu fenofibrate	HMDB
Procetofen reliant brand	HMDB
Q-Pharm brand OF procetofen	HMDB
Reliant brand OF procetofen	HMDB
Schering plough brand OF procetofen	HMDB
Ratiopharm brand OF procetofen	HMDB
Apo-feno-micro	HMDB
Azupharma brand OF procetofen	HMDB
Fenofibrat azu	HMDB
Fenofibrat abz	HMDB
Fenofibrat FPH	HMDB
Fenofibrat ratiopharm	HMDB
Fénofibrate MSD	HMDB
Hexal, fenofibrat	HMDB
Merck dura brand OF procetofen	HMDB
Novo-fenofibrate	HMDB
Novopharm brand OF procetofen	HMDB
Nu pharm brand OF procetofen	HMDB
Nu-fenofibrate	HMDB
Nu-pharm brand OF procetofen	HMDB
PMS-Fenofibrate micro	HMDB
Phenofibrate	HMDB
Schering-plough brand OF procetofen	HMDB
United drug brand OF procetofen	HMDB
Betapharm brand OF procetofen	HMDB
CT Arzneimittel brand OF procetofen	HMDB
CT-Arzneimittel brand OF procetofen	HMDB
AbZ brand OF procetofen	HMDB
Aliud brand OF procetofen	HMDB
Apotex brand OF procetofen	HMDB
Controlip	HMDB
Debat, fénofibrate	HMDB
Fenofanton	HMDB
Fenofibrat al	HMDB
Fournier brand OF procetofen	HMDB
Fénofibrate debat	HMDB
GNR-Pharma brand OF procetofen	HMDB
Liparison	HMDB
Lipidil	HMDB
Lipidil-ter	HMDB
Novo fenofibrate	HMDB
PMS Fenofibrate micro	HMDB
Procetofen, antara micronized	HMDB
Q Pharm brand OF procetofen	HMDB
Secalip	HMDB
Stadapharm brand OF procetofen	HMDB
Fenofibrat von CT	HMDB

Chemical Formula

C₂₀H₂₁ClO₄

Average Molecular Weight

360.831

Monoisotopic Molecular Weight

360.112836867

IUPAC Name

propan-2-yl 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate

Traditional Name

antara

CAS Registry Number

49562-28-9

SMILES

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

InChI Identifier

InChI=1S/C20H21ClO4/c1-13(2)24-19(23)20(3,4)25-17-11-7-15(8-12-17)18(22)14-5-9-16(21)10-6-14/h5-13H,1-4H3

InChI Key

YMTINGFKWWXKFG-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
Carboxylic acid ester
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Organohalogen compound
Organic oxygen compound
Carbonyl group
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:5001 )
carboxylic ester (CHEBI:5001 )
monochlorobenzenes (CHEBI:5001 )
chlorobenzophenone (CHEBI:5001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015173)
Membrane (HMDB: HMDB0015173)

Source

Exogenous

Exogenous (HMDB: HMDB0015173)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	80.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00071 g/L	Not Available
LogP	5.3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	190.511	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000767

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00071 g/L	ALOGPS
logP	4.86	ALOGPS
logP	5.28	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	97.13 m³·mol⁻¹	ChemAxon
Polarizability	38.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	199.301	30932474
DeepCCS	[M-H]-	196.583	30932474
DeepCCS	[M-2H]-	231.235	30932474
DeepCCS	[M+Na]+	207.454	30932474
AllCCS	[M+H]+	185.2	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	187.9	32859911
AllCCS	[M+Na]+	188.7	32859911
AllCCS	[M-H]-	186.9	32859911
AllCCS	[M+Na-2H]-	186.8	32859911
AllCCS	[M+HCOO]-	186.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fenofibrate	CC(C)OC(=O)C(C)(C)OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1	3553.2	Standard polar	33892256
Fenofibrate	CC(C)OC(=O)C(C)(C)OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1	2503.6	Standard non polar	33892256
Fenofibrate	CC(C)OC(=O)C(C)(C)OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1	2484.4	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 - Fenofibrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-6390000000-5464dc4b809f70f9340d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenofibrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-qTof , Positive-QTOF	splash10-000i-0122900000-4e3cc64221a0b278b61e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-001i-0090000000-f4e7816cd30c8701cce3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-03di-0029000000-60bbd2de375b9b56ec55	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-001i-0190000000-6e83f7c906eaeb363caf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-0019-0930000000-fccf28abf1a426a6949b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-000i-0900000000-07739caadc1c26a7baaa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-000i-0900000000-5045a0039b18e3d7dd9a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-000i-1900000000-25a145c2138d34aa4b52	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-03di-0029000000-a98245ce05ccb6a6707e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-001i-0190000000-4e9b3e71fc7960db389e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-0019-0930000000-9d3908b5ee8b5f59218d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-000i-0900000000-1090af5e239a872654d9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-000i-0900000000-5dcab26837d06f9756f8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-000i-1900000000-2663fed5f3ba78d3c7a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-ITFT , positive-QTOF	splash10-001i-0090000000-4933bea6ce44715c6172	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate , positive-QTOF	splash10-01qi-0595000000-d3c4c1cce3b5e1fbb33f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate , positive-QTOF	splash10-01qi-1594000000-9756f301ee5d44577654	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate , positive-QTOF	splash10-000i-3920000000-91103d7fd9d1063bae9a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenofibrate LC-ESI-QFT , positive-QTOF	splash10-0019-0941000000-27e0cd2c4e952b499a9a	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibrate 10V, Positive-QTOF	splash10-03di-0039000000-944af46f336da55a8475	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibrate 20V, Positive-QTOF	splash10-001i-2293000000-4801131855d2da97d5ee	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibrate 40V, Positive-QTOF	splash10-00ec-5970000000-1378e4f4b3a07ef9697d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibrate 10V, Negative-QTOF	splash10-0a4i-0119000000-2b2235f5a6097ea83d1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibrate 20V, Negative-QTOF	splash10-053r-1297000000-e56c9f467ebb0930e34a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenofibrate 40V, Negative-QTOF	splash10-00lr-0970000000-abe9ec8d570cd8856680	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01039	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01039	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01039

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3222

KEGG Compound ID

C07586

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fenofibrate

METLIN ID

Not Available

PubChem Compound

3339

PDB ID

Not Available

ChEBI ID

5001

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

Wysocki J, Belowski D, Kalina M, Kochanski L, Okopien B, Kalina Z: Effects of micronized fenofibrate on insulin resistance in patients with metabolic syndrome. Int J Clin Pharmacol Ther. 2004 Apr;42(4):212-7. [PubMed:15124979 ]
Keech A, Simes RJ, Barter P, Best J, Scott R, Taskinen MR, Forder P, Pillai A, Davis T, Glasziou P, Drury P, Kesaniemi YA, Sullivan D, Hunt D, Colman P, d'Emden M, Whiting M, Ehnholm C, Laakso M: Effects of long-term fenofibrate therapy on cardiovascular events in 9795 people with type 2 diabetes mellitus (the FIELD study): randomised controlled trial. Lancet. 2005 Nov 26;366(9500):1849-61. [PubMed:16310551 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Peroxisome proliferator-activated receptor alpha

General function:: Involved in DNA binding
Specific function:: Ligand-activated transcription factor. Key regulator of lipid metabolism. Activated by the endogenous ligand 1-palmitoyl- 2-oleoyl-sn-glycerol-3-phosphocholine (16:0/18:1-GPC). Activated by oleylethanolamide, a naturally occurring lipid that regulates satiety. Receptor for peroxisome proliferators such as hypolipidemic drugs and fatty acids. Once activated by a ligand, the receptor binds to promoter elements of target genes. Regulates the peroxisomal beta-oxidation pathway of fatty acids. Functions as transcription activator for the acyl-CoA oxidase gene
Gene Name:: PPARA
Uniprot ID:: Q07869
Molecular weight:: 52224.6

References

Clavey V, Copin C, Mariotte MC, Bauge E, Chinetti G, Fruchart J, Fruchart JC, Dallongeville J, Staels B: Cell culture conditions determine apolipoprotein CIII secretion and regulation by fibrates in human hepatoma HepG2 cells. Cell Physiol Biochem. 1999;9(3):139-49. [PubMed:10494028 ]
Chaput E, Saladin R, Silvestre M, Edgar AD: Fenofibrate and rosiglitazone lower serum triglycerides with opposing effects on body weight. Biochem Biophys Res Commun. 2000 May 10;271(2):445-50. [PubMed:10799317 ]
Casas F, Pineau T, Rochard P, Rodier A, Daury L, Dauca M, Cabello G, Wrutniak-Cabello C: New molecular aspects of regulation of mitochondrial activity by fenofibrate and fasting. FEBS Lett. 2000 Sep 29;482(1-2):71-4. [PubMed:11018525 ]
Bouly M, Masson D, Gross B, Jiang XC, Fievet C, Castro G, Tall AR, Fruchart JC, Staels B, Lagrost L, Luc G: Induction of the phospholipid transfer protein gene accounts for the high density lipoprotein enlargement in mice treated with fenofibrate. J Biol Chem. 2001 Jul 13;276(28):25841-7. Epub 2001 May 7. [PubMed:11342537 ]
Dana SL, Hoener PA, Bilakovics JM, Crombie DL, Ogilvie KM, Kauffman RF, Mukherjee R, Paterniti JR Jr: Peroxisome proliferator-activated receptor subtype-specific regulation of hepatic and peripheral gene expression in the Zucker diabetic fatty rat. Metabolism. 2001 Aug;50(8):963-71. [PubMed:11474486 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Guerre-Millo M, Gervois P, Raspe E, Madsen L, Poulain P, Derudas B, Herbert JM, Winegar DA, Willson TM, Fruchart JC, Berge RK, Staels B: Peroxisome proliferator-activated receptor alpha activators improve insulin sensitivity and reduce adiposity. J Biol Chem. 2000 Jun 2;275(22):16638-42. [PubMed:10828060 ]

Enzyme Details

5. Metalloproteinase

General function:: Not Available
Specific function:: Not Available
Gene Name:: mmp20
Uniprot ID:: O43923
Molecular weight:: 20354.0

References

Duhaney TA, Cui L, Rude MK, Lebrasseur NK, Ngoy S, De Silva DS, Siwik DA, Liao R, Sam F: Peroxisome proliferator-activated receptor alpha-independent actions of fenofibrate exacerbates left ventricular dilation and fibrosis in chronic pressure overload. Hypertension. 2007 May;49(5):1084-94. Epub 2007 Mar 12. [PubMed:17353509 ]
Lebrasseur NK, Duhaney TA, De Silva DS, Cui L, Ip PC, Joseph L, Sam F: Effects of fenofibrate on cardiac remodeling in aldosterone-induced hypertension. Hypertension. 2007 Sep;50(3):489-96. Epub 2007 Jul 2. [PubMed:17606858 ]

Showing metabocard for Fenofibrate (HMDB0015173)

MOL for HMDB0015173 (Fenofibrate)

3D MOL for HMDB0015173 (Fenofibrate)

3D SDF for HMDB0015173 (Fenofibrate)

3D-SDF for HMDB0015173 (Fenofibrate)

PDB for HMDB0015173 (Fenofibrate)

3D PDB for HMDB0015173 (Fenofibrate)

SMILES for HMDB0015173 (Fenofibrate)

INCHI for HMDB0015173 (Fenofibrate)

Structure for HMDB0015173 (Fenofibrate)

3D Structure for HMDB0015173 (Fenofibrate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References