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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:16:09 UTC

Update Date

2021-09-26 23:01:38 UTC

HMDB ID

HMDB0250268

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ciprofibrate

Description

Ciprofibrate, also known as ciprofibric acid or modalim, 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. Ciprofibrate is an extremely weak basic (essentially neutral) compound (based on its pKa). Ciprofibrate is a fibrate that was developed as a lipid-lowering agent. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ciprofibrate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ciprofibrate 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

HMDB0250268
     RDKit          3D
Ciprofibrate
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.6587    0.5190    1.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -0.0883   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -1.5357   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8753    0.6416   -0.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5247    0.6622   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -0.3312   -1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.3202   -0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1960    0.6366   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6571    0.6098    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389    0.1812   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.6144    0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -1.0743    1.8754 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2306   -1.9941    0.0026 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3608    1.5892    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    1.6107    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422    0.0231   -0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3603    0.6996   -1.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -0.6231   -0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6114    0.3729    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867    0.0337    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    1.6098    1.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584   -2.0663    0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4394   -1.5632    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -1.9765   -1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1459   -1.0868   -1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -1.0919   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.4957    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5532    0.6763   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -0.0849   -1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    2.3278    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.3731    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.6114   -0.1223 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  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 15  5  1  0
 11  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
M  END


  Mrv1533005111518282D          

 18 19  0  0  0  0            999 V2000
   -4.3973   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9848   -1.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2374    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
    0.7145    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3973   -2.6664    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5722   -2.6664    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  6  2  1  0  0  0  0
  3  2  1  0  0  0  0
  7  4  1  0  0  0  0
  5  4  1  0  0  0  0
  8  5  1  0  0  0  0
 12  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 14  9  1  0  0  0  0
 13 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  2  0  0  0  0
  3 15  1  0  0  0  0
  3 16  1  0  0  0  0
  4 17  1  0  0  0  0
  4 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250268

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(OC1=CC=C(C=C1)C1CC1(Cl)Cl)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H14Cl2O3/c1-12(2,11(16)17)18-9-5-3-8(4-6-9)10-7-13(10,14)15/h3-6,10H,7H2,1-2H3,(H,16,17)

> <INCHI_KEY>
KPSRODZRAIWAKH-UHFFFAOYSA-N

> <FORMULA>
C13H14Cl2O3

> <MOLECULAR_WEIGHT>
289.15

> <EXACT_MASS>
288.0319997

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.079393356983008

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
3.6223862579999997

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.687365803229848

> <JCHEM_PKA_STRONGEST_BASIC>
-4.914740447164342

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
70.50220000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ciprofibrate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250268
     RDKit          3D
Ciprofibrate
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.6587    0.5190    1.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -0.0883   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -1.5357   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8753    0.6416   -0.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5247    0.6622   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -0.3312   -1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.3202   -0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1960    0.6366   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6571    0.6098    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389    0.1812   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.6144    0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -1.0743    1.8754 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2306   -1.9941    0.0026 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3608    1.5892    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    1.6107    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422    0.0231   -0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3603    0.6996   -1.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -0.6231   -0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6114    0.3729    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867    0.0337    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    1.6098    1.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584   -2.0663    0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4394   -1.5632    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -1.9765   -1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1459   -1.0868   -1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -1.0919   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.4957    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5532    0.6763   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -0.0849   -1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    2.3278    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.3731    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.6114   -0.1223 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  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 15  5  1  0
 11  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 11-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-MAY-15         0                                  
HETATM    1  C   UNK     0      -8.208  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.438  -3.644   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -8.208  -4.977   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0      -6.668  -4.977   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    6    3                                                  
CONECT    3    1    2   15   16                                             
CONECT    4    7    5   17   18                                             
CONECT    5    4    8   12                                                  
CONECT    6    2    9   10                                                  
CONECT    7    4   11                                                       
CONECT    8    5                                                            
CONECT    9    6   14                                                       
CONECT   10    6   13                                                       
CONECT   11    7   13   14                                                  
CONECT   12    5                                                            
CONECT   13   10   11                                                       
CONECT   14    9   11                                                       
CONECT   15    3                                                            
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    4                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0250268
HETATM    1  C1  UNL     1      -2.659   0.519   1.233  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.768  -0.088  -0.162  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.345  -1.536  -0.031  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.875   0.642  -0.983  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.525   0.662  -0.673  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.277  -0.331  -1.231  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.640  -0.320  -0.926  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.196   0.637  -0.100  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.657   0.610   0.201  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.539   0.181  -0.725  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.381  -0.614   0.459  1.00  0.00           C  
HETATM   12 CL1  UNL     1       3.532  -1.074   1.875  1.00  0.00          CL  
HETATM   13 CL2  UNL     1       5.231  -1.994   0.003  1.00  0.00          CL  
HETATM   14  C11 UNL     1       1.361   1.589   0.421  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.009   1.611   0.142  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.142   0.023  -0.688  1.00  0.00           C  
HETATM   17  O2  UNL     1      -4.360   0.700  -1.725  1.00  0.00           O  
HETATM   18  O3  UNL     1      -5.179  -0.623  -0.027  1.00  0.00           O  
HETATM   19  H1  UNL     1      -1.611   0.373   1.547  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.387   0.034   1.882  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.823   1.610   1.100  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.158  -2.066   0.493  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.439  -1.563   0.603  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.209  -1.977  -1.017  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.146  -1.087  -1.880  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.274  -1.092  -1.357  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.952   1.496   0.852  1.00  0.00           H  
HETATM   28  H10 UNL     1       5.553   0.676  -0.855  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.167  -0.085  -1.765  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.815   2.328   1.066  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.609   2.373   0.570  1.00  0.00           H  
HETATM   32  H14 UNL     1      -5.347  -1.611  -0.122  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   16
CONECT    3   22   23   24
CONECT    4    5
CONECT    5    6    6   15
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   14
CONECT    9   10   11   27
CONECT   10   11   28   29
CONECT   11   12   13
CONECT   14   15   15   30
CONECT   15   31
CONECT   16   17   17   18
CONECT   18   32
END

HMDB0250268
     RDKit          3D
Ciprofibrate
 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.6587    0.5190    1.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -0.0883   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -1.5357   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8753    0.6416   -0.9826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5247    0.6622   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -0.3312   -1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.3202   -0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1960    0.6366   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6571    0.6098    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389    0.1812   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.6144    0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -1.0743    1.8754 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2306   -1.9941    0.0026 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3608    1.5892    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    1.6107    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422    0.0231   -0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3603    0.6996   -1.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -0.6231   -0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6114    0.3729    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867    0.0337    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    1.6098    1.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584   -2.0663    0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4394   -1.5632    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -1.9765   -1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1459   -1.0868   -1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737   -1.0919   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.4957    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5532    0.6763   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -0.0849   -1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150    2.3278    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086    2.3731    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.6114   -0.1223 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  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 15  5  1  0
 11  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ciprofibrato	ChEBI
Ciprofibratum	ChEBI
Ciprofibric acid	Generator
Modalim	MeSH
Lipanor	MeSH
Oroxadin	MeSH
Hyperlipen	MeSH

Chemical Formula

C₁₃H₁₄Cl₂O₃

Average Molecular Weight

289.15

Monoisotopic Molecular Weight

288.0319997

IUPAC Name

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Traditional Name

ciprofibrate

CAS Registry Number

Not Available

SMILES

CC(C)(OC1=CC=C(C=C1)C1CC1(Cl)Cl)C(O)=O

InChI Identifier

InChI=1S/C13H14Cl2O3/c1-12(2,11(16)17)18-9-5-3-8(4-6-9)10-7-13(10,14)15/h3-6,10H,7H2,1-2H3,(H,16,17)

InChI Key

KPSRODZRAIWAKH-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
Phenoxy compound
Phenol ether
Alkyl aryl ether
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alkyl halide
Alkyl chloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

ring assembly (CHEBI:50867 )

Ontology

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	3.62	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.69	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.5 m³·mol⁻¹	ChemAxon
Polarizability	28.08 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]+	161.879	30932474
DeepCCS	[M-H]-	159.521	30932474
DeepCCS	[M-2H]-	192.407	30932474
DeepCCS	[M+Na]+	167.972	30932474
AllCCS	[M+H]+	160.0	32859911
AllCCS	[M+H-H2O]+	156.7	32859911
AllCCS	[M+NH4]+	163.0	32859911
AllCCS	[M+Na]+	163.9	32859911
AllCCS	[M-H]-	162.4	32859911
AllCCS	[M+Na-2H]-	162.5	32859911
AllCCS	[M+HCOO]-	162.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ciprofibrate	CC(C)(OC1=CC=C(C=C1)C1CC1(Cl)Cl)C(O)=O	2853.3	Standard polar	33892256
Ciprofibrate	CC(C)(OC1=CC=C(C=C1)C1CC1(Cl)Cl)C(O)=O	2029.3	Standard non polar	33892256
Ciprofibrate	CC(C)(OC1=CC=C(C=C1)C1CC1(Cl)Cl)C(O)=O	2064.8	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 - Ciprofibrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pbc-2940000000-93c7eadfad9d3fca6571	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciprofibrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciprofibrate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciprofibrate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofibrate 15V, Negative-QTOF	splash10-000i-9000000000-5b8363903aa450454c83	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciprofibrate 30V, Negative-QTOF	splash10-000i-9000000000-ec20127c74818b1f634d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 10V, Positive-QTOF	splash10-000i-0090000000-774e9bf699950a251ec0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 20V, Positive-QTOF	splash10-0udl-2290000000-e288a403279d8738125b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 40V, Positive-QTOF	splash10-001i-3920000000-cd39523d7543c62b1360	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 10V, Negative-QTOF	splash10-000i-0090000000-cde0fa0d9237e1050b84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 20V, Negative-QTOF	splash10-0udr-0290000000-ff87edff2ee50e3a507a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 40V, Negative-QTOF	splash10-0uxr-2950000000-a1f82e0952d5b25b0044	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 10V, Positive-QTOF	splash10-000i-0090000000-5b125ee0ce9128f9085c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 20V, Positive-QTOF	splash10-0uy3-1290000000-73e73b7f1c884e9ad4d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 40V, Positive-QTOF	splash10-014i-1940000000-c43c11eb7c91e554c122	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 10V, Negative-QTOF	splash10-1003-0190000000-7872b70a16d980f86865	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 20V, Negative-QTOF	splash10-0uxr-2390000000-f07db6fa789e0890f76c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciprofibrate 40V, Negative-QTOF	splash10-014i-0910000000-d47c149397bfb1bc4ac8	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

DB09064

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ciprofibrate

METLIN ID

Not Available

PubChem Compound

2763

PDB ID

Not Available

ChEBI ID

50867

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 Ciprofibrate (HMDB0250268)

MOL for HMDB0250268 (Ciprofibrate)

3D MOL for HMDB0250268 (Ciprofibrate)

3D SDF for HMDB0250268 (Ciprofibrate)

3D-SDF for HMDB0250268 (Ciprofibrate)

PDB for HMDB0250268 (Ciprofibrate)

3D PDB for HMDB0250268 (Ciprofibrate)

SMILES for HMDB0250268 (Ciprofibrate)

INCHI for HMDB0250268 (Ciprofibrate)

Structure for HMDB0250268 (Ciprofibrate)

3D Structure for HMDB0250268 (Ciprofibrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra