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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:06:29 UTC

Update Date

2022-11-23 22:29:22 UTC

HMDB ID

HMDB0260041

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zomepirac

Description

Zomepirac belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group. Based on a literature review very few articles have been published on Zomepirac. This compound has been identified in human blood as reported by (PMID: 31557052 ). Zomepirac is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Zomepirac 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

HMDB0260041
     RDKit          3D
zomepirac
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.8011   -2.1924    0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119   -1.2835    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -1.4374    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021   -0.4104    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8421   -0.2647    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786    0.5657    1.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    1.1595    2.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6643    0.7331    1.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5380    0.3267   -0.7047 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8614    1.4959   -1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767   -0.1830   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734    0.3880   -1.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890    0.9333   -2.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2254    0.4217   -0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    0.3918    0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.3937    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8919    0.4266   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6054    0.4211    0.4612 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827    0.4595   -1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2582    0.4571   -1.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5945   -2.1969   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -2.0265    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -3.2502    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -2.2188    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -1.3011    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3564    0.0142   -0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2529    0.9361    0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524    2.3675   -1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426    1.3631   -2.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189    1.7903   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8209    0.3777    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1476    0.3690    1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3772    0.4876   -2.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.4860   -2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11  2  2  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 15 31  1  0
 16 32  1  0
 19 33  1  0
 20 34  1  0
M  END

4828
  Mrv0541 02231217562D          

 20 21  0  0  0  0            999 V2000
    2.3645   -3.1758    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4638    3.1223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132    1.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327    0.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    2.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5521    1.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042   -0.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1283    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  2 11  2  0  0  0  0
  3 15  1  0  0  0  0
  4 15  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  6  8  2  0  0  0  0
  6 11  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
 10 15  1  0  0  0  0
 11 14  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260041

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(CC(O)=O)=CC(C)=C1C(=O)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14ClNO3/c1-9-7-12(8-13(18)19)17(2)14(9)15(20)10-3-5-11(16)6-4-10/h3-7H,8H2,1-2H3,(H,18,19)

> <INCHI_KEY>
ZXVNMYWKKDOREA-UHFFFAOYSA-N

> <FORMULA>
C15H14ClNO3

> <MOLECULAR_WEIGHT>
291.73

> <EXACT_MASS>
291.066221026

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.68315785383126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl]acetic acid

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.3313756339999996

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.857075578582881

> <JCHEM_PKA_STRONGEST_BASIC>
-7.782739361673682

> <JCHEM_POLAR_SURFACE_AREA>
59.3

> <JCHEM_REFRACTIVITY>
77.19760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zomepirac

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260041
     RDKit          3D
zomepirac
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.8011   -2.1924    0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119   -1.2835    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -1.4374    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021   -0.4104    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8421   -0.2647    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786    0.5657    1.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    1.1595    2.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6643    0.7331    1.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5380    0.3267   -0.7047 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8614    1.4959   -1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767   -0.1830   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734    0.3880   -1.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890    0.9333   -2.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2254    0.4217   -0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    0.3918    0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.3937    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8919    0.4266   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6054    0.4211    0.4612 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827    0.4595   -1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2582    0.4571   -1.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5945   -2.1969   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -2.0265    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -3.2502    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -2.2188    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -1.3011    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3564    0.0142   -0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2529    0.9361    0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524    2.3675   -1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426    1.3631   -2.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189    1.7903   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8209    0.3777    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1476    0.3690    1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3772    0.4876   -2.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.4860   -2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11  2  2  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 15 31  1  0
 16 32  1  0
 19 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4828                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       4.414  -5.928   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       3.080   1.002   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      10.199   5.828   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      10.478   3.176   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       5.908   2.533   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.747   1.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.415   2.854   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.154   0.375   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.185   1.520   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.041   4.260   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414   0.232   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.764   3.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.475  -1.131   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -1.308   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.573   4.422   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.747  -2.078   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080  -2.078   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.747  -3.618   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.080  -3.618   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -4.388   0.000  0.00  0.00           C+0
CONECT    1   20                                                            
CONECT    2   11                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    6    7   12                                                  
CONECT    6    5    8   11                                                  
CONECT    7    5    9   10                                                  
CONECT    8    6    9   13                                                  
CONECT    9    7    8                                                       
CONECT   10    7   15                                                       
CONECT   11    2    6   14                                                  
CONECT   12    5                                                            
CONECT   13    8                                                            
CONECT   14   11   16   17                                                  
CONECT   15    3    4   10                                                  
CONECT   16   14   18                                                       
CONECT   17   14   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   20                                                       
CONECT   20    1   18   19                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0260041
HETATM    1  C1  UNL     1      -0.801  -2.192   0.551  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.312  -1.284   0.179  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.641  -1.437   0.587  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.402  -0.410   0.018  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.842  -0.265   0.206  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.279   0.566   1.321  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.530   1.159   2.136  1.00  0.00           O  
HETATM    8  O2  UNL     1       5.664   0.733   1.524  1.00  0.00           O  
HETATM    9  N1  UNL     1       1.538   0.327  -0.705  1.00  0.00           N  
HETATM   10  C7  UNL     1       1.861   1.496  -1.473  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.277  -0.183  -0.621  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.873   0.388  -1.301  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.689   0.933  -2.469  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.225   0.422  -0.830  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.573   0.392   0.487  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.907   0.394   0.916  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.892   0.427  -0.018  1.00  0.00           C  
HETATM   18 CL1  UNL     1      -6.605   0.421   0.461  1.00  0.00          CL  
HETATM   19  C14 UNL     1      -4.583   0.460  -1.373  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.258   0.457  -1.769  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.595  -2.197  -0.243  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.217  -2.026   1.538  1.00  0.00           H  
HETATM   23  H3  UNL     1      -0.437  -3.250   0.557  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.019  -2.219   1.230  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.259  -1.301   0.419  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.356   0.014  -0.743  1.00  0.00           H  
HETATM   27  H7  UNL     1       6.253   0.936   0.727  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.252   2.367  -1.158  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.643   1.363  -2.571  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.919   1.790  -1.438  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.821   0.378   1.260  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.148   0.369   1.983  1.00  0.00           H  
HETATM   33  H13 UNL     1      -5.377   0.488  -2.088  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.046   0.486  -2.826  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   11   11
CONECT    3    4    4   24
CONECT    4    5    9
CONECT    5    6   25   26
CONECT    6    7    7    8
CONECT    8   27
CONECT    9   10   11
CONECT   10   28   29   30
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   20
CONECT   15   16   31
CONECT   16   17   17   32
CONECT   17   18   19
CONECT   19   20   20   33
CONECT   20   34
END

HMDB0260041
     RDKit          3D
zomepirac
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.8011   -2.1924    0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119   -1.2835    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -1.4374    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021   -0.4104    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8421   -0.2647    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786    0.5657    1.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    1.1595    2.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6643    0.7331    1.5241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5380    0.3267   -0.7047 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8614    1.4959   -1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767   -0.1830   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734    0.3880   -1.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890    0.9333   -2.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2254    0.4217   -0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    0.3918    0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.3937    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8919    0.4266   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6054    0.4211    0.4612 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827    0.4595   -1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2582    0.4571   -1.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5945   -2.1969   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2167   -2.0265    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -3.2502    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -2.2188    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -1.3011    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3564    0.0142   -0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2529    0.9361    0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524    2.3675   -1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426    1.3631   -2.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189    1.7903   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8209    0.3777    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1476    0.3690    1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3772    0.4876   -2.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    0.4860   -2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11  2  2  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 10 30  1  0
 15 31  1  0
 16 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetic acid	ChEBI
5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetate	Generator
5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetate dihydrate	MeSH
Zomax	MeSH
Zomepirac potassium	MeSH
Zomepirac sodium	MeSH
2-[5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl]acetate	Generator

Chemical Formula

C₁₅H₁₄ClNO₃

Average Molecular Weight

291.73

Monoisotopic Molecular Weight

291.066221026

IUPAC Name

2-[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl]acetic acid

Traditional Name

zomepirac

CAS Registry Number

Not Available

SMILES

CN1C(CC(O)=O)=CC(C)=C1C(=O)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C15H14ClNO3/c1-9-7-12(8-13(18)19)17(2)14(9)15(20)10-3-5-11(16)6-4-10/h3-7H,8H2,1-2H3,(H,18,19)

InChI Key

ZXVNMYWKKDOREA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-phenylketones

Alternative Parents

Substituents

Aryl-phenylketone
Benzoyl
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Substituted pyrrole
N-methylpyrrole
Heteroaromatic compound
Pyrrole
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organohalogen compound
Organochloride
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:35859 )
monochlorobenzenes (CHEBI:35859 )
aromatic ketone (CHEBI:35859 )
pyrroles (CHEBI:35859 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.37	ALOGPS
logP	3.33	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	-7.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.2 m³·mol⁻¹	ChemAxon
Polarizability	29.68 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
AllCCS	[M+H]+	164.98	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+Na]+	169.38	32859911
AllCCS	[M+NH4]+	168.397	32859911
AllCCS	[M-H]-	164.481	32859911
AllCCS	[M+Na-2H]-	164.145	32859911
AllCCS	[M+HCOO]-	163.907	32859911
DeepCCS	[M+H]+	167.504	30932474
DeepCCS	[M-H]-	165.146	30932474
DeepCCS	[M-2H]-	198.032	30932474
DeepCCS	[M+Na]+	173.597	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
zomepirac	CN1C(CC(O)=O)=CC(C)=C1C(=O)C1=CC=C(Cl)C=C1	3464.2	Standard polar	33892256
zomepirac	CN1C(CC(O)=O)=CC(C)=C1C(=O)C1=CC=C(Cl)C=C1	2196.4	Standard non polar	33892256
zomepirac	CN1C(CC(O)=O)=CC(C)=C1C(=O)C1=CC=C(Cl)C=C1	2399.7	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 - Zomepirac GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2940000000-8c64a42fd02683dc015a	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zomepirac GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zomepirac GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zomepirac GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zomepirac 10V, Positive-QTOF	splash10-000l-0910000000-fe1c972ad8dbb9dd39eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zomepirac 30V, Positive-QTOF	splash10-000l-2900000000-4ef90505096c9d622da8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zomepirac 10V, Positive-QTOF	splash10-052r-1900000000-702f308d66b5552d8a58	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zomepirac 0V, Positive-QTOF	splash10-0006-0190000000-443740457e9126c508a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zomepirac 30V, Positive-QTOF	splash10-000l-4900000000-f221538af260492a1301	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zomepirac 0V, Positive-QTOF	splash10-0006-0090000000-b50afa7c347717b55143	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zomepirac 10V, Positive-QTOF	splash10-006x-0090000000-265595647467d0ccfac3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zomepirac 20V, Positive-QTOF	splash10-00dl-0090000000-76c4b6620aea82d94edd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zomepirac 40V, Positive-QTOF	splash10-03e9-5980000000-4ba8fe9f5bb3284ea275	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zomepirac 10V, Negative-QTOF	splash10-0006-0090000000-6c791a30a1b15042314e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zomepirac 20V, Negative-QTOF	splash10-0007-0190000000-689d7e69418ef08ab4a3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zomepirac 40V, Negative-QTOF	splash10-01qa-4590000000-02798bc22b06e394b771	2017-07-26	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

DB04828

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5531

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zomepirac

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

35859

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 Zomepirac (HMDB0260041)

MOL for HMDB0260041 (Zomepirac)

3D MOL for HMDB0260041 (Zomepirac)

3D SDF for HMDB0260041 (Zomepirac)

3D-SDF for HMDB0260041 (Zomepirac)

PDB for HMDB0260041 (Zomepirac)

3D PDB for HMDB0260041 (Zomepirac)

SMILES for HMDB0260041 (Zomepirac)

INCHI for HMDB0260041 (Zomepirac)

Structure for HMDB0260041 (Zomepirac)

3D Structure for HMDB0260041 (Zomepirac)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra