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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:47:02 UTC

Update Date

2021-09-26 23:08:26 UTC

HMDB ID

HMDB0254454

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Mepirizole

Description

Epirizole, also known as mebron, belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. Based on a literature review very few articles have been published on Epirizole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mepirizole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mepirizole 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

HMDB0254454
     RDKit          3D
Mepirizole
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.2266   -3.0679    0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6413   -1.7701    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265   -0.7352   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    0.5256   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715    1.5793   -0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005    2.9571   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    1.3881   -0.1695 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    0.1542    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221    0.0449    0.5050 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3305   -0.0859    1.7144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824   -0.1626    1.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6281   -0.3120    2.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0467   -0.0744    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8507    0.0545   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7071    0.1761   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932    0.1839   -2.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4196   -0.8708    0.2809 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1458   -3.0708    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -3.8031   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780   -3.3514    1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2090    0.7026   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    3.5540   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8610    3.5069   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    2.8724   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -1.2537    2.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498   -0.3303    3.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    0.5774    2.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0564   -0.1030   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584   -0.3785   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5057   -0.1738   -3.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0703    1.2665   -2.7559 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  8 17  2  0
 17  3  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
M  END

  Mrv0541 06101416172D          

 17 18  0  0  0  0            999 V2000
    2.0399   -1.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7511    3.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570   -0.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130   -0.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -0.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7043   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7511    2.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1636    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8537    0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -0.4004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332    0.4394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3386    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -0.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486    0.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16  3  1  0  0  0  0
 16  9  1  0  0  0  0
 17  4  1  0  0  0  0
 17 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254454

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C)=NN1C1=NC(C)=CC(OC)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N4O2/c1-7-5-9(16-3)13-11(12-7)15-10(17-4)6-8(2)14-15/h5-6H,1-4H3

> <INCHI_KEY>
RHAXSHUQNIEUEY-UHFFFAOYSA-N

> <FORMULA>
C11H14N4O2

> <MOLECULAR_WEIGHT>
234.2545

> <EXACT_MASS>
234.111675712

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
24.793522446793975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-2-(5-methoxy-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidine

> <ALOGPS_LOGP>
1.56

> <JCHEM_LOGP>
1.445486329666666

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.246323895819559

> <JCHEM_POLAR_SURFACE_AREA>
62.06

> <JCHEM_REFRACTIVITY>
62.7062

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mebron

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254454
     RDKit          3D
Mepirizole
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.2266   -3.0679    0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6413   -1.7701    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265   -0.7352   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    0.5256   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715    1.5793   -0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005    2.9571   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    1.3881   -0.1695 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    0.1542    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221    0.0449    0.5050 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3305   -0.0859    1.7144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824   -0.1626    1.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6281   -0.3120    2.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0467   -0.0744    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8507    0.0545   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7071    0.1761   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932    0.1839   -2.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4196   -0.8708    0.2809 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1458   -3.0708    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -3.8031   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780   -3.3514    1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2090    0.7026   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    3.5540   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8610    3.5069   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    2.8724   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -1.2537    2.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498   -0.3303    3.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    0.5774    2.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0564   -0.1030   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584   -0.3785   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5057   -0.1738   -3.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0703    1.2665   -2.7559 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  8 17  2  0
 17  3  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 10-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUN-14         0                                  
HETATM    1  C   UNK     0       3.808  -3.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.135   5.815   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.413  -1.511   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.184  -0.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.650  -1.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.381   3.370   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.181  -1.993   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.135   4.275   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.023  -0.426   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.905   1.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.460   0.659   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.087  -0.747   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       1.929   0.820   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.890   3.370   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       4.365   1.905   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -0.508  -0.265   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.811   0.659   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5    7    9                                                       
CONECT    6    8   10                                                       
CONECT    7    1    5   12                                                  
CONECT    8    2    6   14                                                  
CONECT    9    5   13   16                                                  
CONECT   10    6   15   17                                                  
CONECT   11   12   13   15                                                  
CONECT   12    7   11                                                       
CONECT   13    9   11                                                       
CONECT   14    8   15                                                       
CONECT   15   10   11   14                                                  
CONECT   16    3    9                                                       
CONECT   17    4   10                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0254454
HETATM    1  C1  UNL     1       3.227  -3.068   0.445  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.641  -1.770   0.057  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.727  -0.735  -0.008  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.159   0.526  -0.391  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.272   1.579  -0.466  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.700   2.957  -0.876  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.994   1.388  -0.170  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.579   0.154   0.204  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.822   0.045   0.505  1.00  0.00           N  
HETATM   10  N3  UNL     1      -1.331  -0.086   1.714  1.00  0.00           N  
HETATM   11  C7  UNL     1      -2.682  -0.163   1.658  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.628  -0.312   2.775  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.047  -0.074   0.330  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.851   0.054  -0.358  1.00  0.00           C  
HETATM   15  O2  UNL     1      -1.707   0.176  -1.721  1.00  0.00           O  
HETATM   16  C11 UNL     1      -2.793   0.184  -2.604  1.00  0.00           C  
HETATM   17  N4  UNL     1       1.420  -0.871   0.281  1.00  0.00           N  
HETATM   18  H1  UNL     1       2.146  -3.071   0.632  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.486  -3.803  -0.341  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.778  -3.351   1.386  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.209   0.703  -0.639  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.029   3.554  -0.010  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.861   3.507  -1.351  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.488   2.872  -1.653  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.202  -1.254   2.642  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.050  -0.330   3.727  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.313   0.577   2.857  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.056  -0.103  -0.059  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.658  -0.378  -2.190  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.506  -0.174  -3.621  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.070   1.266  -2.756  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   21
CONECT    5    6    7    7
CONECT    6   22   23   24
CONECT    7    8
CONECT    8    9   17   17
CONECT    9   10   14
CONECT   10   11   11
CONECT   11   12   13
CONECT   12   25   26   27
CONECT   13   14   14   28
CONECT   14   15
CONECT   15   16
CONECT   16   29   30   31
END

HMDB0254454
     RDKit          3D
Mepirizole
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.2266   -3.0679    0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6413   -1.7701    0.0568 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265   -0.7352   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    0.5256   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715    1.5793   -0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005    2.9571   -0.8760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9939    1.3881   -0.1695 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    0.1542    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221    0.0449    0.5050 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3305   -0.0859    1.7144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824   -0.1626    1.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6281   -0.3120    2.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0467   -0.0744    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8507    0.0545   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7071    0.1761   -1.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932    0.1839   -2.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4196   -0.8708    0.2809 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1458   -3.0708    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -3.8031   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780   -3.3514    1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2090    0.7026   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294    3.5540   -0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8610    3.5069   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4884    2.8724   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -1.2537    2.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498   -0.3303    3.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    0.5774    2.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0564   -0.1030   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584   -0.3785   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5057   -0.1738   -3.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0703    1.2665   -2.7559 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  8 17  2  0
 17  3  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
 12 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mebron	Kegg
Methopyrimazole	MeSH
Epirizole	MeSH

Chemical Formula

C₁₁H₁₄N₄O₂

Average Molecular Weight

234.2545

Monoisotopic Molecular Weight

234.111675712

IUPAC Name

4-methoxy-2-(5-methoxy-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidine

Traditional Name

mebron

CAS Registry Number

Not Available

SMILES

COC1=CC(C)=NN1C1=NC(C)=CC(OC)=N1

InChI Identifier

InChI=1S/C11H14N4O2/c1-7-5-9(16-3)13-11(12-7)15-10(17-4)6-8(2)14-15/h5-6H,1-4H3

InChI Key

RHAXSHUQNIEUEY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

Alkyl aryl ether
Pyrimidine
Heteroaromatic compound
Pyrazole
Azole
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	1.56	ALOGPS
logP	1.45	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Basic)	2.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	62.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	62.71 m³·mol⁻¹	ChemAxon
Polarizability	24.79 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]+	154.937	30932474
DeepCCS	[M-H]-	152.579	30932474
DeepCCS	[M-2H]-	185.557	30932474
DeepCCS	[M+Na]+	161.03	30932474
AllCCS	[M+H]+	152.8	32859911
AllCCS	[M+H-H2O]+	148.9	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.4	32859911
AllCCS	[M-H]-	156.0	32859911
AllCCS	[M+Na-2H]-	156.1	32859911
AllCCS	[M+HCOO]-	156.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mepirizole	COC1=CC(C)=NN1C1=NC(C)=CC(OC)=N1	2122.4	Standard polar	33892256
Mepirizole	COC1=CC(C)=NN1C1=NC(C)=CC(OC)=N1	1789.9	Standard non polar	33892256
Mepirizole	COC1=CC(C)=NN1C1=NC(C)=CC(OC)=N1	1834.9	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 - Mepirizole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0v59-2590000000-f293e63439a600e20bcc	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mepirizole 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 - Mepirizole LC-ESI-qTof , Positive-QTOF	splash10-00di-3930000000-1626dd87c849d820e5e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mepirizole , positive-QTOF	splash10-000i-0390000000-9b005e40342ab7df46f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mepirizole , positive-QTOF	splash10-00di-3930000000-1626dd87c849d820e5e4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mepirizole 35V, Positive-QTOF	splash10-00di-0790000000-a4fbaedcffbec2d9e302	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 10V, Positive-QTOF	splash10-000i-0090000000-617c09ce43cc63aa3d36	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 20V, Positive-QTOF	splash10-0f79-0090000000-dbb9682945ded57750bc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 40V, Positive-QTOF	splash10-0f83-7920000000-c17f90fe963c73f7f45b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 10V, Negative-QTOF	splash10-001i-0090000000-ba07a51f3ec3236582de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 20V, Negative-QTOF	splash10-0ff0-0490000000-1da4de9538383d77299c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 40V, Negative-QTOF	splash10-0002-9000000000-43f9c8c51312b42c4c85	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 10V, Positive-QTOF	splash10-000i-0190000000-861692cb079814573a16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 20V, Positive-QTOF	splash10-01qa-9300000000-23cf2d56fd0f0347b906	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 40V, Positive-QTOF	splash10-001s-9300000000-7190d31e1bd8bb23afe7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 10V, Negative-QTOF	splash10-001i-2590000000-99d7d3926fc2ec14f6d5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 20V, Negative-QTOF	splash10-0ff9-4910000000-ab3a00d933893dfb54a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mepirizole 40V, Negative-QTOF	splash10-0aou-9300000000-cba15cf83b8bcaf5af8f	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

DB08991

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3129

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Epirizole

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Mepirizole (HMDB0254454)

MOL for HMDB0254454 (Mepirizole)

3D MOL for HMDB0254454 (Mepirizole)

3D SDF for HMDB0254454 (Mepirizole)

3D-SDF for HMDB0254454 (Mepirizole)

PDB for HMDB0254454 (Mepirizole)

3D PDB for HMDB0254454 (Mepirizole)

SMILES for HMDB0254454 (Mepirizole)

INCHI for HMDB0254454 (Mepirizole)

Structure for HMDB0254454 (Mepirizole)

3D Structure for HMDB0254454 (Mepirizole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra