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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:46 UTC

Update Date

2020-02-26 21:39:19 UTC

HMDB ID

HMDB0013997

Secondary Accession Numbers

HMDB13997

Metabolite Identification

Common Name

6-Hydroxymethyletoricoxib

Description

6-Hydroxymethyletoricoxib is only found in individuals that have used or taken Etoricoxib. 6-Hydroxymethyletoricoxib is a metabolite of Etoricoxib. 6-hydroxymethyletoricoxib belongs to the family of Bipyridines. These are organic compounds containing two pyridine rings linked to each other.

Structure

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

HMDB0013997
     RDKit          3D
6-Hydroxymethyletoricoxib
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.8217    2.1973   -0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1730    2.2428   -1.5901 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1699    2.1262   -3.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225    3.5577   -1.2652 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547    0.9351   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1874   -0.3057   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4545   -1.3397   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736   -1.1573    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061   -2.2354    0.9234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912   -3.4133    1.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726   -4.4056    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -5.8664    2.4108 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334   -4.2571    2.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921   -3.1070    1.6899 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -2.1083    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9629   -0.8688    0.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841   -0.0159    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1457    1.1723    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0792    1.4951   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6681    2.7560   -0.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    3.7998   -0.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    0.6335   -1.0869 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039   -0.5369   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472    0.0893    0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    1.1254    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555    3.0429   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955    1.2736   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5851    2.2651   -1.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -0.4449   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035   -2.3152   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -3.5095    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -5.0592    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6706   -0.2072    2.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    1.8624    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5437    3.0425   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9571    2.5844   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262    3.7546   -1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377   -1.1415   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214    0.2460    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095    2.0931    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
  8 24  1  0
 24 25  2  0
 25  5  1  0
 15  9  1  0
 23 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 13 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 23 38  1  0
 24 39  1  0
 25 40  1  0
M  END


  Mrv0541 06191310382D          

 25 27  0  0  0  0            999 V2000
   11.5754   -6.7100    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.1464   -1.7600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3214   -1.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9714   -1.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4320   -6.2975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0031   -3.8225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1464   -4.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1464   -5.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1464   -2.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4320   -5.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4320   -3.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8610   -3.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4320   -2.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8610   -2.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -5.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8610   -5.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1464   -0.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0031   -5.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8610   -6.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -4.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1464   -6.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -5.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -4.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5741   -3.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8596   -4.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  2  0  0  0  0
  2  9  1  0  0  0  0
  2 17  1  0  0  0  0
  5 10  1  0  0  0  0
  5 21  2  0  0  0  0
  6 20  1  0  0  0  0
  6 23  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 10  2  0  0  0  0
  8 16  1  0  0  0  0
  9 13  2  0  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 15 18  1  0  0  0  0
 15 20  2  0  0  0  0
 16 19  2  0  0  0  0
 18 22  2  0  0  0  0
 19 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013997

> <DATABASE_NAME>
hmdb

> <SMILES>
CS(=O)(=O)C1=CC=C(C=C1)C1=C(N=CC(Cl)=C1)C1=CN=C(CO)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H15ClN2O3S/c1-25(23,24)16-6-3-12(4-7-16)17-8-14(19)10-21-18(17)13-2-5-15(11-22)20-9-13/h2-10,22H,11H2,1H3

> <INCHI_KEY>
SCVWZQQMIZJGJY-UHFFFAOYSA-N

> <FORMULA>
C18H15ClN2O3S

> <MOLECULAR_WEIGHT>
374.841

> <EXACT_MASS>
374.049190753

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.4415388755321

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{5-[5-chloro-3-(4-methanesulfonylphenyl)pyridin-2-yl]pyridin-2-yl}methanol

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.9766773533333337

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.693094796391087

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.169111898266433

> <JCHEM_PKA_STRONGEST_BASIC>
3.822916655413407

> <JCHEM_POLAR_SURFACE_AREA>
80.15

> <JCHEM_REFRACTIVITY>
96.7467

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{5-[5-chloro-3-(4-methanesulfonylphenyl)pyridin-2-yl]pyridin-2-yl}methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013997
     RDKit          3D
6-Hydroxymethyletoricoxib
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.8217    2.1973   -0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1730    2.2428   -1.5901 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1699    2.1262   -3.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225    3.5577   -1.2652 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547    0.9351   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1874   -0.3057   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4545   -1.3397   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736   -1.1573    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061   -2.2354    0.9234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912   -3.4133    1.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726   -4.4056    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -5.8664    2.4108 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334   -4.2571    2.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921   -3.1070    1.6899 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -2.1083    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9629   -0.8688    0.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841   -0.0159    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1457    1.1723    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0792    1.4951   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6681    2.7560   -0.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    3.7998   -0.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    0.6335   -1.0869 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039   -0.5369   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472    0.0893    0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    1.1254    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555    3.0429   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955    1.2736   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5851    2.2651   -1.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -0.4449   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035   -2.3152   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -3.5095    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -5.0592    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6706   -0.2072    2.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    1.8624    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5437    3.0425   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9571    2.5844   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262    3.7546   -1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377   -1.1415   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214    0.2460    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095    2.0931    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
  8 24  1  0
 24 25  2  0
 25  5  1  0
 15  9  1  0
 23 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 13 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 23 38  1  0
 24 39  1  0
 25 40  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1 Cl   UNK     0      21.607 -12.525   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      18.940  -3.285   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      17.400  -3.285   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      20.480  -3.285   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      17.606 -11.755   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      14.939  -7.135   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      18.940  -7.905   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.940  -9.445   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.940  -4.825   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.606 -10.215   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.606  -7.135   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.274  -7.135   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.606  -5.595   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.274  -5.595   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.273  -9.445   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.274 -10.215   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.940  -1.745   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.939 -10.215   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.274 -11.755   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.273  -7.905   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.940 -12.525   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.605  -9.445   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.605  -7.905   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.272  -7.135   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.938  -7.905   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    3    4    9   17                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5   10   21                                                       
CONECT    6   20   23                                                       
CONECT    7    8   11   12                                                  
CONECT    8    7   10   16                                                  
CONECT    9    2   13   14                                                  
CONECT   10    5    8   15                                                  
CONECT   11    7   13                                                       
CONECT   12    7   14                                                       
CONECT   13    9   11                                                       
CONECT   14    9   12                                                       
CONECT   15   10   18   20                                                  
CONECT   16    8   19                                                       
CONECT   17    2                                                            
CONECT   18   15   22                                                       
CONECT   19    1   16   21                                                  
CONECT   20    6   15                                                       
CONECT   21    5   19                                                       
CONECT   22   18   23                                                       
CONECT   23    6   22   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0013997
HETATM    1  C1  UNL     1       4.822   2.197  -0.991  1.00  0.00           C  
HETATM    2  S1  UNL     1       3.173   2.243  -1.590  1.00  0.00           S  
HETATM    3  O1  UNL     1       3.170   2.126  -3.098  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.523   3.558  -1.265  1.00  0.00           O  
HETATM    5  C2  UNL     1       2.255   0.935  -0.866  1.00  0.00           C  
HETATM    6  C3  UNL     1       2.187  -0.306  -1.458  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.455  -1.340  -0.876  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.774  -1.157   0.309  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.006  -2.235   0.923  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.591  -3.413   1.338  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.173  -4.406   1.915  1.00  0.00           C  
HETATM   12 CL1  UNL     1       0.650  -5.866   2.411  1.00  0.00          CL  
HETATM   13  C9  UNL     1      -1.533  -4.257   2.097  1.00  0.00           C  
HETATM   14  N1  UNL     1      -2.092  -3.107   1.690  1.00  0.00           N  
HETATM   15  C10 UNL     1      -1.369  -2.108   1.117  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.963  -0.869   0.676  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.584  -0.016   1.551  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.146   1.172   1.083  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.079   1.495  -0.262  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.668   2.756  -0.800  1.00  0.00           C  
HETATM   21  O3  UNL     1      -2.734   3.800  -0.757  1.00  0.00           O  
HETATM   22  N2  UNL     1      -2.462   0.633  -1.087  1.00  0.00           N  
HETATM   23  C16 UNL     1      -1.904  -0.537  -0.655  1.00  0.00           C  
HETATM   24  C17 UNL     1       0.847   0.089   0.895  1.00  0.00           C  
HETATM   25  C18 UNL     1       1.577   1.125   0.318  1.00  0.00           C  
HETATM   26  H1  UNL     1       4.956   3.043  -0.289  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.996   1.274  -0.439  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.585   2.265  -1.791  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.716  -0.445  -2.377  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.404  -2.315  -1.345  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.661  -3.509   1.186  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.096  -5.059   2.554  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.671  -0.207   2.612  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.639   1.862   1.741  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.544   3.043  -0.186  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.957   2.584  -1.857  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.226   3.755  -1.624  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.438  -1.141  -1.419  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.321   0.246   1.818  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.610   2.093   0.812  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6    6   25
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9   24
CONECT    9   10   10   15
CONECT   10   11   31
CONECT   11   12   13   13
CONECT   13   14   32
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   23
CONECT   17   18   33
CONECT   18   19   19   34
CONECT   19   20   22
CONECT   20   21   35   36
CONECT   21   37
CONECT   22   23   23
CONECT   23   38
CONECT   24   25   25   39
CONECT   25   40
END

HMDB0013997
     RDKit          3D
6-Hydroxymethyletoricoxib
 40 42  0  0  0  0  0  0  0  0999 V2000
    4.8217    2.1973   -0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1730    2.2428   -1.5901 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1699    2.1262   -3.0978 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225    3.5577   -1.2652 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547    0.9351   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1874   -0.3057   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4545   -1.3397   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736   -1.1573    0.3094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061   -2.2354    0.9234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912   -3.4133    1.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726   -4.4056    1.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501   -5.8664    2.4108 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334   -4.2571    2.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921   -3.1070    1.6899 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688   -2.1083    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9629   -0.8688    0.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841   -0.0159    1.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1457    1.1723    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0792    1.4951   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6681    2.7560   -0.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    3.7998   -0.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    0.6335   -1.0869 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039   -0.5369   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472    0.0893    0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    1.1254    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555    3.0429   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955    1.2736   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5851    2.2651   -1.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7163   -0.4449   -2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035   -2.3152   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -3.5095    1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -5.0592    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6706   -0.2072    2.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    1.8624    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5437    3.0425   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9571    2.5844   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262    3.7546   -1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377   -1.1415   -1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214    0.2460    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095    2.0931    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
  8 24  1  0
 24 25  2  0
 25  5  1  0
 15  9  1  0
 23 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 13 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 23 38  1  0
 24 39  1  0
 25 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[5-Chloro-3-(4-methanesulphonylphenyl)-[2,3'-bipyridine]-6'-yl]methanol	Generator

Chemical Formula

C₁₈H₁₅ClN₂O₃S

Average Molecular Weight

374.841

Monoisotopic Molecular Weight

374.049190753

IUPAC Name

{5-[5-chloro-3-(4-methanesulfonylphenyl)pyridin-2-yl]pyridin-2-yl}methanol

Traditional Name

{5-[5-chloro-3-(4-methanesulfonylphenyl)pyridin-2-yl]pyridin-2-yl}methanol

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)C1=CC=C(C=C1)C1=C(N=CC(Cl)=C1)C1=CN=C(CO)C=C1

InChI Identifier

InChI=1S/C18H15ClN2O3S/c1-25(23,24)16-6-3-12(4-7-16)17-8-14(19)10-21-18(17)13-2-5-15(11-22)20-9-13/h2-10,22H,11H2,1H3

InChI Key

SCVWZQQMIZJGJY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Bipyridines and oligopyridines

Direct Parent

Bipyridines and oligopyridines

Alternative Parents

Substituents

Bipyridine
3-phenylpyridine
Benzenesulfonyl group
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Sulfone
Sulfonyl
Azacycle
Alcohol
Aromatic alcohol
Primary alcohol
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0013997)
Kidney (HMDB: HMDB0013997)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013997)

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
Water Solubility	0.02 g/L	ALOGPS
logP	2.58	ALOGPS
logP	1.98	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	14.17	ChemAxon
pKa (Strongest Basic)	3.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.75 m³·mol⁻¹	ChemAxon
Polarizability	37.44 Å³	ChemAxon
Number of Rings	3	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]+	183.788	30932474
DeepCCS	[M-H]-	181.43	30932474
DeepCCS	[M-2H]-	215.441	30932474
DeepCCS	[M+Na]+	190.648	30932474
AllCCS	[M+H]+	185.5	32859911
AllCCS	[M+H-H2O]+	182.5	32859911
AllCCS	[M+NH4]+	188.4	32859911
AllCCS	[M+Na]+	189.2	32859911
AllCCS	[M-H]-	183.4	32859911
AllCCS	[M+Na-2H]-	183.2	32859911
AllCCS	[M+HCOO]-	183.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxymethyletoricoxib	CS(=O)(=O)C1=CC=C(C=C1)C1=C(N=CC(Cl)=C1)C1=CN=C(CO)C=C1	4944.6	Standard polar	33892256
6-Hydroxymethyletoricoxib	CS(=O)(=O)C1=CC=C(C=C1)C1=C(N=CC(Cl)=C1)C1=CN=C(CO)C=C1	3444.4	Standard non polar	33892256
6-Hydroxymethyletoricoxib	CS(=O)(=O)C1=CC=C(C=C1)C1=C(N=CC(Cl)=C1)C1=CN=C(CO)C=C1	3447.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxymethyletoricoxib,1TMS,isomer #1	C[Si](C)(C)OCC1=CC=C(C2=NC=C(Cl)C=C2C2=CC=C(S(C)(=O)=O)C=C2)C=N1	3521.4	Semi standard non polar	33892256
6-Hydroxymethyletoricoxib,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=C(C2=NC=C(Cl)C=C2C2=CC=C(S(C)(=O)=O)C=C2)C=N1	3739.1	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 - 6-Hydroxymethyletoricoxib GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-0097000000-6d9201694b0957932cdb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxymethyletoricoxib GC-MS (1 TMS) - 70eV, Positive	splash10-0fl0-9018500000-5316067caa26d10e2054	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxymethyletoricoxib 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 10V, Positive-QTOF	splash10-004i-0009000000-5241a5f2f85d782ffd8d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 20V, Positive-QTOF	splash10-004j-0049000000-303f6f6f687b8c913185	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 40V, Positive-QTOF	splash10-0kyj-1191000000-860082fd0fcb353ab6a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 10V, Negative-QTOF	splash10-00di-1009000000-fb5104bf1255d89bfadb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 20V, Negative-QTOF	splash10-00fu-4019000000-30c989ba9441ea988e86	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 40V, Negative-QTOF	splash10-004i-9021000000-4a2200e03904bfa09028	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 10V, Negative-QTOF	splash10-00di-0009000000-238e13a9692d91134858	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 20V, Negative-QTOF	splash10-001i-9005000000-775f4a2f9818bf4fa04f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 40V, Negative-QTOF	splash10-0059-9000000000-d87c93edc50dc6cacf88	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 10V, Positive-QTOF	splash10-004i-0009000000-f238e5857569fe9f4e65	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 20V, Positive-QTOF	splash10-004i-0009000000-2f9603e7fae611396479	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxymethyletoricoxib 40V, Positive-QTOF	splash10-014l-0095000000-b326af6659371b96b646	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23110102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44266438

PDB ID

Not Available

ChEBI ID

106712

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

Not Available

Enzymes

Enzyme Details

1. Prostaglandin G/H synthase 2

General function:: Involved in peroxidase activity
Specific function:: Mediates the formation of prostaglandins from arachidonate. May have a role as a major mediator of inflammation and/or a role for prostanoid signaling in activity-dependent plasticity.
Gene Name:: PTGS2
Uniprot ID:: P35354
Molecular weight:: 68995.625

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Capone ML, Tacconelli S, Di Francesco L, Sacchetti A, Sciulli MG, Patrignani P: Pharmacodynamic of cyclooxygenase inhibitors in humans. Prostaglandins Other Lipid Mediat. 2007 Jan;82(1-4):85-94. Epub 2006 Jul 3. [PubMed:17164136 ]
FitzGerald GA: COX-2 in play at the AHA and the FDA. Trends Pharmacol Sci. 2007 Jul;28(7):303-7. Epub 2007 Jun 18. [PubMed:17573128 ]
Yuan Y, Hunt RH: Global gastrointestinal safety profile of etoricoxib and lumiracoxib. Curr Pharm Des. 2007;13(22):2237-47. [PubMed:17691997 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

2. 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

Takemoto JK, Reynolds JK, Remsberg CM, Vega-Villa KR, Davies NM: Clinical pharmacokinetic and pharmacodynamic profile of etoricoxib. Clin Pharmacokinet. 2008;47(11):703-20. [PubMed:18840026 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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 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

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

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

5. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

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

6. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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

7. Cytochrome P450 1A2

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. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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 ]

Showing metabocard for 6-Hydroxymethyletoricoxib (HMDB0013997)

MOL for HMDB0013997 (6-Hydroxymethyletoricoxib)

3D MOL for HMDB0013997 (6-Hydroxymethyletoricoxib)

3D SDF for HMDB0013997 (6-Hydroxymethyletoricoxib)

3D-SDF for HMDB0013997 (6-Hydroxymethyletoricoxib)

PDB for HMDB0013997 (6-Hydroxymethyletoricoxib)

3D PDB for HMDB0013997 (6-Hydroxymethyletoricoxib)

SMILES for HMDB0013997 (6-Hydroxymethyletoricoxib)

INCHI for HMDB0013997 (6-Hydroxymethyletoricoxib)

Structure for HMDB0013997 (6-Hydroxymethyletoricoxib)

3D Structure for HMDB0013997 (6-Hydroxymethyletoricoxib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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