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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2020-02-26 21:42:01 UTC

HMDB ID

HMDB0015666

Secondary Accession Numbers

HMDB15666

Metabolite Identification

Common Name

Lornoxicam

Description

Lornoxicam, also known as XEFO or acabel, belongs to the class of organic compounds known as thienothiazines. These are heterocyclic compounds containing a thiophene ring fused to a thiazine. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Thiazine is a 6-membered ring consisting of four carbon, one nitrogen and one sulfur atoms. Lornoxicam is a strong basic compound (based on its pKa). In humans, lornoxicam is involved in lornoxicam action pathway. Lornoxicam is approved for use in Japan. Lornoxicam (chlortenoxicam) is a new nonsteroidal anti-inflammatory drug (NSAID) of the oxicam class with analgesic, anti-inflammatory and antipyretic properties. Lornoxicam differs from other oxicam compounds in its potent inhibition of prostaglandin biosynthesis, a property that explains the particularly pronounced efficacy of the drug.

Structure

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

HMDB0015666
     RDKit          3D
Lornoxicam
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.3782   -1.4743   -1.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2322   -0.7322   -0.4884 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924   -0.0994    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -0.3762    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.2822    2.1545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -1.2467    0.3847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106   -0.7605   -0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0645    0.5626    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2948    1.0507   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1727    0.1839   -0.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -1.1186   -1.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301   -1.5499   -0.6403 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4557    0.8297    1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021    1.3624    2.4558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    1.1828    1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    2.3362    1.9371 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2524    2.1539    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8169    2.9886    0.9807 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    1.1977    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.6971    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130   -0.6064   -0.7859 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.2043   -0.4014   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -1.8983   -0.3949 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891   -1.3838   -2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -2.5506   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331   -0.9712   -1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001   -0.3234    2.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -2.2325    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040    1.2940    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5535    2.0896   -0.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1581    0.4848   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4641   -1.8666   -1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758    0.8958   -0.7550 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  3 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21  2  1  0
 12  7  1  0
 20 15  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 19 33  1  0
M  END

5282204
  Mrv0541 02241213002D          

 23 25  0  0  1  0            999 V2000
    8.7386    0.2615    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.0865    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4321   -0.4024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5245    1.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3495    1.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.6740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.1510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.3885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4321    0.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9136    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3 13  1  0  0  0  0
  3 18  1  0  0  0  0
  6 14  2  0  0  0  0
  7 17  1  0  0  0  0
  8 12  1  0  0  0  0
  8 16  1  0  0  0  0
  9 17  1  0  0  0  0
  9 19  1  0  0  0  0
 10 19  1  0  0  0  0
 10 22  2  0  0  0  0
 11 13  2  0  0  0  0
 11 15  1  0  0  0  0
 12 14  1  0  0  0  0
 12 17  2  0  0  0  0
 13 14  1  0  0  0  0
 15 18  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 23  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015666

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1\C(=C(\O)NC2=CC=CC=N2)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H10ClN3O4S2/c1-17-10(13(19)16-9-4-2-3-5-15-9)11(18)12-7(23(17,20)21)6-8(14)22-12/h2-6,19H,1H3,(H,15,16)/b13-10+

> <INCHI_KEY>
OXROWJKCGCOJDO-JLHYYAGUSA-N

> <FORMULA>
C13H10ClN3O4S2

> <MOLECULAR_WEIGHT>
371.819

> <EXACT_MASS>
370.98012491

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
33.76780324833126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-6-chloro-3-{hydroxy[(pyridin-2-yl)amino]methylidene}-2-methyl-2H,3H,4H-1λ⁶-thieno[2,3-e][1,2]thiazine-1,1,4-trione

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
1.9918676336666667

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.625741266925512

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.880115431491201

> <JCHEM_PKA_STRONGEST_BASIC>
4.778119213822019

> <JCHEM_POLAR_SURFACE_AREA>
99.6

> <JCHEM_REFRACTIVITY>
97.02380000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
telos

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015666
     RDKit          3D
Lornoxicam
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.3782   -1.4743   -1.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2322   -0.7322   -0.4884 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924   -0.0994    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -0.3762    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.2822    2.1545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -1.2467    0.3847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106   -0.7605   -0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0645    0.5626    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2948    1.0507   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1727    0.1839   -0.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -1.1186   -1.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301   -1.5499   -0.6403 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4557    0.8297    1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021    1.3624    2.4558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    1.1828    1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    2.3362    1.9371 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2524    2.1539    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8169    2.9886    0.9807 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    1.1977    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.6971    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130   -0.6064   -0.7859 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.2043   -0.4014   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -1.8983   -0.3949 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891   -1.3838   -2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -2.5506   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331   -0.9712   -1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001   -0.3234    2.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -2.2325    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040    1.2940    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5535    2.0896   -0.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1581    0.4848   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4641   -1.8666   -1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758    0.8958   -0.7550 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  3 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21  2  1  0
 12  7  1  0
 20 15  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 5282204                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1 Cl   UNK     0      16.312   0.488   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      11.082   2.028   0.000  0.00  0.00           S+0
HETATM    3  S   UNK     0      13.873  -0.751   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      10.312   3.362   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.852   3.362   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.082  -2.592   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.415  -2.592   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       9.748   1.258   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       7.081  -0.282   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       5.747  -2.592   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      12.416   1.258   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748  -0.282   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.416  -0.282   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.082  -1.052   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.873   1.727   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415   2.028   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.415  -1.052   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.772   0.488   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.747  -1.052   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -0.282   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080  -1.052   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414  -3.362   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080  -2.592   0.000  0.00  0.00           C+0
CONECT    1   18                                                            
CONECT    2    4    5    8   11                                             
CONECT    3   13   18                                                       
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6   14                                                            
CONECT    7   17                                                            
CONECT    8    2   12   16                                                  
CONECT    9   17   19                                                       
CONECT   10   19   22                                                       
CONECT   11    2   13   15                                                  
CONECT   12    8   14   17                                                  
CONECT   13    3   11   14                                                  
CONECT   14    6   12   13                                                  
CONECT   15   11   18                                                       
CONECT   16    8                                                            
CONECT   17    7    9   12                                                  
CONECT   18    1    3   15                                                  
CONECT   19    9   10   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   23                                                       
CONECT   22   10   23                                                       
CONECT   23   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0015666
HETATM    1  C1  UNL     1       0.378  -1.474  -1.426  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.232  -0.732  -0.488  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.692  -0.099   0.647  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.557  -0.376   1.003  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.070   0.282   2.154  1.00  0.00           O  
HETATM    6  N2  UNL     1      -1.450  -1.247   0.385  1.00  0.00           N  
HETATM    7  C4  UNL     1      -2.711  -0.761  -0.052  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.065   0.563   0.110  1.00  0.00           C  
HETATM    9  C6  UNL     1      -4.295   1.051  -0.309  1.00  0.00           C  
HETATM   10  C7  UNL     1      -5.173   0.184  -0.898  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.819  -1.119  -1.055  1.00  0.00           C  
HETATM   12  N3  UNL     1      -3.630  -1.550  -0.640  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.456   0.830   1.464  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.902   1.362   2.456  1.00  0.00           O  
HETATM   15  C10 UNL     1       2.844   1.183   1.194  1.00  0.00           C  
HETATM   16  S1  UNL     1       3.896   2.336   1.937  1.00  0.00           S  
HETATM   17  C11 UNL     1       5.252   2.154   0.921  1.00  0.00           C  
HETATM   18 CL1  UNL     1       6.817   2.989   0.981  1.00  0.00          CL  
HETATM   19  C12 UNL     1       4.843   1.198   0.036  1.00  0.00           C  
HETATM   20  C13 UNL     1       3.605   0.697   0.177  1.00  0.00           C  
HETATM   21  S2  UNL     1       2.913  -0.606  -0.786  1.00  0.00           S  
HETATM   22  O3  UNL     1       3.204  -0.401  -2.245  1.00  0.00           O  
HETATM   23  O4  UNL     1       3.622  -1.898  -0.395  1.00  0.00           O  
HETATM   24  H1  UNL     1       0.989  -1.384  -2.403  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.388  -2.551  -1.283  1.00  0.00           H  
HETATM   26  H3  UNL     1      -0.533  -0.971  -1.710  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.500  -0.323   2.848  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.227  -2.233   0.261  1.00  0.00           H  
HETATM   29  H6  UNL     1      -2.404   1.294   0.568  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.553   2.090  -0.174  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.158   0.485  -1.255  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.464  -1.867  -1.514  1.00  0.00           H  
HETATM   33  H10 UNL     1       5.576   0.896  -0.755  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   21
CONECT    3    4    4   13
CONECT    4    5    6
CONECT    5   27
CONECT    6    7   28
CONECT    7    8    8   12
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   13   14   14   15
CONECT   15   16   20   20
CONECT   16   17
CONECT   17   18   19   19
CONECT   19   20   33
CONECT   20   21
CONECT   21   22   22   23   23
END

HMDB0015666
     RDKit          3D
Lornoxicam
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.3782   -1.4743   -1.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2322   -0.7322   -0.4884 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924   -0.0994    0.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -0.3762    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.2822    2.1545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -1.2467    0.3847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106   -0.7605   -0.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0645    0.5626    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2948    1.0507   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1727    0.1839   -0.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -1.1186   -1.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301   -1.5499   -0.6403 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4557    0.8297    1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021    1.3624    2.4558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    1.1828    1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    2.3362    1.9371 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2524    2.1539    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8169    2.9886    0.9807 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    1.1977    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    0.6971    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130   -0.6064   -0.7859 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.2043   -0.4014   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -1.8983   -0.3949 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891   -1.3838   -2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875   -2.5506   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331   -0.9712   -1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001   -0.3234    2.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -2.2325    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040    1.2940    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5535    2.0896   -0.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1581    0.4848   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4641   -1.8666   -1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758    0.8958   -0.7550 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  3 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21  2  1  0
 12  7  1  0
 20 15  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acabel	HMDB
Chlortenoxicam	HMDB
CLTX	HMDB
Lorcam	HMDB
Lornoxicamum	HMDB
Safem	HMDB
Taigalor	HMDB
Telos	HMDB
XEFO	HMDB
Xefocam	HMDB

Chemical Formula

C₁₃H₁₀ClN₃O₄S₂

Average Molecular Weight

371.819

Monoisotopic Molecular Weight

370.98012491

IUPAC Name

(3E)-6-chloro-3-{hydroxy[(pyridin-2-yl)amino]methylidene}-2-methyl-2H,3H,4H-1λ⁶-thieno[2,3-e][1,2]thiazine-1,1,4-trione

Traditional Name

telos

CAS Registry Number

70374-39-9

SMILES

CN1\C(=C(\O)NC2=CC=CC=N2)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O

InChI Identifier

InChI=1S/C13H10ClN3O4S2/c1-17-10(13(19)16-9-4-2-3-5-15-9)11(18)12-7(23(17,20)21)6-8(14)22-12/h2-6,19H,1H3,(H,15,16)/b13-10+

InChI Key

OXROWJKCGCOJDO-JLHYYAGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thienothiazines. These are heterocyclic compounds containing a thiophene ring fused to a thiazine. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Thiazine is a 6-membered ring consisting of four carbon, one nitrogen and one sulfur atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thienothiazines

Sub Class

Not Available

Direct Parent

Thienothiazines

Alternative Parents

Substituents

Thienothiazine
2,3,5-trisubstituted thiophene
Aryl ketone
Secondary aliphatic/aromatic amine
Ortho-thiazine
Aryl chloride
Aryl halide
Pyridine
Organosulfonic acid amide
Imidolactam
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Heteroaromatic compound
Thiophene
Vinylogous amide
Vinylogous acid
Ketone
Secondary amine
Alkanolamine
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

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	2.62	BIOBYTE STARLIST (2009)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	2.53	ALOGPS
logP	1.99	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	6.88	ChemAxon
pKa (Strongest Basic)	4.78	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.02 m³·mol⁻¹	ChemAxon
Polarizability	33.77 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]+	174.039	30932474
DeepCCS	[M-H]-	171.681	30932474
DeepCCS	[M-2H]-	205.284	30932474
DeepCCS	[M+Na]+	180.512	30932474
AllCCS	[M+H]+	178.7	32859911
AllCCS	[M+H-H2O]+	175.8	32859911
AllCCS	[M+NH4]+	181.5	32859911
AllCCS	[M+Na]+	182.2	32859911
AllCCS	[M-H]-	174.7	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	174.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.78 minutes	32390414
Predicted by Siyang on May 30, 2022	14.4026 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2596.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	364.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	120.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	217.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	140.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	517.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	805.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	217.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1098.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	392.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1740.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	383.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	640.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	223.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	160.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lornoxicam	CN1\C(=C(\O)NC2=CC=CC=N2)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	4819.7	Standard polar	33892256
Lornoxicam	CN1\C(=C(\O)NC2=CC=CC=N2)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3083.9	Standard non polar	33892256
Lornoxicam	CN1\C(=C(\O)NC2=CC=CC=N2)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3193.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lornoxicam,1TMS,isomer #1	CN1/C(=C(\NC2=CC=CC=N2)O[Si](C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3067.3	Semi standard non polar	33892256
Lornoxicam,1TMS,isomer #2	CN1/C(=C(/O)N(C2=CC=CC=N2)[Si](C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3021.8	Semi standard non polar	33892256
Lornoxicam,2TMS,isomer #1	CN1/C(=C(/O[Si](C)(C)C)N(C2=CC=CC=N2)[Si](C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	2970.5	Semi standard non polar	33892256
Lornoxicam,2TMS,isomer #1	CN1/C(=C(/O[Si](C)(C)C)N(C2=CC=CC=N2)[Si](C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3196.7	Standard non polar	33892256
Lornoxicam,2TMS,isomer #1	CN1/C(=C(/O[Si](C)(C)C)N(C2=CC=CC=N2)[Si](C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	4057.1	Standard polar	33892256
Lornoxicam,1TBDMS,isomer #1	CN1/C(=C(\NC2=CC=CC=N2)O[Si](C)(C)C(C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3271.7	Semi standard non polar	33892256
Lornoxicam,1TBDMS,isomer #2	CN1/C(=C(/O)N(C2=CC=CC=N2)[Si](C)(C)C(C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3248.8	Semi standard non polar	33892256
Lornoxicam,2TBDMS,isomer #1	CN1/C(=C(/O[Si](C)(C)C(C)(C)C)N(C2=CC=CC=N2)[Si](C)(C)C(C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3310.4	Semi standard non polar	33892256
Lornoxicam,2TBDMS,isomer #1	CN1/C(=C(/O[Si](C)(C)C(C)(C)C)N(C2=CC=CC=N2)[Si](C)(C)C(C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	3673.8	Standard non polar	33892256
Lornoxicam,2TBDMS,isomer #1	CN1/C(=C(/O[Si](C)(C)C(C)(C)C)N(C2=CC=CC=N2)[Si](C)(C)C(C)(C)C)C(=O)C2=C(C=C(Cl)S2)S1(=O)=O	4063.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lornoxicam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5921000000-6f9ae5cf4b1b0097a406	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lornoxicam GC-MS (1 TMS) - 70eV, Positive	splash10-006y-7491100000-cfd19c2004e4ef1f72fd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lornoxicam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lornoxicam 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 - Lornoxicam 10V, Positive-QTOF	splash10-00dj-6039000000-5acd8e014a66cfeba274	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 20V, Positive-QTOF	splash10-0002-9200000000-79cac3b848eaf37323a4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 40V, Positive-QTOF	splash10-0002-9800000000-666e04068ab04bb09533	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 10V, Negative-QTOF	splash10-014i-3049000000-fd314afee7bb217013f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 20V, Negative-QTOF	splash10-0006-8900000000-559e35dd6fe4470b2b78	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 40V, Negative-QTOF	splash10-0089-3900000000-1e73e6eb2363580b2ef2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 10V, Positive-QTOF	splash10-00di-1009000000-ace9fdbf0f3a5ca12dc9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 20V, Positive-QTOF	splash10-00dj-8439000000-3d1eb3b1155415f02002	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 40V, Positive-QTOF	splash10-004i-9100000000-81f13509aa816da18f32	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 10V, Negative-QTOF	splash10-014i-0019000000-5ccae5802952cfdead8b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 20V, Negative-QTOF	splash10-0002-1192000000-9f2aef1c184c6a8f77e0	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lornoxicam 40V, Negative-QTOF	splash10-0006-9122000000-790da4b14580b297d68a	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Lornoxicam Action Pathway		Not Available

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 DB06725	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06725	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

4445392

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lornoxicam

METLIN ID

Not Available

PubChem Compound

5282204

PDB ID

Not Available

ChEBI ID

724428

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

Bonnabry P, Leemann T, Dayer P: Role of human liver microsomal CYP2C9 in the biotransformation of lornoxicam. Eur J Clin Pharmacol. 1996;49(4):305-8. [PubMed:8857077 ]
Pruss TP, Stroissnig H, Radhofer-Welte S, Wendtlandt W, Mehdi N, Takacs F, Fellier H: Overview of the pharmacological properties, pharmacokinetics and animal safety assessment of lornoxicam. Postgrad Med J. 1990;66 Suppl 4:S18-21. [PubMed:2284216 ]
Hitzenberger G, Radhofer-Welte S, Takacs F, Rosenow D: Pharmacokinetics of lornoxicam in man. Postgrad Med J. 1990;66 Suppl 4:S22-7. [PubMed:2284217 ]
Olkkola KT, Brunetto AV, Mattila MJ: Pharmacokinetics of oxicam nonsteroidal anti-inflammatory agents. Clin Pharmacokinet. 1994 Feb;26(2):107-20. [PubMed:8162655 ]
Vane JR: Introduction: mechanism of action of NSAIDs. Br J Rheumatol. 1996 Apr;35 Suppl 1:1-3. [PubMed:8630629 ]
Balfour JA, Fitton A, Barradell LB: Lornoxicam. A review of its pharmacology and therapeutic potential in the management of painful and inflammatory conditions. Drugs. 1996 Apr;51(4):639-57. [PubMed:8706598 ]
Skjodt NM, Davies NM: Clinical pharmacokinetics of lornoxicam. A short half-life oxicam. Clin Pharmacokinet. 1998 Jun;34(6):421-8. [PubMed:9646006 ]
Radhofer-Welte S, Rabasseda X: Lornoxicam, a new potent NSAID with an improved tolerability profile. Drugs Today (Barc). 2000 Jan;36(1):55-76. [PubMed:12879104 ]

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

Renner RM, Jensen JT, Nichols MD, Edelman AB: Pain control in first-trimester surgical abortion: a systematic review of randomized controlled trials. Contraception. 2010 May;81(5):372-88. doi: 10.1016/j.contraception.2009.12.008. Epub 2010 Jan 27. [PubMed:20399943 ]
Berg J, Fellier H, Christoph T, Grarup J, Stimmeder D: The analgesic NSAID lornoxicam inhibits cyclooxygenase (COX)-1/-2, inducible nitric oxide synthase (iNOS), and the formation of interleukin (IL)-6 in vitro. Inflamm Res. 1999 Jul;48(7):369-79. [PubMed:10450786 ]
Rose P, Steinhauser C: Comparison of Lornoxicam and Rofecoxib in Patients with Activated Osteoarthritis (COLOR Study). Clin Drug Investig. 2004;24(4):227-36. [PubMed:17516707 ]
Bianchi M, Panerai AE: Effects of lornoxicam, piroxicam, and meloxicam in a model of thermal hindpaw hyperalgesia induced by formalin injection in rat tail. Pharmacol Res. 2002 Feb;45(2):101-5. [PubMed:11846620 ]

Enzyme Details

2. Prostaglandin G/H synthase 1

General function:: Involved in peroxidase activity
Specific function:: May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:: PTGS1
Uniprot ID:: P23219
Molecular weight:: 68685.82

References

Renner RM, Jensen JT, Nichols MD, Edelman AB: Pain control in first-trimester surgical abortion: a systematic review of randomized controlled trials. Contraception. 2010 May;81(5):372-88. doi: 10.1016/j.contraception.2009.12.008. Epub 2010 Jan 27. [PubMed:20399943 ]
Berg J, Fellier H, Christoph T, Grarup J, Stimmeder D: The analgesic NSAID lornoxicam inhibits cyclooxygenase (COX)-1/-2, inducible nitric oxide synthase (iNOS), and the formation of interleukin (IL)-6 in vitro. Inflamm Res. 1999 Jul;48(7):369-79. [PubMed:10450786 ]
Rose P, Steinhauser C: Comparison of Lornoxicam and Rofecoxib in Patients with Activated Osteoarthritis (COLOR Study). Clin Drug Investig. 2004;24(4):227-36. [PubMed:17516707 ]
Bianchi M, Panerai AE: Effects of lornoxicam, piroxicam, and meloxicam in a model of thermal hindpaw hyperalgesia induced by formalin injection in rat tail. Pharmacol Res. 2002 Feb;45(2):101-5. [PubMed:11846620 ]

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

Rodrigues AD: Impact of CYP2C9 genotype on pharmacokinetics: are all cyclooxygenase inhibitors the same? Drug Metab Dispos. 2005 Nov;33(11):1567-75. Epub 2005 Aug 23. [PubMed:16118328 ]
Martinez C, Blanco G, Garcia-Martin E, Agundez JA: [Clinical pharmacogenomics for CYP2C8 and CYP2C9: general concepts and application to the use of NSAIDs]. Farm Hosp. 2006 Jul-Aug;30(4):240-8. [PubMed:17022718 ]
Zhang Y, Zhong D, Si D, Guo Y, Chen X, Zhou H: Lornoxicam pharmacokinetics in relation to cytochrome P450 2C9 genotype. Br J Clin Pharmacol. 2005 Jan;59(1):14-7. [PubMed:15606435 ]
Kohl C, Steinkellner M: Prediction of pharmacokinetic drug/drug interactions from In vitro data: interactions of the nonsteroidal anti-inflammatory drug lornoxicam with oral anticoagulants. Drug Metab Dispos. 2000 Feb;28(2):161-8. [PubMed:10640513 ]
Bonnabry P, Leemann T, Dayer P: Role of human liver microsomal CYP2C9 in the biotransformation of lornoxicam. Eur J Clin Pharmacol. 1996;49(4):305-8. [PubMed:8857077 ]
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 Lornoxicam (HMDB0015666)

MOL for HMDB0015666 (Lornoxicam)

3D MOL for HMDB0015666 (Lornoxicam)

3D SDF for HMDB0015666 (Lornoxicam)

3D-SDF for HMDB0015666 (Lornoxicam)

PDB for HMDB0015666 (Lornoxicam)

3D PDB for HMDB0015666 (Lornoxicam)

SMILES for HMDB0015666 (Lornoxicam)

INCHI for HMDB0015666 (Lornoxicam)

Structure for HMDB0015666 (Lornoxicam)

3D Structure for HMDB0015666 (Lornoxicam)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References