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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6)transporters (1) Show 7 proteins XML

enzymes (6)transporters (1) Show 7 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:48 UTC

HMDB ID

HMDB0014952

Secondary Accession Numbers

HMDB14952

Metabolite Identification

Common Name

Meloxicam

Description

Meloxicam is a nonsteroidal anti-inflammatory drug (NSAID) used to relieve the symptoms of arthritis, primary dysmenorrhea, fever; and as an analgesic, especially where there is an inflammatory component. It is closely related to piroxicam. In Europe it is marketed under the brand names Movalis, Melox, and Recoxa. In North America it is generally marketed under the brand name Mobic. In Latin America, the drug is marketed as Tenaron. [Wikipedia ]

Structure

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

HMDB0014952
     RDKit          3D
Meloxicam
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.5798    2.0439   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243    1.0902   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.2679    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3330   -0.9033    0.1298 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020   -0.2426    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8815   -0.8046    0.0377 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.0606   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1067    1.3022   -0.2670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6127   -0.2823   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    0.7325   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755    2.0397   -0.5226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.6024   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    1.7394   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889    1.6603   -0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7517    0.4638   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9294   -0.6593   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -0.5812   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387   -2.0676   -0.2688 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.2270   -3.1131    0.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752   -2.5122   -1.7044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0664   -1.5629    0.2671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.4325    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7301    1.3684   -0.1843 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705    2.8164   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6858    2.5241    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    1.4198   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347   -0.7840    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372   -1.8209    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270    2.3022   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    2.7064   -0.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6844    2.5597   -0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8272    0.3715   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710   -1.6007   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1548   -3.2921    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -1.9216    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895   -2.9547    1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 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
 18 20  2  0
 18 21  1  0
 21 22  1  0
  5 23  1  0
 23  2  1  0
 21  9  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  6 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
M  END

 
  Mrv0541 02231215012D          
 
 23 25  0  0  0  0            999 V2000
   17.2936  -10.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2797  -11.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0115   -9.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5825   -9.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9837  -11.5550    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.5617  -11.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7155  -10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0254   -9.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8647  -10.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7017  -11.1562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6114  -12.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2832  -12.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8543  -11.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4369   -9.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4161  -11.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1479  -10.3585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4508   -9.1064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8693   -9.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6591  -10.1868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8452   -9.1265    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.1258   -9.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6250   -8.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8535   -8.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  5 12  2  0  0  0  0
  6 13  2  0  0  0  0
  7 14  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 10  1  0  0  0  0
  9 13  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014952

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)

> <INCHI_KEY>
ZRVUJXDFFKFLMG-UHFFFAOYSA-N

> <FORMULA>
C14H13N3O4S2

> <MOLECULAR_WEIGHT>
351.401

> <EXACT_MASS>
351.034747299

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.25368290810468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1λ⁶,2-benzothiazine-3-carboxamide

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
1.6005813606666672

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.641769387409953

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.471159895191359

> <JCHEM_PKA_STRONGEST_BASIC>
0.4736328830676666

> <JCHEM_POLAR_SURFACE_AREA>
99.60000000000001

> <JCHEM_REFRACTIVITY>
88.6249

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
meloxicam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014952
     RDKit          3D
Meloxicam
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.5798    2.0439   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243    1.0902   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.2679    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3330   -0.9033    0.1298 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020   -0.2426    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8815   -0.8046    0.0377 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.0606   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1067    1.3022   -0.2670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6127   -0.2823   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    0.7325   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755    2.0397   -0.5226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.6024   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    1.7394   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889    1.6603   -0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7517    0.4638   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9294   -0.6593   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -0.5812   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387   -2.0676   -0.2688 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.2270   -3.1131    0.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752   -2.5122   -1.7044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0664   -1.5629    0.2671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.4325    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7301    1.3684   -0.1843 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705    2.8164   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6858    2.5241    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    1.4198   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347   -0.7840    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372   -1.8209    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270    2.3022   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    2.7064   -0.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6844    2.5597   -0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8272    0.3715   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710   -1.6007   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1548   -3.2921    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -1.9216    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895   -2.9547    1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 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
 18 20  2  0
 18 21  1  0
 21 22  1  0
  5 23  1  0
 23  2  1  0
 21  9  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  6 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      32.281 -19.252   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.255 -20.786   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.621 -18.501   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.954 -18.455   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0      33.570 -21.569   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0      30.915 -21.537   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.936 -19.291   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      33.647 -16.960   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      29.614 -19.219   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      34.910 -20.825   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      34.741 -22.663   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      32.262 -22.741   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      29.595 -20.760   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.282 -18.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.243 -21.615   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      37.609 -19.336   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      36.308 -16.999   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      38.956 -18.585   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      40.430 -19.015   0.000  0.00  0.00           N+0
HETATM   20  S   UNK     0      38.911 -17.036   0.000  0.00  0.00           S+0
HETATM   21  C   UNK     0      41.301 -17.747   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      40.367 -16.524   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      40.793 -15.040   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11   12                                             
CONECT    6    2   13                                                       
CONECT    7    3   14   10                                                  
CONECT    8    3                                                            
CONECT    9    4   13                                                       
CONECT   10    5   15    7                                                  
CONECT   11    5                                                            
CONECT   12    5                                                            
CONECT   13    6    9                                                       
CONECT   14    7   16   17                                                  
CONECT   15   10                                                            
CONECT   16   14   18                                                       
CONECT   17   14                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   22                                                       
CONECT   22   20   23   21                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0014952
HETATM    1  C1  UNL     1       6.580   2.044  -0.180  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.424   1.090  -0.093  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.456  -0.268   0.084  1.00  0.00           C  
HETATM    4  N1  UNL     1       4.333  -0.903   0.130  1.00  0.00           N  
HETATM    5  C4  UNL     1       3.202  -0.243   0.008  1.00  0.00           C  
HETATM    6  N2  UNL     1       1.882  -0.805   0.038  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.788   0.061  -0.110  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.107   1.302  -0.267  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.613  -0.282  -0.101  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.476   0.733  -0.321  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.975   2.040  -0.523  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.909   0.602  -0.395  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.727   1.739  -0.499  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.089   1.660  -0.471  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.752   0.464  -0.339  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.929  -0.659  -0.238  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.584  -0.581  -0.268  1.00  0.00           C  
HETATM   18  S1  UNL     1      -2.639  -2.068  -0.269  1.00  0.00           S  
HETATM   19  O3  UNL     1      -3.227  -3.113   0.596  1.00  0.00           O  
HETATM   20  O4  UNL     1      -2.475  -2.512  -1.704  1.00  0.00           O  
HETATM   21  N3  UNL     1      -1.066  -1.563   0.267  1.00  0.00           N  
HETATM   22  C14 UNL     1      -0.295  -2.432   1.126  1.00  0.00           C  
HETATM   23  S2  UNL     1       3.730   1.368  -0.184  1.00  0.00           S  
HETATM   24  H1  UNL     1       6.371   2.816  -0.932  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.686   2.524   0.826  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.468   1.420  -0.412  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.435  -0.784   0.182  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.837  -1.821   0.168  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.727   2.302  -1.468  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.221   2.706  -0.606  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.684   2.560  -0.554  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.827   0.372  -0.312  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.471  -1.601  -0.134  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.155  -3.292   0.606  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.325  -1.922   1.866  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.090  -2.955   1.790  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3   23
CONECT    3    4   27
CONECT    4    5    5
CONECT    5    6   23
CONECT    6    7   28
CONECT    7    8    8    9
CONECT    9   10   10   21
CONECT   10   11   12
CONECT   11   29
CONECT   12   13   13   17
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18
CONECT   18   19   19   20   20
CONECT   18   21
CONECT   21   22
CONECT   22   34   35   36
END

HMDB0014952
     RDKit          3D
Meloxicam
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.5798    2.0439   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243    1.0902   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.2679    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3330   -0.9033    0.1298 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2020   -0.2426    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8815   -0.8046    0.0377 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.0606   -0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1067    1.3022   -0.2670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6127   -0.2823   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    0.7325   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755    2.0397   -0.5226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    0.6024   -0.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    1.7394   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889    1.6603   -0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7517    0.4638   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9294   -0.6593   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -0.5812   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387   -2.0676   -0.2688 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.2270   -3.1131    0.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752   -2.5122   -1.7044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0664   -1.5629    0.2671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.4325    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7301    1.3684   -0.1843 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705    2.8164   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6858    2.5241    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    1.4198   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347   -0.7840    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372   -1.8209    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270    2.3022   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    2.7064   -0.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6844    2.5597   -0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8272    0.3715   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710   -1.6007   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1548   -3.2921    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -1.9216    1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895   -2.9547    1.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 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
 18 20  2  0
 18 21  1  0
 21 22  1  0
  5 23  1  0
 23  2  1  0
 21  9  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  6 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Meloxicamum	ChEBI
Mobic	ChEBI
UNII-VG2QF83CGL	ChEBI
Masflex	HMDB
Mobicox	HMDB
Movalis	HMDB
Movicox	HMDB
Mobec	HMDB
Uticox	HMDB
Parocin	HMDB
Miloxicam	HMDB
Reumoxicam	HMDB

Chemical Formula

C₁₄H₁₃N₃O₄S₂

Average Molecular Weight

351.401

Monoisotopic Molecular Weight

351.034747299

IUPAC Name

4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1λ⁶,2-benzothiazine-3-carboxamide

Traditional Name

meloxicam

CAS Registry Number

71125-38-7

SMILES

CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O

InChI Identifier

InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)

InChI Key

ZRVUJXDFFKFLMG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Not Available

Direct Parent

Benzothiazines

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Benzothiazine
N-arylamide
2,5-disubstituted 1,3-thiazole
Ortho-thiazine
Benzenoid
Organosulfonic acid amide
Azole
Heteroaromatic compound
Vinylogous acid
Thiazole
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:6741 )
1,3-thiazole (CHEBI:6741 )
benzothiazine (CHEBI:6741 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0014952)
Membrane (HMDB: HMDB0014952)

Biofluid or Excreta

Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Meloxicam Pathway (HMDB: HMDB0014952)
Meloxicam Action Pathway (PathBank: SMP0000106)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	254 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.15 g/L	Not Available
LogP	1.9	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	173.9	30932474
[M+H]+	Not Available	174.521	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001029

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	2.28	ALOGPS
logP	1.6	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.47	ChemAxon
pKa (Strongest Basic)	0.47	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.62 m³·mol⁻¹	ChemAxon
Polarizability	34.25 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
DarkChem	[M+H]+	180.174	31661259
DarkChem	[M-H]-	176.514	31661259
DeepCCS	[M+H]+	174.728	30932474
DeepCCS	[M-H]-	172.37	30932474
DeepCCS	[M-2H]-	205.925	30932474
DeepCCS	[M+Na]+	181.151	30932474
AllCCS	[M+H]+	177.8	32859911
AllCCS	[M+H-H2O]+	174.7	32859911
AllCCS	[M+NH4]+	180.7	32859911
AllCCS	[M+Na]+	181.5	32859911
AllCCS	[M-H]-	175.5	32859911
AllCCS	[M+Na-2H]-	175.3	32859911
AllCCS	[M+HCOO]-	175.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Meloxicam	CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O	4894.2	Standard polar	33892256
Meloxicam	CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O	2565.9	Standard non polar	33892256
Meloxicam	CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O	2961.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Meloxicam,1TMS,isomer #1	CC1=CN=C(NC(=O)C2=C(O[Si](C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)S1	3157.2	Semi standard non polar	33892256
Meloxicam,1TMS,isomer #2	CC1=CN=C(N(C(=O)C2=C(O)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C)S1	2979.7	Semi standard non polar	33892256
Meloxicam,2TMS,isomer #1	CC1=CN=C(N(C(=O)C2=C(O[Si](C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C)S1	2998.8	Semi standard non polar	33892256
Meloxicam,2TMS,isomer #1	CC1=CN=C(N(C(=O)C2=C(O[Si](C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C)S1	3033.0	Standard non polar	33892256
Meloxicam,2TMS,isomer #1	CC1=CN=C(N(C(=O)C2=C(O[Si](C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C)S1	3995.8	Standard polar	33892256
Meloxicam,1TBDMS,isomer #1	CC1=CN=C(NC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)S1	3387.5	Semi standard non polar	33892256
Meloxicam,1TBDMS,isomer #2	CC1=CN=C(N(C(=O)C2=C(O)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C(C)(C)C)S1	3207.0	Semi standard non polar	33892256
Meloxicam,2TBDMS,isomer #1	CC1=CN=C(N(C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C(C)(C)C)S1	3394.9	Semi standard non polar	33892256
Meloxicam,2TBDMS,isomer #1	CC1=CN=C(N(C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C(C)(C)C)S1	3497.2	Standard non polar	33892256
Meloxicam,2TBDMS,isomer #1	CC1=CN=C(N(C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=CC=CC=C3S(=O)(=O)N2C)[Si](C)(C)C(C)(C)C)S1	4023.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Meloxicam GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-2902000000-442e82736bdaa71629b1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meloxicam GC-MS (1 TMS) - 70eV, Positive	splash10-001i-4290100000-70369ef9629adcb66252	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meloxicam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meloxicam 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 - Meloxicam LC-ESI-qTof , Positive-QTOF	splash10-0uxr-0905000000-155a653652a8dc132b5c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam LC-ESI-qTof , Positive-QTOF	splash10-001i-1390000000-e476bc93f0f2236bccdc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam LC-ESI-qTof , Positive-QTOF	splash10-0006-3910000000-5a451a906b9cf9bd15b8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam LC-ESI-QTOF , positive-QTOF	splash10-0udi-0009000000-d860614369de32fc5b55	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam LC-ESI-QTOF , positive-QTOF	splash10-00kf-0901000000-0d362af6b48e1604f3c0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam LC-ESI-QTOF , positive-QTOF	splash10-0006-0900000000-f79d2bd45c77067c33bf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam LC-ESI-QTOF , positive-QTOF	splash10-0006-0900000000-385da9c2b565923f3591	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam LC-ESI-QTOF , positive-QTOF	splash10-0006-0900000000-24d8592c133da8552647	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam , positive-QTOF	splash10-0uxr-0905000000-155a653652a8dc132b5c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam , positive-QTOF	splash10-0uxu-2905000000-a1d5ee29626527977b8e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam , positive-QTOF	splash10-014l-3900000000-835e2ce927e75b3bb1fb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam , positive-QTOF	splash10-014l-3910000000-cf38e48efa983293e01f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam 30V, Positive-QTOF	splash10-0006-0900000000-f79d2bd45c77067c33bf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam 40V, Positive-QTOF	splash10-0006-0900000000-385da9c2b565923f3591	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam 45V, Positive-QTOF	splash10-03dj-0900000000-25904bb34a812496ce8b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam 20V, Positive-QTOF	splash10-00kf-0901000000-0d362af6b48e1604f3c0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam 10V, Positive-QTOF	splash10-0udi-0009000000-d860614369de32fc5b55	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam 15V, Positive-QTOF	splash10-000i-0292000000-431ebc79a9e58b6de11f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meloxicam 50V, Positive-QTOF	splash10-0006-0900000000-24d8592c133da8552647	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meloxicam 10V, Positive-QTOF	splash10-0w29-0709000000-28418136a19ad7e133bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meloxicam 20V, Positive-QTOF	splash10-03di-1900000000-09c918b92fb04726ae80	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meloxicam 40V, Positive-QTOF	splash10-0ikc-8900000000-b213c50ee4ed1505df38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meloxicam 10V, Negative-QTOF	splash10-0udi-0229000000-acae128204108b962183	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meloxicam 20V, Negative-QTOF	splash10-0ik9-1496000000-6b38c2d88b94b6dcf7cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meloxicam 40V, Negative-QTOF	splash10-03g0-6900000000-cedcff29bec701cd8ff3	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Meloxicam 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 DB00814	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00814	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00814

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10442740

KEGG Compound ID

C08169

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Meloxicam

METLIN ID

Not Available

PubChem Compound

54677470

PDB ID

Not Available

ChEBI ID

6741

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

Poulsen Nautrup B, Horstermann D: [Pharmacodynamic and pharmacokinetic aspects of the non-inflammatory non-steroidal agent meloxicam in dogs]. Dtsch Tierarztl Wochenschr. 1999 Mar;106(3):94-100. [PubMed:10220944 ]
Tegeder I, Lotsch J, Krebs S, Muth-Selbach U, Brune K, Geisslinger G: Comparison of inhibitory effects of meloxicam and diclofenac on human thromboxane biosynthesis after single doses and at steady state. Clin Pharmacol Ther. 1999 May;65(5):533-44. [PubMed:10340919 ]
Blanco FJ, Guitian R, Moreno J, de Toro FJ, Galdo F: Effect of antiinflammatory drugs on COX-1 and COX-2 activity in human articular chondrocytes. J Rheumatol. 1999 Jun;26(6):1366-73. [PubMed:10381057 ]
Panara MR, Renda G, Sciulli MG, Santini G, Di Giamberardino M, Rotondo MT, Tacconelli S, Seta F, Patrono C, Patrignani P: Dose-dependent inhibition of platelet cyclooxygenase-1 and monocyte cyclooxygenase-2 by meloxicam in healthy subjects. J Pharmacol Exp Ther. 1999 Jul;290(1):276-80. [PubMed:10381787 ]
Gross JM, Dwyer JE, Knox FG: Natriuretic response to increased pressure is preserved with COX-2 inhibitors. Hypertension. 1999 Nov;34(5):1163-7. [PubMed:10567199 ]
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. 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

Blanco FJ, Guitian R, Moreno J, de Toro FJ, Galdo F: Effect of antiinflammatory drugs on COX-1 and COX-2 activity in human articular chondrocytes. J Rheumatol. 1999 Jun;26(6):1366-73. [PubMed:10381057 ]
Panara MR, Renda G, Sciulli MG, Santini G, Di Giamberardino M, Rotondo MT, Tacconelli S, Seta F, Patrono C, Patrignani P: Dose-dependent inhibition of platelet cyclooxygenase-1 and monocyte cyclooxygenase-2 by meloxicam in healthy subjects. J Pharmacol Exp Ther. 1999 Jul;290(1):276-80. [PubMed:10381787 ]

Enzyme Details

3. 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

Chesne C, Guyomard C, Guillouzo A, Schmid J, Ludwig E, Sauter T: Metabolism of Meloxicam in human liver involves cytochromes P4502C9 and 3A4. Xenobiotica. 1998 Jan;28(1):1-13. [PubMed:9493314 ]
Ludwig E, Schmid J, Beschke K, Ebner T: Activation of human cytochrome P-450 3A4-catalyzed meloxicam 5'-methylhydroxylation by quinidine and hydroquinidine in vitro. J Pharmacol Exp Ther. 1999 Jul;290(1):1-8. [PubMed:10381752 ]
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 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

Chesne C, Guyomard C, Guillouzo A, Schmid J, Ludwig E, Sauter T: Metabolism of Meloxicam in human liver involves cytochromes P4502C9 and 3A4. Xenobiotica. 1998 Jan;28(1):1-13. [PubMed:9493314 ]
Ludwig E, Schmid J, Beschke K, Ebner T: Activation of human cytochrome P-450 3A4-catalyzed meloxicam 5'-methylhydroxylation by quinidine and hydroquinidine in vitro. J Pharmacol Exp Ther. 1999 Jul;290(1):1-8. [PubMed:10381752 ]
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

5. 6-phosphogluconate dehydrogenase, decarboxylating

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidative decarboxylation of 6-phosphogluconate to ribulose 5-phosphate and CO(2), with concomitant reduction of NADP to NADPH (By similarity).
Gene Name:: PGD
Uniprot ID:: P52209
Molecular weight:: 53139.56

References

Akkemik E, Budak H, Ciftci M: Effects of some drugs on human erythrocyte 6-phosphogluconate dehydrogenase: an in vitro study. J Enzyme Inhib Med Chem. 2010 Aug;25(4):476-9. doi: 10.3109/14756360903257900. [PubMed:20235752 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

6. Cytochrome P450 2C8

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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

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 ]

Transporters

Enzyme Details

1. Multidrug resistance-associated protein 4

General function:: Involved in ATP binding
Specific function:: May be an organic anion pump relevant to cellular detoxification
Gene Name:: ABCC4
Uniprot ID:: O15439
Molecular weight:: 149525.3

References

Uchida Y, Kamiie J, Ohtsuki S, Terasaki T: Multichannel liquid chromatography-tandem mass spectrometry cocktail method for comprehensive substrate characterization of multidrug resistance-associated protein 4 transporter. Pharm Res. 2007 Dec;24(12):2281-96. Epub 2007 Oct 16. [PubMed:17939016 ]

Showing metabocard for Meloxicam (HMDB0014952)

MOL for HMDB0014952 (Meloxicam)

3D MOL for HMDB0014952 (Meloxicam)

3D SDF for HMDB0014952 (Meloxicam)

3D-SDF for HMDB0014952 (Meloxicam)

PDB for HMDB0014952 (Meloxicam)

3D PDB for HMDB0014952 (Meloxicam)

SMILES for HMDB0014952 (Meloxicam)

INCHI for HMDB0014952 (Meloxicam)

Structure for HMDB0014952 (Meloxicam)

3D Structure for HMDB0014952 (Meloxicam)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

Transporters

References