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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:58:56 UTC

Update Date

2019-07-23 07:15:04 UTC

HMDB ID

HMDB0060780

Secondary Accession Numbers

HMDB60780

Metabolite Identification

Common Name

5'-Hydroxymethyl meloxicam

Description

5'-Hydroxymethyl meloxicam 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). Based on a literature review very few articles have been published on 5'-Hydroxymethyl meloxicam.

Structure

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

HMDB0060780
     RDKit          3D
5'-Hydroxymethyl meloxicam
 37 39  0  0  0  0  0  0  0  0999 V2000
   -0.1247    0.3388    2.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561    0.3091    1.3877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    0.0383    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5669   -0.2228   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8885   -0.4939   -1.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4980   -0.2025    0.5188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532   -0.4548    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339   -1.5944   -0.2119 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -1.6240   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749   -0.4438   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8263   -0.2078   -0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265    1.1500   -0.7118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1661    0.6583   -0.0287 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7584    0.0015   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3481   -0.2837   -2.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1865    0.2265   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0313    0.1494   -1.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3772    0.3532   -1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9621    0.6433   -0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    0.7189    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.5134    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571    0.6183    1.9182 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.9087    2.0263    2.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012   -0.3522    2.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3491   -0.6613    2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279    1.1509    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5214    0.5701    3.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257   -1.3860   -1.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -2.5590   -0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4243   -0.8429   -0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9273   -0.4742   -1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9006    1.4693    0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027   -1.1060   -2.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -0.0723   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0519    0.2963   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0338    0.8015   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5553    0.9482    1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
  3 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  2  0
 22  2  1  0
 13  7  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
M  END


  Mrv0541 07041311582D          

 24 26  0  0  0  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    1.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011    2.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3260    0.9019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    3.6506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    2.0580    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  2  0  0  0  0
 10  9  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  4  0  0  0
 17  1  1  0  0  0  0
 17 11  1  0  0  0  0
 18  7  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 23  8  1  0  0  0  0
 23 14  1  0  0  0  0
 24 10  1  0  0  0  0
 24 17  1  0  0  0  0
 24 21  2  0  0  0  0
 24 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060780

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(C(O)=NC2=NC=C(CO)S2)=C(O)C2=CC=CC=C2S1(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H13N3O5S2/c1-17-11(13(20)16-14-15-6-8(7-18)23-14)12(19)9-4-2-3-5-10(9)24(17,21)22/h2-6,18-19H,7H2,1H3,(H,15,16,20)

> <INCHI_KEY>
LOOSAJMIEADILV-UHFFFAOYSA-N

> <FORMULA>
C14H13N3O5S2

> <MOLECULAR_WEIGHT>
367.4

> <EXACT_MASS>
367.029661921

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
35.436523727959056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-N-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methyl-1,1-dioxo-2H-1λ⁶,2-benzothiazine-3-carboximidic acid

> <ALOGPS_LOGP>
0.96

> <JCHEM_LOGP>
1.0472668743333333

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.2269624355146735

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.69304395248939

> <JCHEM_PKA_STRONGEST_BASIC>
0.3041448169169285

> <JCHEM_POLAR_SURFACE_AREA>
123.32

> <JCHEM_REFRACTIVITY>
90.92369999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-N-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methyl-1,1-dioxo-1λ⁶,2-benzothiazine-3-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060780
     RDKit          3D
5'-Hydroxymethyl meloxicam
 37 39  0  0  0  0  0  0  0  0999 V2000
   -0.1247    0.3388    2.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561    0.3091    1.3877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    0.0383    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5669   -0.2228   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8885   -0.4939   -1.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4980   -0.2025    0.5188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532   -0.4548    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339   -1.5944   -0.2119 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -1.6240   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749   -0.4438   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8263   -0.2078   -0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265    1.1500   -0.7118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1661    0.6583   -0.0287 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7584    0.0015   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3481   -0.2837   -2.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1865    0.2265   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0313    0.1494   -1.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3772    0.3532   -1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9621    0.6433   -0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    0.7189    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.5134    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571    0.6183    1.9182 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.9087    2.0263    2.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012   -0.3522    2.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3491   -0.6613    2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279    1.1509    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5214    0.5701    3.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257   -1.3860   -1.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -2.5590   -0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4243   -0.8429   -0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9273   -0.4742   -1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9006    1.4693    0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027   -1.1060   -2.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -0.0723   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0519    0.2963   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0338    0.8015   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5553    0.9482    1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
  3 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  2  0
 22  2  1  0
 13  7  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.106   2.828   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.962   5.569   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.336   4.162   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       8.075   1.684   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       8.057   6.814   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.944  -4.440   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.390  -4.440   0.000  0.00  0.00           O+0
HETATM   23  S   UNK     0       6.829   3.842   0.000  0.00  0.00           S+0
HETATM   24  S   UNK     0       2.667  -3.080   0.000  0.00  0.00           S+0
CONECT    1   17                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3   10                                                       
CONECT    6    8   15                                                       
CONECT    7    8   18                                                       
CONECT    8    6    7   23                                                  
CONECT    9    4   10   12                                                  
CONECT   10    5    9   24                                                  
CONECT   11   12   13   17                                                  
CONECT   12    9   11   19                                                  
CONECT   13   11   16   20                                                  
CONECT   14   15   16   23                                                  
CONECT   15    6   14                                                       
CONECT   16   13   14                                                       
CONECT   17    1   11   24                                                  
CONECT   18    7                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   24                                                            
CONECT   22   24                                                            
CONECT   23    8   14                                                       
CONECT   24   10   17   21   22                                             
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0060780
HETATM    1  C1  UNL     1      -0.125   0.339   2.377  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.156   0.309   1.388  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.845   0.038   0.060  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.567  -0.223  -0.338  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.889  -0.494  -1.659  1.00  0.00           O  
HETATM    6  N2  UNL     1       1.498  -0.203   0.519  1.00  0.00           N  
HETATM    7  C4  UNL     1       2.853  -0.455   0.127  1.00  0.00           C  
HETATM    8  N3  UNL     1       3.434  -1.594  -0.212  1.00  0.00           N  
HETATM    9  C5  UNL     1       4.680  -1.624  -0.539  1.00  0.00           C  
HETATM   10  C6  UNL     1       5.375  -0.444  -0.523  1.00  0.00           C  
HETATM   11  C7  UNL     1       6.826  -0.208  -0.860  1.00  0.00           C  
HETATM   12  O2  UNL     1       7.127   1.150  -0.712  1.00  0.00           O  
HETATM   13  S1  UNL     1       4.166   0.658  -0.029  1.00  0.00           S  
HETATM   14  C8  UNL     1      -1.758   0.001  -0.879  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.348  -0.284  -2.212  1.00  0.00           O  
HETATM   16  C9  UNL     1      -3.187   0.226  -0.703  1.00  0.00           C  
HETATM   17  C10 UNL     1      -4.031   0.149  -1.822  1.00  0.00           C  
HETATM   18  C11 UNL     1      -5.377   0.353  -1.705  1.00  0.00           C  
HETATM   19  C12 UNL     1      -5.962   0.643  -0.482  1.00  0.00           C  
HETATM   20  C13 UNL     1      -5.133   0.719   0.615  1.00  0.00           C  
HETATM   21  C14 UNL     1      -3.782   0.513   0.493  1.00  0.00           C  
HETATM   22  S2  UNL     1      -2.757   0.618   1.918  1.00  0.00           S  
HETATM   23  O4  UNL     1      -2.909   2.026   2.444  1.00  0.00           O  
HETATM   24  O5  UNL     1      -3.201  -0.352   2.977  1.00  0.00           O  
HETATM   25  H1  UNL     1       0.349  -0.661   2.510  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.628   1.151   2.223  1.00  0.00           H  
HETATM   27  H3  UNL     1      -0.521   0.570   3.415  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.226  -1.386  -1.967  1.00  0.00           H  
HETATM   29  H5  UNL     1       5.206  -2.559  -0.830  1.00  0.00           H  
HETATM   30  H6  UNL     1       7.424  -0.843  -0.189  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.927  -0.474  -1.925  1.00  0.00           H  
HETATM   32  H8  UNL     1       6.901   1.469   0.195  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.703  -1.106  -2.639  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.639  -0.072  -2.800  1.00  0.00           H  
HETATM   35  H11 UNL     1      -6.052   0.296  -2.572  1.00  0.00           H  
HETATM   36  H12 UNL     1      -7.034   0.801  -0.413  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.555   0.948   1.614  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   22
CONECT    3    4   14   14
CONECT    4    5    6    6
CONECT    5   28
CONECT    6    7
CONECT    7    8    8   13
CONECT    8    9
CONECT    9   10   10   29
CONECT   10   11   13
CONECT   11   12   30   31
CONECT   12   32
CONECT   14   15   16
CONECT   15   33
CONECT   16   17   17   21
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   20   36
CONECT   20   21   21   37
CONECT   21   22
CONECT   22   23   23   24   24
END

HMDB0060780
     RDKit          3D
5'-Hydroxymethyl meloxicam
 37 39  0  0  0  0  0  0  0  0999 V2000
   -0.1247    0.3388    2.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561    0.3091    1.3877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    0.0383    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5669   -0.2228   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8885   -0.4939   -1.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4980   -0.2025    0.5188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532   -0.4548    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339   -1.5944   -0.2119 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -1.6240   -0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749   -0.4438   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8263   -0.2078   -0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265    1.1500   -0.7118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1661    0.6583   -0.0287 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7584    0.0015   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3481   -0.2837   -2.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1865    0.2265   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0313    0.1494   -1.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3772    0.3532   -1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9621    0.6433   -0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    0.7189    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.5134    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571    0.6183    1.9182 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.9087    2.0263    2.4444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012   -0.3522    2.9772 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3491   -0.6613    2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6279    1.1509    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5214    0.5701    3.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257   -1.3860   -1.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -2.5590   -0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4243   -0.8429   -0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9273   -0.4742   -1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9006    1.4693    0.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027   -1.1060   -2.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -0.0723   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0519    0.2963   -2.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0338    0.8015   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5553    0.9482    1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
  3 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  2  0
 22  2  1  0
 13  7  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Thioguanosine-5'- O- triphosphoric acid	HMDB

Chemical Formula

C₁₄H₁₃N₃O₅S₂

Average Molecular Weight

367.4

Monoisotopic Molecular Weight

367.029661921

IUPAC Name

4-hydroxy-N-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methyl-1,1-dioxo-2H-1λ⁶,2-benzothiazine-3-carboximidic acid

Traditional Name

4-hydroxy-N-[5-(hydroxymethyl)-1,3-thiazol-2-yl]-2-methyl-1,1-dioxo-1λ⁶,2-benzothiazine-3-carboximidic acid

CAS Registry Number

130262-92-9

SMILES

CN1C(C(O)=NC2=NC=C(CO)S2)=C(O)C2=CC=CC=C2S1(=O)=O

InChI Identifier

InChI=1S/C14H13N3O5S2/c1-17-11(13(20)16-14-15-6-8(7-18)23-14)12(19)9-4-2-3-5-10(9)24(17,21)22/h2-6,18-19H,7H2,1H3,(H,15,16,20)

InChI Key

LOOSAJMIEADILV-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

Benzothiazine
2,5-disubstituted 1,3-thiazole
Ortho-thiazine
Organosulfonic acid amide
Benzenoid
Azole
Organic sulfonic acid or derivatives
Heteroaromatic compound
Organosulfonic acid or derivatives
Thiazole
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Non-excretory biofluid

Blood (HMDB: HMDB0060780)

Excreta

Urine (HMDB: HMDB0060780)

Organ

Kidney (HMDB: HMDB0060780)
Liver (HMDB: HMDB0060780)

Cellular substructure

Cytoplasm (HMDB: HMDB0060780)

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	0.13 g/L	ALOGPS
logP	0.96	ALOGPS
logP	1.05	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.69	ChemAxon
pKa (Strongest Basic)	0.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	123.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.92 m³·mol⁻¹	ChemAxon
Polarizability	35.44 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
DarkChem	[M+H]+	181.069	31661259
DarkChem	[M-H]-	182.043	31661259
DeepCCS	[M+H]+	177.817	30932474
DeepCCS	[M-H]-	175.459	30932474
DeepCCS	[M-2H]-	208.615	30932474
DeepCCS	[M+Na]+	183.911	30932474
AllCCS	[M+H]+	180.8	32859911
AllCCS	[M+H-H2O]+	177.9	32859911
AllCCS	[M+NH4]+	183.5	32859911
AllCCS	[M+Na]+	184.3	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	176.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5'-Hydroxymethyl meloxicam	CN1C(C(O)=NC2=NC=C(CO)S2)=C(O)C2=CC=CC=C2S1(=O)=O	5226.4	Standard polar	33892256
5'-Hydroxymethyl meloxicam	CN1C(C(O)=NC2=NC=C(CO)S2)=C(O)C2=CC=CC=C2S1(=O)=O	3028.8	Standard non polar	33892256
5'-Hydroxymethyl meloxicam	CN1C(C(O)=NC2=NC=C(CO)S2)=C(O)C2=CC=CC=C2S1(=O)=O	3315.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5'-Hydroxymethyl meloxicam,1TMS,isomer #1	CN1C(C(=NC2=NC=C(CO)S2)O[Si](C)(C)C)=C(O)C2=CC=CC=C2S1(=O)=O	3169.1	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,1TMS,isomer #2	CN1C(C(O)=NC2=NC=C(CO[Si](C)(C)C)S2)=C(O)C2=CC=CC=C2S1(=O)=O	3202.3	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,1TMS,isomer #3	CN1C(C(O)=NC2=NC=C(CO)S2)=C(O[Si](C)(C)C)C2=CC=CC=C2S1(=O)=O	3139.9	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,2TMS,isomer #1	CN1C(C(=NC2=NC=C(CO[Si](C)(C)C)S2)O[Si](C)(C)C)=C(O)C2=CC=CC=C2S1(=O)=O	3083.6	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,2TMS,isomer #2	CN1C(C(=NC2=NC=C(CO)S2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C2=CC=CC=C2S1(=O)=O	3070.1	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,2TMS,isomer #3	CN1C(C(O)=NC2=NC=C(CO[Si](C)(C)C)S2)=C(O[Si](C)(C)C)C2=CC=CC=C2S1(=O)=O	3101.3	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,3TMS,isomer #1	CN1C(C(=NC2=NC=C(CO[Si](C)(C)C)S2)O[Si](C)(C)C)=C(O[Si](C)(C)C)C2=CC=CC=C2S1(=O)=O	3071.7	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,1TBDMS,isomer #1	CN1C(C(=NC2=NC=C(CO)S2)O[Si](C)(C)C(C)(C)C)=C(O)C2=CC=CC=C2S1(=O)=O	3344.3	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,1TBDMS,isomer #2	CN1C(C(O)=NC2=NC=C(CO[Si](C)(C)C(C)(C)C)S2)=C(O)C2=CC=CC=C2S1(=O)=O	3425.9	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,1TBDMS,isomer #3	CN1C(C(O)=NC2=NC=C(CO)S2)=C(O[Si](C)(C)C(C)(C)C)C2=CC=CC=C2S1(=O)=O	3389.2	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,2TBDMS,isomer #1	CN1C(C(=NC2=NC=C(CO[Si](C)(C)C(C)(C)C)S2)O[Si](C)(C)C(C)(C)C)=C(O)C2=CC=CC=C2S1(=O)=O	3431.2	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,2TBDMS,isomer #2	CN1C(C(=NC2=NC=C(CO)S2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=CC=CC=C2S1(=O)=O	3411.3	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,2TBDMS,isomer #3	CN1C(C(O)=NC2=NC=C(CO[Si](C)(C)C(C)(C)C)S2)=C(O[Si](C)(C)C(C)(C)C)C2=CC=CC=C2S1(=O)=O	3496.6	Semi standard non polar	33892256
5'-Hydroxymethyl meloxicam,3TBDMS,isomer #1	CN1C(C(=NC2=NC=C(CO[Si](C)(C)C(C)(C)C)S2)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=CC=CC=C2S1(=O)=O	3588.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-Hydroxymethyl meloxicam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gdi-2924000000-1f64709c73fb12ef4ac2	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-Hydroxymethyl meloxicam GC-MS (3 TMS) - 70eV, Positive	splash10-00kf-4496670000-ae8b75378286073b9896	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-Hydroxymethyl meloxicam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-Hydroxymethyl 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 10V, Positive-QTOF	splash10-0v00-0609000000-c0786eed07ad26d3549e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 20V, Positive-QTOF	splash10-004i-1910000000-655173c0863f6bd6f41c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 40V, Positive-QTOF	splash10-01t9-3900000000-cfde0b98ad34fd7b002b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 10V, Negative-QTOF	splash10-014r-1239000000-70eb7d01544ed934dea6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 20V, Negative-QTOF	splash10-00kr-2359000000-b6c14388f58149caba6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 40V, Negative-QTOF	splash10-08i0-9810000000-46051c4bb4f1cb44e3ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 10V, Positive-QTOF	splash10-014i-0019000000-b782035a0db13e8d9dff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 20V, Positive-QTOF	splash10-03xr-0925000000-6d5be46b88df993a673a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 40V, Positive-QTOF	splash10-03di-1910000000-8cd2a49a0883d3f8c7d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 10V, Negative-QTOF	splash10-0gb9-0309000000-a1da1420ccfa1c78d8b9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 20V, Negative-QTOF	splash10-03dl-5930000000-06629d4204c8186fcdd0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-Hydroxymethyl meloxicam 40V, Negative-QTOF	splash10-03xr-6963000000-e22cf9e39834088cd601	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

21896764

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769948

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 5'-Hydroxymethyl meloxicam (HMDB0060780)

MOL for HMDB0060780 (5'-Hydroxymethyl meloxicam)

3D MOL for HMDB0060780 (5'-Hydroxymethyl meloxicam)

3D SDF for HMDB0060780 (5'-Hydroxymethyl meloxicam)

3D-SDF for HMDB0060780 (5'-Hydroxymethyl meloxicam)

PDB for HMDB0060780 (5'-Hydroxymethyl meloxicam)

3D PDB for HMDB0060780 (5'-Hydroxymethyl meloxicam)

SMILES for HMDB0060780 (5'-Hydroxymethyl meloxicam)

INCHI for HMDB0060780 (5'-Hydroxymethyl meloxicam)

Structure for HMDB0060780 (5'-Hydroxymethyl meloxicam)

3D Structure for HMDB0060780 (5'-Hydroxymethyl meloxicam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra