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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:03:31 UTC

Update Date

2021-09-26 23:08:48 UTC

HMDB ID

HMDB0254672

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Metiazinic acid

Description

Metiazinic acid, also known as methiazinate or acido metiazinico, belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring. Based on a literature review a significant number of articles have been published on Metiazinic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Metiazinic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Metiazinic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0254672
     RDKit          3D
Metiazinic acid
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.0857   -0.1339   -1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518   -0.0511   -0.4933 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817    0.2043    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167    0.4134   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531    0.6859   -0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8032    0.7622    1.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083    0.5622    2.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    0.2903    1.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.0461    2.6060 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2939   -0.2268    1.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4743   -0.4033    2.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -0.6226    1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717   -0.6584    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132   -0.8947   -0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4503    0.3968   -0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    1.4604   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6074    0.4168   -1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -0.4731   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1478   -0.2483    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2150   -0.6203   -2.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.8607   -2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3263    0.8641   -2.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    0.3749   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5003    0.8390   -0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7869    0.9783    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566    0.6278    3.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636   -0.3818    3.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966   -0.7684    1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5561   -1.3862   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5006   -1.5821   -0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7075    0.8939   -2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3811   -0.5046   -1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  2  0
 19  2  1  0
  8  3  1  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END

  Mrv1652309112116032D          

 19 21  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    0.7145   -0.4125    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    0.8250    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
   -0.7145   -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
   -2.1434   -0.4125    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254672

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=CC=CC=C2SC2=C1C=C(CC(O)=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO2S/c1-16-11-4-2-3-5-13(11)19-14-7-6-10(8-12(14)16)9-15(17)18/h2-8H,9H2,1H3,(H,17,18)

> <INCHI_KEY>
LMINNBXUMGNKMM-UHFFFAOYSA-N

> <FORMULA>
C15H13NO2S

> <MOLECULAR_WEIGHT>
271.33

> <EXACT_MASS>
271.066699837

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.618690842875047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(10-methyl-10H-phenothiazin-2-yl)acetic acid

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
3.490099594

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.048803281005096

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2797930580692625

> <JCHEM_POLAR_SURFACE_AREA>
40.540000000000006

> <JCHEM_REFRACTIVITY>
77.3746

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
metiazinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254672
     RDKit          3D
Metiazinic acid
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.0857   -0.1339   -1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518   -0.0511   -0.4933 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817    0.2043    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167    0.4134   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531    0.6859   -0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8032    0.7622    1.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083    0.5622    2.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    0.2903    1.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.0461    2.6060 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2939   -0.2268    1.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4743   -0.4033    2.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -0.6226    1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717   -0.6584    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132   -0.8947   -0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4503    0.3968   -0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    1.4604   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6074    0.4168   -1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -0.4731   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1478   -0.2483    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2150   -0.6203   -2.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.8607   -2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3263    0.8641   -2.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    0.3749   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5003    0.8390   -0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7869    0.9783    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566    0.6278    3.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636   -0.3818    3.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966   -0.7684    1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5561   -1.3862   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5006   -1.5821   -0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7075    0.8939   -2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3811   -0.5046   -1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  2  0
 19  2  1  0
  8  3  1  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0       4.001   2.310   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.001  -0.770   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
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0254672
HETATM    1  C1  UNL     1       1.086  -0.134  -1.973  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.052  -0.051  -0.493  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.282   0.204   0.155  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.417   0.413  -0.646  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.653   0.686  -0.141  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.803   0.762   1.233  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.708   0.562   2.044  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.486   0.290   1.479  1.00  0.00           C  
HETATM    9  S1  UNL     1       1.142   0.046   2.606  1.00  0.00           S  
HETATM   10  C8  UNL     1      -0.294  -0.227   1.587  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.474  -0.403   2.229  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.634  -0.623   1.513  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.572  -0.658   0.140  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.813  -0.895  -0.679  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.450   0.397  -0.994  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.954   1.460  -0.594  1.00  0.00           O  
HETATM   17  O2  UNL     1      -5.607   0.417  -1.739  1.00  0.00           O  
HETATM   18  C14 UNL     1      -1.348  -0.473  -0.465  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.148  -0.248   0.228  1.00  0.00           C  
HETATM   20  H1  UNL     1       0.215  -0.620  -2.376  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.936  -0.861  -2.214  1.00  0.00           H  
HETATM   22  H3  UNL     1       1.326   0.864  -2.384  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.351   0.375  -1.733  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.500   0.839  -0.815  1.00  0.00           H  
HETATM   25  H6  UNL     1       5.787   0.978   1.612  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.857   0.628   3.103  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.564  -0.382   3.307  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.597  -0.768   1.987  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.556  -1.386  -1.643  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.501  -1.582  -0.155  1.00  0.00           H  
HETATM   31  H12 UNL     1      -5.708   0.894  -2.624  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.381  -0.505  -1.553  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   19
CONECT    3    4    4    8
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9
CONECT    9   10
CONECT   10   11   11   19
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   18
CONECT   14   15   29   30
CONECT   15   16   16   17
CONECT   17   31
CONECT   18   19   19   32
END

HMDB0254672
     RDKit          3D
Metiazinic acid
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.0857   -0.1339   -1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0518   -0.0511   -0.4933 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817    0.2043    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167    0.4134   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531    0.6859   -0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8032    0.7622    1.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083    0.5622    2.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    0.2903    1.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415    0.0461    2.6060 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2939   -0.2268    1.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4743   -0.4033    2.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -0.6226    1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717   -0.6584    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132   -0.8947   -0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4503    0.3968   -0.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    1.4604   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6074    0.4168   -1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -0.4731   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1478   -0.2483    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2150   -0.6203   -2.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.8607   -2.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3263    0.8641   -2.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    0.3749   -1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5003    0.8390   -0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7869    0.9783    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566    0.6278    3.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5636   -0.3818    3.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966   -0.7684    1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5561   -1.3862   -1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5006   -1.5821   -0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7075    0.8939   -2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3811   -0.5046   -1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 13 18  1  0
 18 19  2  0
 19  2  1  0
  8  3  1  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(10-Methyl-2-phenothiazinyl)acetic acid	ChEBI
10-Methylphenothiazine-2-acetic acid	ChEBI
2-(10-Methyl-2-phenothiazinyl)essigsaeure	ChEBI
Acide metiazinique	ChEBI
Acido metiazinico	ChEBI
Acidum metiazinicum	ChEBI
Methiazinic acid	ChEBI
N-Methyl-3-phenothiazinylacetic acid	ChEBI
(10-Methyl-2-phenothiazinyl)acetate	Generator
10-Methylphenothiazine-2-acetate	Generator
Methiazinate	Generator
N-Methyl-3-phenothiazinylacetate	Generator
Metiazinate	Generator
10-Methyl-2-phenothiazinylacetic acid	HMDB
Bayer 4512	HMDB
Bayer-4512	HMDB
Soripal	HMDB
Metiazinic acid, sodium salt	HMDB

Chemical Formula

C₁₅H₁₃NO₂S

Average Molecular Weight

271.33

Monoisotopic Molecular Weight

271.066699837

IUPAC Name

2-(10-methyl-10H-phenothiazin-2-yl)acetic acid

Traditional Name

metiazinic acid

CAS Registry Number

Not Available

SMILES

CN1C2=CC=CC=C2SC2=C1C=C(CC(O)=O)C=C2

InChI Identifier

InChI=1S/C15H13NO2S/c1-16-11-4-2-3-5-13(11)19-14-7-6-10(8-12(14)16)9-15(17)18/h2-8H,9H2,1H3,(H,17,18)

InChI Key

LMINNBXUMGNKMM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
Para-thiazine
Benzenoid
Amino acid or derivatives
Amino acid
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:31838 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.1	ALOGPS
logP	3.49	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.37 m³·mol⁻¹	ChemAxon
Polarizability	28.62 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]+	157.381	30932474
DeepCCS	[M-H]-	155.023	30932474
DeepCCS	[M-2H]-	188.158	30932474
DeepCCS	[M+Na]+	163.474	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	156.8	32859911
AllCCS	[M+NH4]+	163.7	32859911
AllCCS	[M+Na]+	164.7	32859911
AllCCS	[M-H]-	162.7	32859911
AllCCS	[M+Na-2H]-	161.9	32859911
AllCCS	[M+HCOO]-	161.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metiazinic acid	CN1C2=CC=CC=C2SC2=C1C=C(CC(O)=O)C=C2	3559.3	Standard polar	33892256
Metiazinic acid	CN1C2=CC=CC=C2SC2=C1C=C(CC(O)=O)C=C2	2463.4	Standard non polar	33892256
Metiazinic acid	CN1C2=CC=CC=C2SC2=C1C=C(CC(O)=O)C=C2	2663.9	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 - Metiazinic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-1790000000-276053ce45305fa183b9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metiazinic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metiazinic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metiazinic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Metiazinic acid 10V, Positive-QTOF	splash10-00di-0090000000-c0eb07426c6e3a63802a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metiazinic acid 20V, Positive-QTOF	splash10-004i-0090000000-7c0745b7f3f945ca7a91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metiazinic acid 40V, Positive-QTOF	splash10-004i-2950000000-c3458388dd71ab10d726	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metiazinic acid 10V, Negative-QTOF	splash10-00b9-0090000000-7ed6e59c874633980d37	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metiazinic acid 20V, Negative-QTOF	splash10-004i-0090000000-341107cd6a984355deb2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metiazinic acid 40V, Negative-QTOF	splash10-0umi-0590000000-6e56bf0e42b7054d6f6c	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4020

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4164

PDB ID

Not Available

ChEBI ID

31838

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Metiazinic acid (HMDB0254672)

MOL for HMDB0254672 (Metiazinic acid)

3D MOL for HMDB0254672 (Metiazinic acid)

3D SDF for HMDB0254672 (Metiazinic acid)

3D-SDF for HMDB0254672 (Metiazinic acid)

PDB for HMDB0254672 (Metiazinic acid)

3D PDB for HMDB0254672 (Metiazinic acid)

SMILES for HMDB0254672 (Metiazinic acid)

INCHI for HMDB0254672 (Metiazinic acid)

Structure for HMDB0254672 (Metiazinic acid)

3D Structure for HMDB0254672 (Metiazinic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra