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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:41:20 UTC

Update Date

2021-09-26 23:08:22 UTC

HMDB ID

HMDB0254408

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Mefenacet

Description

Mefenacet belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). Based on a literature review a significant number of articles have been published on Mefenacet. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mefenacet is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mefenacet 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

HMDB0254408
     RDKit          3D
Mefenacet
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.9413    2.3616    0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8469    1.5151    0.5158 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    2.0355    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463    3.2543    0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.2078    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    1.8875    0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089    1.2358    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029    0.3941    0.8078 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014   -0.1279    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330   -1.0413    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7672   -1.5281    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820   -1.1825   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665   -0.2806   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2154    0.2164   -0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542    1.3015   -1.3664 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1257    0.1791    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -0.8868    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.1858    0.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219   -2.4751   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877   -1.4633   -1.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -0.1608   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5473    3.3295    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    2.6807    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5763    1.8862    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    1.0063   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803    0.2271    0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3927   -1.3789    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104   -2.2490    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.5762   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915    0.0682   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -0.6485    1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7788   -3.0108    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9565   -3.5155   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6216   -1.7062   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    0.6306   -1.6967 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15  7  1  0
 21 16  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END


  Mrv1572004191602152D          

 21 23  0  0  0  0            999 V2000
    2.6420    4.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4986    2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131    2.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4986    3.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431    4.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306    5.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131    3.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306    4.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056    5.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709    3.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    3.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056    4.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3931    4.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3565    3.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4999    3.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536    3.6366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6420    3.9721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3565    2.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7854    3.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861    4.7926    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
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  2  0  0  0  0
 18  1  1  0  0  0  0
 18 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19 15  2  0  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21 14  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254408

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C(=O)COC1=NC2=CC=CC=C2S1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O2S/c1-18(12-7-3-2-4-8-12)15(19)11-20-16-17-13-9-5-6-10-14(13)21-16/h2-10H,11H2,1H3

> <INCHI_KEY>
XIGAUIHYSDTJHW-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O2S

> <MOLECULAR_WEIGHT>
298.36

> <EXACT_MASS>
298.077598873

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.87281813114695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1,3-benzothiazol-2-yloxy)-N-methyl-N-phenylacetamide

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
3.4164017793333334

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.61464346716258

> <JCHEM_PKA_STRONGEST_BASIC>
-0.14579298175546562

> <JCHEM_POLAR_SURFACE_AREA>
42.43000000000001

> <JCHEM_REFRACTIVITY>
80.54299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mefenacet

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254408
     RDKit          3D
Mefenacet
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.9413    2.3616    0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8469    1.5151    0.5158 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    2.0355    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463    3.2543    0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.2078    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    1.8875    0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089    1.2358    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029    0.3941    0.8078 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014   -0.1279    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330   -1.0413    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7672   -1.5281    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820   -1.1825   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665   -0.2806   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2154    0.2164   -0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542    1.3015   -1.3664 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1257    0.1791    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -0.8868    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.1858    0.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219   -2.4751   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877   -1.4633   -1.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -0.1608   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5473    3.3295    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    2.6807    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5763    1.8862    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    1.0063   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803    0.2271    0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3927   -1.3789    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104   -2.2490    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.5762   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915    0.0682   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -0.6485    1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7788   -3.0108    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9565   -3.5155   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6216   -1.7062   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    0.6306   -1.6967 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15  7  1  0
 21 16  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       4.932   8.955   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.931   5.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.264   4.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.931   6.645   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.014   9.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.244  10.600   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.598   5.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.264   7.415   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.244   7.933   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.704  10.600   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.599   7.415   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.598   6.645   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.704   7.933   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.934   9.266   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.265   6.645   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.266   7.415   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      11.673   6.788   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       4.932   7.415   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       6.265   5.105   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.933   6.645   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0      10.427   8.946   0.000  0.00  0.00           S+0
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   14                                                       
CONECT   11   15   20                                                       
CONECT   12    7    8   18                                                  
CONECT   13    9   14   17                                                  
CONECT   14   10   13   21                                                  
CONECT   15   11   18   19                                                  
CONECT   16   17   20   21                                                  
CONECT   17   13   16                                                       
CONECT   18    1   12   15                                                  
CONECT   19   15                                                            
CONECT   20   11   16                                                       
CONECT   21   14   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0254408
HETATM    1  C1  UNL     1      -3.941   2.362   0.934  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.847   1.515   0.516  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.551   2.035   0.496  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.346   3.254   0.874  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.406   1.208   0.049  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.804   1.888   0.406  1.00  0.00           O  
HETATM    7  C4  UNL     1       2.009   1.236   0.057  1.00  0.00           C  
HETATM    8  N2  UNL     1       2.703   0.394   0.808  1.00  0.00           N  
HETATM    9  C5  UNL     1       3.801  -0.128   0.359  1.00  0.00           C  
HETATM   10  C6  UNL     1       4.633  -1.041   1.046  1.00  0.00           C  
HETATM   11  C7  UNL     1       5.767  -1.528   0.460  1.00  0.00           C  
HETATM   12  C8  UNL     1       6.182  -1.182  -0.805  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.366  -0.281  -1.491  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.215   0.216  -0.902  1.00  0.00           C  
HETATM   15  S1  UNL     1       2.954   1.302  -1.366  1.00  0.00           S  
HETATM   16  C11 UNL     1      -3.126   0.179   0.161  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.770  -0.887   0.989  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.062  -2.186   0.670  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.722  -2.475  -0.495  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.088  -1.463  -1.334  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.791  -0.161  -1.005  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.547   3.329   1.369  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.523   2.681   0.022  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.576   1.886   1.680  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.430   1.006  -1.050  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.480   0.227   0.544  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.393  -1.379   2.047  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.410  -2.249   1.002  1.00  0.00           H  
HETATM   29  H8  UNL     1       7.071  -1.576  -1.252  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.591   0.068  -2.491  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.243  -0.649   1.924  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.779  -3.011   1.340  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.957  -3.515  -0.743  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.622  -1.706  -2.274  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.094   0.631  -1.697  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   16
CONECT    3    4    4    5
CONECT    5    6   25   26
CONECT    6    7
CONECT    7    8    8   15
CONECT    8    9
CONECT    9   10   10   14
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15
CONECT   16   17   17   21
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   20   33
CONECT   20   21   21   34
CONECT   21   35
END

HMDB0254408
     RDKit          3D
Mefenacet
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.9413    2.3616    0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8469    1.5151    0.5158 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    2.0355    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463    3.2543    0.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.2078    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    1.8875    0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089    1.2358    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029    0.3941    0.8078 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014   -0.1279    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330   -1.0413    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7672   -1.5281    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820   -1.1825   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665   -0.2806   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2154    0.2164   -0.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542    1.3015   -1.3664 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1257    0.1791    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -0.8868    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.1858    0.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219   -2.4751   -0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877   -1.4633   -1.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909   -0.1608   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5473    3.3295    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    2.6807    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5763    1.8862    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    1.0063   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803    0.2271    0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3927   -1.3789    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104   -2.2490    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.5762   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915    0.0682   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -0.6485    1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7788   -3.0108    1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9565   -3.5155   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6216   -1.7062   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0945    0.6306   -1.6967 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15  7  1  0
 21 16  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1,3-Benzothiazol-2-yloxy)-N-methylacetanilide	Kegg
2-(2-Benzothiazolyl-oxy)-N-methyl-N-phenylacetamide	MeSH
Mefenacet	MeSH

Chemical Formula

C₁₆H₁₄N₂O₂S

Average Molecular Weight

298.36

Monoisotopic Molecular Weight

298.077598873

IUPAC Name

2-(1,3-benzothiazol-2-yloxy)-N-methyl-N-phenylacetamide

Traditional Name

mefenacet

CAS Registry Number

Not Available

SMILES

CN(C(=O)COC1=NC2=CC=CC=C2S1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H14N2O2S/c1-18(12-7-3-2-4-8-12)15(19)11-20-16-17-13-9-5-6-10-14(13)21-16/h2-10H,11H2,1H3

InChI Key

XIGAUIHYSDTJHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazoles

Sub Class

Not Available

Direct Parent

Benzothiazoles

Alternative Parents

Substituents

1,3-benzothiazole
Anilide
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Azole
Tertiary carboxylic acid amide
Thiazole
Heteroaromatic compound
Carboxamide group
Ether
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzothiazoles (CHEBI:34830 )
Amide herbicides (C14525 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.32	ALOGPS
logP	3.42	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	12.61	ChemAxon
pKa (Strongest Basic)	-0.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	42.43 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.54 m³·mol⁻¹	ChemAxon
Polarizability	30.87 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]+	161.486	30932474
DeepCCS	[M-H]-	159.128	30932474
DeepCCS	[M-2H]-	192.014	30932474
DeepCCS	[M+Na]+	167.579	30932474
AllCCS	[M+H]+	169.0	32859911
AllCCS	[M+H-H2O]+	165.6	32859911
AllCCS	[M+NH4]+	172.2	32859911
AllCCS	[M+Na]+	173.1	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	168.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mefenacet	CN(C(=O)COC1=NC2=CC=CC=C2S1)C1=CC=CC=C1	3647.7	Standard polar	33892256
Mefenacet	CN(C(=O)COC1=NC2=CC=CC=C2S1)C1=CC=CC=C1	2575.2	Standard non polar	33892256
Mefenacet	CN(C(=O)COC1=NC2=CC=CC=C2S1)C1=CC=CC=C1	2528.8	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 - Mefenacet GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-4920000000-c79badc8f15eb432d1c0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mefenacet 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 - Mefenacet 10V, Positive-QTOF	splash10-0002-0290000000-68f5166897084e220cff	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 20V, Positive-QTOF	splash10-0002-0890000000-f37e8e830aa2fba2b8c2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 40V, Positive-QTOF	splash10-052f-9500000000-3aa4ba0abd6d1fcbd7b7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 10V, Negative-QTOF	splash10-0002-0290000000-8b33f4768f921f42a0d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 20V, Negative-QTOF	splash10-052k-0960000000-48f28afbdc3fbcae86b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 40V, Negative-QTOF	splash10-052f-9800000000-9c7f27e45206f9294e38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 10V, Positive-QTOF	splash10-0f6t-0970000000-5d11a1c39135fbb516c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 20V, Positive-QTOF	splash10-0532-1900000000-8ff56affd593bb708a52	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 40V, Positive-QTOF	splash10-0pxr-8900000000-fa5fa71f35f0c80d4ee0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 10V, Negative-QTOF	splash10-0udj-0940000000-b354ad49c07372e4e45b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 20V, Negative-QTOF	splash10-0udi-0900000000-dec4a7d06c17b7b97320	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mefenacet 40V, Negative-QTOF	splash10-0ue9-0900000000-993a5a8f68f06defa189	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

82816

KEGG Compound ID

C14525

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91716

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

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 Mefenacet (HMDB0254408)

MOL for HMDB0254408 (Mefenacet)

3D MOL for HMDB0254408 (Mefenacet)

3D SDF for HMDB0254408 (Mefenacet)

3D-SDF for HMDB0254408 (Mefenacet)

PDB for HMDB0254408 (Mefenacet)

3D PDB for HMDB0254408 (Mefenacet)

SMILES for HMDB0254408 (Mefenacet)

INCHI for HMDB0254408 (Mefenacet)

Structure for HMDB0254408 (Mefenacet)

3D Structure for HMDB0254408 (Mefenacet)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra