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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:53:03 UTC

Update Date

2021-09-26 23:09:56 UTC

HMDB ID

HMDB0255280

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N(1)-Acetylsulfamethoxazole

Description

N(1)-Acetylsulfamethoxazole belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring. Based on a literature review very few articles have been published on N(1)-Acetylsulfamethoxazole. This compound has been identified in human blood as reported by (PMID: 31557052 ). N(1)-acetylsulfamethoxazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N(1)-Acetylsulfamethoxazole 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

HMDB0255280
     RDKit          3D
N(1)-Acetylsulfamethoxazole
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.5660   -2.7076    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167   -2.4964   -0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696   -3.5650   -0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9057   -1.3120   -0.6673 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -0.0868   -0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695    0.2989   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    1.6362   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    2.4853    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734    2.0328   -1.0575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500    1.0691   -1.2560 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -1.3239   -1.5378 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.4552   -0.6288   -2.8754 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535   -2.7427   -1.8205 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8426   -0.4804   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    0.8376   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0716    1.5610   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8068    0.9756    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004    1.6625    1.5157 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.3639    1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -1.0684    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -2.4574   -0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6895   -3.8094    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -2.1704    1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472   -0.2849    0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0420    2.0525   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    2.5140    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202    3.5082   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599    1.3611   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2433    2.5806   -0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7445    1.2323    1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    2.5941    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1246   -0.8150    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781   -2.0887    0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 10  5  2  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
M  END


  Mrv1652306031607162D          

 20 21  0  0  0  0            999 V2000
    4.1801    1.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336   -0.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5558   -4.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504   -3.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914   -3.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -2.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476    0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8980   -1.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7353   -4.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926   -0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3998   -5.0652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7676   -0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0775   -1.2968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3829   -1.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9883   -1.7149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7420   -2.0505    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16  9  2  0  0  0  0
 19  8  1  0  0  0  0
 19 14  1  0  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 20 17  2  0  0  0  0
 20 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255280

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N3O4S/c1-8-7-12(14-19-8)15(9(2)16)20(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3

> <INCHI_KEY>
WOTJLXVSBKKTTH-UHFFFAOYSA-N

> <FORMULA>
C12H13N3O4S

> <MOLECULAR_WEIGHT>
295.31

> <EXACT_MASS>
295.062677085

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.40299823001181

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(4-aminobenzenesulfonyl)-N-(5-methyl-1,2-oxazol-3-yl)acetamide

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
0.7791577043333331

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.65714351250771

> <JCHEM_PKA_STRONGEST_BASIC>
1.851994693290389

> <JCHEM_POLAR_SURFACE_AREA>
106.49999999999999

> <JCHEM_REFRACTIVITY>
74.06169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(4-aminobenzenesulfonyl)-N-(5-methyl-1,2-oxazol-3-yl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255280
     RDKit          3D
N(1)-Acetylsulfamethoxazole
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.5660   -2.7076    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167   -2.4964   -0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696   -3.5650   -0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9057   -1.3120   -0.6673 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -0.0868   -0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695    0.2989   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    1.6362   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    2.4853    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734    2.0328   -1.0575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500    1.0691   -1.2560 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -1.3239   -1.5378 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.4552   -0.6288   -2.8754 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535   -2.7427   -1.8205 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8426   -0.4804   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    0.8376   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0716    1.5610   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8068    0.9756    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004    1.6625    1.5157 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.3639    1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -1.0684    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -2.4574   -0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6895   -3.8094    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -2.1704    1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472   -0.2849    0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0420    2.0525   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    2.5140    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202    3.5082   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599    1.3611   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2433    2.5806   -0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7445    1.2323    1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    2.5941    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1246   -0.8150    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781   -2.0887    0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 10  5  2  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       7.803   2.735   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.636  -0.853   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.504  -7.887   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.067  -6.802   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.131  -6.480   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.694  -5.395   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.049   0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.803   1.195   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.010  -2.260   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.973  -8.048   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.225  -5.234   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.573  -1.175   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.346  -9.455   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       7.033  -1.175   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       9.478  -2.421   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      11.915  -3.506   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.445  -3.201   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.259  -4.454   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.557   0.290   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0       8.852  -3.828   0.000  0.00  0.00           S+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    8   12                                                       
CONECT    8    1    7   19                                                  
CONECT    9    2   15   16                                                  
CONECT   10    3    4   13                                                  
CONECT   11    5    6   20                                                  
CONECT   12    7   14   15                                                  
CONECT   13   10                                                            
CONECT   14   12   19                                                       
CONECT   15    9   12   20                                                  
CONECT   16    9                                                            
CONECT   17   20                                                            
CONECT   18   20                                                            
CONECT   19    8   14                                                       
CONECT   20   11   15   17   18                                             
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0255280
HETATM    1  C1  UNL     1      -2.566  -2.708   0.631  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.317  -2.496  -0.102  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.570  -3.565  -0.195  1.00  0.00           O  
HETATM    4  N1  UNL     1      -0.906  -1.312  -0.667  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.597  -0.087  -0.623  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.769   0.299  -0.031  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.970   1.636  -0.328  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.113   2.485   0.102  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.973   2.033  -1.058  1.00  0.00           O  
HETATM   10  N2  UNL     1      -1.150   1.069  -1.256  1.00  0.00           N  
HETATM   11  S1  UNL     1       0.616  -1.324  -1.538  1.00  0.00           S  
HETATM   12  O3  UNL     1       0.455  -0.629  -2.875  1.00  0.00           O  
HETATM   13  O4  UNL     1       0.954  -2.743  -1.821  1.00  0.00           O  
HETATM   14  C7  UNL     1       1.843  -0.480  -0.652  1.00  0.00           C  
HETATM   15  C8  UNL     1       2.106   0.838  -0.935  1.00  0.00           C  
HETATM   16  C9  UNL     1       3.072   1.561  -0.238  1.00  0.00           C  
HETATM   17  C10 UNL     1       3.807   0.976   0.770  1.00  0.00           C  
HETATM   18  N3  UNL     1       4.800   1.663   1.516  1.00  0.00           N  
HETATM   19  C11 UNL     1       3.533  -0.364   1.050  1.00  0.00           C  
HETATM   20  C12 UNL     1       2.579  -1.068   0.359  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.434  -2.457  -0.031  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.689  -3.809   0.912  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.677  -2.170   1.571  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.447  -0.285   0.568  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.042   2.053  -0.317  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.141   2.514   1.224  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.020   3.508  -0.304  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.560   1.361  -1.730  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.243   2.581  -0.492  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.744   1.232   1.641  1.00  0.00           H  
HETATM   31  H11 UNL     1       4.570   2.594   1.930  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.125  -0.815   1.854  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.378  -2.089   0.581  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    4
CONECT    4    5   11
CONECT    5    6   10   10
CONECT    6    7    7   24
CONECT    7    8    9
CONECT    8   25   26   27
CONECT    9   10
CONECT   11   12   12   13   13
CONECT   11   14
CONECT   14   15   15   20
CONECT   15   16   28
CONECT   16   17   17   29
CONECT   17   18   19
CONECT   18   30   31
CONECT   19   20   20   32
CONECT   20   33
END

HMDB0255280
     RDKit          3D
N(1)-Acetylsulfamethoxazole
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.5660   -2.7076    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3167   -2.4964   -0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696   -3.5650   -0.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9057   -1.3120   -0.6673 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -0.0868   -0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695    0.2989   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    1.6362   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    2.4853    0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9734    2.0328   -1.0575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500    1.0691   -1.2560 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -1.3239   -1.5378 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.4552   -0.6288   -2.8754 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535   -2.7427   -1.8205 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8426   -0.4804   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    0.8376   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0716    1.5610   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8068    0.9756    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004    1.6625    1.5157 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.3639    1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -1.0684    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -2.4574   -0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6895   -3.8094    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -2.1704    1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472   -0.2849    0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0420    2.0525   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1413    2.5140    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0202    3.5082   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599    1.3611   -1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2433    2.5806   -0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7445    1.2323    1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    2.5941    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1246   -0.8150    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781   -2.0887    0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 10  5  2  0
 20 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N(1)-Acetylsulphamethoxazole	Generator
N(1)-Acetylsulfamethoxazole	MeSH

Chemical Formula

C₁₂H₁₃N₃O₄S

Average Molecular Weight

295.31

Monoisotopic Molecular Weight

295.062677085

IUPAC Name

N-(4-aminobenzenesulfonyl)-N-(5-methyl-1,2-oxazol-3-yl)acetamide

Traditional Name

N-(4-aminobenzenesulfonyl)-N-(5-methyl-1,2-oxazol-3-yl)acetamide

CAS Registry Number

Not Available

SMILES

CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N)C=C1

InChI Identifier

InChI=1S/C12H13N3O4S/c1-8-7-12(14-19-8)15(9(2)16)20(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3

InChI Key

WOTJLXVSBKKTTH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Aminobenzenesulfonamides

Alternative Parents

Substituents

Aminobenzenesulfonamide
Benzenesulfonyl group
Aniline or substituted anilines
Imidolactam
Azole
Isoxazole
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Acetamide
Heteroaromatic compound
Amino acid or derivatives
Oxacycle
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Amine
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	0.95	ALOGPS
logP	0.78	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	19.66	ChemAxon
pKa (Strongest Basic)	1.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.5 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	74.06 m³·mol⁻¹	ChemAxon
Polarizability	28.4 Å³	ChemAxon
Number of Rings	2	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]+	169.06	30932474
DeepCCS	[M-H]-	166.702	30932474
DeepCCS	[M-2H]-	200.393	30932474
DeepCCS	[M+Na]+	175.621	30932474
AllCCS	[M+H]+	166.6	32859911
AllCCS	[M+H-H2O]+	163.2	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	163.3	32859911
AllCCS	[M+HCOO]-	163.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.2891 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.44 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1524.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	264.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	111.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	56.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	332.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	496.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	841.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	312.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1219.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	267.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	375.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	182.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	141.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N(1)-Acetylsulfamethoxazole	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N)C=C1	4227.7	Standard polar	33892256
N(1)-Acetylsulfamethoxazole	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N)C=C1	2573.2	Standard non polar	33892256
N(1)-Acetylsulfamethoxazole	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N)C=C1	2527.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N(1)-Acetylsulfamethoxazole,1TMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N[Si](C)(C)C)C=C1	2789.2	Semi standard non polar	33892256
N(1)-Acetylsulfamethoxazole,1TMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N[Si](C)(C)C)C=C1	2699.4	Standard non polar	33892256
N(1)-Acetylsulfamethoxazole,1TMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N[Si](C)(C)C)C=C1	3724.9	Standard polar	33892256
N(1)-Acetylsulfamethoxazole,2TMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	2628.9	Semi standard non polar	33892256
N(1)-Acetylsulfamethoxazole,2TMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	2793.6	Standard non polar	33892256
N(1)-Acetylsulfamethoxazole,2TMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1	3485.4	Standard polar	33892256
N(1)-Acetylsulfamethoxazole,1TBDMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	3005.9	Semi standard non polar	33892256
N(1)-Acetylsulfamethoxazole,1TBDMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	2922.9	Standard non polar	33892256
N(1)-Acetylsulfamethoxazole,1TBDMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1	3741.0	Standard polar	33892256
N(1)-Acetylsulfamethoxazole,2TBDMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3128.0	Semi standard non polar	33892256
N(1)-Acetylsulfamethoxazole,2TBDMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3236.9	Standard non polar	33892256
N(1)-Acetylsulfamethoxazole,2TBDMS,isomer #1	CC(=O)N(C1=NOC(C)=C1)S(=O)(=O)C1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3513.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N(1)-Acetylsulfamethoxazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9320000000-3c89c594dea5bc3d7403	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(1)-Acetylsulfamethoxazole 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 - N(1)-Acetylsulfamethoxazole 10V, Positive-QTOF	splash10-0f92-0190000000-31847ed6957f3b26d845	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(1)-Acetylsulfamethoxazole 20V, Positive-QTOF	splash10-0ka2-9270000000-27466fb9824f6a9ce264	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(1)-Acetylsulfamethoxazole 40V, Positive-QTOF	splash10-0002-9000000000-76708314ec64a0bb449e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(1)-Acetylsulfamethoxazole 10V, Negative-QTOF	splash10-0006-0090000000-972877d3b17e3b5e724f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(1)-Acetylsulfamethoxazole 20V, Negative-QTOF	splash10-0udi-0190000000-1ad8109e608fa2383462	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(1)-Acetylsulfamethoxazole 40V, Negative-QTOF	splash10-008a-8900000000-72c978b06353d83e922d	2019-02-23	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

79144

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87725

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 N(1)-Acetylsulfamethoxazole (HMDB0255280)

MOL for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

3D MOL for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

3D SDF for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

3D-SDF for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

PDB for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

3D PDB for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

SMILES for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

INCHI for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

Structure for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

3D Structure for HMDB0255280 (N(1)-Acetylsulfamethoxazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra