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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:53:14 UTC

Update Date

2021-09-26 23:09:56 UTC

HMDB ID

HMDB0255283

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N(4)-Acetylsulfisoxazole

Description

N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}ethanimidic acid belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}ethanimidic acid is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). N(4)-acetylsulfisoxazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N(4)-Acetylsulfisoxazole 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

HMDB0255283
     RDKit          3D
N(4)-Acetylsulfisoxazole
 36 37  0  0  0  0  0  0  0  0999 V2000
    5.3841   -0.6501   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    0.8284   -0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4222    1.5753   -0.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094    1.3740    0.1107 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9530    0.5575    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377    0.7049   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144   -0.0840   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514   -1.0458    0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -2.0000    0.3933 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.3284   -2.0608   -1.0395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -3.4149    0.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -1.2835    1.3328 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998   -0.0139    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2039    1.1779    1.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726    2.1025    0.9721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9297    1.5745    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0055    2.2661   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994    0.1996    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.7856   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6619   -1.1951    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950   -0.4086    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -1.1416   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2013   -0.9301   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997   -1.0730    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6301    2.3660    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508    1.4474   -1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035    0.0259   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035   -1.7912    2.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355    2.7845    0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    2.9791   -1.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6312    1.5180   -1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6107   -0.4952   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -0.8351   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072   -1.8122   -0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -1.9296    2.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958   -0.5313    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  8 20  1  0
 20 21  2  0
 21  5  1  0
 18 13  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END


  Mrv1652306031607112D          

 21 22  0  0  0  0            999 V2000
    5.6322    0.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    1.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437   -5.9051    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
    2.5793   -5.1514    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
    3.5127    0.1553    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
    2.0944   -4.4840    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
    3.7676   -0.6294    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
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  4  0  0  0
 15  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  1  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 12  1  0  0  0  0
 21 16  1  0  0  0  0
 21 18  2  0  0  0  0
 21 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255283

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=C(C)C(C)=NO1

> <INCHI_IDENTIFIER>
InChI=1S/C13H15N3O4S/c1-8-9(2)15-20-13(8)16-21(18,19)12-6-4-11(5-7-12)14-10(3)17/h4-7,16H,1-3H3,(H,14,17)

> <INCHI_KEY>
UTVCPAPWORAKEV-UHFFFAOYSA-N

> <FORMULA>
C13H15N3O4S

> <MOLECULAR_WEIGHT>
309.34

> <EXACT_MASS>
309.078327149

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.993926613184755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}ethanimidic acid

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
1.5247061043333339

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.751657421734915

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.462932185073127

> <JCHEM_PKA_STRONGEST_BASIC>
1.6965687271830565

> <JCHEM_POLAR_SURFACE_AREA>
104.79

> <JCHEM_REFRACTIVITY>
78.8363

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255283
     RDKit          3D
N(4)-Acetylsulfisoxazole
 36 37  0  0  0  0  0  0  0  0999 V2000
    5.3841   -0.6501   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    0.8284   -0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4222    1.5753   -0.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094    1.3740    0.1107 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9530    0.5575    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377    0.7049   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144   -0.0840   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514   -1.0458    0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -2.0000    0.3933 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.3284   -2.0608   -1.0395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -3.4149    0.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -1.2835    1.3328 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998   -0.0139    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2039    1.1779    1.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726    2.1025    0.9721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9297    1.5745    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0055    2.2661   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994    0.1996    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.7856   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6619   -1.1951    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950   -0.4086    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -1.1416   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2013   -0.9301   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997   -1.0730    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6301    2.3660    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508    1.4474   -1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035    0.0259   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035   -1.7912    2.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355    2.7845    0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    2.9791   -1.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6312    1.5180   -1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6107   -0.4952   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -0.8351   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072   -1.8122   -0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -1.9296    2.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958   -0.5313    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  8 20  1  0
 20 21  2  0
 21  5  1  0
 18 13  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  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      10.513   0.766   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.803   2.735   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.188 -11.023   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.504  -7.887   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.067  -6.802   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.131  -6.480   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.694  -5.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.049   0.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.803   1.195   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.815  -9.616   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.973  -8.048   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.225  -5.234   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.573  -1.175   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       6.346  -9.455   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       6.557   0.290   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       9.478  -2.421   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       3.909  -8.370   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.445  -3.201   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      10.259  -4.454   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.033  -1.175   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0       8.852  -3.828   0.000  0.00  0.00           S+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    6   11                                                       
CONECT    5    7   11                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8    1    9   13                                                  
CONECT    9    2    8   15                                                  
CONECT   10    3   14   17                                                  
CONECT   11    4    5   14                                                  
CONECT   12    6    7   21                                                  
CONECT   13    8   16   20                                                  
CONECT   14   10   11                                                       
CONECT   15    9   20                                                       
CONECT   16   13   21                                                       
CONECT   17   10                                                            
CONECT   18   21                                                            
CONECT   19   21                                                            
CONECT   20   13   15                                                       
CONECT   21   12   16   18   19                                             
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0255283
HETATM    1  C1  UNL     1       5.384  -0.650  -0.088  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.257   0.828  -0.027  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.422   1.575  -0.124  1.00  0.00           O  
HETATM    4  N1  UNL     1       4.109   1.374   0.111  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.953   0.557   0.205  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.938   0.705  -0.705  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.814  -0.084  -0.619  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.651  -1.046   0.367  1.00  0.00           C  
HETATM    9  S1  UNL     1      -0.815  -2.000   0.393  1.00  0.00           S  
HETATM   10  O2  UNL     1      -1.328  -2.061  -1.040  1.00  0.00           O  
HETATM   11  O3  UNL     1      -0.532  -3.415   0.786  1.00  0.00           O  
HETATM   12  N2  UNL     1      -2.040  -1.283   1.333  1.00  0.00           N  
HETATM   13  C7  UNL     1      -2.600  -0.014   1.038  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.204   1.178   1.460  1.00  0.00           O  
HETATM   15  N3  UNL     1      -2.973   2.102   0.972  1.00  0.00           N  
HETATM   16  C8  UNL     1      -3.930   1.574   0.194  1.00  0.00           C  
HETATM   17  C9  UNL     1      -5.006   2.266  -0.550  1.00  0.00           C  
HETATM   18  C10 UNL     1      -3.699   0.200   0.227  1.00  0.00           C  
HETATM   19  C11 UNL     1      -4.530  -0.786  -0.502  1.00  0.00           C  
HETATM   20  C12 UNL     1       1.662  -1.195   1.276  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.795  -0.409   1.199  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.478  -1.142  -0.448  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.201  -0.930  -0.803  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.700  -1.073   0.905  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.630   2.366   0.451  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.051   1.447  -1.476  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.004   0.026  -1.342  1.00  0.00           H  
HETATM   28  H7  UNL     1      -2.403  -1.791   2.166  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.636   2.784   0.222  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.582   2.979  -1.286  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.631   1.518  -1.063  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.611  -0.495  -0.448  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.286  -0.835  -1.581  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.407  -1.812  -0.098  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.574  -1.930   2.055  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.596  -0.531   1.924  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    4
CONECT    3   25
CONECT    4    5
CONECT    5    6    6   21
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   20
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   13   28
CONECT   13   14   18   18
CONECT   14   15
CONECT   15   16   16
CONECT   16   17   18
CONECT   17   29   30   31
CONECT   18   19
CONECT   19   32   33   34
CONECT   20   21   21   35
CONECT   21   36
END

HMDB0255283
     RDKit          3D
N(4)-Acetylsulfisoxazole
 36 37  0  0  0  0  0  0  0  0999 V2000
    5.3841   -0.6501   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    0.8284   -0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4222    1.5753   -0.1242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094    1.3740    0.1107 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9530    0.5575    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377    0.7049   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144   -0.0840   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514   -1.0458    0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -2.0000    0.3933 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.3284   -2.0608   -1.0395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -3.4149    0.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398   -1.2835    1.3328 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998   -0.0139    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2039    1.1779    1.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726    2.1025    0.9721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9297    1.5745    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0055    2.2661   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994    0.1996    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.7856   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6619   -1.1951    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950   -0.4086    1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -1.1416   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2013   -0.9301   -0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997   -1.0730    0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6301    2.3660    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508    1.4474   -1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035    0.0259   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035   -1.7912    2.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355    2.7845    0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    2.9791   -1.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6312    1.5180   -1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6107   -0.4952   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2858   -0.8351   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072   -1.8122   -0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -1.9296    2.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958   -0.5313    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  8 20  1  0
 20 21  2  0
 21  5  1  0
 18 13  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 12 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}ethanimidate	Generator
N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulphamoyl]phenyl}ethanimidate	Generator
N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulphamoyl]phenyl}ethanimidic acid	Generator

Chemical Formula

C₁₃H₁₅N₃O₄S

Average Molecular Weight

309.34

Monoisotopic Molecular Weight

309.078327149

IUPAC Name

N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}ethanimidic acid

Traditional Name

N-{4-[(3,4-dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}ethanimidic acid

CAS Registry Number

Not Available

SMILES

CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=C(C)C(C)=NO1

InChI Identifier

InChI=1S/C13H15N3O4S/c1-8-9(2)15-20-13(8)16-21(18,19)12-6-4-11(5-7-12)14-10(3)17/h4-7,16H,1-3H3,(H,14,17)

InChI Key

UTVCPAPWORAKEV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Acetanilide
Benzenesulfonamide
N-acetylarylamine
Benzenesulfonyl group
Anilide
N-arylamide
Organosulfonic acid amide
Azole
Isoxazole
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Acetamide
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Oxacycle
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
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)

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	1.57	ALOGPS
logP	1.52	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	104.79 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.84 m³·mol⁻¹	ChemAxon
Polarizability	30.99 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]+	168.816	30932474
DeepCCS	[M-H]-	166.458	30932474
DeepCCS	[M-2H]-	199.946	30932474
DeepCCS	[M+Na]+	175.173	30932474
AllCCS	[M+H]+	170.4	32859911
AllCCS	[M+H-H2O]+	167.2	32859911
AllCCS	[M+NH4]+	173.4	32859911
AllCCS	[M+Na]+	174.3	32859911
AllCCS	[M-H]-	168.9	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	169.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N(4)-Acetylsulfisoxazole	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=C(C)C(C)=NO1	4010.3	Standard polar	33892256
N(4)-Acetylsulfisoxazole	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=C(C)C(C)=NO1	2779.3	Standard non polar	33892256
N(4)-Acetylsulfisoxazole	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=C(C)C(C)=NO1	2548.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N(4)-Acetylsulfisoxazole,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=C(C)C(C)=NO2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2600.1	Semi standard non polar	33892256
N(4)-Acetylsulfisoxazole,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=C(C)C(C)=NO2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2717.0	Standard non polar	33892256
N(4)-Acetylsulfisoxazole,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=C(C)C(C)=NO2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	3499.8	Standard polar	33892256
N(4)-Acetylsulfisoxazole,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=C(C)C(C)=NO2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3117.4	Semi standard non polar	33892256
N(4)-Acetylsulfisoxazole,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=C(C)C(C)=NO2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3185.1	Standard non polar	33892256
N(4)-Acetylsulfisoxazole,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=C(C)C(C)=NO2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3533.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfisoxazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fr-3950000000-6a24cff82bd87f6d7ad8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfisoxazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfisoxazole GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfisoxazole GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfisoxazole GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfisoxazole GC-MS (TBDMS_1_2) - 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 - N(4)-Acetylsulfisoxazole 10V, Positive-QTOF	splash10-03xr-2279000000-52232f88c7623dab38bc	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfisoxazole 20V, Positive-QTOF	splash10-0002-9110000000-c968847cf43829eb0dac	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfisoxazole 40V, Positive-QTOF	splash10-015a-9200000000-3e9d545b09f0e97b8914	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfisoxazole 10V, Negative-QTOF	splash10-0a4i-0039000000-fac59946ff3d544622dd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfisoxazole 20V, Negative-QTOF	splash10-014i-9242000000-ec887dc978bbbf070201	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfisoxazole 40V, Negative-QTOF	splash10-0006-9500000000-1cd4cc8baac2cdaac3b7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160743

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(4)-Acetylsulfisoxazole (HMDB0255283)

MOL for HMDB0255283 (N(4)-Acetylsulfisoxazole)

3D MOL for HMDB0255283 (N(4)-Acetylsulfisoxazole)

3D SDF for HMDB0255283 (N(4)-Acetylsulfisoxazole)

3D-SDF for HMDB0255283 (N(4)-Acetylsulfisoxazole)

PDB for HMDB0255283 (N(4)-Acetylsulfisoxazole)

3D PDB for HMDB0255283 (N(4)-Acetylsulfisoxazole)

SMILES for HMDB0255283 (N(4)-Acetylsulfisoxazole)

INCHI for HMDB0255283 (N(4)-Acetylsulfisoxazole)

Structure for HMDB0255283 (N(4)-Acetylsulfisoxazole)

3D Structure for HMDB0255283 (N(4)-Acetylsulfisoxazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra