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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-03-23 03:54:54 UTC

Update Date

2022-09-22 18:34:29 UTC

HMDB ID

HMDB0062550

Secondary Accession Numbers

HMDB62550

Metabolite Identification

Common Name

2-Methoxyacetaminophen sulfate

Description

2-Methoxyacetaminophen sulfate, also known as 4-(acetylamino)-3-methoxyphenyl hydrogen sulfate, is a member of the class of compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 2-Methoxyacetaminophen sulfate is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa).

Structure

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

HMDB0062550
     RDKit          3D
2-Methoxyacetaminophen sulfate
 28 28  0  0  0  0  0  0  0  0999 V2000
    0.5541    3.2794   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    1.9664   -0.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2723    0.8535   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    1.0142   -0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093   -0.0653   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2631    0.1289   -0.7579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3462    0.1589    0.5670 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.6736    0.6546    1.8148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4459    1.1617    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0922   -1.3193    0.7834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3281   -1.3050   -0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513   -1.4836   -0.4380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8817   -0.4080   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2823   -0.4684   -0.0779 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.6722   -0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4948   -1.5588    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572   -2.8192   -0.2043 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3803    3.9574    0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1140    3.5458   -1.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796    3.2779    0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    2.0133   -0.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -2.0478    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -2.2013   -0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586   -2.4907   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.4566    0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9902   -1.5744   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315   -2.4343    0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -0.6202    0.6393 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 14 25  1  0
 16 26  1  0
 16 27  1  0
 16 28  1  0
M  END


  Mrv1652308071921552D          

 17 17  0  0  0  0            999 V2000
 2498.7570 2498.9493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.0430 2499.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.3309 2498.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.0430 2500.1872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.7570 2500.5985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.7570 2501.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.6133 2500.5985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.3274 2500.1872    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 2502.7407 2499.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.9162 2499.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.0414 2500.5985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.1858 2500.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.4714 2500.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.4714 2499.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.1858 2498.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.9004 2499.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.9004 2500.1871    0.0000 C   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
  2  4  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
 17  7  1  0  0  0  0
 13  5  1  0  0  0  0
  1 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062550

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OS(O)(=O)=O)=CC=C1NC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H11NO6S/c1-6(11)10-8-4-3-7(5-9(8)15-2)16-17(12,13)14/h3-5H,1-2H3,(H,10,11)(H,12,13,14)

> <INCHI_KEY>
NZKKXAGORRATJB-UHFFFAOYSA-N

> <FORMULA>
C9H11NO6S

> <MOLECULAR_WEIGHT>
261.25

> <EXACT_MASS>
261.030708252

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
23.73223824861202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4-acetamido-3-methoxyphenyl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.89

> <JCHEM_LOGP>
0.2744062496666666

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.751669434790141

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.2111632480833485

> <JCHEM_PKA_STRONGEST_BASIC>
-4.352781935566993

> <JCHEM_POLAR_SURFACE_AREA>
101.92999999999999

> <JCHEM_REFRACTIVITY>
59.35690000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-acetamido-3-methoxyphenyl)oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062550
     RDKit          3D
2-Methoxyacetaminophen sulfate
 28 28  0  0  0  0  0  0  0  0999 V2000
    0.5541    3.2794   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    1.9664   -0.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2723    0.8535   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    1.0142   -0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093   -0.0653   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2631    0.1289   -0.7579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3462    0.1589    0.5670 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.6736    0.6546    1.8148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4459    1.1617    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0922   -1.3193    0.7834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3281   -1.3050   -0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513   -1.4836   -0.4380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8817   -0.4080   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2823   -0.4684   -0.0779 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.6722   -0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4948   -1.5588    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572   -2.8192   -0.2043 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3803    3.9574    0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1140    3.5458   -1.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796    3.2779    0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    2.0133   -0.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -2.0478    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -2.2013   -0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586   -2.4907   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.4566    0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9902   -1.5744   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315   -2.4343    0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -0.6202    0.6393 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 14 25  1  0
 16 26  1  0
 16 27  1  0
 16 28  1  0
M  END

HEADER    PROTEIN                                 07-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-AUG-19         0                                  
HETATM    1  N   UNK     0    4664.3464664.705   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0    4663.0144665.477   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    4661.6844664.705   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4663.0144667.016   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    4664.3464667.784   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    4664.3464669.323   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    4669.6784667.784   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0    4671.0114667.016   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0    4671.7834665.683   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    4670.2444665.683   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4672.3444667.784   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4667.0134667.786   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4665.6804667.016   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4665.6804665.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4667.0134664.706   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4668.3474665.476   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4668.3474667.016   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    6   13                                                       
CONECT    6    5                                                            
CONECT    7    8   17                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12   13   17                                                       
CONECT   13   12   14    5                                                  
CONECT   14   13   15    1                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12    7                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0062550
HETATM    1  C1  UNL     1       0.554   3.279  -0.045  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.080   1.966  -0.067  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.272   0.853  -0.248  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.074   1.014  -0.412  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.909  -0.065  -0.595  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.263   0.129  -0.758  1.00  0.00           O  
HETATM    7  S1  UNL     1      -4.346   0.159   0.567  1.00  0.00           S  
HETATM    8  O3  UNL     1      -3.674   0.655   1.815  1.00  0.00           O  
HETATM    9  O4  UNL     1      -5.446   1.162   0.257  1.00  0.00           O  
HETATM   10  O5  UNL     1      -5.092  -1.319   0.783  1.00  0.00           O  
HETATM   11  C5  UNL     1      -1.328  -1.305  -0.605  1.00  0.00           C  
HETATM   12  C6  UNL     1       0.051  -1.484  -0.438  1.00  0.00           C  
HETATM   13  C7  UNL     1       0.882  -0.408  -0.256  1.00  0.00           C  
HETATM   14  N1  UNL     1       2.282  -0.468  -0.078  1.00  0.00           N  
HETATM   15  C8  UNL     1       3.006  -1.672  -0.067  1.00  0.00           C  
HETATM   16  C9  UNL     1       4.495  -1.559   0.135  1.00  0.00           C  
HETATM   17  O6  UNL     1       2.557  -2.819  -0.204  1.00  0.00           O  
HETATM   18  H1  UNL     1       1.380   3.957   0.228  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.114   3.546  -1.048  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.280   3.278   0.676  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.510   2.013  -0.400  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.641  -2.048   0.292  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.921  -2.201  -0.744  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.459  -2.491  -0.454  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.783   0.457   0.051  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.990  -1.574  -0.847  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.832  -2.434   0.717  1.00  0.00           H  
HETATM   28  H11 UNL     1       4.747  -0.620   0.639  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   21
CONECT    5    6   11   11
CONECT    6    7
CONECT    7    8    8    9    9
CONECT    7   10
CONECT   10   22
CONECT   11   12   23
CONECT   12   13   13   24
CONECT   13   14
CONECT   14   15   25
CONECT   15   16   17   17
CONECT   16   26   27   28
END

HMDB0062550
     RDKit          3D
2-Methoxyacetaminophen sulfate
 28 28  0  0  0  0  0  0  0  0999 V2000
    0.5541    3.2794   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    1.9664   -0.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2723    0.8535   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    1.0142   -0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093   -0.0653   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2631    0.1289   -0.7579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3462    0.1589    0.5670 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.6736    0.6546    1.8148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4459    1.1617    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0922   -1.3193    0.7834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3281   -1.3050   -0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513   -1.4836   -0.4380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8817   -0.4080   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2823   -0.4684   -0.0779 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0058   -1.6722   -0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4948   -1.5588    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572   -2.8192   -0.2043 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3803    3.9574    0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1140    3.5458   -1.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796    3.2779    0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    2.0133   -0.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -2.0478    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -2.2013   -0.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586   -2.4907   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.4566    0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9902   -1.5744   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315   -2.4343    0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -0.6202    0.6393 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 14 25  1  0
 16 26  1  0
 16 27  1  0
 16 28  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-(Acetylamino)-3-methoxyphenyl hydrogen sulfate	ChEBI
4-(Acetylamino)-3-methoxyphenyl hydrogen sulfuric acid	Generator
4-(Acetylamino)-3-methoxyphenyl hydrogen sulphate	Generator
4-(Acetylamino)-3-methoxyphenyl hydrogen sulphuric acid	Generator
2-Methoxyacetaminophen sulfuric acid	Generator
2-Methoxyacetaminophen sulphate	Generator
2-Methoxyacetaminophen sulphuric acid	Generator
N-[2-Methoxy-4-(sulfooxy)phenyl]acetamide	HMDB

Chemical Formula

C₉H₁₁NO₆S

Average Molecular Weight

261.25

Monoisotopic Molecular Weight

261.030708252

IUPAC Name

(4-acetamido-3-methoxyphenyl)oxidanesulfonic acid

Traditional Name

(4-acetamido-3-methoxyphenyl)oxidanesulfonic acid

CAS Registry Number

53446-13-2

SMILES

COC1=CC(OS(O)(=O)=O)=CC=C1NC(C)=O

InChI Identifier

InChI=1S/C9H11NO6S/c1-6(11)10-8-4-3-7(5-9(8)15-2)16-17(12,13)14/h3-5H,1-2H3,(H,10,11)(H,12,13,14)

InChI Key

NZKKXAGORRATJB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Acetanilide
N-acetylarylamine
Methoxyaniline
Anilide
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
N-arylamide
Alkyl aryl ether
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Acetamide
Secondary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

acetamides (CHEBI:82944 )
monomethoxybenzene (CHEBI:82944 )
aryl sulfate (CHEBI:82944 )

Ontology

Not Available

Feces (PMID: 25037050)

Source

Endogenous

Endogenous (HMDB: HMDB0062550)

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	0.99 g/l	ALOGPS
LogP	-0.89	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.89	ALOGPS
logP	0.27	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	101.93 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	59.36 m³·mol⁻¹	ChemAxon
Polarizability	23.73 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	159.33	31661259
DarkChem	[M-H]-	158.573	31661259
DeepCCS	[M+H]+	156.099	30932474
DeepCCS	[M-H]-	153.741	30932474
DeepCCS	[M-2H]-	186.935	30932474
DeepCCS	[M+Na]+	162.192	30932474
AllCCS	[M+H]+	156.9	32859911
AllCCS	[M+H-H2O]+	153.3	32859911
AllCCS	[M+NH4]+	160.2	32859911
AllCCS	[M+Na]+	161.2	32859911
AllCCS	[M-H]-	152.5	32859911
AllCCS	[M+Na-2H]-	152.9	32859911
AllCCS	[M+HCOO]-	153.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.67 minutes	32390414
Predicted by Siyang on May 30, 2022	10.897 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1411.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	100.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	66.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	305.6 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	450.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	141.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	796.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	252.0 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	1144.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	240.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	425.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	277.9 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	150.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methoxyacetaminophen sulfate	COC1=CC(OS(O)(=O)=O)=CC=C1NC(C)=O	3644.1	Standard polar	33892256
2-Methoxyacetaminophen sulfate	COC1=CC(OS(O)(=O)=O)=CC=C1NC(C)=O	2082.6	Standard non polar	33892256
2-Methoxyacetaminophen sulfate	COC1=CC(OS(O)(=O)=O)=CC=C1NC(C)=O	2356.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Methoxyacetaminophen sulfate,1TMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C1NC(C)=O	2314.0	Semi standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C1NC(C)=O	2197.5	Standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C1NC(C)=O	3544.8	Standard polar	33892256
2-Methoxyacetaminophen sulfate,1TMS,isomer #2	COC1=CC(OS(=O)(=O)O)=CC=C1N(C(C)=O)[Si](C)(C)C	2136.6	Semi standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TMS,isomer #2	COC1=CC(OS(=O)(=O)O)=CC=C1N(C(C)=O)[Si](C)(C)C	2197.0	Standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TMS,isomer #2	COC1=CC(OS(=O)(=O)O)=CC=C1N(C(C)=O)[Si](C)(C)C	3445.5	Standard polar	33892256
2-Methoxyacetaminophen sulfate,2TMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C1N(C(C)=O)[Si](C)(C)C	2110.7	Semi standard non polar	33892256
2-Methoxyacetaminophen sulfate,2TMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C1N(C(C)=O)[Si](C)(C)C	2300.0	Standard non polar	33892256
2-Methoxyacetaminophen sulfate,2TMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C1N(C(C)=O)[Si](C)(C)C	3009.8	Standard polar	33892256
2-Methoxyacetaminophen sulfate,1TBDMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1NC(C)=O	2578.8	Semi standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TBDMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1NC(C)=O	2444.9	Standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TBDMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1NC(C)=O	3523.8	Standard polar	33892256
2-Methoxyacetaminophen sulfate,1TBDMS,isomer #2	COC1=CC(OS(=O)(=O)O)=CC=C1N(C(C)=O)[Si](C)(C)C(C)(C)C	2396.1	Semi standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TBDMS,isomer #2	COC1=CC(OS(=O)(=O)O)=CC=C1N(C(C)=O)[Si](C)(C)C(C)(C)C	2434.0	Standard non polar	33892256
2-Methoxyacetaminophen sulfate,1TBDMS,isomer #2	COC1=CC(OS(=O)(=O)O)=CC=C1N(C(C)=O)[Si](C)(C)C(C)(C)C	3408.8	Standard polar	33892256
2-Methoxyacetaminophen sulfate,2TBDMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1N(C(C)=O)[Si](C)(C)C(C)(C)C	2582.2	Semi standard non polar	33892256
2-Methoxyacetaminophen sulfate,2TBDMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1N(C(C)=O)[Si](C)(C)C(C)(C)C	2797.0	Standard non polar	33892256
2-Methoxyacetaminophen sulfate,2TBDMS,isomer #1	COC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C1N(C(C)=O)[Si](C)(C)C(C)(C)C	3079.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyacetaminophen sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ku-3980000000-6e4b7b47e2c4f248ab5e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyacetaminophen sulfate GC-MS (1 TMS) - 70eV, Positive	splash10-01bi-7494000000-97fd300886b79befc5a5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxyacetaminophen sulfate 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 - 2-Methoxyacetaminophen sulfate 10V, Positive-QTOF	splash10-03xr-0090000000-fb7818521f62f1bae31e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 20V, Positive-QTOF	splash10-0j5l-0890000000-1108fb9305079b49c026	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 40V, Positive-QTOF	splash10-00di-5910000000-181969c0839210fdc09d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 10V, Negative-QTOF	splash10-03di-0090000000-1867a9ffab94f6e961d8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 20V, Negative-QTOF	splash10-02ar-2950000000-ef408ba5105e65cf6baf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 40V, Negative-QTOF	splash10-052u-9600000000-67435f6925fed3cfa70c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 10V, Positive-QTOF	splash10-03k9-0090000000-7999d18d695f6a5889d3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 20V, Positive-QTOF	splash10-0f80-0930000000-503024d671d532655a3a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 40V, Positive-QTOF	splash10-007c-1900000000-b6944f598c782a8c08ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 10V, Negative-QTOF	splash10-03di-0090000000-48dcd87c4c7578921532	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 20V, Negative-QTOF	splash10-0wml-0090000000-e584817e9d25dca99eef	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxyacetaminophen sulfate 40V, Negative-QTOF	splash10-052b-9610000000-619a8ecf45ab595bf639	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB034844

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

Not Available

PDB ID

Not Available

ChEBI ID

82944

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

Mrochek JE, Katz S, Christie WH, Dinsmore SR: Acetaminophen metabolism in man, as determined by high-resolution liquid chromatography. Clin Chem. 1974 Aug;20(8):1086-96. [PubMed:4850385 ]

Showing metabocard for 2-Methoxyacetaminophen sulfate (HMDB0062550)

MOL for HMDB0062550 (2-Methoxyacetaminophen sulfate)

3D MOL for HMDB0062550 (2-Methoxyacetaminophen sulfate)

3D SDF for HMDB0062550 (2-Methoxyacetaminophen sulfate)

3D-SDF for HMDB0062550 (2-Methoxyacetaminophen sulfate)

PDB for HMDB0062550 (2-Methoxyacetaminophen sulfate)

3D PDB for HMDB0062550 (2-Methoxyacetaminophen sulfate)

SMILES for HMDB0062550 (2-Methoxyacetaminophen sulfate)

INCHI for HMDB0062550 (2-Methoxyacetaminophen sulfate)

Structure for HMDB0062550 (2-Methoxyacetaminophen sulfate)

3D Structure for HMDB0062550 (2-Methoxyacetaminophen sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra