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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-09-17 03:59:21 UTC

Update Date

2020-11-09 23:30:32 UTC

HMDB ID

HMDB0131144

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid

Description

3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(3-hydroxy-4-methoxyphenyl)propanoic acid. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -3-O-sulfation-of-phenolic-compound reaction. This -3-O-sulfation-of-phenolic-compound occurs in humans.

Structure

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

HMDB0131144
     RDKit          3D
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.1639   -2.8761    0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894   -1.5140    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -1.0172    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -1.8791   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5968   -1.3995   -0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081   -0.0411   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2550    0.3782   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493    0.3666    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632    0.8127   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7193    1.1287   -1.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930    0.9045    0.5142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0848    0.7801   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    0.3215    0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178    1.1825    0.7433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4215    1.9669   -0.2632 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.3309    2.8114    0.5999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    0.9853   -1.0244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024    2.9696   -1.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -3.0292    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -3.5258    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0901   -3.2125   -0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8805   -2.9474   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -2.1079   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.4193   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -0.2970   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941    1.0094    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786   -0.6827    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9818    1.8071    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1474    1.8406    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1742    3.8452   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END


  Mrv1652308221902452D          

 18 18  0  0  1  0            999 V2000
    2.4212    2.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    0.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212    3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212    0.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923    2.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    1.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923    3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    3.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    3.4145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    4.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9923    4.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366    3.0020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8491    3.7165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0241    2.2876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212   -0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -0.7104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1357   -0.7104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1510    2.5895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  2  0  0  0  0
  4 15  1  0  0  0  0
 15 17  2  0  0  0  0
 15 16  1  0  0  0  0
 12 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0131144

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OS(O)(=O)=O)C=C(CCC(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O7S/c1-16-8-4-2-7(3-5-10(11)12)6-9(8)17-18(13,14)15/h2,4,6H,3,5H2,1H3,(H,11,12)(H,13,14,15)

> <INCHI_KEY>
QZIYZVFIROFZCV-UHFFFAOYSA-N

> <FORMULA>
C10H12O7S

> <MOLECULAR_WEIGHT>
276.26

> <EXACT_MASS>
276.0303739

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.942346177296788

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid

> <ALOGPS_LOGP>
-0.57

> <JCHEM_LOGP>
1.1190128366666663

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.382995872676559

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.132672430663587

> <JCHEM_PKA_STRONGEST_BASIC>
-4.917150632510777

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
60.40250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0131144
     RDKit          3D
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.1639   -2.8761    0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894   -1.5140    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -1.0172    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -1.8791   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5968   -1.3995   -0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081   -0.0411   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2550    0.3782   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493    0.3666    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632    0.8127   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7193    1.1287   -1.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930    0.9045    0.5142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0848    0.7801   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    0.3215    0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178    1.1825    0.7433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4215    1.9669   -0.2632 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.3309    2.8114    0.5999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    0.9853   -1.0244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024    2.9696   -1.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -3.0292    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -3.5258    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0901   -3.2125   -0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8805   -2.9474   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -2.1079   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.4193   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -0.2970   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941    1.0094    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786   -0.6827    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9818    1.8071    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1474    1.8406    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1742    3.8452   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 22-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-AUG-19         0                                  
HETATM    1  C   UNK     0       4.520   4.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.186   1.754   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.520   5.604   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.520   0.984   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.852   4.064   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.186   3.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.852   5.604   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.186   6.374   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.519   6.374   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.186   7.914   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.852   8.684   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      -0.815   5.604   0.000  0.00  0.00           S+0
HETATM   13  O   UNK     0      -1.585   6.937   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.045   4.270   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.520  -0.556   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.186  -1.326   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.853  -1.326   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.149   4.834   0.000  0.00  0.00           O+0
CONECT    1    3    6                                                       
CONECT    2    4    6                                                       
CONECT    3    1    8                                                       
CONECT    4    2   15                                                       
CONECT    5    6    7                                                       
CONECT    6    1    2    5                                                  
CONECT    7    5    8    9                                                  
CONECT    8    3    7   10                                                  
CONECT    9    7   12                                                       
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14   18                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    4   17   16                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0131144
HETATM    1  C1  UNL     1      -3.164  -2.876   0.423  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.889  -1.514   0.533  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.622  -1.017   0.189  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.641  -1.879  -0.261  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.597  -1.400  -0.598  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.908  -0.041  -0.500  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.255   0.378  -0.881  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.249   0.367   0.236  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.563   0.813  -0.298  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.719   1.129  -1.508  1.00  0.00           O  
HETATM   11  O3  UNL     1       5.693   0.904   0.514  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.085   0.780  -0.051  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.339   0.321   0.294  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.318   1.182   0.743  1.00  0.00           O  
HETATM   15  S1  UNL     1      -3.422   1.967  -0.263  1.00  0.00           S  
HETATM   16  O5  UNL     1      -4.331   2.811   0.600  1.00  0.00           O  
HETATM   17  O6  UNL     1      -4.283   0.985  -1.024  1.00  0.00           O  
HETATM   18  O7  UNL     1      -2.702   2.970  -1.373  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.216  -3.029   0.786  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.485  -3.526   1.017  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.090  -3.212  -0.623  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.881  -2.947  -0.340  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.344  -2.108  -0.948  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.190   1.419  -1.284  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.620  -0.297  -1.683  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.994   1.009   1.078  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.379  -0.683   0.563  1.00  0.00           H  
HETATM   28  H10 UNL     1       5.982   1.807   0.862  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.147   1.841   0.029  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.174   3.845  -1.450  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   22
CONECT    5    6    6   23
CONECT    6    7   12
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   10   11
CONECT   11   28
CONECT   12   13   13   29
CONECT   13   14
CONECT   14   15
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   30
END

HMDB0131144
     RDKit          3D
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.1639   -2.8761    0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894   -1.5140    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216   -1.0172    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -1.8791   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5968   -1.3995   -0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081   -0.0411   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2550    0.3782   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493    0.3666    0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632    0.8127   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7193    1.1287   -1.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930    0.9045    0.5142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0848    0.7801   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    0.3215    0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178    1.1825    0.7433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4215    1.9669   -0.2632 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.3309    2.8114    0.5999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    0.9853   -1.0244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024    2.9696   -1.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -3.0292    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -3.5258    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0901   -3.2125   -0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8805   -2.9474   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -2.1079   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.4193   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -0.2970   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941    1.0094    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786   -0.6827    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9818    1.8071    0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1474    1.8406    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1742    3.8452   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  3  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 11 28  1  0
 12 29  1  0
 18 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-[4-Methoxy-3-(sulfooxy)phenyl]propanoate	Generator
3-[4-Methoxy-3-(sulphooxy)phenyl]propanoate	Generator
3-[4-Methoxy-3-(sulphooxy)phenyl]propanoic acid	Generator
Dihydro isoferulate 3-O-sulfate	HMDB
Dihydro isoferulate 3-O-sulphate	HMDB
Dihydro isoferulic acid 3-O-sulfuric acid	HMDB
Dihydro isoferulic acid 3-O-sulphuric acid	HMDB

Chemical Formula

C₁₀H₁₂O₇S

Average Molecular Weight

276.26

Monoisotopic Molecular Weight

276.0303739

IUPAC Name

3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid

Traditional Name

3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OS(O)(=O)=O)C=C(CCC(O)=O)C=C1

InChI Identifier

InChI=1S/C10H12O7S/c1-16-8-4-2-7(3-5-10(11)12)6-9(8)17-18(13,14)15/h2,4,6H,3,5H2,1H3,(H,11,12)(H,13,14,15)

InChI Key

QZIYZVFIROFZCV-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

3-phenylpropanoic-acid
Phenylsulfate
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0131144)

Exogenous

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0131144)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0131144)

Tea

Tea products (HMDB: HMDB0131144)

Fat and oil

Olive oil (HMDB: HMDB0131144)

Fruit

Fruits (HMDB: HMDB0131144)

Vegetable

Vegetables (HMDB: HMDB0131144)

Legumes (HMDB: HMDB0131144)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0131144)

Nut

Nuts (HMDB: HMDB0131144)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0131144)

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	-0.57	ALOGPS
logP	1.12	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	60.4 m³·mol⁻¹	ChemAxon
Polarizability	24.94 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]+	163.52	31661259
DarkChem	[M-H]-	162.701	31661259
DeepCCS	[M+H]+	165.31	30932474
DeepCCS	[M-H]-	162.952	30932474
DeepCCS	[M-2H]-	195.839	30932474
DeepCCS	[M+Na]+	171.403	30932474
AllCCS	[M+H]+	160.2	32859911
AllCCS	[M+H-H2O]+	156.6	32859911
AllCCS	[M+NH4]+	163.4	32859911
AllCCS	[M+Na]+	164.4	32859911
AllCCS	[M-H]-	155.3	32859911
AllCCS	[M+Na-2H]-	155.5	32859911
AllCCS	[M+HCOO]-	155.9	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.	4.7 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1845 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1372.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	289.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	122.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	89.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	371.3 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	439.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	132.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	863.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	359.1 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	1205.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	416.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	208.3 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	149.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid	COC1=C(OS(O)(=O)=O)C=C(CCC(O)=O)C=C1	4054.6	Standard polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid	COC1=C(OS(O)(=O)=O)C=C(CCC(O)=O)C=C1	2066.2	Standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid	COC1=C(OS(O)(=O)=O)C=C(CCC(O)=O)C=C1	2348.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,1TMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C)C=C1OS(=O)(=O)O	2294.3	Semi standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,1TMS,isomer #2	COC1=CC=C(CCC(=O)O)C=C1OS(=O)(=O)O[Si](C)(C)C	2340.7	Semi standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,2TMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C	2257.7	Semi standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,2TMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C	2397.8	Standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,2TMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C	3125.4	Standard polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,1TBDMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O	2569.2	Semi standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,1TBDMS,isomer #2	COC1=CC=C(CCC(=O)O)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2570.3	Semi standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,2TBDMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2762.1	Semi standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,2TBDMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2937.7	Standard non polar	33892256
3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid,2TBDMS,isomer #1	COC1=CC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3186.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00ei-9162000000-f407b681fd3d0404289d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mw-1690000000-71a979bd3e38cfe7f654	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 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 - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 10V, Positive-QTOF	splash10-0a4i-0090000000-4c878be7e35d35aba689	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 20V, Positive-QTOF	splash10-057i-1790000000-4cb447914e82f828428b	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 40V, Positive-QTOF	splash10-00ur-9710000000-385591e5450516a99675	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 10V, Negative-QTOF	splash10-004i-0090000000-bfb94093f0ee5f644490	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 20V, Negative-QTOF	splash10-004j-1950000000-bdffab3cad94e5df2ffd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 40V, Negative-QTOF	splash10-057i-9810000000-2096e6cf338bd2f903c0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 10V, Negative-QTOF	splash10-004i-0190000000-0c9056aed8173f0d9098	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 20V, Negative-QTOF	splash10-0002-2950000000-b735e3acff361c082ed8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 40V, Negative-QTOF	splash10-007k-8940000000-4ef1ea0bc6c95cb71cee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 10V, Positive-QTOF	splash10-056r-0980000000-2d4b9cf934d1164779c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 20V, Positive-QTOF	splash10-004i-0900000000-a9db477b3376cea7484f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid 40V, Positive-QTOF	splash10-0089-0900000000-211a6f81c7f40ac2985b	2021-09-22	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
Urine

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	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

FDB089544

KNApSAcK ID

Not Available

Chemspider ID

35805171

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49844179

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

Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Showing metabocard for 3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid (HMDB0131144)

MOL for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

3D MOL for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

3D SDF for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

3D-SDF for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

PDB for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

3D PDB for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

SMILES for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

INCHI for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

Structure for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

3D Structure for HMDB0131144 (3-[4-methoxy-3-(sulfooxy)phenyl]propanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra