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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-08 18:15:59 UTC

Update Date

2022-03-07 03:18:17 UTC

HMDB ID

HMDB0240473

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate

Description

5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate, also known as {2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Based on a literature review very few articles have been published on 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate.

Structure

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

HMDB0240473
     RDKit          3D
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.8217    2.7703   -1.6165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4458    1.7169   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2907    0.9273   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8940   -0.4899   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3871   -0.3065   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240   -0.5743    0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2671   -0.4438    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2794    0.7963    0.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.9853    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -0.0387    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8741    0.1038    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7883    0.5269   -0.8089 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.1341   -0.1325   -2.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7886    1.9941   -1.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.0793   -0.7389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -1.2758    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -2.3267    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -1.4815    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.0316   -1.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523    1.0926    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3558    1.1274   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0680   -1.2102    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4157   -0.7367   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -0.9581   -1.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.5660    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351    0.1672    1.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3068    1.6742    1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.9511    1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410   -0.5734    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -2.2082   -0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2124   -2.4636    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
  5 19  1  0
 19  2  1  0
 18  7  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
M  END


  Mrv1652310081920162D          

 19 20  0  0  0  0            999 V2000
   -1.7613    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -0.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559    0.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -0.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052   -0.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002   -0.1507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3713   -1.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4646   -2.3923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -0.7514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819    2.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697   -1.4856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5508   -1.5718    0.0000 S   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
  7  1  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  2  0  0  0  0
 17  8  1  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  2  0  0  0  0
 19 16  2  0  0  0  0
 19 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240473

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O7S/c12-9-6-7(5-8-2-4-11(13)17-8)1-3-10(9)18-19(14,15)16/h1,3,6,8,12H,2,4-5H2,(H,14,15,16)

> <INCHI_KEY>
WAXYAOJFDCCESK-UHFFFAOYSA-N

> <FORMULA>
C11H12O7S

> <MOLECULAR_WEIGHT>
288.27

> <EXACT_MASS>
288.0303739

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.064518056041727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
1.7900087083333334

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.114096051985866

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.1699782953043725

> <JCHEM_PKA_STRONGEST_BASIC>
-4.419928989175141

> <JCHEM_POLAR_SURFACE_AREA>
110.13

> <JCHEM_REFRACTIVITY>
63.299500000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240473
     RDKit          3D
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.8217    2.7703   -1.6165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4458    1.7169   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2907    0.9273   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8940   -0.4899   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3871   -0.3065   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240   -0.5743    0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2671   -0.4438    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2794    0.7963    0.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.9853    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -0.0387    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8741    0.1038    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7883    0.5269   -0.8089 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.1341   -0.1325   -2.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7886    1.9941   -1.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.0793   -0.7389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -1.2758    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -2.3267    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -1.4815    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.0316   -1.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523    1.0926    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3558    1.1274   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0680   -1.2102    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4157   -0.7367   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -0.9581   -1.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.5660    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351    0.1672    1.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3068    1.6742    1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.9511    1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410   -0.5734    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -2.2082   -0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2124   -2.4636    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
  5 19  1  0
 19  2  1  0
 18  7  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
M  END

HEADER    PROTEIN                                 08-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-19         0                                  
HETATM    1  C   UNK     0      -3.288   0.202   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.564   4.100   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.661  -1.205   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.088   5.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.009   2.854   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.851   1.286   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.382   1.447   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.104   4.100   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.225  -0.120   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.130  -1.366   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   6.470   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.307  -0.281   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   8.010   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.560  -3.095   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.867  -4.466   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.189  -1.403   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.580   5.565   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.503  -2.773   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       1.028  -2.934   0.000  0.00  0.00           S+0
CONECT    1    3    7                                                       
CONECT    2    4    8                                                       
CONECT    3    1   10                                                       
CONECT    4    2   11                                                       
CONECT    5    7    8                                                       
CONECT    6    7    9                                                       
CONECT    7    1    5    6                                                  
CONECT    8    2    5   17                                                  
CONECT    9    6   10   12                                                  
CONECT   10    3    9   18                                                  
CONECT   11    4   13   17                                                  
CONECT   12    9                                                            
CONECT   13   11                                                            
CONECT   14   19                                                            
CONECT   15   19                                                            
CONECT   16   19                                                            
CONECT   17    8   11                                                       
CONECT   18   10   19                                                       
CONECT   19   14   15   16   18                                             
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0240473
HETATM    1  O1  UNL     1      -3.822   2.770  -1.616  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.446   1.717  -1.038  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.291   0.927  -0.075  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.894  -0.490  -0.465  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.387  -0.307  -0.694  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.724  -0.574   0.629  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.267  -0.444   0.598  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.279   0.796   0.871  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.665   0.985   0.856  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.519  -0.039   0.574  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.874   0.104   0.550  1.00  0.00           O  
HETATM   12  S1  UNL     1       4.788   0.527  -0.809  1.00  0.00           S  
HETATM   13  O3  UNL     1       4.134  -0.132  -2.016  1.00  0.00           O  
HETATM   14  O4  UNL     1       4.789   1.994  -1.082  1.00  0.00           O  
HETATM   15  O5  UNL     1       6.353  -0.079  -0.739  1.00  0.00           O  
HETATM   16  C10 UNL     1       1.960  -1.276   0.302  1.00  0.00           C  
HETATM   17  O6  UNL     1       2.842  -2.327   0.013  1.00  0.00           O  
HETATM   18  C11 UNL     1       0.597  -1.481   0.312  1.00  0.00           C  
HETATM   19  O7  UNL     1      -2.254   1.032  -1.106  1.00  0.00           O  
HETATM   20  H1  UNL     1      -3.952   1.093   0.978  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.356   1.127  -0.208  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.068  -1.210   0.359  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.416  -0.737  -1.396  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.069  -0.958  -1.504  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.975  -1.566   1.025  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.135   0.167   1.351  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.307   1.674   1.106  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.078   1.951   1.069  1.00  0.00           H  
HETATM   29  H10 UNL     1       6.441  -0.573   0.099  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.829  -2.208  -0.002  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.212  -2.464   0.094  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   19   24
CONECT    6    7   25   26
CONECT    7    8    8   18
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11   16
CONECT   11   12
CONECT   12   13   13   14   14
CONECT   12   15
CONECT   15   29
CONECT   16   17   18   18
CONECT   17   30
CONECT   18   31
END

HMDB0240473
     RDKit          3D
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.8217    2.7703   -1.6165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4458    1.7169   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2907    0.9273   -0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8940   -0.4899   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3871   -0.3065   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240   -0.5743    0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2671   -0.4438    0.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2794    0.7963    0.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.9853    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -0.0387    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8741    0.1038    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7883    0.5269   -0.8089 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.1341   -0.1325   -2.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7886    1.9941   -1.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528   -0.0793   -0.7389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -1.2758    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -2.3267    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -1.4815    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.0316   -1.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523    1.0926    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3558    1.1274   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0680   -1.2102    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4157   -0.7367   -1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -0.9581   -1.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.5660    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351    0.1672    1.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3068    1.6742    1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0783    1.9511    1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410   -0.5734    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -2.2082   -0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2124   -2.4636    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
  5 19  1  0
 19  2  1  0
 18  7  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  9 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfuric acid	Generator
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulphate	Generator
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulphuric acid	Generator
{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonate	HMDB
{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulphonate	HMDB
{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulphonic acid	HMDB
5-(3'-Hydroxyphenyl)-gamma-valerolactone-4'-sulfate	HMDB
5-(3-Hydroxyphenyl)-gamma-valerolactone-4-sulfate	HMDB

Chemical Formula

C₁₁H₁₂O₇S

Average Molecular Weight

288.27

Monoisotopic Molecular Weight

288.0303739

IUPAC Name

{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid

Traditional Name

{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1

InChI Identifier

InChI=1S/C11H12O7S/c12-9-6-7(5-8-2-4-11(13)17-8)1-3-10(9)18-19(14,15)16/h1,3,6,8,12H,2,4-5H2,(H,14,15,16)

InChI Key

WAXYAOJFDCCESK-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
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Oxolane
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
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: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240473)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240473)

Tea

Tea products (HMDB: HMDB0240473)

Nut

Nuts (HMDB: HMDB0240473)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240473)

Fruit

Berries (HMDB: HMDB0240473)

Pome

Apple (HMDB: HMDB0240473)

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	-0.45	ALOGPS
logP	1.79	ChemAxon
logS	-2.5	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	110.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.3 m³·mol⁻¹	ChemAxon
Polarizability	26.06 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]+	167.129	30932474
DeepCCS	[M-H]-	164.771	30932474
DeepCCS	[M-2H]-	197.658	30932474
DeepCCS	[M+Na]+	173.223	30932474
AllCCS	[M+H]+	163.9	32859911
AllCCS	[M+H-H2O]+	160.3	32859911
AllCCS	[M+NH4]+	167.3	32859911
AllCCS	[M+Na]+	168.2	32859911
AllCCS	[M-H]-	160.3	32859911
AllCCS	[M+Na-2H]-	160.2	32859911
AllCCS	[M+HCOO]-	160.3	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	4.95 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2504 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.86 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1687.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	327.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	140.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	192.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	124.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	485.0 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	569.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	102.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	999.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	403.7 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	1385.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	291.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	476.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	184.9 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	173.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3',4'-Dihydroxyphenyl)-??-valerolactone 4'-sulfate	OC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1	3940.8	Standard polar	33892256
5-(3',4'-Dihydroxyphenyl)-??-valerolactone 4'-sulfate	OC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1	2245.6	Standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-??-valerolactone 4'-sulfate	OC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1	2594.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3',4'-Dihydroxyphenyl)-??-valerolactone 4'-sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O	2539.6	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-??-valerolactone 4'-sulfate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC1=CC=C(CC2CCC(=O)O2)C=C1O	2516.3	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2560.5	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2549.0	Standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C	3370.4	Standard polar	33892256
5-(3',4'-Dihydroxyphenyl)-??-valerolactone 4'-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O	2789.9	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-??-valerolactone 4'-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C(CC2CCC(=O)O2)C=C1O	2770.8	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3064.9	Semi standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3081.8	Standard non polar	33892256
5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3430.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-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 - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate 10V, Positive-QTOF	splash10-000i-0090000000-bc8c141bdd85f9341684	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate 20V, Positive-QTOF	splash10-0076-1690000000-2838e7088686ad71c781	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate 40V, Positive-QTOF	splash10-0abl-0900000000-f9f2cbcbf12927a5f981	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate 10V, Negative-QTOF	splash10-000i-0090000000-ee1266a35b8f4c9db9fd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate 20V, Negative-QTOF	splash10-014s-3290000000-9a47c697153b3f3559e5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate 40V, Negative-QTOF	splash10-0002-9200000000-627162aea2e15566fad1	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C 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

FDB093655

KNApSAcK ID

Not Available

Chemspider ID

95692669

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101913834

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

Not Available

Showing metabocard for 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate (HMDB0240473)

MOL for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

3D MOL for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

3D SDF for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

3D-SDF for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

PDB for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

3D PDB for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

SMILES for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

INCHI for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

Structure for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

3D Structure for HMDB0240473 (5-(3',4'-Dihydroxyphenyl)-γ-valerolactone 4'-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra