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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:20:55 UTC

Update Date

2021-09-14 14:58:53 UTC

HMDB ID

HMDB0060031

Secondary Accession Numbers

HMDB60031

Metabolite Identification

Common Name

5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl

Description

5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group. These are compounds containing a phenol moiety, which is a benzene bearing an hydroxyl group. 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060031
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.0699    2.4523    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7980    2.0260   -0.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485    0.3488   -0.2756 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2336    0.0082    0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9745   -0.1297   -1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057   -0.2806    0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949   -0.9901   -0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948   -2.3591   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681   -3.0519   -0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5475   -4.4308   -0.9316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -2.3277   -1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -0.9465   -1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -0.1601   -1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195    0.0381   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.7603    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650    1.5277    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0629    1.9782   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    3.1052   -0.7212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    0.9171   -1.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.2966   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4388    3.3517    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    2.7059    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.6532    1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394   -2.9065    0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1228   -4.9615   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -2.8105   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.7376   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    0.8061   -2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3114   -0.9021   -0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183    1.5502    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231    0.1051    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    0.8147    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4629    2.3639    1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941    0.7786   -0.4208 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
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  2  0
 20  7  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 20 34  1  0
M  END


  Mrv1652304062013162D          

 20 21  0  0  0  0            999 V2000
   -4.1545   -1.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5834   -3.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2979   -3.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7104   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3778   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1229   -3.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0429   -2.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1624   -2.1721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -0.3241    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8690    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545    0.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -3.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8690    0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12  9  1  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
  7 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  2  0  0  0  0
 15 18  1  0  0  0  0
  5 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060031

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O7S/c1-17-20(15,16)19-11-6-8(4-9(13)7-11)5-10-2-3-12(14)18-10/h4,6-7,10,13H,2-3,5H2,1H3

> <INCHI_KEY>
FXGBBWWEXQWRKV-UHFFFAOYSA-N

> <FORMULA>
C12H14O7S

> <MOLECULAR_WEIGHT>
302.3

> <EXACT_MASS>
302.046023492

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.417155738957963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
1.517969431

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.74870917988407

> <JCHEM_PKA_STRONGEST_BASIC>
-6.035853574688095

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
67.7818

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060031
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.0699    2.4523    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7980    2.0260   -0.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485    0.3488   -0.2756 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2336    0.0082    0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9745   -0.1297   -1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057   -0.2806    0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949   -0.9901   -0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948   -2.3591   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681   -3.0519   -0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5475   -4.4308   -0.9316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -2.3277   -1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -0.9465   -1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -0.1601   -1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195    0.0381   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.7603    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650    1.5277    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0629    1.9782   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    3.1052   -0.7212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    0.9171   -1.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.2966   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4388    3.3517    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    2.7059    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.6532    1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394   -2.9065    0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1228   -4.9615   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -2.8105   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.7376   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    0.8061   -2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3114   -0.9021   -0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183    1.5502    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231    0.1051    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    0.8147    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4629    2.3639    1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941    0.7786   -0.4208 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
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  2  0
 20  7  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0      -7.755  -3.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.089  -4.455   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.089  -5.995   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.755  -6.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.421  -5.995   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.421  -4.455   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.755  -2.145   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.422  -6.765   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.756  -5.995   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.526  -3.625   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.772  -4.530   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -13.296  -5.995   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0     -11.280  -4.530   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -15.236  -4.055   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0      -7.755  -0.605   0.000  0.00  0.00           S+0
HETATM   16  O   UNK     0      -9.089   0.165   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -6.421   0.165   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -7.755   0.935   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.088  -6.765   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.089   1.705   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    1    5                                                       
CONECT    7    1   15                                                       
CONECT    8    3    9                                                       
CONECT    9    8   12   13                                                  
CONECT   10   11   13                                                       
CONECT   11   10   12   14                                                  
CONECT   12    9   11                                                       
CONECT   13    9   10                                                       
CONECT   14   11                                                            
CONECT   15    7   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   20                                                       
CONECT   19    5                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0060031
HETATM    1  C1  UNL     1       4.070   2.452   1.028  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.798   2.026  -0.272  1.00  0.00           O  
HETATM    3  S1  UNL     1       3.949   0.349  -0.276  1.00  0.00           S  
HETATM    4  O2  UNL     1       5.234   0.008   0.427  1.00  0.00           O  
HETATM    5  O3  UNL     1       3.975  -0.130  -1.715  1.00  0.00           O  
HETATM    6  O4  UNL     1       2.606  -0.281   0.546  1.00  0.00           O  
HETATM    7  C2  UNL     1       1.595  -0.990  -0.042  1.00  0.00           C  
HETATM    8  C3  UNL     1       1.595  -2.359  -0.184  1.00  0.00           C  
HETATM    9  C4  UNL     1       0.568  -3.052  -0.778  1.00  0.00           C  
HETATM   10  O5  UNL     1       0.547  -4.431  -0.932  1.00  0.00           O  
HETATM   11  C5  UNL     1      -0.507  -2.328  -1.249  1.00  0.00           C  
HETATM   12  C6  UNL     1      -0.565  -0.947  -1.136  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.702  -0.160  -1.637  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.820   0.038  -0.677  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.376   0.760   0.569  1.00  0.00           C  
HETATM   16  C10 UNL     1      -3.665   1.528   0.913  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.063   1.978  -0.458  1.00  0.00           C  
HETATM   18  O6  UNL     1      -4.558   3.105  -0.721  1.00  0.00           O  
HETATM   19  O7  UNL     1      -3.769   0.917  -1.299  1.00  0.00           O  
HETATM   20  C12 UNL     1       0.489  -0.297  -0.532  1.00  0.00           C  
HETATM   21  H1  UNL     1       3.439   3.352   1.286  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.140   2.706   1.176  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.716   1.653   1.709  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.439  -2.906   0.189  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.123  -4.961  -0.159  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.345  -2.811  -1.726  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.117  -0.738  -2.516  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.357   0.806  -2.055  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.311  -0.902  -0.374  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.618   1.550   0.360  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.123   0.105   1.406  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.417   0.815   1.319  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.463   2.364   1.584  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.494   0.779  -0.421  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4    5    5
CONECT    3    6
CONECT    6    7
CONECT    7    8    8   20
CONECT    8    9   24
CONECT    9   10   11   11
CONECT   10   25
CONECT   11   12   26
CONECT   12   13   20   20
CONECT   13   14   27   28
CONECT   14   15   19   29
CONECT   15   16   30   31
CONECT   16   17   32   33
CONECT   17   18   18   19
CONECT   20   34
END

HMDB0060031
     RDKit          3D
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.0699    2.4523    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7980    2.0260   -0.2718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485    0.3488   -0.2756 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.2336    0.0082    0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9745   -0.1297   -1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057   -0.2806    0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949   -0.9901   -0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948   -2.3591   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681   -3.0519   -0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5475   -4.4308   -0.9316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -2.3277   -1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653   -0.9465   -1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -0.1601   -1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195    0.0381   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    0.7603    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650    1.5277    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0629    1.9782   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    3.1052   -0.7212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    0.9171   -1.2988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -0.2966   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4388    3.3517    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    2.7059    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.6532    1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394   -2.9065    0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1228   -4.9615   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -2.8105   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.7376   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    0.8061   -2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3114   -0.9021   -0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183    1.5502    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231    0.1051    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    0.8147    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4629    2.3639    1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4941    0.7786   -0.4208 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
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  2  0
 20  7  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulfate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulfuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulphate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-g-valerolactone-O-sulphuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulfate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulfuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulfate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulfuric acid-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulphate-O-methyl	Generator
5-(3',5'-Dihydroxyphenyl)-γ-valerolactone-O-sulphuric acid-O-methyl	Generator
3-Hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfuric acid	Generator
3-Hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulphate	Generator
3-Hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulphuric acid	Generator

Chemical Formula

C₁₂H₁₄O₇S

Average Molecular Weight

302.3

Monoisotopic Molecular Weight

302.046023492

IUPAC Name

3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

Traditional Name

3-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl methyl sulfate

CAS Registry Number

Not Available

SMILES

COS(=O)(=O)OC1=CC(O)=CC(CC2CCC(=O)O2)=C1

InChI Identifier

InChI=1S/C12H14O7S/c1-17-20(15,16)19-11-6-8(4-9(13)7-11)5-10-2-3-12(14)18-10/h4,6-7,10,13H,2-3,5H2,1H3

InChI Key

FXGBBWWEXQWRKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Arylsulfates

Alternative Parents

Substituents

Arylsulfate
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Sulfuric acid diester
Monocyclic benzene moiety
Gamma butyrolactone
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Tetrahydrofuran
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 22827565)

Source

Endogenous

Endogenous (HMDB: HMDB0060031)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

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
Water Solubility	0.56 g/L	ALOGPS
logP	0.86	ALOGPS
logP	1.52	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	8.75	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	67.78 m³·mol⁻¹	ChemAxon
Polarizability	28.42 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
DarkChem	[M+H]+	170.207	31661259
DarkChem	[M-H]-	169.163	31661259
DeepCCS	[M+H]+	170.926	30932474
DeepCCS	[M-H]-	168.568	30932474
DeepCCS	[M-2H]-	201.455	30932474
DeepCCS	[M+Na]+	177.019	30932474
AllCCS	[M+H]+	167.8	32859911
AllCCS	[M+H-H2O]+	164.3	32859911
AllCCS	[M+NH4]+	171.0	32859911
AllCCS	[M+Na]+	171.9	32859911
AllCCS	[M-H]-	165.1	32859911
AllCCS	[M+Na-2H]-	165.1	32859911
AllCCS	[M+HCOO]-	165.2	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.	6.29 minutes	32390414
Predicted by Siyang on May 30, 2022	12.9317 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.6 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1995.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	330.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	154.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	137.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	523.9 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	534.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1073.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	426.8 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	1463.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	322.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	358.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	425.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	218.5 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	138.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl	COS(=O)(=O)OC1=CC(O)=CC(CC2CCC(=O)O2)=C1	3961.1	Standard polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl	COS(=O)(=O)OC1=CC(O)=CC(CC2CCC(=O)O2)=C1	2403.2	Standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl	COS(=O)(=O)OC1=CC(O)=CC(CC2CCC(=O)O2)=C1	2600.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl,1TMS,isomer #1	COS(=O)(=O)OC1=CC(CC2CCC(=O)O2)=CC(O[Si](C)(C)C)=C1	2531.6	Semi standard non polar	33892256
5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl,1TBDMS,isomer #1	COS(=O)(=O)OC1=CC(CC2CCC(=O)O2)=CC(O[Si](C)(C)C(C)(C)C)=C1	2780.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-00c0-6390000000-feb37e70c2b9eb8a1d32	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-7059000000-0c48ca7ef9030878924a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl 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',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl 10V, Positive-QTOF	splash10-0udi-2198000000-ddf9bccc913f647cfeba	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl 20V, Positive-QTOF	splash10-0006-4391000000-10fb5137b50c894f5db4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl 40V, Positive-QTOF	splash10-0kal-9820000000-8fc4ed7cdabf9066189d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl 10V, Negative-QTOF	splash10-0udi-0059000000-1df22f3ed6d44ec1d5b4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl 20V, Negative-QTOF	splash10-0a4i-2391000000-1041b516c6020d2e9f97	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl 40V, Negative-QTOF	splash10-002f-9050000000-426cacb2376495b87624	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22827565	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124202097

PDB ID

Not Available

ChEBI ID

89538

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

van der Hooft JJ, de Vos RC, Mihaleva V, Bino RJ, Ridder L, de Roo N, Jacobs DM, van Duynhoven JP, Vervoort J: Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake. Anal Chem. 2012 Aug 21;84(16):7263-71. doi: 10.1021/ac3017339. Epub 2012 Aug 2. [PubMed:22827565 ]

Showing metabocard for 5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl (HMDB0060031)

MOL for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D MOL for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D SDF for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D-SDF for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

PDB for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D PDB for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

SMILES for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

INCHI for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

Structure for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

3D Structure for HMDB0060031 (5-(3',5'-Dihydroxyphenyl)-gamma-valerolactone-O-sulphate-O-methyl)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra