Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-08 14:59:18 UTC

Update Date

2021-09-14 15:47:12 UTC

HMDB ID

HMDB0029191

Secondary Accession Numbers

HMDB29191

Metabolite Identification

Common Name

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

Description

5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate, also known as dihydroxyphenyl-g-valerolactone-O-sulfuric acid, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 5'-(3',4'-dihydroxyphenyl)-gamma-valerolactone sulfate a potential biomarker for the consumption of these foods. 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate.

Structure

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

HMDB0029191
     RDKit          3D
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate
 31 32  0  0  0  0  0  0  0  0999 V2000
   -5.1173   -1.2726   -0.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1401   -0.4594   -0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2052    0.9898   -0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086    1.5632    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563    0.4503    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0931    0.8041   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0051   -0.1755   -0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0212   -1.2795   -1.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0905   -2.1418   -1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -1.9103   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345   -2.8067   -0.7104 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773   -0.8121    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2647   -0.6115    0.9729 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329    0.2701    0.5720 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.4747   -0.3538   -0.4818 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943    0.3732    1.8212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736    1.8405    0.1035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865    0.0311    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565   -0.7170   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1938    1.4354   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680    1.2249   -1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033    2.4842   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592    1.7657    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    0.3637    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168    0.9071   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    1.7967   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -1.4366   -2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522   -2.9906   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216   -2.6575   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669    2.4338    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336    0.8912    0.7738 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 12 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
 11 29  1  0
 17 30  1  0
 18 31  1  0
M  END

<string xmlns="http://www.chemspider.com/">
  Mrv1652304222012192D          

 19 20  0  0  1  0            999 V2000
    3.4442   -3.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -3.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485   -4.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1654   -4.8795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7743   -4.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910   -4.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023   -4.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374   -4.8795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192   -3.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023   -3.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192   -4.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -4.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -3.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192   -2.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -1.8583    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3472   -3.0929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0457   -1.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4269   -2.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0501   -1.2723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 15 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029191

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(CC2CCC(=O)O2)C=C1OS(O)(=O)=O

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

> <INCHI_KEY>
YAXFVDUJDAQPTJ-UHFFFAOYSA-N

> <FORMULA>
C11H12O7S

> <MOLECULAR_WEIGHT>
288.274

> <EXACT_MASS>
288.030373428

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.804225388122934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.50

> <JCHEM_LOGP>
1.7900087083333334

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.161273303757019

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.129854723539654

> <JCHEM_PKA_STRONGEST_BASIC>
-4.413491424833226

> <JCHEM_POLAR_SURFACE_AREA>
110.13

> <JCHEM_REFRACTIVITY>
63.29950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.95e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029191
     RDKit          3D
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate
 31 32  0  0  0  0  0  0  0  0999 V2000
   -5.1173   -1.2726   -0.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1401   -0.4594   -0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2052    0.9898   -0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086    1.5632    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563    0.4503    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0931    0.8041   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0051   -0.1755   -0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0212   -1.2795   -1.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0905   -2.1418   -1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -1.9103   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345   -2.8067   -0.7104 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773   -0.8121    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2647   -0.6115    0.9729 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329    0.2701    0.5720 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.4747   -0.3538   -0.4818 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943    0.3732    1.8212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736    1.8405    0.1035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865    0.0311    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565   -0.7170   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1938    1.4354   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680    1.2249   -1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033    2.4842   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592    1.7657    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    0.3637    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168    0.9071   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    1.7967   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -1.4366   -2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522   -2.9906   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216   -2.6575   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669    2.4338    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336    0.8912    0.7738 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 12 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
 11 29  1  0
 17 30  1  0
 18 31  1  0
M  END

HEADER    PROTEIN                                 22-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: <string xmlns="http://www.chemspider.com/">       
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-20         0                                  
HETATM    1  C   UNK     0       6.429  -6.676   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.900  -6.836   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.571  -8.344   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.909  -9.108   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.045  -8.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.383  -8.853   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.711  -8.078   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.243  -9.108   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.049  -5.773   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.711  -6.538   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.049  -8.853   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.377  -8.078   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.377  -6.538   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.049  -4.233   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0      12.377  -3.469   0.000  0.00  0.00           S+0
HETATM   16  O   UNK     0      13.715  -5.773   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      13.152  -2.131   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      13.864  -3.862   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.293  -2.375   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6   10   11                                                  
CONECT    8    3                                                            
CONECT    9   10   13   14                                                  
CONECT   10    7    9                                                       
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13    9   12   16                                                  
CONECT   14    9   15                                                       
CONECT   15   14   17   18   19                                             
CONECT   16   13                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0029191
HETATM    1  O1  UNL     1      -5.117  -1.273  -0.529  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.140  -0.459  -0.434  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.205   0.990  -0.750  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.209   1.563   0.241  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.156   0.450   0.318  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.093   0.804  -0.691  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.005  -0.175  -0.744  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.021  -1.279  -1.571  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.090  -2.142  -1.553  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.171  -1.910  -0.698  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.234  -2.807  -0.710  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.177  -0.812   0.138  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.265  -0.612   0.973  1.00  0.00           O  
HETATM   14  S1  UNL     1       4.633   0.270   0.572  1.00  0.00           S  
HETATM   15  O4  UNL     1       5.475  -0.354  -0.482  1.00  0.00           O  
HETATM   16  O5  UNL     1       5.494   0.373   1.821  1.00  0.00           O  
HETATM   17  O6  UNL     1       4.274   1.840   0.104  1.00  0.00           O  
HETATM   18  C11 UNL     1       1.086   0.031   0.092  1.00  0.00           C  
HETATM   19  O7  UNL     1      -2.857  -0.717  -0.035  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.194   1.435  -0.523  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.968   1.225  -1.789  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.803   2.484  -0.181  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.659   1.766   1.217  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.789   0.364   1.343  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.617   0.907  -1.678  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.682   1.797  -0.417  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.812  -1.437  -2.213  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.052  -2.991  -2.221  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.022  -2.657  -0.103  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.167   2.434   0.888  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.134   0.891   0.774  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   12
CONECT   11   29
CONECT   12   13   18   18
CONECT   13   14
CONECT   14   15   15   16   16
CONECT   14   17
CONECT   17   30
CONECT   18   31
END

HMDB0029191
     RDKit          3D
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate
 31 32  0  0  0  0  0  0  0  0999 V2000
   -5.1173   -1.2726   -0.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1401   -0.4594   -0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2052    0.9898   -0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086    1.5632    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563    0.4503    0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0931    0.8041   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0051   -0.1755   -0.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0212   -1.2795   -1.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0905   -2.1418   -1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -1.9103   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345   -2.8067   -0.7104 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773   -0.8121    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2647   -0.6115    0.9729 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329    0.2701    0.5720 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.4747   -0.3538   -0.4818 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943    0.3732    1.8212 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736    1.8405    0.1035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865    0.0311    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565   -0.7170   -0.0350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1938    1.4354   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9680    1.2249   -1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033    2.4842   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6592    1.7657    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    0.3637    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168    0.9071   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    1.7967   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -1.4366   -2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522   -2.9906   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0216   -2.6575   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669    2.4338    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1336    0.8912    0.7738 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 12 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
 11 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
Dihydroxyphenyl-gamma-valerolactone-O-sulfate	ChEBI
Dihydroxyphenyl-g-valerolactone-O-sulfate	Generator
Dihydroxyphenyl-g-valerolactone-O-sulfuric acid	Generator
Dihydroxyphenyl-g-valerolactone-O-sulphate	Generator
Dihydroxyphenyl-g-valerolactone-O-sulphuric acid	Generator
Dihydroxyphenyl-gamma-valerolactone-O-sulfuric acid	Generator
Dihydroxyphenyl-gamma-valerolactone-O-sulphate	Generator
Dihydroxyphenyl-gamma-valerolactone-O-sulphuric acid	Generator
Dihydroxyphenyl-γ-valerolactone-O-sulfate	Generator
Dihydroxyphenyl-γ-valerolactone-O-sulfuric acid	Generator
Dihydroxyphenyl-γ-valerolactone-O-sulphate	Generator
Dihydroxyphenyl-γ-valerolactone-O-sulphuric acid	Generator
5'-(3',4'-Dihydroxyphenyl)-g-valerolactone sulfate	Generator
5'-(3',4'-Dihydroxyphenyl)-g-valerolactone sulfuric acid	Generator
5'-(3',4'-Dihydroxyphenyl)-g-valerolactone sulphate	Generator
5'-(3',4'-Dihydroxyphenyl)-g-valerolactone sulphuric acid	Generator
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfuric acid	Generator
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulphate	Generator
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulphuric acid	Generator
5'-(3',4'-Dihydroxyphenyl)-γ-valerolactone sulfate	Generator
5'-(3',4'-Dihydroxyphenyl)-γ-valerolactone sulfuric acid	Generator
5'-(3',4'-Dihydroxyphenyl)-γ-valerolactone sulphate	Generator
5'-(3',4'-Dihydroxyphenyl)-γ-valerolactone sulphuric acid	Generator
5-(3-hydroxyphenyl)-gamma-valerolactone-4-sulfate	HMDB
2-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid	HMDB
5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-sulfate	HMDB
5-(4'-hydroxyphenyl)-gamma-valerolactone-3'-sulfate	HMDB
5-(4-hydroxyphenyl)-gamma-valerolactone-3-sulfate	HMDB
[2-hydroxy-5-[(5-oxooxolan-2-yl)methyl]phenyl] hydrogen sulfate	HMDB

Chemical Formula

C₁₁H₁₂O₇S

Average Molecular Weight

288.274

Monoisotopic Molecular Weight

288.030373428

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC1=CC=C(CC2CCC(=O)O2)C=C1OS(O)(=O)=O

InChI Identifier

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

InChI Key

YAXFVDUJDAQPTJ-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-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Gamma butyrolactone
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Tetrahydrofuran
Lactone
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
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 (HMDB: HMDB0029191)

Excreta

Biofluid or Excreta

Urine (PMID: 20853910)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0029191)

Exogenous

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0029191)

Tea

Tea products (HMDB: HMDB0029191)

Nut

Nuts (HMDB: HMDB0029191)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0029191)

Fruit

Berries (HMDB: HMDB0029191)

Pome

Apple (HMDB: HMDB0029191)

Animal origin

Bovine

Swine

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

Poultry

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)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)

Venison

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Caprae

Domestic goat (FooDB: FOOD00529)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	0.9 g/L	ALOGPS
logP	-0.5	ALOGPS
logP	1.79	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	-2.1	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	25.8 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]+	167.237	31661259
DarkChem	[M-H]-	165.891	31661259
DeepCCS	[M+H]+	158.929	30932474
DeepCCS	[M-H]-	156.571	30932474
DeepCCS	[M-2H]-	189.457	30932474
DeepCCS	[M+Na]+	165.022	30932474
AllCCS	[M+H]+	163.8	32859911
AllCCS	[M+H-H2O]+	160.2	32859911
AllCCS	[M+NH4]+	167.2	32859911
AllCCS	[M+Na]+	168.1	32859911
AllCCS	[M-H]-	159.8	32859911
AllCCS	[M+Na-2H]-	159.7	32859911
AllCCS	[M+HCOO]-	159.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate	OC1=CC=C(CC2CCC(=O)O2)C=C1OS(O)(=O)=O	3952.1	Standard polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate	OC1=CC=C(CC2CCC(=O)O2)C=C1OS(O)(=O)=O	2248.5	Standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate	OC1=CC=C(CC2CCC(=O)O2)C=C1OS(O)(=O)=O	2603.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC2CCC(=O)O2)C=C1OS(=O)(=O)O	2533.8	Semi standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC1=CC(CC2CCC(=O)O2)=CC=C1O	2509.1	Semi standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC2CCC(=O)O2)C=C1OS(=O)(=O)O[Si](C)(C)C	2555.2	Semi standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC2CCC(=O)O2)C=C1OS(=O)(=O)O[Si](C)(C)C	2548.7	Standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC2CCC(=O)O2)C=C1OS(=O)(=O)O	2782.3	Semi standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC(CC2CCC(=O)O2)=CC=C1O	2762.0	Semi standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC2CCC(=O)O2)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3063.9	Semi standard non polar	33892256
5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC2CCC(=O)O2)C=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3079.6	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',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-5490000000-fae5e74c249c332b6734	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9154000000-5e9e8f922f8019f74ea7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone 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)-gamma-valerolactone sulfate 10V, Positive-QTOF	splash10-000i-0090000000-8fb5c64c3c5eddca1ec8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 20V, Positive-QTOF	splash10-06y9-2390000000-4fcb27d1b6f1f2dd0dfa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 40V, Positive-QTOF	splash10-0udv-9300000000-ab0745de085a7e9e2572	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 10V, Negative-QTOF	splash10-000i-0090000000-27ca8d79c5eeac9d8e4e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 20V, Negative-QTOF	splash10-0a4r-2490000000-bc31108c60fec628502f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 40V, Negative-QTOF	splash10-01ox-9300000000-d55d868eed23bbe117b7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 10V, Positive-QTOF	splash10-00dr-0190000000-dcd5f181d5e8c68fa109	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 20V, Positive-QTOF	splash10-00di-0920000000-b6071a5a1409814c6ecf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 40V, Positive-QTOF	splash10-0ab9-0900000000-6fab21393666b06e184c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 10V, Negative-QTOF	splash10-000i-0090000000-08dae3af42bc01fd0f9a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 20V, Negative-QTOF	splash10-014i-2190000000-29d1f1aa3a8b77aa179b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate 40V, Negative-QTOF	splash10-00dj-6910000000-ce8a3e0926b9bff8584e	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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	20853910	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	26269369	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	26269369	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

FDB031396

KNApSAcK ID

Not Available

Chemspider ID

35032834

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129626609

PDB ID

Not Available

ChEBI ID

134254

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)-gamma-valerolactone sulfate (HMDB0029191)

MOL for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

3D MOL for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

3D SDF for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

3D-SDF for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

PDB for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

3D PDB for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

SMILES for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

INCHI for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

Structure for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

3D Structure for HMDB0029191 (5'-(3',4'-Dihydroxyphenyl)-gamma-valerolactone sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra