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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:17:36 UTC

Update Date

2021-09-14 15:25:43 UTC

HMDB ID

HMDB0059981

Secondary Accession Numbers

HMDB59981

Metabolite Identification

Common Name

4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate

Description

4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0059981
     RDKit          3D
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate
 32 32  0  0  0  0  0  0  0  0999 V2000
    2.8174   -1.3588    0.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -0.1590    0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286    0.5638    0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2372   -0.3196    1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2547   -1.3421    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304   -2.2028   -0.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9780   -0.7101   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.0513   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    1.3826   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    2.1022    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.4479    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5229    0.1101    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.5652   -0.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6713    0.4923   -0.0433 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1074   -0.3633   -0.3327 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3252   -1.4435    0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1190   -1.0271   -1.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3892    0.7139   -0.1847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597    1.1749   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821    1.3328    1.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -0.8843    2.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6473    0.2690    1.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871   -1.9268    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882   -2.4047   -1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3031   -1.5441   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2608   -0.0775   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846    1.9095   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006    3.1507    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3426    2.0041    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -0.4017    0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317   -1.6313   -0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1023    1.6568   -0.2868 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  8  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 18 32  1  0
M  END


  Mrv1652304062013122D          

 18 18  0  0  0  0            999 V2000
   -0.2062    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6352   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3497   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0641   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7786   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3497   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2075   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9220   -1.4437    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6365   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9220   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6365   -1.8562    0.0000 O   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
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 13 15  1  0  0  0  0
 17 15  2  0  0  0  0
 16 15  2  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059981

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCC(=O)OS(O)(=O)=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O6S/c12-10(8-9-4-2-1-3-5-9)6-7-11(13)17-18(14,15)16/h1-5,10,12H,6-8H2,(H,14,15,16)

> <INCHI_KEY>
ZCVMPBGBUWWKNR-UHFFFAOYSA-N

> <FORMULA>
C11H14O6S

> <MOLECULAR_WEIGHT>
274.29

> <EXACT_MASS>
274.05110887

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.38248403047354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
sulfo 4-hydroxy-5-phenylpentanoate

> <ALOGPS_LOGP>
-0.60

> <JCHEM_LOGP>
-0.6458935690864425

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.131835216702996

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8310571691826052

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7411518489206292

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
63.11670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfo 4-hydroxy-5-phenylpentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059981
     RDKit          3D
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate
 32 32  0  0  0  0  0  0  0  0999 V2000
    2.8174   -1.3588    0.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -0.1590    0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286    0.5638    0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2372   -0.3196    1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2547   -1.3421    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304   -2.2028   -0.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9780   -0.7101   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.0513   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    1.3826   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    2.1022    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.4479    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5229    0.1101    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.5652   -0.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6713    0.4923   -0.0433 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1074   -0.3633   -0.3327 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3252   -1.4435    0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1190   -1.0271   -1.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3892    0.7139   -0.1847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597    1.1749   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821    1.3328    1.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -0.8843    2.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6473    0.2690    1.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871   -1.9268    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882   -2.4047   -1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3031   -1.5441   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2608   -0.0775   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846    1.9095   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006    3.1507    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3426    2.0041    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -0.4017    0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317   -1.6313   -0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1023    1.6568   -0.2868 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  8  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 18 32  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      -0.385   0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.719  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.719  -1.925   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.385  -2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.949  -1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.949  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.052  -2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.386  -1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.720  -2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.053  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.387  -2.695   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.386  -0.385   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -9.721  -1.925   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -8.387  -4.235   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0     -11.054  -2.695   0.000  0.00  0.00           S+0
HETATM   16  O   UNK     0     -12.388  -1.925   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0     -11.054  -4.235   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -12.388  -3.465   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   13   14                                                  
CONECT   12    8                                                            
CONECT   13   11   15                                                       
CONECT   14   11                                                            
CONECT   15   13   17   16   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0059981
HETATM    1  O1  UNL     1       2.817  -1.359   0.869  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.593  -0.159   0.580  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.329   0.564   0.843  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.237  -0.320   1.295  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.255  -1.342   0.312  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.730  -2.203  -0.088  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.978  -0.710  -0.865  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.170   0.051  -0.430  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.124   1.383  -0.110  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.249   2.102   0.304  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.457   1.448   0.394  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.523   0.110   0.077  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.411  -0.565  -0.323  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.671   0.492  -0.043  1.00  0.00           O  
HETATM   15  S1  UNL     1       5.107  -0.363  -0.333  1.00  0.00           S  
HETATM   16  O4  UNL     1       5.325  -1.443   0.693  1.00  0.00           O  
HETATM   17  O5  UNL     1       5.119  -1.027  -1.680  1.00  0.00           O  
HETATM   18  O6  UNL     1       6.389   0.714  -0.185  1.00  0.00           O  
HETATM   19  H1  UNL     1       1.060   1.175  -0.060  1.00  0.00           H  
HETATM   20  H2  UNL     1       1.482   1.333   1.665  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.561  -0.884   2.224  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.647   0.269   1.673  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.087  -1.927   0.845  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.588  -2.405  -1.048  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.303  -1.544  -1.536  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.261  -0.078  -1.394  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.185   1.910  -0.180  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.201   3.151   0.553  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.343   2.004   0.717  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.488  -0.402   0.151  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.432  -1.631  -0.583  1.00  0.00           H  
HETATM   32  H14 UNL     1       6.102   1.657  -0.287  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6    7   23
CONECT    6   24
CONECT    7    8   25   26
CONECT    8    9    9   13
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   31
CONECT   14   15
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   32
END

HMDB0059981
     RDKit          3D
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate
 32 32  0  0  0  0  0  0  0  0999 V2000
    2.8174   -1.3588    0.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5931   -0.1590    0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286    0.5638    0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2372   -0.3196    1.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2547   -1.3421    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7304   -2.2028   -0.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9780   -0.7101   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.0513   -0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    1.3826   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2493    2.1022    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4568    1.4479    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5229    0.1101    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -0.5652   -0.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6713    0.4923   -0.0433 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1074   -0.3633   -0.3327 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3252   -1.4435    0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1190   -1.0271   -1.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3892    0.7139   -0.1847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597    1.1749   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821    1.3328    1.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -0.8843    2.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6473    0.2690    1.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0871   -1.9268    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882   -2.4047   -1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3031   -1.5441   -1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2608   -0.0775   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846    1.9095   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006    3.1507    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3426    2.0041    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -0.4017    0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317   -1.6313   -0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1023    1.6568   -0.2868 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13  8  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 18 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Hydroxy-5-(phenyl)-valerate-O-sulfate	Generator
4-Hydroxy-5-(phenyl)-valerate-O-sulphate	Generator
4-Hydroxy-5-(phenyl)-valeric acid-O-sulfuric acid	Generator
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphuric acid	Generator
SulfO 4-hydroxy-5-phenylpentanoic acid	Generator
SulphO 4-hydroxy-5-phenylpentanoate	Generator
SulphO 4-hydroxy-5-phenylpentanoic acid	Generator

Chemical Formula

C₁₁H₁₄O₆S

Average Molecular Weight

274.29

Monoisotopic Molecular Weight

274.05110887

IUPAC Name

sulfo 4-hydroxy-5-phenylpentanoate

Traditional Name

sulfo 4-hydroxy-5-phenylpentanoate

CAS Registry Number

Not Available

SMILES

OC(CCC(=O)OS(O)(=O)=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C11H14O6S/c12-10(8-9-4-2-1-3-5-9)6-7-11(13)17-18(14,15)16/h1-5,10,12H,6-8H2,(H,14,15,16)

InChI Key

ZCVMPBGBUWWKNR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Sulfuric acid ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Carboxylic acid salt
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Organooxygen compound
Organic salt
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

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	0.66 g/L	ALOGPS
logP	-0.6	ALOGPS
logP	-0.65	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	63.12 m³·mol⁻¹	ChemAxon
Polarizability	26.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	161.526	31661259
DarkChem	[M-H]-	158.14	31661259
DeepCCS	[M+H]+	158.284	30932474
DeepCCS	[M-H]-	155.926	30932474
DeepCCS	[M-2H]-	188.861	30932474
DeepCCS	[M+Na]+	164.377	30932474
AllCCS	[M+H]+	160.5	32859911
AllCCS	[M+H-H2O]+	157.1	32859911
AllCCS	[M+NH4]+	163.8	32859911
AllCCS	[M+Na]+	164.7	32859911
AllCCS	[M-H]-	158.2	32859911
AllCCS	[M+Na-2H]-	158.5	32859911
AllCCS	[M+HCOO]-	159.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.33 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4391 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.02 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1697.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	131.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	109.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	394.2 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	424.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	894.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	386.6 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	1257.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	305.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	391.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	186.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	149.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate	OC(CCC(=O)OS(O)(=O)=O)CC1=CC=CC=C1	4173.0	Standard polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate	OC(CCC(=O)OS(O)(=O)=O)CC1=CC=CC=C1	1747.9	Standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate	OC(CCC(=O)OS(O)(=O)=O)CC1=CC=CC=C1	2172.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,1TMS,isomer #1	C[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O)CC1=CC=CC=C1	2168.6	Semi standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC(=O)CCC(O)CC1=CC=CC=C1	2186.4	Semi standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,2TMS,isomer #1	C[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O[Si](C)(C)C)CC1=CC=CC=C1	2192.0	Semi standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,2TMS,isomer #1	C[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O[Si](C)(C)C)CC1=CC=CC=C1	2411.0	Standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,2TMS,isomer #1	C[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O[Si](C)(C)C)CC1=CC=CC=C1	3046.8	Standard polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O)CC1=CC=CC=C1	2404.4	Semi standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC(=O)CCC(O)CC1=CC=CC=C1	2416.9	Semi standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC1=CC=CC=C1	2638.4	Semi standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC1=CC=CC=C1	2948.9	Standard non polar	33892256
4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCC(=O)OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC1=CC=CC=C1	3126.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-2b7496372d3b7f4574a6	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate GC-MS (1 TMS) - 70eV, Positive	splash10-006x-9240000000-9a388b55c87f1e52df19	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 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 - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 10V, Positive-QTOF	splash10-0a6r-0490000000-80cd7ed7892630d1f079	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 20V, Positive-QTOF	splash10-0a6s-5920000000-1b2959998d9c07c8b32b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 40V, Positive-QTOF	splash10-002f-9500000000-eae4252aa3cd7b8d2021	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 10V, Negative-QTOF	splash10-00di-1190000000-8471f5f3da0a913bf4b3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 20V, Negative-QTOF	splash10-00bc-3930000000-8102a382dead76f9da23	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 40V, Negative-QTOF	splash10-001i-9200000000-7622a30ed8ff82d563ad	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 10V, Positive-QTOF	splash10-004i-2980000000-df6ae1d54a8f20fedba8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 20V, Positive-QTOF	splash10-0006-9700000000-7d7a260b243827ce5b62	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 40V, Positive-QTOF	splash10-002f-9800000000-08551abb2645488ab0a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 10V, Negative-QTOF	splash10-00di-0090000000-54bcf3ebee681fd59671	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 20V, Negative-QTOF	splash10-0002-9000000000-dfd8066b60076f46be4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate 40V, Negative-QTOF	splash10-0007-9200000000-40ca4d3cf0cd8fb8f459	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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
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)	Male	Normal	22827565	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Diabetes mellitus	23637065	details

Associated Disorders and Diseases

Disease References

Diabetes mellitus type 2
Llorach R, Urpi-Sarda M, Tulipani S, Garcia-Aloy M, Monagas M, Andres-Lacueva C: Metabolomic fingerprint in patients at high risk of cardiovascular disease by cocoa intervention. Mol Nutr Food Res. 2013 Jun;57(6):962-73. doi: 10.1002/mnfr.201200736. Epub 2013 May 2. [PubMed:23637065 ]

Associated OMIM IDs

125853 (Diabetes mellitus type 2)

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

124202081

PDB ID

Not Available

ChEBI ID

88703

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 4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate (HMDB0059981)

MOL for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

3D MOL for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

3D SDF for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

3D-SDF for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

PDB for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

3D PDB for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

SMILES for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

INCHI for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

Structure for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

3D Structure for HMDB0059981 (4-Hydroxy-5-(phenyl)-valeric acid-O-sulphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra