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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-09-13 16:30:10 UTC

Update Date

2021-09-14 14:58:53 UTC

HMDB ID

HMDB0127769

Secondary Accession Numbers

None

Metabolite Identification

Common Name

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

Description

{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid, also known as 5-(3'-methoxyphenyl)-gamma-valerolactone-4'-sulfate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Based on a literature review a significant number of articles have been published on {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid.

Structure

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

HMDB0127769
     RDKit          3D
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid
 34 35  0  0  0  0  0  0  0  0999 V2000
   -2.8885   -0.2209   -2.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351   -0.4975   -0.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505   -0.1696   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298    0.4289   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    0.7668    0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5686    1.4113   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842    0.4161   -1.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1118   -0.4819    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900   -0.6417   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8700    0.7305   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9429    1.3796   -0.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180    1.1100   -1.5264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2636    0.4689    1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.1262    1.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305   -0.4572    1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756   -1.0534    1.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4265   -0.2251    2.2158 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.6769    0.9308    1.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.3692    3.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7998   -1.1893    2.1545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253   -0.8747   -2.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519    0.8211   -2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -0.3223   -2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6624    0.6566   -1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0858    2.0624    0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2955    2.0826   -1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1323   -0.2378   -1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    0.0294    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -1.4725    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113   -0.9051    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6082   -1.3670   -1.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7147    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9212   -0.3555    2.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7061   -1.7858    1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 15  3  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 13 32  1  0
 14 33  1  0
 20 34  1  0
M  END

<string xmlns="http://www.chemspider.com/">
  Mrv1652304222013372D          

 20 21  0  0  1  0            999 V2000
    2.7849   -5.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6110   -5.1484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9125   -4.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3998   -3.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0670   -3.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2409   -3.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596   -3.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335   -3.6389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6007   -2.8842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -3.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3554   -2.5514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2200   -3.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073   -3.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5333   -3.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7889   -2.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1232   -2.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1232   -1.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4517   -2.5335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 10 12  2  0  0  0  0
 10 13  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0127769

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CC2CCC(=O)O2)=CC=C1OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O7S/c1-17-11-7-8(6-9-3-5-12(13)18-9)2-4-10(11)19-20(14,15)16/h2,4,7,9H,3,5-6H2,1H3,(H,14,15,16)

> <INCHI_KEY>
FYRRHCSCZYSADR-UHFFFAOYSA-N

> <FORMULA>
C12H14O7S

> <MOLECULAR_WEIGHT>
302.3

> <EXACT_MASS>
302.046023965

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.938765524235095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.44

> <JCHEM_LOGP>
1.2859027643333332

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.0779261468112624

> <JCHEM_PKA_STRONGEST_BASIC>
-4.915055610837539

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
67.7818

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0127769
     RDKit          3D
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid
 34 35  0  0  0  0  0  0  0  0999 V2000
   -2.8885   -0.2209   -2.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351   -0.4975   -0.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505   -0.1696   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298    0.4289   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    0.7668    0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5686    1.4113   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842    0.4161   -1.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1118   -0.4819    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900   -0.6417   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8700    0.7305   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9429    1.3796   -0.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180    1.1100   -1.5264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2636    0.4689    1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.1262    1.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305   -0.4572    1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756   -1.0534    1.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4265   -0.2251    2.2158 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.6769    0.9308    1.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.3692    3.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7998   -1.1893    2.1545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253   -0.8747   -2.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519    0.8211   -2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -0.3223   -2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6624    0.6566   -1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0858    2.0624    0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2955    2.0826   -1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1323   -0.2378   -1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    0.0294    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -1.4725    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113   -0.9051    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6082   -1.3670   -1.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7147    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9212   -0.3555    2.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7061   -1.7858    1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 15  3  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 13 32  1  0
 14 33  1  0
 20 34  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       5.198  -9.444   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.741  -9.610   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.639  -8.368   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.170  -8.523   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.080  -7.281   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.458  -5.872   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.916  -5.705   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.018  -6.959   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.476  -6.793   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       4.855  -5.384   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0       3.446  -6.016   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.222  -3.975   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.263  -4.763   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.611  -7.436   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.520  -6.194   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.062  -6.194   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.539  -4.729   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.297  -3.820   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.297  -2.277   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.043  -4.729   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    5   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0127769
HETATM    1  C1  UNL     1      -2.888  -0.221  -2.361  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.935  -0.497  -0.994  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.850  -0.170  -0.188  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.730   0.429  -0.742  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.369   0.767   0.045  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.569   1.411  -0.555  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.584   0.416  -1.039  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.112  -0.482   0.055  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.590  -0.642  -0.338  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.870   0.730  -0.852  1.00  0.00           C  
HETATM   11  O2  UNL     1       5.943   1.380  -0.687  1.00  0.00           O  
HETATM   12  O3  UNL     1       3.718   1.110  -1.526  1.00  0.00           O  
HETATM   13  C10 UNL     1       0.264   0.469   1.387  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.850  -0.126   1.940  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.931  -0.457   1.160  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.076  -1.053   1.644  1.00  0.00           O  
HETATM   17  S1  UNL     1      -4.427  -0.225   2.216  1.00  0.00           S  
HETATM   18  O5  UNL     1      -4.677   0.931   1.256  1.00  0.00           O  
HETATM   19  O6  UNL     1      -4.238   0.369   3.563  1.00  0.00           O  
HETATM   20  O7  UNL     1      -5.800  -1.189   2.155  1.00  0.00           O  
HETATM   21  H1  UNL     1      -2.125  -0.875  -2.862  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.552   0.821  -2.558  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.889  -0.322  -2.800  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.662   0.657  -1.799  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.086   2.062   0.189  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.295   2.083  -1.395  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.132  -0.238  -1.812  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.153   0.029   1.042  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.660  -1.472   0.077  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.211  -0.905   0.522  1.00  0.00           H  
HETATM   31  H11 UNL     1       4.608  -1.367  -1.162  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.093   0.715   2.040  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.921  -0.355   2.997  1.00  0.00           H  
HETATM   34  H14 UNL     1      -5.706  -1.786   1.383  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   24
CONECT    5    6   13   13
CONECT    6    7   25   26
CONECT    7    8   12   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   11   12
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16
CONECT   16   17
CONECT   17   18   18   19   19
CONECT   17   20
CONECT   20   34
END

HMDB0127769
     RDKit          3D
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid
 34 35  0  0  0  0  0  0  0  0999 V2000
   -2.8885   -0.2209   -2.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9351   -0.4975   -0.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505   -0.1696   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298    0.4289   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    0.7668    0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5686    1.4113   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5842    0.4161   -1.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1118   -0.4819    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900   -0.6417   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8700    0.7305   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9429    1.3796   -0.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180    1.1100   -1.5264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2636    0.4689    1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.1262    1.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305   -0.4572    1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0756   -1.0534    1.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4265   -0.2251    2.2158 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.6769    0.9308    1.2558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381    0.3692    3.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7998   -1.1893    2.1545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1253   -0.8747   -2.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5519    0.8211   -2.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -0.3223   -2.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6624    0.6566   -1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0858    2.0624    0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2955    2.0826   -1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1323   -0.2378   -1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1530    0.0294    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -1.4725    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113   -0.9051    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6082   -1.3670   -1.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7147    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9212   -0.3555    2.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7061   -1.7858    1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 15  3  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 13 32  1  0
 14 33  1  0
 20 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonate	Generator
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulphonate	Generator
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulphonic acid	Generator
5-(3'-Methoxyphenyl)-gamma-valerolactone-4'-sulfate	HMDB
5-(3-Methoxyphenyl)-gamma-valerolactone-4-sulfate	HMDB
[2-Methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl] hydrogen sulfate	HMDB

Chemical Formula

C₁₂H₁₄O₇S

Average Molecular Weight

302.3

Monoisotopic Molecular Weight

302.046023965

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1

InChI Identifier

InChI=1S/C12H14O7S/c1-17-11-7-8(6-9-3-5-12(13)18-9)2-4-10(11)19-20(14,15)16/h2,4,7,9H,3,5-6H2,1H3,(H,14,15,16)

InChI Key

FYRRHCSCZYSADR-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
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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
logP	-0.44	ALOGPS
logP	1.29	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	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	27.94 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]+	170.357	31661259
DarkChem	[M-H]-	169.298	31661259
DeepCCS	[M+H]+	171.125	30932474
DeepCCS	[M-H]-	168.767	30932474
DeepCCS	[M-2H]-	201.653	30932474
DeepCCS	[M+Na]+	177.218	30932474
AllCCS	[M+H]+	168.1	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	171.3	32859911
AllCCS	[M+Na]+	172.3	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 × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.53 minutes	32390414
Predicted by Siyang on May 30, 2022	12.7085 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.11 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1820.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	332.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	194.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	121.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	471.1 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	530.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1057.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	419.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1357.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	308.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	345.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	372.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	256.7 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	107.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid	COC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1	3880.8	Standard polar	33892256
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid	COC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1	2309.1	Standard non polar	33892256
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid	COC1=C(OS(O)(=O)=O)C=CC(CC2CCC(=O)O2)=C1	2587.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid,1TMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2532.8	Semi standard non polar	33892256
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid,1TMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C	2446.9	Standard non polar	33892256
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid,1TMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C	3645.8	Standard polar	33892256
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid,1TBDMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2783.8	Semi standard non polar	33892256
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid,1TBDMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2721.3	Standard non polar	33892256
{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid,1TBDMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3662.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05rd-4390000000-b7dad8282892759b0150	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 10V, Positive-QTOF	splash10-0udi-0089000000-7314410fff5bb4e6863b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 20V, Positive-QTOF	splash10-002r-2290000000-6698e5f12445961a024e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 40V, Positive-QTOF	splash10-100c-9410000000-47b7b9486b8d55b25911	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 10V, Negative-QTOF	splash10-0udi-0039000000-4bb4641efa627a30d66d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 20V, Negative-QTOF	splash10-0kmi-2291000000-5cfdaedcc73f881aced5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 40V, Negative-QTOF	splash10-0006-9110000000-f877ae15439beec641e6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 10V, Negative-QTOF	splash10-0udi-0029000000-81a5b3f30f5259948bbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 20V, Negative-QTOF	splash10-002b-5091000000-a5f9c739a25958090b86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 40V, Negative-QTOF	splash10-0002-9140000000-8dbcb8156f8d200721e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 10V, Positive-QTOF	splash10-0udr-0498000000-f09525a552dc5aab9b29	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 20V, Positive-QTOF	splash10-000i-0950000000-9c5719229efdced68589	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid 40V, Positive-QTOF	splash10-000i-1910000000-699e4c2081efd7fad77d	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086630

KNApSAcK ID

Not Available

Chemspider ID

74852008

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131834093

PDB ID

Not Available

ChEBI ID

185048

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid (HMDB0127769)

MOL for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

3D MOL for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

3D SDF for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

3D-SDF for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

PDB for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

3D PDB for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

SMILES for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

INCHI for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

Structure for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

3D Structure for HMDB0127769 ({2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra