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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-11 17:11:25 UTC

Update Date

2022-03-07 03:18:19 UTC

HMDB ID

HMDB0240567

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Urolithin a 3-sulfate

Description

Urolithin a 3-sulfate belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review very few articles have been published on Urolithin a 3-sulfate.

Structure

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

HMDB0240567
     RDKit          3D
Urolithin a 3-sulfate
 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.7514    2.2377    1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    1.4557    0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751    1.8102    0.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455    1.0509    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    1.4515    0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5502    0.6741   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    1.1153   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9686    0.7762    1.0219 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.4634   -0.2201    2.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2362    0.2452    0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4334    2.1736    1.8558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -0.4998   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -0.9648   -0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1173   -0.1660   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.5713   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8829   -1.7508   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2282   -2.1264   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1312   -1.2816   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846   -1.6392   -0.1329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062   -0.0958    0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763    0.2703    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8810    2.3943    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1885    2.9638    1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976   -1.1363   -1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6152   -1.9094   -1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609   -2.4042   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -3.0674   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0907   -1.3475   -0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4187    0.5618    0.8667 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21  2  1  0
 14  4  1  0
 21 15  1  0
  5 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 16 26  1  0
 17 27  1  0
 19 28  1  0
 20 29  1  0
M  END


  Mrv1652310111919112D          

 21 23  0  0  0  0            999 V2000
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336   -1.5395    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  7  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 15 13  2  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20  8  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  2  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240567

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C=C1)C1=C(OC2=O)C=C(OS(O)(=O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H8O7S/c14-7-1-3-9-10-4-2-8(20-21(16,17)18)6-12(10)19-13(15)11(9)5-7/h1-6,14H,(H,16,17,18)

> <INCHI_KEY>
WMPNAWQWWZFJTQ-UHFFFAOYSA-N

> <FORMULA>
C13H8O7S

> <MOLECULAR_WEIGHT>
308.26

> <EXACT_MASS>
307.999073772

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
27.657149249803233

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{8-hydroxy-6-oxo-6H-benzo[c]chromen-3-yl}oxidanesulfonic acid

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
1.8428834516666663

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.3490800368494344

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.3339345431080245

> <JCHEM_PKA_STRONGEST_BASIC>
-7.061954773530628

> <JCHEM_POLAR_SURFACE_AREA>
110.13

> <JCHEM_REFRACTIVITY>
70.8927

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{8-hydroxy-6-oxobenzo[c]chromen-3-yl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240567
     RDKit          3D
Urolithin a 3-sulfate
 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.7514    2.2377    1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    1.4557    0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751    1.8102    0.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455    1.0509    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    1.4515    0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5502    0.6741   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    1.1153   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9686    0.7762    1.0219 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.4634   -0.2201    2.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2362    0.2452    0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4334    2.1736    1.8558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -0.4998   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -0.9648   -0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1173   -0.1660   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.5713   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8829   -1.7508   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2282   -2.1264   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1312   -1.2816   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846   -1.6392   -0.1329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062   -0.0958    0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763    0.2703    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8810    2.3943    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1885    2.9638    1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976   -1.1363   -1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6152   -1.9094   -1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609   -2.4042   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -3.0674   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0907   -1.3475   -0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4187    0.5618    0.8667 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21  2  1  0
 14  4  1  0
 21 15  1  0
  5 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 16 26  1  0
 17 27  1  0
 19 28  1  0
 20 29  1  0
M  END

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0       8.057  -0.206   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.897  -0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.517  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.437  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.057  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.827  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.517  -2.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747  -4.207   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.367  -1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.517  -5.541   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.953  -4.207   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.516  -2.104   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.151  -3.644   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.207  -4.207   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.413  -1.540   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0      -1.183  -2.874   0.000  0.00  0.00           S+0
CONECT    1    3    7                                                       
CONECT    2    4    8                                                       
CONECT    3    1    9                                                       
CONECT    4    2   10                                                       
CONECT    5    7   11                                                       
CONECT    6    8   12                                                       
CONECT    7    1    5   14                                                  
CONECT    8    2    6   20                                                  
CONECT    9    3   10   11                                                  
CONECT   10    4    9   12                                                  
CONECT   11    5    9   13                                                  
CONECT   12    6   10   19                                                  
CONECT   13   11   15   19                                                  
CONECT   14    7                                                            
CONECT   15   13                                                            
CONECT   16   21                                                            
CONECT   17   21                                                            
CONECT   18   21                                                            
CONECT   19   12   13                                                       
CONECT   20    8   21                                                       
CONECT   21   16   17   18   20                                             
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0240567
HETATM    1  O1  UNL     1      -2.751   2.238   1.488  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.937   1.456   0.937  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.675   1.810   0.919  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.245   1.051   0.363  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.564   1.451   0.361  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.550   0.674  -0.215  1.00  0.00           C  
HETATM    7  O3  UNL     1       3.867   1.115  -0.195  1.00  0.00           O  
HETATM    8  S1  UNL     1       4.969   0.776   1.022  1.00  0.00           S  
HETATM    9  O4  UNL     1       4.463  -0.220   2.022  1.00  0.00           O  
HETATM   10  O5  UNL     1       6.236   0.245   0.371  1.00  0.00           O  
HETATM   11  O6  UNL     1       5.433   2.174   1.856  1.00  0.00           O  
HETATM   12  C5  UNL     1       2.155  -0.500  -0.777  1.00  0.00           C  
HETATM   13  C6  UNL     1       0.840  -0.965  -0.809  1.00  0.00           C  
HETATM   14  C7  UNL     1      -0.117  -0.166  -0.226  1.00  0.00           C  
HETATM   15  C8  UNL     1      -1.443  -0.571  -0.225  1.00  0.00           C  
HETATM   16  C9  UNL     1      -1.883  -1.751  -0.782  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.228  -2.126  -0.762  1.00  0.00           C  
HETATM   18  C11 UNL     1      -4.131  -1.282  -0.164  1.00  0.00           C  
HETATM   19  O7  UNL     1      -5.485  -1.639  -0.133  1.00  0.00           O  
HETATM   20  C12 UNL     1      -3.706  -0.096   0.399  1.00  0.00           C  
HETATM   21  C13 UNL     1      -2.376   0.270   0.377  1.00  0.00           C  
HETATM   22  H1  UNL     1       1.881   2.394   0.812  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.188   2.964   1.314  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.898  -1.136  -1.238  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.615  -1.909  -1.276  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.161  -2.404  -1.249  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.502  -3.067  -1.220  1.00  0.00           H  
HETATM   28  H7  UNL     1      -6.091  -1.347  -0.905  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.419   0.562   0.867  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4
CONECT    4    5    5   14
CONECT    5    6   22
CONECT    6    7   12   12
CONECT    7    8
CONECT    8    9    9   10   10
CONECT    8   11
CONECT   11   23
CONECT   12   13   24
CONECT   13   14   14   25
CONECT   14   15
CONECT   15   16   16   21
CONECT   16   17   26
CONECT   17   18   18   27
CONECT   18   19   20
CONECT   19   28
CONECT   20   21   21   29
END

HMDB0240567
     RDKit          3D
Urolithin a 3-sulfate
 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.7514    2.2377    1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369    1.4557    0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751    1.8102    0.9194 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455    1.0509    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    1.4515    0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5502    0.6741   -0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8671    1.1153   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9686    0.7762    1.0219 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.4634   -0.2201    2.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2362    0.2452    0.3711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4334    2.1736    1.8558 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -0.4998   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -0.9648   -0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1173   -0.1660   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.5713   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8829   -1.7508   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2282   -2.1264   -0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1312   -1.2816   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4846   -1.6392   -0.1329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062   -0.0958    0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763    0.2703    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8810    2.3943    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1885    2.9638    1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976   -1.1363   -1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6152   -1.9094   -1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609   -2.4042   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -3.0674   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0907   -1.3475   -0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4187    0.5618    0.8667 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21  2  1  0
 14  4  1  0
 21 15  1  0
  5 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 16 26  1  0
 17 27  1  0
 19 28  1  0
 20 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Urolithin a 3-sulfuric acid	Generator
Urolithin a 3-sulphate	Generator
Urolithin a 3-sulphuric acid	Generator
{8-hydroxy-6-oxo-6H-benzo[c]chromen-3-yl}oxidanesulfonate	HMDB
{8-hydroxy-6-oxo-6H-benzo[c]chromen-3-yl}oxidanesulphonate	HMDB
{8-hydroxy-6-oxo-6H-benzo[c]chromen-3-yl}oxidanesulphonic acid	HMDB
(8-Hydroxy-6-oxobenzo[c]chromen-3-yl) hydrogen sulfate	HMDB
8-Hydroxy-urolithin-3-sulfate	HMDB

Chemical Formula

C₁₃H₈O₇S

Average Molecular Weight

308.26

Monoisotopic Molecular Weight

307.999073772

IUPAC Name

{8-hydroxy-6-oxo-6H-benzo[c]chromen-3-yl}oxidanesulfonic acid

Traditional Name

{8-hydroxy-6-oxobenzo[c]chromen-3-yl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C=C1)C1=C(OC2=O)C=C(OS(O)(=O)=O)C=C1

InChI Identifier

InChI=1S/C13H8O7S/c14-7-1-3-9-10-4-2-8(20-21(16,17)18)6-12(10)19-13(15)11(9)5-7/h1-6,14H,(H,16,17,18)

InChI Key

WMPNAWQWWZFJTQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Isocoumarin
Coumarin
Arylsulfate
2-benzopyran
1-benzopyran
Benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Pyran
Heteroaromatic compound
Organic sulfuric acid or derivatives
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240567)

Food

Nut

Nuts (HMDB: HMDB0240567)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240567)

Fruit

Berries (HMDB: HMDB0240567)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.22	ALOGPS
logP	1.84	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-7.1	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	2	ChemAxon
Refractivity	70.89 m³·mol⁻¹	ChemAxon
Polarizability	27.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	171.943	30932474
DeepCCS	[M-H]-	169.585	30932474
DeepCCS	[M-2H]-	203.827	30932474
DeepCCS	[M+Na]+	179.598	30932474

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.	5.61 minutes	32390414
Predicted by Siyang on May 30, 2022	11.497 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.86 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1478.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	291.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	118.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	425.4 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	379.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	171.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	724.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	343.3 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	1399.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	251.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	464.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	319.0 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	170.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Urolithin a 3-sulfate	OC1=CC2=C(C=C1)C1=C(OC2=O)C=C(OS(O)(=O)=O)C=C1	4803.6	Standard polar	33892256
Urolithin a 3-sulfate	OC1=CC2=C(C=C1)C1=C(OC2=O)C=C(OS(O)(=O)=O)C=C1	2360.5	Standard non polar	33892256
Urolithin a 3-sulfate	OC1=CC2=C(C=C1)C1=C(OC2=O)C=C(OS(O)(=O)=O)C=C1	3067.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Urolithin a 3-sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O)=CC=C12	3028.0	Semi standard non polar	33892256
Urolithin a 3-sulfate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC1=CC=C2C(=C1)OC(=O)C1=CC(O)=CC=C12	3018.3	Semi standard non polar	33892256
Urolithin a 3-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C12	3058.4	Semi standard non polar	33892256
Urolithin a 3-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C12	2973.2	Standard non polar	33892256
Urolithin a 3-sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O[Si](C)(C)C)=CC=C12	3842.5	Standard polar	33892256
Urolithin a 3-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O)=CC=C12	3320.5	Semi standard non polar	33892256
Urolithin a 3-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=C2C(=C1)OC(=O)C1=CC(O)=CC=C12	3279.7	Semi standard non polar	33892256
Urolithin a 3-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	3564.0	Semi standard non polar	33892256
Urolithin a 3-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	3460.6	Standard non polar	33892256
Urolithin a 3-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(=O)OC1=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=CC=C12	3845.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Urolithin a 3-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 - Urolithin a 3-sulfate 10V, Positive-QTOF	splash10-0a4i-0009000000-d7b0af956fa4085b9eca	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Urolithin a 3-sulfate 20V, Positive-QTOF	splash10-004i-0092000000-fb5317f9533f4033e20f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Urolithin a 3-sulfate 40V, Positive-QTOF	splash10-0umr-1890000000-14cfc0e81e595e613025	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Urolithin a 3-sulfate 10V, Negative-QTOF	splash10-0a4i-0009000000-9fac6213ae895c99ec5b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Urolithin a 3-sulfate 20V, Negative-QTOF	splash10-0a4i-0009000000-9fac6213ae895c99ec5b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Urolithin a 3-sulfate 40V, Negative-QTOF	splash10-000t-2920000000-94744916d79294c15ebd	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

FDB093766

KNApSAcK ID

C00063276

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

86233079

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Urolithin a 3-sulfate (HMDB0240567)

MOL for HMDB0240567 (Urolithin a 3-sulfate)

3D MOL for HMDB0240567 (Urolithin a 3-sulfate)

3D SDF for HMDB0240567 (Urolithin a 3-sulfate)

3D-SDF for HMDB0240567 (Urolithin a 3-sulfate)

PDB for HMDB0240567 (Urolithin a 3-sulfate)

3D PDB for HMDB0240567 (Urolithin a 3-sulfate)

SMILES for HMDB0240567 (Urolithin a 3-sulfate)

INCHI for HMDB0240567 (Urolithin a 3-sulfate)

Structure for HMDB0240567 (Urolithin a 3-sulfate)

3D Structure for HMDB0240567 (Urolithin a 3-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra