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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:18:47 UTC

Update Date

2021-09-14 15:18:17 UTC

HMDB ID

HMDB0059998

Secondary Accession Numbers

HMDB59998

Metabolite Identification

Common Name

Diphenol glucuronide

Description

Diphenol glucuronide belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Diphenol glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa). These are compounds comprising the glucuronic acid linked to another substance via a glycosidic bond.

Structure

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

HMDB0059998
     RDKit          3D
Diphenol glucuronide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.9003    1.5953   -2.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8639    0.8881   -2.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922    0.5050   -3.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321    0.4510   -0.8627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0254   -0.3154   -1.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2398   -0.3166    0.0330 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0315   -0.7039   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2451   -0.1413   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3814   -0.8553   -0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.3884   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8110    0.8618    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561    1.6126    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640    1.0894    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    1.8827    0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -1.2992    0.9529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2648   -1.2378    2.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -0.9840    1.1733 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0579   -2.2068    1.3868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0600   -0.2611    0.0693 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9059    0.7222    0.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    0.9570   -3.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7584    1.3621   -0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3766    0.6690    0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -1.8236   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5315   -0.9595   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342    1.2276    0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085    2.5926    1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489    2.7883    1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011   -2.3117    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1358   -2.1062    2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -0.4304    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2272   -2.6632    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407   -0.9357   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205    0.7354    1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
 13 14  1  0
  6 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  4  1  0
 13  8  1  0
  3 21  1  0
  4 22  1  1
  6 23  1  1
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  6
 16 30  1  0
 17 31  1  1
 18 32  1  0
 19 33  1  6
 20 34  1  0
M  END


  Mrv1652304062013132D          

 20 21  0  0  0  0            999 V2000
    0.5304   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1841   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1841   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304   -4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304   -2.1803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -1.7678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9593   -0.5303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2448   -0.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593   -2.1803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6738   -1.7678    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6738   -0.9428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9593    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738    0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593   -3.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -2.1803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -0.5303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -3.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  8  7  1  1  0  0  0
 10  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  1  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 17  1  6  0  0  0
 12 18  1  1  0  0  0
 13 19  1  6  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059998

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@H]([C@@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O8/c13-5-3-1-2-4-6(5)19-12-9(16)7(14)8(15)10(20-12)11(17)18/h1-4,7-10,12-16H,(H,17,18)/t7-,8-,9+,10-,12+/m1/s1

> <INCHI_KEY>
ICPYZFZFSLTYID-GPTQDWHKSA-N

> <FORMULA>
C12H14O8

> <MOLECULAR_WEIGHT>
286.2348

> <EXACT_MASS>
286.068867424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.92860233515144

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-0.5816783826666665

> <ALOGPS_LOGS>
-0.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.819486048684992

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1547302284280687

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686827975269206

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
62.0316

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059998
     RDKit          3D
Diphenol glucuronide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.9003    1.5953   -2.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8639    0.8881   -2.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922    0.5050   -3.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321    0.4510   -0.8627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0254   -0.3154   -1.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2398   -0.3166    0.0330 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0315   -0.7039   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2451   -0.1413   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3814   -0.8553   -0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.3884   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8110    0.8618    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561    1.6126    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640    1.0894    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    1.8827    0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -1.2992    0.9529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2648   -1.2378    2.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -0.9840    1.1733 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0579   -2.2068    1.3868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0600   -0.2611    0.0693 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9059    0.7222    0.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    0.9570   -3.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7584    1.3621   -0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3766    0.6690    0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -1.8236   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5315   -0.9595   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342    1.2276    0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085    2.5926    1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489    2.7883    1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011   -2.3117    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1358   -2.1062    2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -0.4304    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2272   -2.6632    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407   -0.9357   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205    0.7354    1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
 13 14  1  0
  6 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  4  1  0
 13  8  1  0
  3 21  1  0
  4 22  1  1
  6 23  1  1
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  6
 16 30  1  0
 17 31  1  1
 18 32  1  0
 19 33  1  6
 20 34  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       0.990  -5.610   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.344  -6.380   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.344  -7.920   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.990  -8.690   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.324  -7.920   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.324  -6.380   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.990  -4.070   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.324  -3.300   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.657  -0.990   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.324  -1.760   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.657  -4.070   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.991  -3.300   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.991  -1.760   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.657   0.550   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.991   1.320   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.324   1.320   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.657  -5.610   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.325  -4.070   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.325  -0.990   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.677  -5.610   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7   10   11                                                  
CONECT    9   10   13   14                                                  
CONECT   10    8    9                                                       
CONECT   11    8   12   17                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12    9   19                                                  
CONECT   14    9   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0059998
HETATM    1  O1  UNL     1      -3.900   1.595  -2.028  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.864   0.888  -2.073  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.392   0.505  -3.321  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.132   0.451  -0.863  1.00  0.00           C  
HETATM    5  O3  UNL     1      -1.025  -0.315  -1.158  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.240  -0.317   0.033  1.00  0.00           C  
HETATM    7  O4  UNL     1       1.031  -0.704  -0.224  1.00  0.00           O  
HETATM    8  C4  UNL     1       2.245  -0.141  -0.031  1.00  0.00           C  
HETATM    9  C5  UNL     1       3.381  -0.855  -0.434  1.00  0.00           C  
HETATM   10  C6  UNL     1       4.663  -0.388  -0.291  1.00  0.00           C  
HETATM   11  C7  UNL     1       4.811   0.862   0.289  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.756   1.613   0.704  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.464   1.089   0.534  1.00  0.00           C  
HETATM   14  O5  UNL     1       1.427   1.883   0.969  1.00  0.00           O  
HETATM   15  C10 UNL     1      -0.950  -1.299   0.953  1.00  0.00           C  
HETATM   16  O6  UNL     1      -0.265  -1.238   2.182  1.00  0.00           O  
HETATM   17  C11 UNL     1      -2.380  -0.984   1.173  1.00  0.00           C  
HETATM   18  O7  UNL     1      -3.058  -2.207   1.387  1.00  0.00           O  
HETATM   19  C12 UNL     1      -3.060  -0.261   0.069  1.00  0.00           C  
HETATM   20  O8  UNL     1      -3.906   0.722   0.633  1.00  0.00           O  
HETATM   21  H1  UNL     1      -1.582   0.957  -3.693  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.758   1.362  -0.324  1.00  0.00           H  
HETATM   23  H3  UNL     1      -0.377   0.669   0.504  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.239  -1.824  -0.881  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.532  -0.959  -0.611  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.834   1.228   0.400  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.908   2.593   1.156  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.549   2.788   1.388  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.801  -2.312   0.546  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.136  -2.106   2.419  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.498  -0.430   2.144  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.227  -2.663   0.524  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.741  -0.936  -0.519  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.820   0.735   1.620  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   19   22
CONECT    5    6
CONECT    6    7   15   23
CONECT    7    8
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14
CONECT   14   28
CONECT   15   16   17   29
CONECT   16   30
CONECT   17   18   19   31
CONECT   18   32
CONECT   19   20   33
CONECT   20   34
END

HMDB0059998
     RDKit          3D
Diphenol glucuronide
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.9003    1.5953   -2.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8639    0.8881   -2.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3922    0.5050   -3.3207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321    0.4510   -0.8627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0254   -0.3154   -1.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2398   -0.3166    0.0330 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0315   -0.7039   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2451   -0.1413   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3814   -0.8553   -0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.3884   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8110    0.8618    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561    1.6126    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640    1.0894    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    1.8827    0.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -1.2992    0.9529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2648   -1.2378    2.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -0.9840    1.1733 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0579   -2.2068    1.3868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0600   -0.2611    0.0693 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9059    0.7222    0.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    0.9570   -3.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7584    1.3621   -0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3766    0.6690    0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -1.8236   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5315   -0.9595   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8342    1.2276    0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085    2.5926    1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489    2.7883    1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011   -2.3117    0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1358   -2.1062    2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -0.4304    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2272   -2.6632    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407   -0.9357   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8205    0.7354    1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
 13 14  1  0
  6 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  4  1  0
 13  8  1  0
  3 21  1  0
  4 22  1  1
  6 23  1  1
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  6
 16 30  1  0
 17 31  1  1
 18 32  1  0
 19 33  1  6
 20 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2R,3R,4R,5S,6R)-3,4,5-Trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₁₂H₁₄O₈

Average Molecular Weight

286.2348

Monoisotopic Molecular Weight

286.068867424

IUPAC Name

(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylic acid

Traditional Name

(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(2-hydroxyphenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@H]([C@@H]1O)C(O)=O

InChI Identifier

InChI=1S/C12H14O8/c13-5-3-1-2-4-6(5)19-12-9(16)7(14)8(15)10(20-12)11(17)18/h1-4,7-10,12-16H,(H,17,18)/t7-,8-,9+,10-,12+/m1/s1

InChI Key

ICPYZFZFSLTYID-GPTQDWHKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Phenoxy compound
Phenol ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Hydroxy acid
Benzenoid
Pyran
Monosaccharide
Oxane
Monocyclic benzene moiety
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0059998)

Organ

Liver (HMDB: HMDB0059998)
Kidney (HMDB: HMDB0059998)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Source

Endogenous

Endogenous (HMDB: HMDB0059998)

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	32 g/L	ALOGPS
logP	-0.64	ALOGPS
logP	-0.58	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	3.15	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	62.03 m³·mol⁻¹	ChemAxon
Polarizability	25.93 Å³	ChemAxon
Number of Rings	2	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]+	165.613	31661259
DarkChem	[M-H]-	161.257	31661259
DeepCCS	[M+H]+	163.165	30932474
DeepCCS	[M-H]-	160.807	30932474
DeepCCS	[M-2H]-	195.011	30932474
DeepCCS	[M+Na]+	169.965	30932474
AllCCS	[M+H]+	165.9	32859911
AllCCS	[M+H-H2O]+	162.3	32859911
AllCCS	[M+NH4]+	169.1	32859911
AllCCS	[M+Na]+	170.0	32859911
AllCCS	[M-H]-	160.7	32859911
AllCCS	[M+Na-2H]-	160.5	32859911
AllCCS	[M+HCOO]-	160.4	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.	2.34 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4721 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.94 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	957.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	257.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	70.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	274.4 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	277.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	609.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	610.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	199.3 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	891.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	192.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	544.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	402.0 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	289.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diphenol glucuronide	O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@H]([C@@H]1O)C(O)=O	4379.9	Standard polar	33892256
Diphenol glucuronide	O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@H]([C@@H]1O)C(O)=O	2595.8	Standard non polar	33892256
Diphenol glucuronide	O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@H]([C@@H]1O)C(O)=O	2386.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diphenol glucuronide,1TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@@H]1O	2403.3	Semi standard non polar	33892256
Diphenol glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O	2414.8	Semi standard non polar	33892256
Diphenol glucuronide,1TMS,isomer #3	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O	2465.2	Semi standard non polar	33892256
Diphenol glucuronide,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@H]1C(=O)O	2395.2	Semi standard non polar	33892256
Diphenol glucuronide,1TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O)[C@H]1O	2389.5	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O[Si](C)(C)C	2411.6	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2396.2	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2457.4	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2396.7	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@@H]1O[Si](C)(C)C	2401.0	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #5	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2459.6	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2399.0	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@H]1O	2407.0	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2446.3	Semi standard non polar	33892256
Diphenol glucuronide,2TMS,isomer #9	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2445.9	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2476.9	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	2462.2	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2418.3	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2432.6	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	2468.4	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #5	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2472.4	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2421.3	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	2472.1	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #8	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2481.3	Semi standard non polar	33892256
Diphenol glucuronide,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2441.0	Semi standard non polar	33892256
Diphenol glucuronide,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	2525.8	Semi standard non polar	33892256
Diphenol glucuronide,4TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2512.7	Semi standard non polar	33892256
Diphenol glucuronide,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2492.0	Semi standard non polar	33892256
Diphenol glucuronide,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2522.5	Semi standard non polar	33892256
Diphenol glucuronide,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	2540.7	Semi standard non polar	33892256
Diphenol glucuronide,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2597.6	Semi standard non polar	33892256
Diphenol glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@@H]1O	2678.3	Semi standard non polar	33892256
Diphenol glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O	2693.4	Semi standard non polar	33892256
Diphenol glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O	2740.9	Semi standard non polar	33892256
Diphenol glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@H]1C(=O)O	2663.5	Semi standard non polar	33892256
Diphenol glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O)[C@H]1O	2675.5	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2926.5	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2931.4	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2987.0	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2934.7	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@@H]1O[Si](C)(C)C(C)(C)C	2911.1	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2983.4	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	2944.2	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2926.2	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	2970.1	Semi standard non polar	33892256
Diphenol glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2972.5	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3197.2	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3224.3	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3139.5	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OC2=CC=CC=C2O)O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3115.7	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3217.7	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3189.4	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3135.9	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3224.7	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3203.9	Semi standard non polar	33892256
Diphenol glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3167.7	Semi standard non polar	33892256
Diphenol glucuronide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3384.5	Semi standard non polar	33892256
Diphenol glucuronide,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1O[C@H]1O[C@@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3365.9	Semi standard non polar	33892256
Diphenol glucuronide,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3352.4	Semi standard non polar	33892256
Diphenol glucuronide,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3380.9	Semi standard non polar	33892256
Diphenol glucuronide,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3410.1	Semi standard non polar	33892256
Diphenol glucuronide,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1O[C@H](OC2=CC=CC=C2O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3585.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diphenol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9630000000-63737c9fcb937f75611b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diphenol glucuronide GC-MS (5 TMS) - 70eV, Positive	splash10-001i-2201049000-5357fd92e52cc9d8ef01	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diphenol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diphenol glucuronide 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 - Diphenol glucuronide 10V, Positive-QTOF	splash10-03xr-0890000000-09f13bfad967c0a6b130	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 20V, Positive-QTOF	splash10-03di-2910000000-8fdf17731015af0a4120	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 40V, Positive-QTOF	splash10-0ik9-9500000000-dc4a2f330c3840e9d787	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 10V, Negative-QTOF	splash10-052r-0590000000-2bbc6a8ff14a569215ae	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 20V, Negative-QTOF	splash10-0a4i-1920000000-f7781b621080534974b2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 40V, Negative-QTOF	splash10-0a4i-5900000000-3e105d3e347bcf82651b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 10V, Positive-QTOF	splash10-057r-0930000000-3621219178809ce85bfa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 20V, Positive-QTOF	splash10-03di-1950000000-f2d8344203ac379b9660	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 40V, Positive-QTOF	splash10-03di-5900000000-3af0e1bf835610ef456a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 10V, Negative-QTOF	splash10-0ap0-0890000000-46ab7f43b18812aeb571	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 20V, Negative-QTOF	splash10-0a4i-4900000000-17f6800087313bf6cc6b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diphenol glucuronide 40V, Negative-QTOF	splash10-066u-9200000000-78cbfec9ec40d559833c	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124202060

PDB ID

Not Available

ChEBI ID

88743

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 Diphenol glucuronide (HMDB0059998)

MOL for HMDB0059998 (Diphenol glucuronide)

3D MOL for HMDB0059998 (Diphenol glucuronide)

3D SDF for HMDB0059998 (Diphenol glucuronide)

3D-SDF for HMDB0059998 (Diphenol glucuronide)

PDB for HMDB0059998 (Diphenol glucuronide)

3D PDB for HMDB0059998 (Diphenol glucuronide)

SMILES for HMDB0059998 (Diphenol glucuronide)

INCHI for HMDB0059998 (Diphenol glucuronide)

Structure for HMDB0059998 (Diphenol glucuronide)

3D Structure for HMDB0059998 (Diphenol glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra