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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-02-04 11:48:29 UTC

Update Date

2021-09-14 15:47:34 UTC

HMDB ID

HMDB0011686

Secondary Accession Numbers

HMDB11686

Metabolite Identification

Common Name

p-Cresol glucuronide

Description

p-Cresol glucuronide is a glucuronide derivative a p-Cresol that is typically excreted in the urine. P-Cresol (the precursor of p-cresol sulfate (PCS) and p-cresol glucuronide (PCG)) is mainly generated as an end product of tyrosine biotransformation by anaerobic intestinal bacteria. During passage through the colonic mucosa and liver, sulfatation and glucuronidation generates p-Cresol sulfate (as the most preponderant metabolite) and p-Cresol glucuronide (at markedly lower concentrations) (PMID: 23826225 ). Cresols are known as methylphenols. Cresols are used to dissolve other chemicals, such as disinfectants and deodorizers. They are also used to make specific chemicals that kill insect pests. Cresol solutions are used as household cleaners and disinfectants such as Lysol. Cresol solutions can also be found in photographic developers. In the past, cresol solutions have been used as antiseptics in surgery, but they have been largely displaced in this role by less toxic compounds. Cresols are found in many foods and in wood and tobacco smoke, crude oil, coal tar, and in brown mixtures such as creosote, cresolene and cresylic acids, which are wood preservatives. Microbes in the soil and water produce cresols when they break down materials in the environment. Most exposures to cresols are at very low levels that are not harmful. When cresols are breathed, ingested, or applied to the skin at very high levels, they can be very harmful. Effects observed in people include irritation and burning of skin, eyes, mouth, and throat; abdominal pain and vomiting. Cresols are also a chemical component found in Sharpie Markers. P-cresol is a major component in pig odor.

Structure

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

HMDB0011686
     RDKit          3D
p-Cresol glucuronide
 36 37  0  0  0  0  0  0  0  0999 V2000
    5.7647    0.8437   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    0.6200   -0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881    0.4130   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.1990   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667    0.1884    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949   -0.0113    1.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -0.2416    0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6220    0.8555    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927    0.7120   -0.3360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4688    1.9515   -0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4871    2.0045   -1.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0890    3.0507    0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -0.4066    0.2061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6331   -0.5849   -0.6560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210   -1.6813    0.3954 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4626   -2.4069    1.4147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835   -1.5257    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6779   -2.5974    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    0.4006    1.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9808    0.6109    1.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8607    1.8722   -0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0135    0.1793   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4851    0.5584    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.4182   -2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070    0.0390   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.2538   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625    0.4339   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4851    3.9505    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9904   -0.0366    1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3715   -1.2312   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.2969   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681   -3.2547    1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2433   -1.5663    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2816   -2.3832   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    0.3988    2.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7739    0.7782    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  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
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  6
  9 27  1  6
 12 28  1  0
 13 29  1  1
 14 30  1  0
 15 31  1  6
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

  Mrv0541 02241201502D          

 20 21  0  0  1  0            999 V2000
    8.9471   -6.7790    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9471   -7.6040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2326   -6.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2326   -8.0165    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5181   -6.7790    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5181   -7.6040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8036   -6.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8036   -8.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2326   -8.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6615   -8.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6615   -6.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8036   -5.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892   -6.7790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8050   -7.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0905   -8.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8050   -6.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3760   -7.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0905   -6.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3760   -6.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5195   -8.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  1  0  0  0
  6  8  1  6  0  0  0
  4  9  1  1  0  0  0
  2 10  1  6  0  0  0
  1 11  1  1  0  0  0
 12  7  1  0  0  0  0
 13  7  2  0  0  0  0
 15 14  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  2  0  0  0  0
 11 19  1  0  0  0  0
 20 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011686

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O7/c1-6-2-4-7(5-3-6)19-13-10(16)8(14)9(15)11(20-13)12(17)18/h2-5,8-11,13-16H,1H3,(H,17,18)/t8-,9-,10+,11-,13+/m0/s1

> <INCHI_KEY>
JPAUCQAJHLSMQW-XPORZQOISA-N

> <FORMULA>
C13H16O7

> <MOLECULAR_WEIGHT>
284.2619

> <EXACT_MASS>
284.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
27.438826898187873

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
0.2353083283333341

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216821421434362

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2973006426730334

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686826761377044

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
65.09190000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011686
     RDKit          3D
p-Cresol glucuronide
 36 37  0  0  0  0  0  0  0  0999 V2000
    5.7647    0.8437   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    0.6200   -0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881    0.4130   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.1990   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667    0.1884    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949   -0.0113    1.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -0.2416    0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6220    0.8555    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927    0.7120   -0.3360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4688    1.9515   -0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4871    2.0045   -1.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0890    3.0507    0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -0.4066    0.2061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6331   -0.5849   -0.6560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210   -1.6813    0.3954 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4626   -2.4069    1.4147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835   -1.5257    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6779   -2.5974    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    0.4006    1.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9808    0.6109    1.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8607    1.8722   -0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0135    0.1793   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4851    0.5584    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.4182   -2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070    0.0390   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.2538   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625    0.4339   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4851    3.9505    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9904   -0.0366    1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3715   -1.2312   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.2969   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681   -3.2547    1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2433   -1.5663    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2816   -2.3832   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    0.3988    2.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7739    0.7782    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  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
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  6
  9 27  1  6
 12 28  1  0
 13 29  1  1
 14 30  1  0
 15 31  1  6
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      16.701 -12.654   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.701 -14.194   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      15.368 -11.884   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      15.368 -14.964   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.034 -12.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.034 -14.194   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.700 -11.884   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.700 -14.964   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      15.368 -16.504   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      18.035 -14.964   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      18.035 -11.884   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      12.700 -10.344   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      11.367 -12.654   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      22.036 -14.194   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.702 -14.964   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.036 -12.654   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.369 -14.194   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.702 -11.884   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.369 -12.654   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.370 -14.964   0.000  0.00  0.00           C+0
CONECT    1    2    3   11                                                  
CONECT    2    1    4   10                                                  
CONECT    3    1    5                                                       
CONECT    4    2    6    9                                                  
CONECT    5    3    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5   12   13                                                  
CONECT    8    6                                                            
CONECT    9    4                                                            
CONECT   10    2                                                            
CONECT   11    1   19                                                       
CONECT   12    7                                                            
CONECT   13    7                                                            
CONECT   14   15   16   20                                                  
CONECT   15   14   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   19                                                       
CONECT   19   17   18   11                                                  
CONECT   20   14                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0011686
HETATM    1  C1  UNL     1       5.765   0.844  -0.577  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.360   0.620  -0.156  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.388   0.413  -1.099  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.053   0.199  -0.735  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.667   0.188   0.583  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.395  -0.011   1.031  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.764  -0.242   0.293  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.622   0.855   0.535  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.693   0.712  -0.336  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.469   1.952  -0.407  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.487   2.005  -1.157  1.00  0.00           O  
HETATM   12  O4  UNL     1      -3.089   3.051   0.338  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.559  -0.407   0.206  1.00  0.00           C  
HETATM   14  O5  UNL     1      -4.633  -0.585  -0.656  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.821  -1.681   0.395  1.00  0.00           C  
HETATM   16  O6  UNL     1      -3.463  -2.407   1.415  1.00  0.00           O  
HETATM   17  C11 UNL     1      -1.384  -1.526   0.780  1.00  0.00           C  
HETATM   18  O7  UNL     1      -0.678  -2.597   0.248  1.00  0.00           O  
HETATM   19  C12 UNL     1       2.667   0.401   1.534  1.00  0.00           C  
HETATM   20  C13 UNL     1       3.981   0.611   1.169  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.861   1.872  -0.923  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.014   0.179  -1.451  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.485   0.558   0.216  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.675   0.418  -2.141  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.307   0.039  -1.485  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.567  -0.254  -0.795  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.262   0.434  -1.329  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.485   3.951   0.135  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.990  -0.037   1.170  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.372  -1.231  -1.356  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.955  -2.297  -0.533  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.968  -3.255   1.609  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.243  -1.566   1.883  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.282  -2.383  -0.646  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.396   0.399   2.594  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.774   0.778   1.902  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   20
CONECT    3    4   24
CONECT    4    5    5   25
CONECT    5    6   19
CONECT    6    7
CONECT    7    8   17   26
CONECT    8    9
CONECT    9   10   13   27
CONECT   10   11   11   12
CONECT   12   28
CONECT   13   14   15   29
CONECT   14   30
CONECT   15   16   17   31
CONECT   16   32
CONECT   17   18   33
CONECT   18   34
CONECT   19   20   20   35
CONECT   20   36
END

HMDB0011686
     RDKit          3D
p-Cresol glucuronide
 36 37  0  0  0  0  0  0  0  0999 V2000
    5.7647    0.8437   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    0.6200   -0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881    0.4130   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0528    0.1990   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667    0.1884    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949   -0.0113    1.0310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7637   -0.2416    0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6220    0.8555    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927    0.7120   -0.3360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4688    1.9515   -0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4871    2.0045   -1.1568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0890    3.0507    0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -0.4066    0.2061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6331   -0.5849   -0.6560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210   -1.6813    0.3954 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4626   -2.4069    1.4147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835   -1.5257    0.7797 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6779   -2.5974    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671    0.4006    1.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9808    0.6109    1.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8607    1.8722   -0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0135    0.1793   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4851    0.5584    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.4182   -2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070    0.0390   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.2538   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625    0.4339   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4851    3.9505    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9904   -0.0366    1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3715   -1.2312   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -2.2969   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681   -3.2547    1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2433   -1.5663    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2816   -2.3832   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    0.3988    2.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7739    0.7782    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  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
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  7 26  1  6
  9 27  1  6
 12 28  1  0
 13 29  1  1
 14 30  1  0
 15 31  1  6
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-methylphenoxy)oxane-2-carboxylic acid	ChEBI
Cresol glucuronide	ChEBI
Cresyl glucuronide	ChEBI
Cresylglucuronide	ChEBI
p-Cresyl glucuronide	ChEBI
p-Cresyl-beta-D-glucuronide	ChEBI
p-Cresylglucuronide	ChEBI
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-methylphenoxy)oxane-2-carboxylate	Generator
p-Cresyl-b-D-glucuronide	Generator
p-Cresyl-β-D-glucuronide	Generator
4-Methylphenyl beta-D-glucopyranosiduronate	HMDB
4-Methylphenyl beta-D-glucopyranosiduronic acid	HMDB
pCG	HMDB
4-Cresylglucuronide	HMDB
p-Tolyl b-D-glucuronide	HMDB
p-Tolyl β-D-glucuronide	HMDB
p-Cresol glucuronide	ChEBI

Chemical Formula

C₁₃H₁₆O₇

Average Molecular Weight

284.2619

Monoisotopic Molecular Weight

284.089602866

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C13H16O7/c1-6-2-4-7(5-3-6)19-13-10(16)8(14)9(15)11(20-13)12(17)18/h2-5,8-11,13-16H,1H3,(H,17,18)/t8-,9-,10+,11-,13+/m0/s1

InChI Key

JPAUCQAJHLSMQW-XPORZQOISA-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
Beta-hydroxy acid
Toluene
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Secondary alcohol
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Digestive system disorder

Hepatobiliary disorder

Hepatic disorder

Liver damage (PMID: 31434538)

Nervous system disorder

Nerve damage (PMID: 31434538)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 23826225)

Organ

Liver (HMDB: HMDB0011686)
Kidney (HMDB: HMDB0011686)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0011686)

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)

Meats (HMDB: HMDB0011686)
Legumes (HMDB: HMDB0011686)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0011686)

Nut

Nuts (HMDB: HMDB0011686)

Milk and milk product

Dairy products (HMDB: HMDB0011686)

Egg

Eggs (HMDB: HMDB0011686)

Soy

Soy (HMDB: HMDB0011686)

Process

Not Available

Role

Biological role

Waste product (HMDB: HMDB0011686)
Waste product (PMID: 35448883)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	24 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	0.24	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	65.09 m³·mol⁻¹	ChemAxon
Polarizability	27.44 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]+	168.243	31661259
DarkChem	[M-H]-	165.637	31661259
DeepCCS	[M+H]+	170.835	30932474
DeepCCS	[M-H]-	168.439	30932474
DeepCCS	[M-2H]-	202.066	30932474
DeepCCS	[M+Na]+	176.748	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	170.7	32859911
AllCCS	[M+Na]+	171.7	32859911
AllCCS	[M-H]-	163.7	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	163.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
p-Cresol glucuronide	CC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1	4082.6	Standard polar	33892256
p-Cresol glucuronide	CC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1	2406.7	Standard non polar	33892256
p-Cresol glucuronide	CC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1	2435.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
p-Cresol glucuronide,1TMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1	2305.6	Semi standard non polar	33892256
p-Cresol glucuronide,1TMS,isomer #2	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	2326.2	Semi standard non polar	33892256
p-Cresol glucuronide,1TMS,isomer #3	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2324.0	Semi standard non polar	33892256
p-Cresol glucuronide,1TMS,isomer #4	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1	2288.4	Semi standard non polar	33892256
p-Cresol glucuronide,2TMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1	2303.3	Semi standard non polar	33892256
p-Cresol glucuronide,2TMS,isomer #2	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	2330.3	Semi standard non polar	33892256
p-Cresol glucuronide,2TMS,isomer #3	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2331.0	Semi standard non polar	33892256
p-Cresol glucuronide,2TMS,isomer #4	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	2320.5	Semi standard non polar	33892256
p-Cresol glucuronide,2TMS,isomer #5	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2337.7	Semi standard non polar	33892256
p-Cresol glucuronide,2TMS,isomer #6	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2305.3	Semi standard non polar	33892256
p-Cresol glucuronide,3TMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	2357.2	Semi standard non polar	33892256
p-Cresol glucuronide,3TMS,isomer #2	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2371.9	Semi standard non polar	33892256
p-Cresol glucuronide,3TMS,isomer #3	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2372.0	Semi standard non polar	33892256
p-Cresol glucuronide,3TMS,isomer #4	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2368.7	Semi standard non polar	33892256
p-Cresol glucuronide,4TMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2432.6	Semi standard non polar	33892256
p-Cresol glucuronide,1TBDMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1	2575.4	Semi standard non polar	33892256
p-Cresol glucuronide,1TBDMS,isomer #2	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	2601.4	Semi standard non polar	33892256
p-Cresol glucuronide,1TBDMS,isomer #3	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	2604.8	Semi standard non polar	33892256
p-Cresol glucuronide,1TBDMS,isomer #4	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1	2566.0	Semi standard non polar	33892256
p-Cresol glucuronide,2TBDMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1	2856.9	Semi standard non polar	33892256
p-Cresol glucuronide,2TBDMS,isomer #2	CC1=CC=C(O[C@@H]2O[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]2O)C=C1	2847.0	Semi standard non polar	33892256
p-Cresol glucuronide,2TBDMS,isomer #3	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	2865.1	Semi standard non polar	33892256
p-Cresol glucuronide,2TBDMS,isomer #4	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	2859.2	Semi standard non polar	33892256
p-Cresol glucuronide,2TBDMS,isomer #5	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	2861.2	Semi standard non polar	33892256
p-Cresol glucuronide,2TBDMS,isomer #6	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	2854.3	Semi standard non polar	33892256
p-Cresol glucuronide,3TBDMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[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]2O)C=C1	3095.2	Semi standard non polar	33892256
p-Cresol glucuronide,3TBDMS,isomer #2	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3124.3	Semi standard non polar	33892256
p-Cresol glucuronide,3TBDMS,isomer #3	CC1=CC=C(O[C@@H]2O[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]2O[Si](C)(C)C(C)(C)C)C=C1	3091.7	Semi standard non polar	33892256
p-Cresol glucuronide,3TBDMS,isomer #4	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3096.9	Semi standard non polar	33892256
p-Cresol glucuronide,4TBDMS,isomer #1	CC1=CC=C(O[C@@H]2O[C@H](C(=O)O[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]2O[Si](C)(C)C(C)(C)C)C=C1	3320.1	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 - p-Cresol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9740000000-72c74a4f612ab1d96b3c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Cresol glucuronide GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-3111590000-c4085ee51e3627835f9c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Cresol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Cresol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Cresol glucuronide 40V, Negative-QTOF	splash10-0a4i-8900000000-125953bb33ef62310b55	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Cresol glucuronide 20V, Negative-QTOF	splash10-0a4i-9500000000-c65eb13127918057773b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Cresol glucuronide 10V, Negative-QTOF	splash10-03e9-4920000000-31cc7062997a091bd192	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 10V, Positive-QTOF	splash10-0a4r-0980000000-0c28ed49edf3ac01b1e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 20V, Positive-QTOF	splash10-0a4i-0910000000-9e86725c906b8cb1ca73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 40V, Positive-QTOF	splash10-0a6r-9700000000-7c668dc4ccf5c2f1df52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 10V, Negative-QTOF	splash10-053r-1790000000-8e41a0062d8b43c11986	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 20V, Negative-QTOF	splash10-0a4i-1920000000-2c0bc993f06c27f10d87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 40V, Negative-QTOF	splash10-0a4i-5900000000-078071ef7d6ab4f0ed4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 10V, Positive-QTOF	splash10-05n0-0690000000-21c7e95f0396cfbeb2cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 20V, Positive-QTOF	splash10-0a4i-1920000000-d2d499346dfdb60bcd5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 40V, Positive-QTOF	splash10-0006-9500000000-5890de451e5c75c51696	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 10V, Negative-QTOF	splash10-053r-0790000000-26241f9e17537357950e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 20V, Negative-QTOF	splash10-0a4i-4910000000-9f376fa7de7498124a4b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Cresol glucuronide 40V, Negative-QTOF	splash10-0a4i-9600000000-469910059aa1c2c999fd	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

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	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	1.0 +/- 0.7 uM	Adult (>18 years old)	Male	Normal	23826225	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	18.7 +/- 24.3 uM	Adult (>18 years old)	Male	End-stage renal failure	23826225	details

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

FDB028373

KNApSAcK ID

Not Available

Chemspider ID

135751

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154035

PDB ID

Not Available

ChEBI ID

87986

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

Liabeuf S, Glorieux G, Lenglet A, Diouf M, Schepers E, Desjardins L, Choukroun G, Vanholder R, Massy ZA: Does p-cresylglucuronide have the same impact on mortality as other protein-bound uremic toxins? PLoS One. 2013 Jun 24;8(6):e67168. doi: 10.1371/journal.pone.0067168. Print 2013. [PubMed:23826225 ]

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Enzyme Details

2. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Enzyme Details

3. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Enzyme Details

4. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Enzyme Details

5. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

Enzyme Details

6. UDP-glucuronosyltransferase 1-6

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A6
Uniprot ID:: P19224
Molecular weight:: 60750.215

Showing metabocard for p-Cresol glucuronide (HMDB0011686)

MOL for HMDB0011686 (p-Cresol glucuronide)

3D MOL for HMDB0011686 (p-Cresol glucuronide)

3D SDF for HMDB0011686 (p-Cresol glucuronide)

3D-SDF for HMDB0011686 (p-Cresol glucuronide)

PDB for HMDB0011686 (p-Cresol glucuronide)

3D PDB for HMDB0011686 (p-Cresol glucuronide)

SMILES for HMDB0011686 (p-Cresol glucuronide)

INCHI for HMDB0011686 (p-Cresol glucuronide)

Structure for HMDB0011686 (p-Cresol glucuronide)

3D Structure for HMDB0011686 (p-Cresol glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes