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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 22:40:48 UTC

Update Date

2021-09-23 22:40:48 UTC

HMDB ID

HMDB0303022

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Hydroxybenzoyl glucose

Description

4-hydroxybenzoyl glucose, also known as 1-O-P-hydroxybenzoyl-β-D-glucose, is a member of the class of compounds known as hexoses. Hexoses are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. 4-hydroxybenzoyl glucose is soluble (in water) and a very weakly acidic compound (based on its pKa). 4-hydroxybenzoyl glucose can be found in common thyme, which makes 4-hydroxybenzoyl glucose a potential biomarker for the consumption of this food product.

Structure

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


  Mrv1533007131513482D          

 26 27  0  0  1  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  1  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  1  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 15  7  1  0  0  0  0
  9 16  1  6  0  0  0
 10 17  1  6  0  0  0
 11 18  1  6  0  0  0
 19 12  2  0  0  0  0
 20  8  1  0  0  0  0
 20 13  1  0  0  0  0
 21 12  1  0  0  0  0
 13 21  1  1  0  0  0
  8 22  1  6  0  0  0
  9 23  1  1  0  0  0
 10 24  1  6  0  0  0
 11 25  1  1  0  0  0
 13 26  1  6  0  0  0
M  END

HMDB0303022
     RDKit          3D
4-Hydroxybenzoyl glucose
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.0707    1.6383   -1.5524 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408    0.6780   -0.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6452   -0.2061   -0.3333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -0.0640   -0.4190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3057    0.2329    0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    0.6407    0.5735 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2009    1.4493    1.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5005    1.8546    1.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4243   -0.5910    0.3203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6122   -0.1664   -0.3157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193   -1.6344   -0.4708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5536   -2.8065    0.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4315   -1.2111   -1.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5867   -0.9215   -2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664    0.4283   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8839    1.2798   -1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2492    1.0638   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7026   -0.0126   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614   -0.2432   -0.3456 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8102   -0.8837    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377   -0.6503   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9441    0.8539   -1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    1.2808   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    0.9320    2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5986    2.3988    1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351    2.7452    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540   -0.9820    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2271   -0.9674   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -1.9393   -1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845   -3.0775    0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7299   -2.0939   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3270   -0.2378   -2.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752    2.1439   -1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9558    1.7453   -1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7343    0.4035   -0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1645   -1.7283    0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7650   -1.3521    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 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
 13  4  1  0
 21 15  1  0
  4 22  1  6
  6 23  1  6
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 11 29  1  6
 12 30  1  0
 13 31  1  6
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END


  Mrv1533007131513482D          

 26 27  0  0  1  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  1  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  1  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 15  7  1  0  0  0  0
  9 16  1  6  0  0  0
 10 17  1  6  0  0  0
 11 18  1  6  0  0  0
 19 12  2  0  0  0  0
 20  8  1  0  0  0  0
 20 13  1  0  0  0  0
 21 12  1  0  0  0  0
 13 21  1  1  0  0  0
  8 22  1  6  0  0  0
  9 23  1  1  0  0  0
 10 24  1  6  0  0  0
 11 25  1  1  0  0  0
 13 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0303022

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(CO)O[C@@]([H])(OC(=O)C2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O8/c14-5-8-9(16)10(17)11(18)13(20-8)21-12(19)6-1-3-7(15)4-2-6/h1-4,8-11,13-18H,5H2/t8-,9-,10+,11-,13+/m1/s1

> <INCHI_KEY>
XWTGDGASXRARSP-HMUNZLOLSA-N

> <FORMULA>
C13H16O8

> <MOLECULAR_WEIGHT>
300.263

> <EXACT_MASS>
300.084517475

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.809085485520768

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-hydroxybenzoate

> <ALOGPS_LOGP>
-1.04

> <JCHEM_LOGP>
-0.7408046909999995

> <ALOGPS_LOGS>
-1.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.195784824243855

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.469047707670068

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981093823879755

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
67.7263

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303022
     RDKit          3D
4-Hydroxybenzoyl glucose
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.0707    1.6383   -1.5524 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408    0.6780   -0.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6452   -0.2061   -0.3333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -0.0640   -0.4190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3057    0.2329    0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    0.6407    0.5735 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2009    1.4493    1.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5005    1.8546    1.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4243   -0.5910    0.3203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6122   -0.1664   -0.3157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193   -1.6344   -0.4708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5536   -2.8065    0.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4315   -1.2111   -1.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5867   -0.9215   -2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664    0.4283   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8839    1.2798   -1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2492    1.0638   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7026   -0.0126   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614   -0.2432   -0.3456 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8102   -0.8837    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377   -0.6503   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9441    0.8539   -1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    1.2808   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    0.9320    2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5986    2.3988    1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351    2.7452    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540   -0.9820    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2271   -0.9674   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -1.9393   -1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845   -3.0775    0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7299   -2.0939   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3270   -0.2378   -2.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752    2.1439   -1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9558    1.7453   -1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7343    0.4035   -0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1645   -1.7283    0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7650   -1.3521    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 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
 13  4  1  0
 21 15  1  0
  4 22  1  6
  6 23  1  6
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 11 29  1  6
 12 30  1  0
 13 31  1  6
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.000   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0      -0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.001   0.770   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
CONECT    1    3    6                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    7                                                       
CONECT    5    8   14                                                       
CONECT    6    1    2   12                                                  
CONECT    7    3    4   15                                                  
CONECT    8    5    9   20   22                                             
CONECT    9    8   10   16   23                                             
CONECT   10    9   11   17   24                                             
CONECT   11   10   13   18   25                                             
CONECT   12    6   19   21                                                  
CONECT   13   11   20   21   26                                             
CONECT   14    5                                                            
CONECT   15    7                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20    8   13                                                       
CONECT   21   12   13                                                       
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   13                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0303022
HETATM    1  O1  UNL     1       1.071   1.638  -1.552  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.541   0.678  -0.922  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.645  -0.206  -0.333  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.758  -0.064  -0.419  1.00  0.00           C  
HETATM    5  O3  UNL     1      -1.306   0.233   0.851  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.609   0.641   0.573  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.201   1.449   1.696  1.00  0.00           C  
HETATM    8  O4  UNL     1      -4.501   1.855   1.416  1.00  0.00           O  
HETATM    9  C5  UNL     1      -3.424  -0.591   0.320  1.00  0.00           C  
HETATM   10  O5  UNL     1      -4.612  -0.166  -0.316  1.00  0.00           O  
HETATM   11  C6  UNL     1      -2.719  -1.634  -0.471  1.00  0.00           C  
HETATM   12  O6  UNL     1      -2.554  -2.807   0.292  1.00  0.00           O  
HETATM   13  C7  UNL     1      -1.432  -1.211  -1.081  1.00  0.00           C  
HETATM   14  O7  UNL     1      -1.587  -0.921  -2.448  1.00  0.00           O  
HETATM   15  C8  UNL     1       2.966   0.428  -0.765  1.00  0.00           C  
HETATM   16  C9  UNL     1       3.884   1.280  -1.332  1.00  0.00           C  
HETATM   17  C10 UNL     1       5.249   1.064  -1.197  1.00  0.00           C  
HETATM   18  C11 UNL     1       5.703  -0.013  -0.490  1.00  0.00           C  
HETATM   19  O8  UNL     1       7.061  -0.243  -0.346  1.00  0.00           O  
HETATM   20  C12 UNL     1       4.810  -0.884   0.090  1.00  0.00           C  
HETATM   21  C13 UNL     1       3.438  -0.650  -0.056  1.00  0.00           C  
HETATM   22  H1  UNL     1      -0.944   0.854  -1.023  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.663   1.281  -0.343  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.195   0.932   2.666  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.599   2.399   1.793  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.535   2.745   0.985  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.754  -0.982   1.311  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.227  -0.967  -0.316  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.403  -1.939  -1.316  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.485  -3.078   0.552  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.730  -2.094  -1.054  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.327  -0.238  -2.478  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.575   2.144  -1.900  1.00  0.00           H  
HETATM   34  H13 UNL     1       5.956   1.745  -1.651  1.00  0.00           H  
HETATM   35  H14 UNL     1       7.734   0.404  -0.776  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.165  -1.728   0.645  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.765  -1.352   0.410  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4
CONECT    4    5   13   22
CONECT    5    6
CONECT    6    7    9   23
CONECT    7    8   24   25
CONECT    8   26
CONECT    9   10   11   27
CONECT   10   28
CONECT   11   12   13   29
CONECT   12   30
CONECT   13   14   31
CONECT   14   32
CONECT   15   16   16   21
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19   20
CONECT   19   35
CONECT   20   21   21   36
CONECT   21   37
END

HMDB0303022
     RDKit          3D
4-Hydroxybenzoyl glucose
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.0707    1.6383   -1.5524 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408    0.6780   -0.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6452   -0.2061   -0.3333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7576   -0.0640   -0.4190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3057    0.2329    0.8511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089    0.6407    0.5735 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2009    1.4493    1.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5005    1.8546    1.4163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4243   -0.5910    0.3203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6122   -0.1664   -0.3157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7193   -1.6344   -0.4708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5536   -2.8065    0.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4315   -1.2111   -1.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5867   -0.9215   -2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9664    0.4283   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8839    1.2798   -1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2492    1.0638   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7026   -0.0126   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614   -0.2432   -0.3456 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8102   -0.8837    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377   -0.6503   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9441    0.8539   -1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6633    1.2808   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    0.9320    2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5986    2.3988    1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5351    2.7452    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7540   -0.9820    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2271   -0.9674   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -1.9393   -1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845   -3.0775    0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7299   -2.0939   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3270   -0.2378   -2.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5752    2.1439   -1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9558    1.7453   -1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7343    0.4035   -0.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1645   -1.7283    0.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7650   -1.3521    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 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
 13  4  1  0
 21 15  1  0
  4 22  1  6
  6 23  1  6
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 11 29  1  6
 12 30  1  0
 13 31  1  6
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-Hydroxybenzoyl)glucose	ChEBI
1-O-4-Hydroxybenzoyl-beta-D-glucose	ChEBI
1-O-p-Hydroxybenzoyl-beta-D-glucose	ChEBI
4-Hydroxybenzoic acid beta-D-glucopyranosyl ester	ChEBI
p-Hydroxybenzoyl beta-D-glucopyranoside	ChEBI
1-O-4-Hydroxybenzoyl-b-D-glucose	Generator
1-O-4-Hydroxybenzoyl-β-D-glucose	Generator
1-O-p-Hydroxybenzoyl-b-D-glucose	Generator
1-O-p-Hydroxybenzoyl-β-D-glucose	Generator
4-Hydroxybenzoate b-D-glucopyranosyl ester	Generator
4-Hydroxybenzoate beta-D-glucopyranosyl ester	Generator
4-Hydroxybenzoate β-D-glucopyranosyl ester	Generator
4-Hydroxybenzoic acid b-D-glucopyranosyl ester	Generator
4-Hydroxybenzoic acid β-D-glucopyranosyl ester	Generator
p-Hydroxybenzoyl b-D-glucopyranoside	Generator
p-Hydroxybenzoyl β-D-glucopyranoside	Generator
1-O-(4-Hydroxybenzoyl)-b-D-glucopyranose	Generator
1-O-(4-Hydroxybenzoyl)-β-D-glucopyranose	Generator
1-O-P-Hydroxybenzoyl-β-D-glucose	MetaCyc
P-Hydroxybenzoyl glucose	MetaCyc
4-Hydroxybenzoyl glucose	MetaCyc

Chemical Formula

C₁₃H₁₆O₈

Average Molecular Weight

300.263

Monoisotopic Molecular Weight

300.084517475

IUPAC Name

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-hydroxybenzoate

Traditional Name

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@@]([H])(OC(=O)C2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C13H16O8/c14-5-8-9(16)10(17)11(18)13(20-8)21-12(19)6-1-3-7(15)4-2-6/h1-4,8-11,13-18H,5H2/t8-,9-,10+,11-,13+/m1/s1

InChI Key

XWTGDGASXRARSP-HMUNZLOLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxane
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Common thyme (FooDB: FOOD00183)

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	-1	ALOGPS
logP	-0.74	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	8.47	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.73 m³·mol⁻¹	ChemAxon
Polarizability	27.81 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
AllCCS	[M+H]+	168.645	32859911
AllCCS	[M+H-H2O]+	165.397	32859911
AllCCS	[M+Na]+	172.515	32859911
AllCCS	[M+NH4]+	171.652	32859911
AllCCS	[M-H]-	165.864	32859911
AllCCS	[M+Na-2H]-	165.758	32859911
AllCCS	[M+HCOO]-	165.762	32859911
DeepCCS	[M+H]+	164.536	30932474
DeepCCS	[M-H]-	162.349	30932474
DeepCCS	[M-2H]-	195.654	30932474
DeepCCS	[M+Na]+	170.845	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Positive-QTOF	splash10-0079-0911000000-34ad1761c7e64e6d9c89	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Positive-QTOF	splash10-00di-0900000000-9b39e3541da2a6fcab77	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Positive-QTOF	splash10-00di-5900000000-bf64a7e336e2d2ac8c9f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Negative-QTOF	splash10-00ks-2940000000-d0a5bf04cb95ec438992	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Negative-QTOF	splash10-000i-4910000000-b71ab2d953af7146b953	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Negative-QTOF	splash10-000f-9600000000-1b9306c1c100e2bc768b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Positive-QTOF	splash10-007a-3901000000-de1cda03cd0d1f8d7f2a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Positive-QTOF	splash10-00dm-5910000000-bd19a0d21e258f86ba73	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Positive-QTOF	splash10-00dj-9410000000-a35886877b30f5d2e862	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Negative-QTOF	splash10-000m-5950000000-e893d27f869839e9a03a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Negative-QTOF	splash10-000g-5930000000-a0fa37c151c6987742a1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Negative-QTOF	splash10-0006-9200000000-e934cac8148102140b3a	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB007320

KNApSAcK ID

Not Available

Chemspider ID

24700005

KEGG Compound ID

Not Available

BioCyc ID

CPD-15283

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

145301

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 4-Hydroxybenzoyl glucose (HMDB0303022)

MOL for HMDB0303022 (4-Hydroxybenzoyl glucose)

3D MOL for HMDB0303022 (4-Hydroxybenzoyl glucose)

3D SDF for HMDB0303022 (4-Hydroxybenzoyl glucose)

3D-SDF for HMDB0303022 (4-Hydroxybenzoyl glucose)

PDB for HMDB0303022 (4-Hydroxybenzoyl glucose)

3D PDB for HMDB0303022 (4-Hydroxybenzoyl glucose)

SMILES for HMDB0303022 (4-Hydroxybenzoyl glucose)

INCHI for HMDB0303022 (4-Hydroxybenzoyl glucose)

Structure for HMDB0303022 (4-Hydroxybenzoyl glucose)

3D Structure for HMDB0303022 (4-Hydroxybenzoyl glucose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra