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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 22:40:48 UTC
Update Date2021-09-23 22:40:48 UTC
HMDB IDHMDB0303022
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Hydroxybenzoyl glucose
Description4-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
Thumb
Synonyms
ValueSource
1-(4-Hydroxybenzoyl)glucoseChEBI
1-O-4-Hydroxybenzoyl-beta-D-glucoseChEBI
1-O-p-Hydroxybenzoyl-beta-D-glucoseChEBI
4-Hydroxybenzoic acid beta-D-glucopyranosyl esterChEBI
p-Hydroxybenzoyl beta-D-glucopyranosideChEBI
1-O-4-Hydroxybenzoyl-b-D-glucoseGenerator
1-O-4-Hydroxybenzoyl-β-D-glucoseGenerator
1-O-p-Hydroxybenzoyl-b-D-glucoseGenerator
1-O-p-Hydroxybenzoyl-β-D-glucoseGenerator
4-Hydroxybenzoate b-D-glucopyranosyl esterGenerator
4-Hydroxybenzoate beta-D-glucopyranosyl esterGenerator
4-Hydroxybenzoate β-D-glucopyranosyl esterGenerator
4-Hydroxybenzoic acid b-D-glucopyranosyl esterGenerator
4-Hydroxybenzoic acid β-D-glucopyranosyl esterGenerator
p-Hydroxybenzoyl b-D-glucopyranosideGenerator
p-Hydroxybenzoyl β-D-glucopyranosideGenerator
1-O-(4-Hydroxybenzoyl)-b-D-glucopyranoseGenerator
1-O-(4-Hydroxybenzoyl)-β-D-glucopyranoseGenerator
1-O-P-Hydroxybenzoyl-β-D-glucoseMetaCyc
P-Hydroxybenzoyl glucoseMetaCyc
4-Hydroxybenzoyl glucoseMetaCyc
Chemical FormulaC13H16O8
Average Molecular Weight300.263
Monoisotopic Molecular Weight300.084517475
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 NumberNot 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 KeyXWTGDGASXRARSP-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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
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 FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-1ALOGPS
logP-0.74ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)8.47ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity67.73 m³·mol⁻¹ChemAxon
Polarizability27.81 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+168.64532859911
AllCCS[M+H-H2O]+165.39732859911
AllCCS[M+Na]+172.51532859911
AllCCS[M+NH4]+171.65232859911
AllCCS[M-H]-165.86432859911
AllCCS[M+Na-2H]-165.75832859911
AllCCS[M+HCOO]-165.76232859911
DeepCCS[M+H]+164.53630932474
DeepCCS[M-H]-162.34930932474
DeepCCS[M-2H]-195.65430932474
DeepCCS[M+Na]+170.84530932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Positive-QTOFsplash10-0079-0911000000-34ad1761c7e64e6d9c892016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Positive-QTOFsplash10-00di-0900000000-9b39e3541da2a6fcab772016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Positive-QTOFsplash10-00di-5900000000-bf64a7e336e2d2ac8c9f2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Negative-QTOFsplash10-00ks-2940000000-d0a5bf04cb95ec4389922016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Negative-QTOFsplash10-000i-4910000000-b71ab2d953af7146b9532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Negative-QTOFsplash10-000f-9600000000-1b9306c1c100e2bc768b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Positive-QTOFsplash10-007a-3901000000-de1cda03cd0d1f8d7f2a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Positive-QTOFsplash10-00dm-5910000000-bd19a0d21e258f86ba732021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Positive-QTOFsplash10-00dj-9410000000-a35886877b30f5d2e8622021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 10V, Negative-QTOFsplash10-000m-5950000000-e893d27f869839e9a03a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 20V, Negative-QTOFsplash10-000g-5930000000-a0fa37c151c6987742a12021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxybenzoyl glucose 40V, Negative-QTOFsplash10-0006-9200000000-e934cac8148102140b3a2021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB007320
KNApSAcK IDNot Available
Chemspider ID24700005
KEGG Compound IDNot Available
BioCyc IDCPD-15283
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID145301
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available