4-Hydroxybenzoyl glucose (CHEM026354)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:56:29 UTC
Update Date2016-11-09 01:18:15 UTC
Accession NumberCHEM026354
Identification
Common Name4-Hydroxybenzoyl glucose
ClassSmall Molecule
DescriptionAn O-acyl carbohydrate that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen has been replaced by a 4-hydroxybenzoyl group.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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 Mass300.263 g/mol
Monoisotopic Mass300.085 g/mol
CAS Registry NumberNot Available
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
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 IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility21.3 g/LALOGPS
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-0911000000-34ad1761c7e64e6d9c89Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0900000000-9b39e3541da2a6fcab77Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-5900000000-bf64a7e336e2d2ac8c9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00ks-2940000000-d0a5bf04cb95ec438992Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-4910000000-b71ab2d953af7146b953Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000f-9600000000-1b9306c1c100e2bc768bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-007a-3901000000-de1cda03cd0d1f8d7f2aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dm-5910000000-bd19a0d21e258f86ba73Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dj-9410000000-a35886877b30f5d2e862Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000m-5950000000-e893d27f869839e9a03aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000g-5930000000-a0fa37c151c6987742a1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-e934cac8148102140b3aSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0303022
FooDB IDFDB007320
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-15283
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID24700005
ChEBI ID145301
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20397728
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=28424569