ChemFOnt: Showing chemical card for 4-Hydroxybenzoyl glucose (CFc000282538)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:59 UTC

Chemfont ID

CFc000282538

Molecule Identification

Common Name

4-Hydroxybenzoyl glucose

Definition

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 SDF PDB SMILES InChI

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

None

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

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303022)

Food

Herb and spice

Herb

Common thyme (FooDB: FOOD00183)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	21.3 g/L	ALOGPS
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

External Links

HMDB ID

HMDB0303022

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

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxybenzoyl glucose (CFc000282538)

MOL for CFc000282538 (4-Hydroxybenzoyl glucose)

3D MOL for CFc000282538 (4-Hydroxybenzoyl glucose)

3D SDF for CFc000282538 (4-Hydroxybenzoyl glucose)

3D-SDF for CFc000282538 (4-Hydroxybenzoyl glucose)

PDB for CFc000282538 (4-Hydroxybenzoyl glucose)

3D PDB for CFc000282538 (4-Hydroxybenzoyl glucose)

SMILES for CFc000282538 (4-Hydroxybenzoyl glucose)

INCHI for CFc000282538 (4-Hydroxybenzoyl glucose)

Structure for CFc000282538 (4-Hydroxybenzoyl glucose)

3D Structure for CFc000282538 (4-Hydroxybenzoyl glucose)