ChemFOnt: Showing chemical card for 4-Hydroxybenzoic acid glucoside (CFc000283288)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:25 UTC

Chemfont ID

CFc000283288

Molecule Identification

Common Name

4-Hydroxybenzoic acid glucoside

Definition

4-hydroxybenzoic acid glucoside is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides 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. 4-hydroxybenzoic acid glucoside is soluble (in water) and a weakly acidic compound (based on its pKa). 4-hydroxybenzoic acid glucoside can be found in a number of food items such as highbush blueberry, jostaberry, caraway, and carrot, which makes 4-hydroxybenzoic acid glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxybenzoate 4-O-glucoside	Generator
4-Hydroxybenzoate glucoside	Generator

Chemical Formula

C₁₃H₁₆O₈

Average Molecular Weight

300.263

Monoisotopic Molecular Weight

300.084517475

IUPAC Name

4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

Traditional Name

4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

CAS Registry Number

15397-25-8

SMILES

OCC1OC(OC2=CC=C(C=C2)C(O)=O)C(O)C(O)C1O

InChI Identifier

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

InChI Key

XSSDYIMYZONMBL-UHFFFAOYSA-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
Hexose monosaccharide
O-glycosyl compound
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Sugar acid
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303772)

Food

Fruit

Berry

Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Strawberry (FooDB: FOOD00083)
Red raspberry (FooDB: FOOD00162)
Highbush blueberry (FooDB: FOOD00191)
Jostaberry (FooDB: FOOD00257)
Blackberry (FooDB: FOOD00906)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Herb and spice

Spice

Herb

Coriander (FooDB: FOOD00061)
Fennel (FooDB: FOOD00082)
Parsley (FooDB: FOOD00131)
Anise (FooDB: FOOD00137)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	15.2 g/L	ALOGPS
logP	-0.99	ALOGPS
logP	-0.94	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.44 m³·mol⁻¹	ChemAxon
Polarizability	28.36 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

HMDB0303772

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021634

KNApSAcK ID

Not Available

Chemspider ID

2568436

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3320872

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxybenzoic acid glucoside (CFc000283288)

MOL for CFc000283288 (4-Hydroxybenzoic acid glucoside)

3D MOL for CFc000283288 (4-Hydroxybenzoic acid glucoside)

3D SDF for CFc000283288 (4-Hydroxybenzoic acid glucoside)

3D-SDF for CFc000283288 (4-Hydroxybenzoic acid glucoside)

PDB for CFc000283288 (4-Hydroxybenzoic acid glucoside)

3D PDB for CFc000283288 (4-Hydroxybenzoic acid glucoside)

SMILES for CFc000283288 (4-Hydroxybenzoic acid glucoside)

INCHI for CFc000283288 (4-Hydroxybenzoic acid glucoside)

Structure for CFc000283288 (4-Hydroxybenzoic acid glucoside)

3D Structure for CFc000283288 (4-Hydroxybenzoic acid glucoside)