ChemFOnt: Showing chemical card for 3-(4-Hydroxyphenyl)propionic acid glucuronide (CFc000338226)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:32:33 UTC

Chemfont ID

CFc000338226

Molecule Identification

Common Name

3-(4-Hydroxyphenyl)propionic acid glucuronide

Definition

3-{4-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carbonyloxy]phenyl}propanoic acid belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. 3-{4-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carbonyloxy]phenyl}propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-{4-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carbonyloxy]phenyl}propanoate	Generator

Chemical Formula

C₁₅H₁₈O₉

Average Molecular Weight

342.3

Monoisotopic Molecular Weight

342.09508216

IUPAC Name

3-{4-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carbonyloxy]phenyl}propanoic acid

Traditional Name

3-{4-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carbonyloxy]phenyl}propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O)O[C@]([H])(C(=O)OC2=CC=C(CCC(O)=O)C=C2)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C15H18O9/c16-9(17)6-3-7-1-4-8(5-2-7)23-15(22)13-11(19)10(18)12(20)14(21)24-13/h1-2,4-5,10-14,18-21H,3,6H2,(H,16,17)/t10-,11-,12+,13-,14+/m0/s1

InChI Key

WALCYTHTBOWOFF-PDWCTOEPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents

Substituents

Glucuronic acid or derivatives
3-phenylpropanoic-acid
Phenol ester
Phenoxy compound
Beta-hydroxy acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Hydroxy acid
Pyran
Monosaccharide
Oxane
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Cocoa and cocoa product

Cocoa and cocoa products (FooDB: )

Coffee and coffee product

Coffee product

Coffee products (FooDB: )

Tea

Tea products (FooDB: )

Fat and oil

Olive oil (FooDB: )

Fruit

Fruits (FooDB: )

Vegetable

Vegetables (FooDB: )

Legumes (FooDB: )

Cereal and cereal product

Cereal product

Whole grain cereal products (FooDB: )

Nut

Nuts (FooDB: )

Beverage

Alcoholic beverage

Red wine (FooDB: )

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.8 g/L	ALOGPS
logP	-0.86	ALOGPS
logP	-0.73	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	76.25 m³·mol⁻¹	ChemAxon
Polarizability	33.16 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

HMDB0240408

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101099651

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-(4-Hydroxyphenyl)propionic acid glucuronide (CFc000338226)

MOL for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

3D MOL for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

3D SDF for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

3D-SDF for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

PDB for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

3D PDB for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

SMILES for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

INCHI for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

Structure for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)

3D Structure for CFc000338226 (3-(4-Hydroxyphenyl)propionic acid glucuronide)