ChemFOnt: Showing chemical card for 3-Hydroxyphenylpropionic acid glucuronide (CFc000220634)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:39:52 UTC

Chemfont ID

CFc000220634

Molecule Identification

Common Name

3-Hydroxyphenylpropionic acid glucuronide

Definition

3-Hydroxyphenylpropionic acid glucuronide is an endogenous phenolic acid metabolite detected after the consumption of whole grain.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxyphenylpropionate glucuronide	Generator
3-(2-Carboxyethyl)phenyl beta-D-glucopyranosiduronic acid	HMDB
3-(2-Carboxyethyl)phenyl β-D-glucopyranosiduronic acid	HMDB
3-(Hydroxyphenyl)propanoic acid glucuronide	HMDB
3-(Hydroxyphenyl)propanoic acid-O-glucuronide	HMDB
3-(Hydroxyphenyl)propionic acid glucuronide	HMDB
3-(Hydroxyphenyl)propionic acid-O-glucuronide	HMDB
3-(Phenyl)propanoic acid-3'-O-glucuronide	HMDB
3-(Phenyl)propanoic acid-3’-O-glucuronide	HMDB
3-(Phenyl)propionic acid-3'-O-glucuronide	HMDB
3-(Phenyl)propionic acid-3’-O-glucuronide	HMDB
3-Hydroxyphenylpropanoic acid glucuronide	HMDB
3-Hydroxyphenylpropanoic acid-O-glucuronide	HMDB
3-Hydroxyphenylpropionic acid-O-glucuronide	HMDB
3-Hydroxyphenylpropionic acid glucuronide	HMDB

Chemical Formula

C₁₅H₁₈O₉

Average Molecular Weight

342.3

Monoisotopic Molecular Weight

342.09508216

IUPAC Name

(2S,3S,4S,5R,6S)-6-[3-(2-carboxyethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-[3-(2-carboxyethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

86321-27-9

SMILES

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

InChI Identifier

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

InChI Key

YFLHDBYZUJBQGB-DKBOKBLXSA-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
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
3-phenylpropanoic-acid
O-glycosyl compound
Phenoxy compound
Phenol ether
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240371)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.92 g/L	ALOGPS
logP	-0.21	ALOGPS
logP	-0.2	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.96 m³·mol⁻¹	ChemAxon
Polarizability	32.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0240371

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093604

KNApSAcK ID

Not Available

Chemspider ID

162992

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

187486

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Hydroxyphenylpropionic acid glucuronide (CFc000220634)

MOL for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

3D MOL for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

3D SDF for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

3D-SDF for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

PDB for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

3D PDB for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

SMILES for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

INCHI for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

Structure for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)

3D Structure for CFc000220634 (3-Hydroxyphenylpropionic acid glucuronide)