ChemFOnt: Showing chemical card for Dihydroisoferulic acid 3-glucuronide (CFc000220750)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:05 UTC

Chemfont ID

CFc000220750

Molecule Identification

Common Name

Dihydroisoferulic acid 3-glucuronide

Definition

Dihydroisoferulic acid 3-glucuronide 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. Based on a literature review very few articles have been published on Dihydroisoferulic acid 3-glucuronide.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dihydroisoferulate 3-glucuronide	Generator

Chemical Formula

C₁₆H₂₀O₁₀

Average Molecular Weight

372.326

Monoisotopic Molecular Weight

372.105646844

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

[H][C@@]1(OC2=C(OC)C=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/C16H20O10/c1-24-8-4-2-7(3-5-10(17)18)6-9(8)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2,4,6,11-14,16,19-21H,3,5H2,1H3,(H,17,18)(H,22,23)/t11-,12-,13+,14-,16+/m0/s1

InChI Key

OSJGZCUHTGTJHT-JHZZJYKESA-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
3-phenylpropanoic-acid
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Oxane
Pyran
Dicarboxylic acid or derivatives
Benzenoid
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Secondary alcohol
Ether
Acetal
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Carbonyl group
Hydrocarbon derivative
Organic oxide
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: HMDB0240497)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240497)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0240497)

Tea

Tea products (HMDB: HMDB0240497)

Fat and oil

Olive oil (HMDB: HMDB0240497)

Fruit

Fruits (HMDB: HMDB0240497)

Vegetable

Vegetables (HMDB: HMDB0240497)

Legumes (HMDB: HMDB0240497)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0240497)

Nut

Nuts (HMDB: HMDB0240497)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240497)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.28 g/L	ALOGPS
logP	-0.26	ALOGPS
logP	-0.35	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	82.42 m³·mol⁻¹	ChemAxon
Polarizability	35.14 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

HMDB0240497

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093688

KNApSAcK ID

Not Available

Chemspider ID

57558852

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49844034

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Dihydroisoferulic acid 3-glucuronide (CFc000220750)

MOL for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

3D MOL for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

3D SDF for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

3D-SDF for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

PDB for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

3D PDB for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

SMILES for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

INCHI for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

Structure for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)

3D Structure for CFc000220750 (Dihydroisoferulic acid 3-glucuronide)