ChemFOnt: Showing chemical card for 4-Nitrophenyl beta-D-glucopyranosiduronic acid (CFc000223840)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:45:49 UTC

Chemfont ID

CFc000223840

Molecule Identification

Common Name

4-Nitrophenyl beta-D-glucopyranosiduronic acid

Definition

3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid 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 3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylate	Generator
4-Nitrophenyl b-D-glucopyranosiduronate	Generator
4-Nitrophenyl b-D-glucopyranosiduronic acid	Generator
4-Nitrophenyl beta-D-glucopyranosiduronate	Generator
4-Nitrophenyl β-D-glucopyranosiduronate	Generator
4-Nitrophenyl β-D-glucopyranosiduronic acid	Generator
Para-nitrophenylglucuronide	MeSH
4-Nitrophenylglucuronide	MeSH
p-Nitrophenylglucuronide	MeSH

Chemical Formula

C₁₂H₁₃NO₉

Average Molecular Weight

315.234

Monoisotopic Molecular Weight

315.059031003

IUPAC Name

3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=CC=C(C=C2)[N+]([O-])=O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)

InChI Key

QSUILVWOWLUOEU-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
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Nitrobenzene
Phenol ether
Phenoxy compound
Nitroaromatic compound
Beta-hydroxy acid
Monocyclic benzene moiety
Pyran
Oxane
Monosaccharide
Hydroxy acid
Benzenoid
Secondary alcohol
Organic nitro compound
C-nitro compound
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Polyol
Organopnictogen compound
Carbonyl group
Organic salt
Alcohol
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Organic cation
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: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	10.4 g/L	ALOGPS
logP	-0.55	ALOGPS
logP	-0.34	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.75	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.59 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	66.37 m³·mol⁻¹	ChemAxon
Polarizability	27.52 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

HMDB0256053

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2539916

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Nitrophenyl beta-D-glucopyranosiduronic acid (CFc000223840)

MOL for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D MOL for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D SDF for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D-SDF for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

PDB for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D PDB for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

SMILES for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

INCHI for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

Structure for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D Structure for CFc000223840 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)