ChemFOnt: Showing chemical card for 6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000156551)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:42:38 UTC

Chemfont ID

CFc000156551

Molecule Identification

Common Name

6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. 6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-(4-Aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₃H₁₅NO₈

Average Molecular Weight

313.262

Monoisotopic Molecular Weight

313.079766447

IUPAC Name

6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC1=CC=C(C=C1)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C13H15NO8/c14-6-3-1-5(2-4-6)12(20)22-13-9(17)7(15)8(16)10(21-13)11(18)19/h1-4,7-10,13,15-17H,14H2,(H,18,19)

InChI Key

QRDWANCOZXNBEU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Hexose monosaccharide
Aminobenzoic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Aniline or substituted anilines
Beta-hydroxy acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Primary aromatic amine
Pyran
Amino acid or derivatives
Secondary alcohol
Carboxylic acid ester
Amino acid
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Amine
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Primary amine
Alcohol
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19.1 g/L	ALOGPS
logP	-1	ALOGPS
logP	-1.4	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	2.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	159.54 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.31 m³·mol⁻¹	ChemAxon
Polarizability	29.41 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

HMDB0176143

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

76113321

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000156551)

MOL for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000156551 (6-(4-aminobenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)