ChemFOnt: Showing chemical card for (beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid) (CFc000040498)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:02 UTC

Chemfont ID

CFc000040498

Molecule Identification

Common Name

(beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid)

Definition

(beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid) belongs to the family of Glucuronides. These are compounds comprising the glucuronic acid linked to another substance via a glycosidic bond.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(b-1-O-[N-(2-Hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronate)	Generator
(b-1-O-[N-(2-Hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid)	Generator
(beta-1-O-[N-(2-Hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronate)	Generator
(Β-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronate)	Generator
(Β-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid)	Generator
(2S,3S,4S,5R,6S)-6-(2-{[3-chloro-2-(hydroxymethyl)phenyl]amino}benzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₂₀ClNO₉

Average Molecular Weight

453.827

Monoisotopic Molecular Weight

453.08265895

IUPAC Name

(2S,3S,4S,5R,6S)-6-(2-{[3-chloro-2-(hydroxymethyl)phenyl]amino}benzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-(2-{[3-chloro-2-(hydroxymethyl)phenyl]amino}benzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1=C(NC2=CC=CC=C2C(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=CC=C1Cl

InChI Identifier

InChI=1S/C20H20ClNO9/c21-11-5-3-7-13(10(11)8-23)22-12-6-2-1-4-9(12)19(29)31-20-16(26)14(24)15(25)17(30-20)18(27)28/h1-7,14-17,20,22-26H,8H2,(H,27,28)/t14-,15-,16+,17-,20-/m0/s1

InChI Key

AJHQYJCHUXKKEZ-GHHWKCCRSA-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
P-aminophenol
Aminophenol
Benzoyl
2-halophenol
Aminotoluene
Aniline or substituted anilines
M-cresol
2-chlorophenol
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Chlorobenzene
Halobenzene
Toluene
Phenol
Pyran
Oxane
Aryl chloride
Aryl halide
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Dicarboxylic acid or derivatives
Vinylogous amide
Secondary alcohol
Amino acid
Carboxylic acid ester
Amino acid or derivatives
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Secondary amine
Carboxylic acid derivative
Carboxylic acid
Organopnictogen compound
Amine
Organic nitrogen compound
Organohalogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060033)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.3 g/L	ALOGPS
logP	1.35	ALOGPS
logP	2.46	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	165.78 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.72 m³·mol⁻¹	ChemAxon
Polarizability	43.08 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0060033

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

131769798

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid) (CFc000040498)

MOL for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

3D MOL for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

3D SDF for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

3D-SDF for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

PDB for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

3D PDB for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

SMILES for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

INCHI for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

Structure for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))

3D Structure for CFc000040498 ((beta-1-O-[N-(2-hydroxymethyl-3-chlorophenyl)-anthraniloyl]-D-glucupyranuronic acid))