ChemFOnt: Showing chemical card for 6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000161267)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:50:24 UTC

Chemfont ID

CFc000161267

Molecule Identification

Common Name

6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-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-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₂H₂₁ClFNO₁₂

Average Molecular Weight

545.85

Monoisotopic Molecular Weight

545.073631

IUPAC Name

6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1CCCC2=C1C(=O)N(C2=O)C1=CC(OCC(=O)OC2OC(C(O)C(O)C2O)C(O)=O)=C(Cl)C=C1F

InChI Identifier

InChI=1S/C22H21ClFNO12/c23-8-4-9(24)10(25-19(31)7-2-1-3-11(26)14(7)20(25)32)5-12(8)35-6-13(27)36-22-17(30)15(28)16(29)18(37-22)21(33)34/h4-5,11,15-18,22,26,28-30H,1-3,6H2,(H,33,34)

InChI Key

UOXFDZBVYXNKMF-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
Phenoxyacetate
1-phenylpyrroline
Isoindolone
Isoindole
Isoindole or derivatives
Phenoxy compound
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Chlorobenzene
Fluorobenzene
Halobenzene
Maleimide
Aryl chloride
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Hydroxy acid
Benzenoid
Monosaccharide
Carboxylic acid imide, n-substituted
Oxane
Pyran
Pyrrole
Pyrroline
Carboxylic acid imide
Dicarboximide
Lactam
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Carboxylic acid
Oxacycle
Acetal
Ether
Organopnictogen compound
Carbonyl group
Alcohol
Organonitrogen compound
Organofluoride
Organic oxide
Organochloride
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.61 g/L	ALOGPS
logP	-0.01	ALOGPS
logP	-0.65	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.82	ChemAxon
pKa (Strongest Basic)	0.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	200.36 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	115.52 m³·mol⁻¹	ChemAxon
Polarizability	49.59 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0180859

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000161267)

MOL for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000161267 (6-({2-[2-chloro-4-fluoro-5-(4-hydroxy-1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)phenoxy]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)