ChemFOnt: Showing chemical card for 6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122680)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:00 UTC

Chemfont ID

CFc000122680

Molecule Identification

Common Name

6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-cyano-n,n-diethyl-3-(2,3,4-trihydroxy-5-nitrophenyl)propanamide. It is generated by enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₂₅N₃O₁₂

Average Molecular Weight

499.429

Monoisotopic Molecular Weight

499.143823257

IUPAC Name

6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCN(CC)C(=O)C(CC1=CC(=C(O)C(O)=C1OC1OC(C(O)C(O)C1O)C(O)=O)N(=O)=O)C#N

InChI Identifier

InChI=1S/C20H25N3O12/c1-3-22(4-2)18(29)9(7-21)5-8-6-10(23(32)33)11(24)13(26)16(8)34-20-15(28)12(25)14(27)17(35-20)19(30)31/h6,9,12,14-15,17,20,24-28H,3-5H2,1-2H3,(H,30,31)

InChI Key

DUKPAIHSQVBEOL-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
Hexose monosaccharide
O-glycosyl compound
Nitrophenol
Nitrobenzene
Phenoxy compound
Nitroaromatic compound
Catechol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Phenol
Pyran
Hydroxy acid
Monocyclic benzene moiety
Oxane
Benzenoid
Monosaccharide
Tertiary carboxylic acid amide
Secondary alcohol
Organic nitro compound
Carboxamide group
C-nitro compound
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Polyol
Allyl-type 1,3-dipolar organic compound
Nitrile
Carbonitrile
Organic oxide
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142271)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.26 g/L	ALOGPS
logP	0.94	ALOGPS
logP	-0.72	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	2.42	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	246.83 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	113.63 m³·mol⁻¹	ChemAxon
Polarizability	46.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0142271

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-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122680)

MOL for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000122680 (6-{6-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxy-4-nitrophenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)