ChemFOnt: Showing chemical card for 6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122689)

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

CFc000122689

Molecule Identification

Common Name

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

Definition

6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(3-amino-4,5-dihydroxyphenyl)-2-cyano-n,n-diethylpropanamide. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via a glucuronidation-of-primary-aromatic-amine reaction. This glucuronidation-of-primary-aromatic-amine occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₂₀H₂₇N₃O₉

Average Molecular Weight

453.448

Monoisotopic Molecular Weight

453.174729461

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCN(CC)C(=O)C(CC1=CC(NC2OC(C(O)C(O)C2O)C(O)=O)=C(O)C(O)=C1)C#N

InChI Identifier

InChI=1S/C20H27N3O9/c1-3-23(4-2)19(29)10(8-21)5-9-6-11(13(25)12(24)7-9)22-18-16(28)14(26)15(27)17(32-18)20(30)31/h6-7,10,14-18,22,24-28H,3-5H2,1-2H3,(H,30,31)

InChI Key

GURDJMOZXGYIDS-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-glucuronides

Alternative Parents

Substituents

N-glucuronide
1-n-glucuronide
Hexose monosaccharide
Glycosyl compound
N-glycosyl compound
Aminophenol
Catechol
M-aminophenol
O-aminophenol
Aniline or substituted anilines
Phenylalkylamine
Beta-hydroxy acid
Secondary aliphatic/aromatic amine
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Tertiary carboxylic acid amide
Amino acid
Carboxamide group
Amino acid or derivatives
Secondary alcohol
Nitrile
Carbonitrile
Polyol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Secondary amine
Monocarboxylic acid or derivatives
Organonitrogen compound
Amine
Organic nitrogen compound
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142280)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.03 g/L	ALOGPS
logP	0.92	ALOGPS
logP	-1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	0.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	110.04 m³·mol⁻¹	ChemAxon
Polarizability	44.96 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

HMDB0142280

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-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122689)

MOL for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000122689 (6-({5-[2-cyano-2-(diethylcarbamoyl)ethyl]-2,3-dihydroxyphenyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid)