ChemFOnt: Showing chemical card for 6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122701)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:02 UTC

Chemfont ID

CFc000122701

Molecule Identification

Common Name

6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-cyano-3-(1,3-dihydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl)-n,n-diethylpropanamide. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an alkyl-OH-glucuronidation reaction. This alkyl-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₂₅N₃O₁₂

Average Molecular Weight

499.429

Monoisotopic Molecular Weight

499.143823257

IUPAC Name

6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCN(CC)C(=O)C(CC1(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(O)C(=O)C(=C1)N(=O)=O)C#N

InChI Identifier

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

InChI Key

IFZDSYIRVXMPBB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Oxane
Pyran
Tertiary carboxylic acid amide
Carboxamide group
Organic nitro compound
Ketone
C-nitro compound
Cyclic ketone
Secondary alcohol
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Oxacycle
Polyol
Carboxylic acid derivative
Nitrile
Carbonitrile
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic 1,3-dipolar compound
Organoheterocyclic compound
Enol
Acetal
Carbonyl group
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic zwitterion
Organic oxygen compound
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142292)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.44 g/L	ALOGPS
logP	-0.51	ALOGPS
logP	-2	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.78	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	243.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	114.15 m³·mol⁻¹	ChemAxon
Polarizability	45.58 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

HMDB0142292

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-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122701)

MOL for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000122701 (6-({1-[2-cyano-2-(diethylcarbamoyl)ethyl]-3-hydroxy-5-nitro-4-oxocyclohexa-2,5-dien-1-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)