ChemFOnt: Showing chemical card for {2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid (CFc000122672)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:47:59 UTC

Chemfont ID

CFc000122672

Molecule Identification

Common Name

{2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid

Definition

{2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-n-ethylprop-2-enamido]ethoxy}sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-n-ethyl-n-(2-hydroxyethyl)prop-2-enamide. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-primary-alcohol reaction. This sulfation-of-primary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
{2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonate	Generator
{2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulphonate	Generator
{2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulphonic acid	Generator

Chemical Formula

C₁₄H₁₅N₃O₉S

Average Molecular Weight

401.35

Monoisotopic Molecular Weight

401.052900249

IUPAC Name

{2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid

Traditional Name

2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCN(CCOS(O)(=O)=O)C(=O)C(=CC1=CC(=C(O)C(O)=C1)N(=O)=O)C#N

InChI Identifier

InChI=1S/C14H15N3O9S/c1-2-16(3-4-26-27(23,24)25)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,2-4H2,1H3,(H,23,24,25)

InChI Key

BIVJMBWILAOENE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
Nitrophenol
Nitrobenzene
Catechol
Nitroaromatic compound
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Tertiary carboxylic acid amide
C-nitro compound
Organic nitro compound
Carboxamide group
Carboxylic acid derivative
Carbonitrile
Nitrile
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142263)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.061 g/L	ALOGPS
logP	-0.04	ALOGPS
logP	-1.3	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	193.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	92.05 m³·mol⁻¹	ChemAxon
Polarizability	36.1 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0142263

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 {2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid (CFc000122672)

MOL for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

3D MOL for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

3D SDF for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

3D-SDF for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

PDB for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

3D PDB for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

SMILES for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

INCHI for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

Structure for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)

3D Structure for CFc000122672 ({2-[2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N-ethylprop-2-enamido]ethoxy}sulfonic acid)