ChemFOnt: Showing chemical card for 2-Methoxyacetaminophen glucuronide (CFc000220479)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:39:35 UTC

Chemfont ID

CFc000220479

Molecule Identification

Common Name

2-Methoxyacetaminophen glucuronide

Definition

2-Methoxyacetaminophen glucuronide is classified as a member of the class of compounds known as phenolic glycosides. Phenolic glycosides 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. 2-Methoxyacetaminophen glucuronide is considered to be soluble (in water) and a moderately acidic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methoxyacetaminophen beta-D-glucuronide	ChEBI
2-Methoxyacetaminophen O-beta-D-glucosiduronic acid	ChEBI
2-Methoxyacetaminophen b-D-glucuronide	Generator
2-Methoxyacetaminophen β-D-glucuronide	Generator
2-Methoxyacetaminophen O-b-D-glucosiduronate	Generator
2-Methoxyacetaminophen O-b-D-glucosiduronic acid	Generator
2-Methoxyacetaminophen O-beta-D-glucosiduronate	Generator
2-Methoxyacetaminophen O-β-D-glucosiduronate	Generator
2-Methoxyacetaminophen O-β-D-glucosiduronic acid	Generator
2-Methoxy-4-glucuronideacetanilide	HMDB

Chemical Formula

C₁₅H₁₉NO₉

Average Molecular Weight

357.315

Monoisotopic Molecular Weight

357.105981196

IUPAC Name

(2S,3S,4S,5R,6S)-6-(4-acetamido-3-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-(4-acetamido-3-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

53446-12-1

SMILES

COC1=C(NC(C)=O)C=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=C1

InChI Identifier

InChI=1S/C15H19NO9/c1-6(17)16-8-4-3-7(5-9(8)23-2)24-15-12(20)10(18)11(19)13(25-15)14(21)22/h3-5,10-13,15,18-20H,1-2H3,(H,16,17)(H,21,22)/t10-,11-,12+,13-,15+/m0/s1

InChI Key

GDCCQRYSPGZVPX-DKBOKBLXSA-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
O-glycosyl compound
Methoxyaniline
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Hydroxy acid
Oxane
Secondary alcohol
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0240215)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	17 g/L	ALOGPS
logP	-0.69	ALOGPS
logP	-1.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	154.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.38 m³·mol⁻¹	ChemAxon
Polarizability	33.33 Å³	ChemAxon
Number of Rings	2	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

HMDB0240215

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58163585

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121596203

PDB ID

Not Available

ChEBI ID

133005

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Methoxyacetaminophen glucuronide (CFc000220479)

MOL for CFc000220479 (2-Methoxyacetaminophen glucuronide)

3D MOL for CFc000220479 (2-Methoxyacetaminophen glucuronide)

3D SDF for CFc000220479 (2-Methoxyacetaminophen glucuronide)

3D-SDF for CFc000220479 (2-Methoxyacetaminophen glucuronide)

PDB for CFc000220479 (2-Methoxyacetaminophen glucuronide)

3D PDB for CFc000220479 (2-Methoxyacetaminophen glucuronide)

SMILES for CFc000220479 (2-Methoxyacetaminophen glucuronide)

INCHI for CFc000220479 (2-Methoxyacetaminophen glucuronide)

Structure for CFc000220479 (2-Methoxyacetaminophen glucuronide)

3D Structure for CFc000220479 (2-Methoxyacetaminophen glucuronide)