ChemFOnt: Showing chemical card for 4-O-Methylglucuronic acid (CFc000281738)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:25 UTC

Chemfont ID

CFc000281738

Molecule Identification

Common Name

4-O-Methylglucuronic acid

Definition

4-o-methylglucuronic acid belongs to glucuronic acid derivatives class of compounds. Those are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. 4-o-methylglucuronic acid is soluble (in water) and a weakly acidic compound (based on its pKa). 4-o-methylglucuronic acid can be found in cashew nut and european plum, which makes 4-o-methylglucuronic acid a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-O-Methylglucuronate	Generator
4-O-Methylglucuronic acid, (D)-isomer	MeSH
4-O-Methylglucuronic acid	MeSH

Chemical Formula

C₇H₁₂O₇

Average Molecular Weight

208.166

Monoisotopic Molecular Weight

208.058302726

IUPAC Name

(2S,3S,4R,5R)-2,4,5-trihydroxy-3-methoxy-6-oxohexanoic acid

Traditional Name

(2S,3S,4R,5R)-2,4,5-trihydroxy-3-methoxy-6-oxohexanoic acid

CAS Registry Number

None

SMILES

[H][C@](O)(C=O)[C@@]([H])(O)[C@]([H])(OC)[C@]([H])(O)C(O)=O

InChI Identifier

InChI=1S/C7H12O7/c1-14-6(5(11)7(12)13)4(10)3(9)2-8/h2-6,9-11H,1H3,(H,12,13)/t3-,4+,5-,6-/m0/s1

InChI Key

QGGOCWIJGWDKHC-FSIIMWSLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents

Substituents

Glucuronic acid or derivatives
Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Monosaccharide
Fatty acid
Alpha-hydroxy acid
Hydroxy acid
Beta-hydroxy aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302222)

Food

Nut

Cashew nut (FooDB: FOOD00011)

Fruit

Drupe

European plum (FooDB: FOOD00147)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	112 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.6	ChemAxon
logS	-0.27	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	41.96 m³·mol⁻¹	ChemAxon
Polarizability	17.96 Å³	ChemAxon
Number of Rings	0	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

HMDB0302222

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003760

KNApSAcK ID

Not Available

Chemspider ID

133102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151010

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-O-Methylglucuronic acid (CFc000281738)

MOL for CFc000281738 (4-O-Methylglucuronic acid)

3D MOL for CFc000281738 (4-O-Methylglucuronic acid)

3D SDF for CFc000281738 (4-O-Methylglucuronic acid)

3D-SDF for CFc000281738 (4-O-Methylglucuronic acid)

PDB for CFc000281738 (4-O-Methylglucuronic acid)

3D PDB for CFc000281738 (4-O-Methylglucuronic acid)

SMILES for CFc000281738 (4-O-Methylglucuronic acid)

INCHI for CFc000281738 (4-O-Methylglucuronic acid)

Structure for CFc000281738 (4-O-Methylglucuronic acid)

3D Structure for CFc000281738 (4-O-Methylglucuronic acid)