Showing chemical card for 4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid (CFc000020614)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:12:05 UTC

Chemfont ID

CFc000020614

Molecule Identification

Common Name

4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid

Definition

Prepd. from pectin by enzymic hydrolysis using yeast or mould pectinases or by acid hydrolysis. Sole or major repeating unit of the pectin class of polysaccharides.

Structure

MOL SDF PDB SMILES InChI

SMILES for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

OC1OC(C(OC2OC(C(O)C(O)C2O)C(O)=O)C(O)C1O)C(O)=O

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INCHI for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

InChI=1S/C12H18O13/c13-1-2(14)7(9(18)19)25-12(5(1)17)24-6-3(15)4(16)11(22)23-8(6)10(20)21/h1-8,11-17,22H,(H,18,19)(H,20,21)

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Structure for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

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3D Structure for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

Synonyms

Value	Source
4-O-a-D-Galactopyranuronosyl-D-galacturonate	Generator
4-O-a-D-Galactopyranuronosyl-D-galacturonic acid	Generator
4-O-alpha-D-Galactopyranuronosyl-D-galacturonate	Generator
4-O-Α-D-galactopyranuronosyl-D-galacturonate	Generator
4-O-Α-D-galactopyranuronosyl-D-galacturonic acid	Generator
Digalacturonate	HMDB, MeSH
Digalacturonic acid	HMDB
6-[(2-Carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator
Digalacturonic acid, (D,alpha-D)-isomer	MeSH
Sodium digalacturonate	MeSH
O-(alpha-D-Galactopyranosyluronic acid)-(1-4)-alpha-D-galactopyranuronic acid	MeSH

Chemical Formula

C₁₂H₁₈O₁₃

Average Molecular Weight

370.2635

Monoisotopic Molecular Weight

370.074740662

IUPAC Name

6-[(2-carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[(2-carboxy-4,5,6-trihydroxyoxan-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

5894-59-7

SMILES

OC1OC(C(OC2OC(C(O)C(O)C2O)C(O)=O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C12H18O13/c13-1-2(14)7(9(18)19)25-12(5(1)17)24-6-3(15)4(16)11(22)23-8(6)10(20)21/h1-8,11-17,22H,(H,18,19)(H,20,21)

InChI Key

IGSYEZFZPOZFNC-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

O-glycosyl compounds
Disaccharides
Beta hydroxy acids and derivatives
Pyrans
Oxanes
Dicarboxylic acids and derivatives
Secondary alcohols
Hemiacetals
Polyols
Oxacyclic compounds
Carboxylic acids
Acetals
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds

Substituents

O-glucuronide
1-o-glucuronide
Disaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Pyran
Oxane
Hydroxy acid
Secondary alcohol
Hemiacetal
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Feces (PMID: 29808030)

Source

Exogenous

Exogenous (HMDB: HMDB0039721)

Food

Food (HMDB: HMDB0039721)

Endogenous

Microbe

Microbe (HMDB: HMDB0039721)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039721)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	125 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-4.1	ChemAxon
logS	-0.47	ALOGPS
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.07 m³·mol⁻¹	ChemAxon
Polarizability	31.29 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

HMDB0039721

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019359

KNApSAcK ID

Not Available

Chemspider ID

3726961

KEGG Compound ID

C02273

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4532283

PDB ID

Not Available

ChEBI ID

33809

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid (CFc000020614)

MOL for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

3D MOL for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

3D SDF for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

3D-SDF for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

PDB for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

3D PDB for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

SMILES for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

INCHI for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

Structure for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)

3D Structure for CFc000020614 (4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid)