ChemFOnt: Showing chemical card for (2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid (CFc000167786)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 00:01:59 UTC

Chemfont ID

CFc000167786

Molecule Identification

Common Name

(2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid

Definition

L-glucopyranuronic acid 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. Based on a literature review a significant number of articles have been published on L-glucopyranuronic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-Glucopyranuronate	Generator
alpha-D-Glucopyranuronic acid	MeSH
Α-D-glucopyranuronic acid	MeSH
D-Glucopyranuronic acid	MeSH
beta-D-Glucopyranuronic acid	MeSH
Glucopyranuronic acid	MeSH
Β-D-glucopyranuronic acid	MeSH

Chemical Formula

C₆H₁₀O₇

Average Molecular Weight

194.139

Monoisotopic Molecular Weight

194.042652662

IUPAC Name

(2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid

Traditional Name

(2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(O)O[C@@]([H])(C(O)=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6?/m1/s1

InChI Key

AEMOLEFTQBMNLQ-LSGJAIDOSA-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
Beta-hydroxy acid
Hydroxy acid
Pyran
Monosaccharide
Oxane
Hemiacetal
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

L-glucuronic acid (CHEBI:79049 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	295 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.6	ChemAxon
logS	0.18	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.79 m³·mol⁻¹	ChemAxon
Polarizability	16.49 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

HMDB0187522

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

31150670

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86289737

PDB ID

Not Available

ChEBI ID

79049

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid (CFc000167786)

MOL for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

3D MOL for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

3D SDF for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

PDB for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

3D PDB for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

SMILES for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

INCHI for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

Structure for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)

3D Structure for CFc000167786 ((2R,3R,4R,5S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid)