ChemFOnt: Showing chemical card for 3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid (CFc000136166)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:09:32 UTC

Chemfont ID

CFc000136166

Molecule Identification

Common Name

3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid

Definition

3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid 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. Based on a literature review very few articles have been published on 3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioate	Generator

Chemical Formula

C₁₂H₁₆O₁₃

Average Molecular Weight

368.247

Monoisotopic Molecular Weight

368.059090575

IUPAC Name

3-(6-carboxy-3,4,5-trihydroxyoxan-2-yl carboxy)-2-hydroxypentanedioic acid

Traditional Name

3-(6-carboxy-3,4,5-trihydroxyoxan-2-yl carboxy)-2-hydroxypentanedioic acid

CAS Registry Number

Not Available

SMILES

OC(C(CC(O)=O)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C12H16O13/c13-3(14)1-2(4(15)9(19)20)11(23)25-12-7(18)5(16)6(17)8(24-12)10(21)22/h2,4-8,12,15-18H,1H2,(H,13,14)(H,19,20)(H,21,22)

InChI Key

DNIOEHAFMIQBRF-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

Substituents

1-o-glucuronide
O-glucuronide
Tetracarboxylic acid or derivatives
Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Alpha-hydroxy acid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Polyol
Carboxylic acid
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19.5 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-3.4	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	228.35 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	68.01 m³·mol⁻¹	ChemAxon
Polarizability	31.1 Å³	ChemAxon
Number of Rings	1	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

HMDB0155758

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 3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid (CFc000136166)

MOL for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

3D MOL for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

3D SDF for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

3D-SDF for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

PDB for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

3D PDB for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

SMILES for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

INCHI for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

Structure for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)

3D Structure for CFc000136166 (3-{[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]carbonyl}-2-hydroxypentanedioic acid)