ChemFOnt: Showing chemical card for 2,3,4,5,6-pentahydroxyhexanoic acid (CFc000164859)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:56:50 UTC

Chemfont ID

CFc000164859

Molecule Identification

Common Name

2,3,4,5,6-pentahydroxyhexanoic acid

Definition

D-Galactonate, also known as L-galactonic acid, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. This combination of symptoms when sufficiently severe is referred to as “manganism”. D-Galactonate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Galactonate exists in all living organisms, ranging from bacteria to humans. Outside of the human body, D-Galactonate has been detected, but not quantified in, bitter gourds. This could make D-galactonate a potential biomarker for the consumption of these foods. D-Galactonate is a potentially toxic compound. Manganese is capable of existing in a number of oxidation states and is believed to undergo changes in oxidation state within the body. Manganese mainly affects the nervous system and may cause behavioral changes and other nervous system effects, which include movements that may become slow and clumsy. The neurotoxicity of Mn(II) has also been linked to its ability to substitute for Ca(II) under physiological conditions. Mn(II) has been shown to inhibit mitochondrial aconitase activity to a significant level, altering amino acid metabolism and cellular iron homeostasis. In order to produce oxidative damage, manganese must first overwhelm the antioxidant enzyme manganese superoxide dismutase. Manganese is a cellular toxicant that can impair transport systems, enzyme activities, and receptor functions.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-Galactonic acid	Kegg
L-Galactonate	Generator
D-Galactonic acid	Generator
D-Gluconate MN(II) salt	Generator
Altronic acid	MeSH

Chemical Formula

C₆H₁₂O₇

Average Molecular Weight

196.1553

Monoisotopic Molecular Weight

196.058302738

IUPAC Name

2,3,4,5,6-pentahydroxyhexanoic acid

Traditional Name

magnesium gluconate anhydrous

CAS Registry Number

642-99-9

SMILES

OCC(O)C(O)C(O)C(O)C(O)=O

InChI Identifier

InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)

InChI Key

RGHNJXZEOKUKBD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Monosaccharide
Fatty acyl
Fatty acid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Alcohol
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	159 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-3.4	ChemAxon
logS	-0.09	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	138.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	38.27 m³·mol⁻¹	ChemAxon
Polarizability	16.83 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0184581

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001855

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C15930

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

604

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2,3,4,5,6-pentahydroxyhexanoic acid (CFc000164859)

MOL for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

3D MOL for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

3D SDF for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

3D-SDF for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

PDB for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

3D PDB for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

SMILES for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

INCHI for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

Structure for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)

3D Structure for CFc000164859 (2,3,4,5,6-pentahydroxyhexanoic acid)