ChemFOnt: Showing chemical card for 2-Dehydro-L-gluconic acid (CFc000224722)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:47:28 UTC

Chemfont ID

CFc000224722

Molecule Identification

Common Name

2-Dehydro-L-gluconic acid

Definition

2-Keto-L-gluconate, also known as 2-dehydro-L-idonate or 2-ketoidonate, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. 2-Keto-L-gluconate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 2-keto-L-gluconate a potential biomarker for the consumption of these foods. 2-Keto-L-gluconate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 2-Keto-L-gluconate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Keto-L-gluconic acid	Generator
2-Dehydro-D-gluconate	HMDB
2-Dehydro-L-idonate	HMDB
2-Keto-D-gluconate	HMDB
2-Keto-L-gulonate	HMDB
2-Ketoidonate	HMDB
2-Oxogluconic acid	HMDB
L-Ketoidonate	HMDB
L-Ketoidonic acid	HMDB
L-Sorbosonate	HMDB
L-Sorbosonic acid	HMDB
Provitamin C	HMDB
Provitamin C, monosodium salt	HMDB
2-Keto-L-gulonic acid	HMDB
Provitamin C, (L-xylo)-isomer	HMDB
2-Dehydro-L-gluconate	Generator

Chemical Formula

C₆H₁₀O₇

Average Molecular Weight

194.1394

Monoisotopic Molecular Weight

194.042652674

IUPAC Name

3,4,5,6-tetrahydroxy-2-oxohexanoic acid

Traditional Name

2-keto-D-gluconic acid

CAS Registry Number

91548-32-2

SMILES

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

InChI Identifier

InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)

InChI Key

VBUYCZFBVCCYFD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar acids and derivatives

Alternative Parents

Substituents

Hexose monosaccharide
Medium-chain keto acid
Beta-hydroxy acid
Sugar acid
Acyloin
Alpha-keto acid
Beta-hydroxy ketone
Hydroxy acid
Keto acid
Monosaccharide
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	101 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-2.5	ChemAxon
logS	-0.28	ALOGPS
pKa (Strongest Acidic)	2.67	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.65 m³·mol⁻¹	ChemAxon
Polarizability	16.3 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

HMDB0011732

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028412

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

C03342

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

88378

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Dehydro-L-gluconic acid (CFc000224722)

MOL for CFc000224722 (2-Dehydro-L-gluconic acid)

3D MOL for CFc000224722 (2-Dehydro-L-gluconic acid)

3D SDF for CFc000224722 (2-Dehydro-L-gluconic acid)

3D-SDF for CFc000224722 (2-Dehydro-L-gluconic acid)

PDB for CFc000224722 (2-Dehydro-L-gluconic acid)

3D PDB for CFc000224722 (2-Dehydro-L-gluconic acid)

SMILES for CFc000224722 (2-Dehydro-L-gluconic acid)

INCHI for CFc000224722 (2-Dehydro-L-gluconic acid)

Structure for CFc000224722 (2-Dehydro-L-gluconic acid)

3D Structure for CFc000224722 (2-Dehydro-L-gluconic acid)