2-Keto-D-gluconic acid

2-Keto-D-gluconic acid (CAS No: 669-90-9) is a crystalline organic acid with the molecular formula C6H10O7 and a molar mass of 194.14 g/mol. It is commonly used in biochemical research and the synthesis of other chemical compounds.pharmaffiliates+3

Chemical Identity and Structure

IUPAC Name: (3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanoic acid

Synonyms: D-arabino-2-Hexulosonic acid, 2-keto-Gluconic acid, α-Ketogluconic acid, 2-Oxogluconic acidpubchem.ncbi.nlm.nih+2

SMILES: OC@HC@@HOchemscene+1

EC Number: 211-574-9pubchem.ncbi.nlm.nih

Physical and Chemical Properties

Appearance: Typically provided as a powder; specific appearance may not always be described.pharmaffiliates

Purity: Commercial products usually ≥95-98%.sigmaaldrich+1

Storage: Recommended at 2-8°C.chemscene+1

Solubility: Highly water-soluble due to multiple hydroxyl and carboxylic acid groups.pubchem.ncbi.nlm.nih

Biological and Functional Properties

Metabolic Role: It is a bacterial metabolite derived from D-gluconic acid and participates in carbohydrate metabolism.pubchem.ncbi.nlm.nih

Applications: Used as a reference standard in analytical method development and QC applications, as well as for ANDA and commercial pharmaceutical production.synzeal

Biological Activity: Exhibits antimicrobial and anti-inflammatory properties; inhibits the growth of various bacterial strains such as Staphylococcus aureus and Escherichia coli.cymitquimica

Safety and Handling

Hazard Statements: May cause skin irritation, serious eye irritation, and respiratory irritation. Harmful if swallowed; appropriate PPE is recommended.angenechemical+1

Precautionary Statements: Use gloves, protective clothing, and eye/face protection; avoid inhalation and contact with eyes and skin.angenechemical+1

Synonyms Table

Regulatory and Reference Information

CAS: 669-90-9sigmaaldrich+2

ChEBI ID: CHEBI:27469pubchem.ncbi.nlm.nih

PubChem CID: 3035456pubchem.ncbi.nlm.nih+1

2-Keto-D-gluconic acid is a well-characterized, hydroxy acid used in research and quality control settings, with notable physiological and antimicrobial significance.cymitquimica+1