5-(1,2-dihydroxyethyl)oxolane-2,3,4-trione

• ChemBase ID: 102197
• Molecular Formular: C6H6O6
• Molecular Mass: 174.10824
• Monoisotopic Mass: 174.01643791
• SMILES: OCC(O)C1OC(=O)C(=O)C1=O
• Canonical SMILES: OCC(C1OC(=O)C(=O)C1=O)O
• InChI: InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2
• InChIKey: SBJKKFFYIZUCET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1,2-dihydroxyethyl)oxolane-2,3,4-trione
• IUPAC Traditional name: dehydroascorbic acid
• Synonyms: Threo-2,3-heodiulosonic acid; L-threo-2,3-Hexodiulosonic acid g-lactone; Oxidized vitamin C; Dehydro-L-ascorbic acid; L-Ascorbic acid oxidized; DEHYDROASCORBIC ACID

Database IDs

• CAS Number: 490-83-5
• EC Number: 207-720-6
• PubChem SID: 162088384
• PubChem CID: 835

CALCULATED PROPERTIES

• Acid pKa: 1.5571897
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.748775
• LogD (pH = 7.4): -3.8112833
• Log P: -0.67283064
• Molar Refractivity: 33.5458 cm^3
• Polarizability: 13.592451 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 225°C (dec.)

Safety Information

• Storage Condition: 0°C, Desiccate, Protect from light