2-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 132557
• Molecular Formular: C6H12O5
• Molecular Mass: 164.15648
• Monoisotopic Mass: 164.06847348
• SMILES: C1C(C(C(C(O1)CO)O)O)O
• Canonical SMILES: OCC1OCC(C(C1O)O)O
• InChI: InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2
• InChIKey: MPCAJMNYNOGXPB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: 2-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 1,5-Anhydro-D-glucitol; 1,5-Anhydro-D-sorbitol

Database IDs

• CAS Number: 154-58-5
• EC Number: 205-829-3
• MDL Number: MFCD00067386
• PubChem SID: 162226834; 24891181
• PubChem CID: 219984

CALCULATED PROPERTIES

• Acid pKa: 12.66417
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.5683153
• LogD (pH = 7.4): -2.5683177
• Log P: -2.5683153
• Molar Refractivity: 34.8935 cm^3
• Polarizability: 14.43744 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: crystalline

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - A7165

Application
1,5-Anhydro-D-sorbitol, a cyclic polyol, is a metabolic product of 1,5 anhydro-D-fructose. 1,5-Anhydro-D-sorbitol is used as a reference in analytical procedures that assess the metabolism of 1,5 anhydro-D-fructose, a food supplement with potential benefits as an antioxidant, antimicrobial, and antidiabetic agent.