(2R,3S,4S,5R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol

• ChemBase ID: 128379
• Molecular Formular: C7H14O6
• Molecular Mass: 194.18246
• Monoisotopic Mass: 194.07903817
• SMILES: O[C@@H]1[C@@H](O)[C@H](O)[C@H](OC1OC)CO
• Canonical SMILES: COC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7?/m1/s1
• InChIKey: HOVAGTYPODGVJG-WLDMJGECSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
• IUPAC Traditional name: methyl glucoside
• Synonyms: 1-O-Methyl-D-glucopyranose; Methylglucoside

Database IDs

• CAS Number: 3149-68-6
• PubChem SID: 162222687
• PubChem CID: 3036743
• Chemspider ID: 2300694
• Wikipedia Title: Methylglucoside

CALCULATED PROPERTIES

• Acid pKa: 12.211393
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.2894127
• LogD (pH = 7.4): -2.2894194
• Log P: -2.2894127
• Molar Refractivity: 40.6746 cm^3
• Polarizability: 17.016506 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 108 g/100 mL in water
• Apperance: White crystalline solid
• Melting Point: 168°C (α)
• Density: 1.46 g/cm^3 (α)