(2S,3S,4R,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 2120
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: OC[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m0/s1
• InChIKey: WQZGKKKJIJFFOK-QYESYBIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: β-L-glucose
• Synonyms: Beta-D-Glucose

Database IDs

• CAS Number: 50-99-7
• PubChem SID: 46505414; 160965574
• PubChem CID: 6992084

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.298101
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.93254
• LogD (pH = 7.4): -2.932594
• Log P: -2.9325392
• Molar Refractivity: 35.9234 cm^3
• Polarizability: 15.155883 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.57
• LOG S: 0.64
• Solubility (Water): 7.82e+02 g/l

PROPERTIES

Physical Property

• Solubility: 1200 mg/mL at 30 oC [MULLIN,JW (1972)]
• Hydrophobicity(logP): -3.24 [SANGSTER (1994)]

DETAILS

DrugBank - DB02379

• Drug Groups: experimental
• Description: A primary source of energy for living organisms. It is naturally occurring and is found in fruits and other parts of plants in its free state. It is used therapeutically in fluid and nutrient replacement. [PubChem]