(2S,3R,4R,5S)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol

• ChemBase ID: 3790
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: OC[C@@H]1O[C@@](O)(CO)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@@]([C@@H]([C@H]1O)O)(O)CO
• InChI: InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m0/s1
• InChIKey: RFSUNEUAIZKAJO-AZGQCCRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol
• IUPAC Traditional name: β-L-fructofuranose
• Synonyms: Fructose

Database IDs

• PubChem SID: 160967227; 46504785
• PubChem CID: 439553

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.284335
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.7580063
• LogD (pH = 7.4): -2.7585652
• Log P: -2.7579994
• Molar Refractivity: 36.3608 cm^3
• Polarizability: 15.155883 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.45
• LOG S: 0.79
• Solubility (Water): 1.11e+03 g/l

DETAILS

DrugBank - DB04173

Drug information: experimental