(3S,4R,5R)-1,4,5,6-tetrahydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-one

• ChemBase ID: 130064
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: O=C([C@@H](O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)[C@H](O)[C@H](O)CO)CO
• Canonical SMILES: OCC(=O)[C@H]([C@@H]([C@@H](CO)O)O)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4,6-16,18-21H,1-3H2/t4-,6-,7-,8-,9+,10-,11-,12-/m1/s1
• InChIKey: RULSWEULPANCDV-PIXUTMIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,5R)-1,4,5,6-tetrahydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-one
• IUPAC Traditional name: turanose
• Synonyms: α-D-glucopyranosyl-(1→3)-α-D-fructopyranose; Turanose

Database IDs

• CAS Number: 547-25-1
• PubChem SID: 162224349
• PubChem CID: 5460935
• Chemspider ID: 4574343
• MeSH Name: turanose
• Wikipedia Title: Turanose

CALCULATED PROPERTIES

• Acid pKa: 12.102689
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -5.0378675
• LogD (pH = 7.4): -5.037876
• Log P: -5.0378675
• Molar Refractivity: 69.9751 cm^3
• Polarizability: 29.065626 Å^3
• Polar Surface Area: 197.37 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false