(2S,3S,4R,5R)-2-(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol

• ChemBase ID: 102821
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: O([C@@H]1[C@@](O)(OC[C@@H](O)[C@H]1O)CO)[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@H](O)CO[C@@]2(O)CO)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-5-7(17)8(18)9(19)11(22-5)23-10-6(16)4(15)2-21-12(10,20)3-14/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1
• InChIKey: SEWFWJUQVJHATO-UGDNZRGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R)-2-(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol
• IUPAC Traditional name: (2S,3S,4R,5R)-2-(hydroxymethyl)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol
• Synonyms: 3-[α-D-Glucosido]-D-fructose; D-(+)-TURANOSE

Database IDs

• CAS Number: 547-25-1
• EC Number: 208-918-5
• PubChem SID: 162088291
• PubChem CID: 10236867

CALCULATED PROPERTIES

• Acid pKa: 10.275808
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.5288424
• LogD (pH = 7.4): -4.5294123
• Log P: -4.528835
• Molar Refractivity: 68.7741 cm^3
• Polarizability: 28.969793 Å^3
• Polar Surface Area: 189.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 175-179°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)

DETAILS

MP Biomedicals - 02103167

Crystalline