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

• ChemBase ID: 169657
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: [C@H]1([C@@H](C(C(OC1CO)O)O[C@H]1O[C@@H]([C@H](C(C1O)O)O)CO)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@H]1O)O)O[C@H]1O[C@H](CO)[C@H](C(C1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-6(16)8(18)10(11(20)21-3)23-12-9(19)7(17)5(15)4(2-14)22-12/h3-20H,1-2H2/t3?,4-,5+,6-,7?,8-,9?,10?,11?,12+/m0/s1
• InChIKey: HIWPGCMGAMJNRG-DGBZGCDFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5R)-6-(hydroxymethyl)-3-{[(2R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol
• IUPAC Traditional name: (4S,5R)-6-(hydroxymethyl)-3-{[(2R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,4,5-triol
• Synonyms: Glc1-α-2Gal; 2-O-(α-D-Glucopyranosyl)-D-galactose

Database IDs

• CAS Number: 7368-73-2
• PubChem SID: 162263789
• PubChem CID: 71317086

CALCULATED PROPERTIES

• Acid pKa: 11.267477
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.703376
• LogD (pH = 7.4): -4.7034335
• Log P: -4.703375
• Molar Refractivity: 68.3367 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

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 115-118°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

REFERENCES

• Gent, P.A., et al.: J. Chem. Soc., 1, 1446 (1974)