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

• ChemBase ID: 172520
• Molecular Formular: C12H24O12
• Molecular Mass: 360.31176
• Monoisotopic Mass: 360.12677621
• SMILES: [C@@H]1([C@@H](C([C@H](OC1CO)O[C@H]1[C@@H](C(C(OC1CO)O)O)O)O)O)O.O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@@H]1O[C@H]1OC(CO)[C@H]([C@@H](C1O)O)O)O)O.O
• InChI: InChI=1S/C12H22O11.H2O/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17;/h3-20H,1-2H2;1H2/t3?,4?,5-,6+,7-,8?,9?,10-,11?,12-;/m1./s1
• InChIKey: WSVLPVUVIUVCRA-RHNCRMSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,6R)-2-(hydroxymethyl)-6-{[(3S,4R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol hydrate
• IUPAC Traditional name: (3S,4S,6R)-2-(hydroxymethyl)-6-{[(3S,4R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol hydrate
• Synonyms: 4-O-α-D-Glucopyranosyl-D-glucose Hydrate; 4-O-α-D-Glucopyranosyl-D-glucose Monohydrate; Maltobiose Hydrate; D-(+)-Maltose Monohydrate

Database IDs

• CAS Number: 6363-53-7
• PubChem SID: 164228430
• PubChem CID: 71749893

CALCULATED PROPERTIES

• Acid pKa: 11.2543745
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.703376
• LogD (pH = 7.4): -4.7034354
• 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: White Solid
• Melting Point: 121-124°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M160650

A disaccharide commonly found in foods and commonly utilized in brewing processes.

REFERENCES

• Nowak, B., et al.: J. Food Prot., 69, 2183 (2006)
• Ogata, M., et al.: Biol. Pharm. Bull., 30, 1565 (2006)
• Bouchard, A., et al.: Eur. J. Pharm. Biopharm., 68, 781 (2006)