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

• ChemBase ID: 169545
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: [C@H]1([C@@H](C([C@H](OC1CO)O[C@H]1[C@H](C(OC(C1O)O)CO)O)O)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@H]1O)O[C@H]1OC(CO)[C@@H]([C@@H](C1O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(15)7(17)8(18)12(22-3)23-10-6(16)4(2-14)21-11(20)9(10)19/h3-20H,1-2H2/t3?,4?,5-,6-,7-,8?,9?,10-,11?,12+/m0/s1
• InChIKey: QIGJYVCQYDKYDW-IBVLQLSBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,6R)-2-(hydroxymethyl)-6-{[(4S,5S)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxane-3,4,5-triol
• IUPAC Traditional name: (3R,4S,6R)-2-(hydroxymethyl)-6-{[(4S,5S)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxane-3,4,5-triol
• Synonyms: Gal1-α-3Gal; 3-α-Galactobiose; 3-O-(α-D-Galactopyranosyl)-D-galactose

Database IDs

• CAS Number: 13168-24-6
• PubChem SID: 162263677
• PubChem CID: 71317027

CALCULATED PROPERTIES

• Acid pKa: 11.253927
• 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: Hot Ethanol; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 157-162°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

REFERENCES

• Abramenko, I.V., et al.: Tsitologiya, 35 (5)
• 91 (5)
• Kelly, R.F., et al.: Mol. Microbiol., 10 (5)
• 615 (5)
• Stortz, C.A., et al.: J. Carbohydr. Chem., 13 (5)
• 235 (5)
• Neethling, F.A., et al.: Transplantation, 57 (5)
• 959 (1994)