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

• ChemBase ID: 169485
• Molecular Formular: C12H22O10
• Molecular Mass: 326.29708
• Monoisotopic Mass: 326.1212969
• SMILES: [C@H]1([C@@H](C(C(OC1CO)O)O)O[C@H]1C([C@@H]([C@@H](C(O1)C)O)O)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@H]1O)O[C@@H]1OC(C)[C@H]([C@H](C1O)O)O)O
• InChI: InChI=1S/C12H22O10/c1-3-5(14)7(16)8(17)12(20-3)22-10-6(15)4(2-13)21-11(19)9(10)18/h3-19H,2H2,1H3/t3?,4?,5-,6+,7+,8?,9?,10+,11?,12+/m1/s1
• InChIKey: HLLZGYFHHYGOLN-QAEQPVNISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-(hydroxymethyl)-4-{[(2S,4S,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxane-2,3,5-triol
• IUPAC Traditional name: (4S,5S)-6-(hydroxymethyl)-4-{[(2S,4S,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxane-2,3,5-triol
• Synonyms: 3-O-(6-Deoxy-α-L-galactopyranosyl)-β-D-galactopyranose; 3-O-(α-L-Fucopyranosyl)-D-galactose

Database IDs

• CAS Number: 120375-11-3
• PubChem SID: 162263617
• PubChem CID: 46781666

CALCULATED PROPERTIES

• Acid pKa: 11.255431
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -3.6564658
• LogD (pH = 7.4): -3.6565254
• Log P: -3.6564648
• Molar Refractivity: 66.793 cm^3
• Polarizability: 28.251106 Å^3
• Polar Surface Area: 169.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Powder

DETAILS

Toronto Research Chemicals - F823510

3-O-(α-L-Fucopyranosyl)-D-galactose is a substituted oligosaccharide as substrates and inhibitors for glycosyltransferases and glycosidases and their enzymic synthesis.

REFERENCES

• Diakun, K.R., et al.: J. Immunol., 142, 2037 (1989)