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

• ChemBase ID: 169484
• Molecular Formular: C12H22O10
• Molecular Mass: 326.29708
• Monoisotopic Mass: 326.1212969
• SMILES: [C@H]1([C@@H](C(C(OC1CO)O)O[C@H]1C([C@@H]([C@@H](C(O1)C)O)O)O)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@H]1O)O)O[C@@H]1OC(C)[C@H]([C@H](C1O)O)O
• InChI: InChI=1S/C12H22O10/c1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19/h3-19H,2H2,1H3/t3?,4?,5-,6+,7+,8+,9?,10?,11?,12+/m1/s1
• InChIKey: VSRVRBXGIRFARR-IFBIAYTPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5R)-6-(hydroxymethyl)-3-{[(2S,4S,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxane-2,4,5-triol
• IUPAC Traditional name: (4S,5R)-6-(hydroxymethyl)-3-{[(2S,4S,5S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxane-2,4,5-triol
• Synonyms: 2-O-(6-Deoxy-α-L-galactopyranosyl)-D-galactose; Blood Group H Disaccharide; Fuc1-α-2Gal; 2-O-α-L-Fucopyranosyl-D-galactose

Database IDs

• CAS Number: 24656-24-4
• PubChem SID: 162263616
• PubChem CID: 71316999

CALCULATED PROPERTIES

• Acid pKa: 11.269029
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -3.6564655
• LogD (pH = 7.4): -3.6565235
• 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
• Apperance: White Foam

DETAILS

Toronto Research Chemicals - F823500

A new type of β-propeller architecture formed by oligomerization and interacting with fucoside, fucosyllactose, and plant xyloglucan.

REFERENCES

• Feizi, T., et al.: Nature, 314, 53 (1985)
• Otter, A., et al.: Eur. J. Biochem., 259, 295 (1985)
• Fujihashi, M., et al.: Biochemistry, 42, 11093 (1985)