[(2R,3S,4S,5R)-3,4,5,6-tetrakis(acetyloxy)oxan-2-yl]methyl acetate

• ChemBase ID: 104001
• Molecular Formular: C16H22O11
• Molecular Mass: 390.33928
• Monoisotopic Mass: 390.11621152
• SMILES: O=C(OC1O[C@@H]([C@H](OC(=O)C)[C@H](OC(=O)C)[C@H]1OC(=O)C)COC(=O)C)C
• Canonical SMILES: CC(=O)OC[C@H]1OC(OC(=O)C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13+,14+,15-,16?/m1/s1
• InChIKey: LPTITAGPBXDDGR-RRMRAIHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R)-3,4,5,6-tetrakis(acetyloxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R)-3,4,5,6-tetrakis(acetyloxy)oxan-2-yl]methyl acetate
• Synonyms: 1,2,3,4,6-Pentaacetate D-Galactopyranose; D-Galactopyranose Pentaacetate; 1,2,3,4,6-Penta-O-acetyl-D-galactopyranose; D-Galactose Pentaacetate; α,β-D-GALACTOSE PENTAACETATE

Database IDs

• CAS Number: 25878-60-8
• PubChem SID: 162090992
• PubChem CID: 2729838

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.72691214
• LogD (pH = 7.4): -0.72691214
• Log P: -0.72691214
• Molar Refractivity: 81.6809 cm^3
• Polarizability: 34.419 Å^3
• Polar Surface Area: 140.73 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid

Safety Information

• Storage Condition: Room Temperature (15-30°C)

DETAILS

Toronto Research Chemicals - G155700

Used for production of fucosylated carbohydrates by enzymic fucosylation synthesis of sugar nucleotides.

REFERENCES

• Muramatsu, et al.: Eur. J. Biochem., 157, 71 (1986)
• Phillips, et al.: Science, 250, 1130 (1986)
• Foster, et al.: J. Biol. Chem., 266, 3526 (1986)