[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3S,4R,5R)-4,6-bis(acetyloxy)-2-[(acetyloxy)methyl]-5-acetamidooxan-3-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 159340
• Molecular Formular: C28H39NO18
• Molecular Mass: 677.60516
• Monoisotopic Mass: 677.21671341
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)O[C@H]1[C@@H]([C@@H](C(O[C@H]1COC(=O)C)OC(=O)C)NC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1OC(OC(=O)C)[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C28H39NO18/c1-11(30)29-21-24(41-15(5)34)22(19(9-38-12(2)31)45-27(21)44-18(8)37)47-28-26(43-17(7)36)25(42-16(6)35)23(40-14(4)33)20(46-28)10-39-13(3)32/h19-28H,9-10H2,1-8H3,(H,29,30)/t19-,20-,21-,22-,23+,24-,25+,26-,27?,28+/m1/s1
• InChIKey: XKTWMUHXXMTTHP-FYFQELNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3S,4R,5R)-4,6-bis(acetyloxy)-2-[(acetyloxy)methyl]-5-acetamidooxan-3-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3S,4R,5R)-4,6-bis(acetyloxy)-2-[(acetyloxy)methyl]-5-acetamidooxan-3-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: 2-(Αcetylamino)-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranose 1,3,6-Triacetate; N-Acetyllactosamine Heptaacetate

Database IDs

• CAS Number: 73208-61-4
• PubChem SID: 162253475
• PubChem CID: 11787249

CALCULATED PROPERTIES

• Acid pKa: 11.9854965
• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): -1.9035325
• LogD (pH = 7.4): -1.9035422
• Log P: -1.9035321
• Molar Refractivity: 143.4985 cm^3
• Polarizability: 60.19292 Å^3
• Polar Surface Area: 240.89 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Beige Solid
• Melting Point: 213-217°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A185000

Intermediate in the preparation of glycoclusters

REFERENCES

• Gao, Y., et al.: Bioorg. Med. Chem., 13, 6151 (2005)