methyl 9-{[(2R,3R,4R,5S,6R)-6-[(acetyloxy)methyl]-4-(benzyloxy)-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-2-yl]oxy}nonanoate

• ChemBase ID: 172828
• Molecular Formular: C41H60N2O17
• Molecular Mass: 852.9183
• Monoisotopic Mass: 852.38919847
• 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@@H](O[C@H]1COC(=O)C)OCCCCCCCCC(=O)OC)NC(=O)C)OCc1ccccc1)NC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)CCCCCCCCO[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1NC(=O)C)OCc1ccccc1)O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H60N2O17/c1-24(44)42-34-38(55-21-30-17-13-12-14-18-30)36(31(22-53-26(3)46)58-40(34)52-20-16-11-9-8-10-15-19-33(50)51-7)60-41-35(43-25(2)45)39(57-29(6)49)37(56-28(5)48)32(59-41)23-54-27(4)47/h12-14,17-18,31-32,34-41H,8-11,15-16,19-23H2,1-7H3,(H,42,44)(H,43,45)/t31-,32-,34-,35-,36-,37-,38-,39-,40-,41+/m1/s1
• InChIKey: OAHDMLCEVFIVIW-TXGDWEONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 9-{[(2R,3R,4R,5S,6R)-6-[(acetyloxy)methyl]-4-(benzyloxy)-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-2-yl]oxy}nonanoate
• IUPAC Traditional name: methyl 9-{[(2R,3R,4R,5S,6R)-6-[(acetyloxy)methyl]-4-(benzyloxy)-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-2-yl]oxy}nonanoate
• Synonyms: 8-Methoxycarbonyloctyl-3-O-benzyl-3’,4’,6’,6-tetra-O-acetyl-N,N’-diacetyl-β-chitobioside; 8-Methoxycarbonyloctyl-2-deoxy-2-acetamido-3-O-benzyl-4-O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'acetamido-β-D-glucopyranosyl)-β-D-glucopyranoside

Database IDs

• PubChem SID: 164228738
• PubChem CID: 71750035

CALCULATED PROPERTIES

• Acid pKa: 11.976594
• H Acceptors: 12
• H Donor: 2
• LogD (pH = 5.5): 1.8681766
• LogD (pH = 7.4): 1.8681669
• Log P: 1.8681772
• Molar Refractivity: 204.5734 cm^3
• Polarizability: 83.36133 Å^3
• Polar Surface Area: 235.85 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Off White Solid
• Melting Point: 195 - 197°C

DETAILS

Toronto Research Chemicals - M261560

A synthetic antigen which may be linked to proteins.

REFERENCES

• Lee, H-H, et al.: Can. J. Chem., 64, 1912 (1986)