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

• ChemBase ID: 161336
• Molecular Formular: C36H45NO15
• Molecular Mass: 731.7402
• Monoisotopic Mass: 731.27891975
• 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]1COCc1ccccc1)OCc1ccccc1)NC(=O)C)O)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](O[C@@H]2[C@H](COCc3ccccc3)O[C@@H]([C@H]([C@H]2O)NC(=O)C)OCc2ccccc2)[C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H45NO15/c1-20(38)37-29-30(43)31(27(18-44-16-25-12-8-6-9-13-25)50-35(29)46-17-26-14-10-7-11-15-26)52-36-34(49-24(5)42)33(48-23(4)41)32(47-22(3)40)28(51-36)19-45-21(2)39/h6-15,27-36,43H,16-19H2,1-5H3,(H,37,38)/t27-,28-,29-,30-,31-,32+,33+,34-,35+,36+/m1/s1
• InChIKey: VGBWYAPUIAFWOX-UMDPMRKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3S,4R,5R,6S)-6-(benzyloxy)-2-[(benzyloxy)methyl]-5-acetamido-4-hydroxyoxan-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,6S)-6-(benzyloxy)-2-[(benzyloxy)methyl]-5-acetamido-4-hydroxyoxan-3-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: Benzyl 2-Acetamido-6-O-benzyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-deoxy-α-D-glucopyranoside

Database IDs

• CAS Number: 71208-01-0
• PubChem SID: 162255471
• PubChem CID: 54390165

CALCULATED PROPERTIES

• Acid pKa: 12.18083
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): 1.5082905
• LogD (pH = 7.4): 1.5082844
• Log P: 1.5082908
• Molar Refractivity: 174.7716 cm^3
• Polarizability: 71.26833 Å^3
• Polar Surface Area: 200.68 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 132-134°C

REFERENCES

• Chandrasekaran, E., et al.: J. Biol. Chem., 267, 23806 (1992)