[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3S,4R,5R,6S)-6-(benzyloxy)-2-[(benzyloxy)methyl]-5-acetamido-4-(prop-2-en-1-yloxy)oxan-3-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 161340
• Molecular Formular: C39H49NO15
• Molecular Mass: 771.80406
• Monoisotopic Mass: 771.31021987
• 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)OCC=C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: C=CCO[C@H]1[C@H](O[C@@H]2O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C)[C@H](COCc2ccccc2)O[C@@H]([C@H]1NC(=O)C)OCc1ccccc1
• InChI: InChI=1S/C39H49NO15/c1-7-18-47-35-32(40-23(2)41)38(49-20-29-16-12-9-13-17-29)53-30(21-46-19-28-14-10-8-11-15-28)33(35)55-39-37(52-27(6)45)36(51-26(5)44)34(50-25(4)43)31(54-39)22-48-24(3)42/h7-17,30-39H,1,18-22H2,2-6H3,(H,40,41)/t30-,31-,32-,33-,34+,35-,36+,37-,38+,39+/m1/s1
• InChIKey: VIFTZZJMKVTVOI-LRRZQWRDSA-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-(prop-2-en-1-yloxy)oxan-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-(prop-2-en-1-yloxy)oxan-3-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: Benzyl 2-(Acetamido)-2-deoxy-6-O-benzyl-3-O-2-propen-1-yl-4-O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-α-D-glucopyranoside

Database IDs

• PubChem SID: 162255475
• PubChem CID: 54393382

CALCULATED PROPERTIES

• Acid pKa: 12.285321
• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): 2.8826668
• LogD (pH = 7.4): 2.882662
• Log P: 2.882667
• Molar Refractivity: 188.6855 cm^3
• Polarizability: 76.56876 Å^3
• Polar Surface Area: 189.68 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B211360

Intermediate in the synthesis of Lewis X Trisaccharide, 4-Methylumbelliferyl Glycoside (L395600).