N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-6-[(benzyloxy)methyl]-4-(prop-2-en-1-yloxy)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide

• ChemBase ID: 161339
• Molecular Formular: C31H41NO11
• Molecular Mass: 603.65734
• Monoisotopic Mass: 603.26796114
• SMILES: O[C@H]1[C@H]([C@@H](O[C@H]([C@H]1O)O[C@H]1[C@@H]([C@@H]([C@H](O[C@H]1COCc1ccccc1)OCc1ccccc1)NC(=O)C)OCC=C)CO)O
• Canonical SMILES: C=CCO[C@H]1[C@H](O[C@@H]2O[C@@H](CO)[C@@H]([C@@H]([C@@H]2O)O)O)[C@H](COCc2ccccc2)O[C@@H]([C@H]1NC(=O)C)OCc1ccccc1
• InChI: InChI=1S/C31H41NO11/c1-3-14-39-29-24(32-19(2)34)30(40-17-21-12-8-5-9-13-21)42-23(18-38-16-20-10-6-4-7-11-20)28(29)43-31-27(37)26(36)25(35)22(15-33)41-31/h3-13,22-31,33,35-37H,1,14-18H2,2H3,(H,32,34)/t22-,23-,24-,25+,26+,27-,28-,29-,30+,31+/m1/s1
• InChIKey: FCKVPVFZZXCEPV-VRCCGHJXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-6-[(benzyloxy)methyl]-4-(prop-2-en-1-yloxy)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-6-[(benzyloxy)methyl]-4-(prop-2-en-1-yloxy)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• Synonyms: Benzyl 2-(Acetamido)-2-deoxy-6-O-benzyl-3-O-2-propen-1-yl-4-O-[β-D-galactopyranosyl]-α-D-glucopyranoside

Database IDs

• CAS Number: 71207-97-1
• PubChem SID: 162255474
• PubChem CID: 71313737

CALCULATED PROPERTIES

• Acid pKa: 12.014869
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 1.1181651
• LogD (pH = 7.4): 1.1181554
• Log P: 1.1181655
• Molar Refractivity: 152.0795 cm^3
• Polarizability: 61.159687 Å^3
• Polar Surface Area: 165.4 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B211355

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