N-[(2R,4aR,6S,7R,8R,8aS)-6-(benzyloxy)-2-phenyl-8-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide

• ChemBase ID: 161328
• Molecular Formular: C25H29NO6
• Molecular Mass: 439.50086
• Monoisotopic Mass: 439.19948765
• SMILES: [C@H]12[C@@H]([C@@H]([C@H](O[C@@H]1CO[C@H](O2)c1ccccc1)OCc1ccccc1)NC(=O)C)OCC=C
• Canonical SMILES: C=CCO[C@H]1[C@@H]2O[C@@H](OC[C@H]2O[C@@H]([C@H]1NC(=O)C)OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C25H29NO6/c1-3-14-28-23-21(26-17(2)27)25(29-15-18-10-6-4-7-11-18)31-20-16-30-24(32-22(20)23)19-12-8-5-9-13-19/h3-13,20-25H,1,14-16H2,2H3,(H,26,27)/t20-,21-,22-,23-,24-,25+/m1/s1
• InChIKey: WZVLJDUAASSUFR-CRNSPECLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,4aR,6S,7R,8R,8aS)-6-(benzyloxy)-2-phenyl-8-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC Traditional name: N-[(2R,4aR,6S,7R,8R,8aS)-6-(benzyloxy)-2-phenyl-8-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• Synonyms: 2-(Acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-3-O-2-propen-1-yl-α-D-glucopyranoside Phenylmethyl; Benzyl 2-Acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Database IDs

• CAS Number: 60920-72-1
• PubChem SID: 162255463
• PubChem CID: 71313731

CALCULATED PROPERTIES

• Acid pKa: 12.608695
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.6864805
• LogD (pH = 7.4): 3.6864784
• Log P: 3.6864808
• Molar Refractivity: 117.186 cm^3
• Polarizability: 46.832355 Å^3
• Polar Surface Area: 75.25 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 251-253°C