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

• ChemBase ID: 159672
• Molecular Formular: C18H23NO6
• Molecular Mass: 349.37832
• Monoisotopic Mass: 349.15253746
• SMILES: O1[C@H]([C@H]([C@H]([C@H]2[C@H]1COC(O2)c1ccccc1)O)NC(=O)C)OCC=C
• Canonical SMILES: C=CCO[C@@H]1O[C@@H]2COC(O[C@H]2[C@@H]([C@@H]1NC(=O)C)O)c1ccccc1
• InChI: InChI=1S/C18H23NO6/c1-3-9-22-18-14(19-11(2)20)15(21)16-13(24-18)10-23-17(25-16)12-7-5-4-6-8-12/h3-8,13-18,21H,1,9-10H2,2H3,(H,19,20)/t13-,14-,15-,16-,17?,18-/m1/s1
• InChIKey: RZNDVHTWHYQMRO-DBISQMLMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4aR,6R,7R,8R,8aS)-8-hydroxy-2-phenyl-6-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC Traditional name: N-[(4aR,6R,7R,8R,8aS)-8-hydroxy-2-phenyl-6-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• Synonyms: 2-Propenyl 2-(Acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-β-D-glucopyranoside; Allyl 2-(Acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-β-D-glucopyranoside

Database IDs

• CAS Number: 65947-37-7
• PubChem SID: 162253807
• PubChem CID: 11783040

CALCULATED PROPERTIES

• Acid pKa: 12.448598
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.3188809
• LogD (pH = 7.4): 1.3188777
• Log P: 1.3188812
• Molar Refractivity: 87.8222 cm^3
• Polarizability: 35.378384 Å^3
• Polar Surface Area: 86.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Tan Powder