N-[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2-(prop-2-en-1-yloxy)oxan-3-yl]acetamide

• ChemBase ID: 159669
• Molecular Formular: C18H25NO6
• Molecular Mass: 351.3942
• Monoisotopic Mass: 351.16818753
• SMILES: O1[C@H]([C@H]([C@H]([C@@H]([C@@H]1CO)O)OCc1ccccc1)NC(=O)C)OCC=C
• Canonical SMILES: C=CCO[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1NC(=O)C)OCc1ccccc1)O
• InChI: InChI=1S/C18H25NO6/c1-3-9-23-18-15(19-12(2)21)17(16(22)14(10-20)25-18)24-11-13-7-5-4-6-8-13/h3-8,14-18,20,22H,1,9-11H2,2H3,(H,19,21)/t14-,15-,16-,17-,18-/m1/s1
• InChIKey: RRZBCUVUJQCHIM-DUQPFJRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2-(prop-2-en-1-yloxy)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S,6R)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2-(prop-2-en-1-yloxy)oxan-3-yl]acetamide
• Synonyms: 2-Propenyl 2-(Acetylamino)-2-deoxy-3-O-(phenylmethyl)-β-D-glucopyranoside; 2-Propenyl 2-(Acetylamino)-2-deoxy-3-O-benzyl-β-D-glucopyranoside; Allyl 2-(Acetylamino)-2-deoxy-3-O-benzyl-β-D-glucopyranoside

Database IDs

• CAS Number: 65730-00-9
• PubChem SID: 162253804
• PubChem CID: 14752166

CALCULATED PROPERTIES

• Acid pKa: 12.493381
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.5214013
• LogD (pH = 7.4): 0.5213983
• Log P: 0.5214015
• Molar Refractivity: 90.3024 cm^3
• Polarizability: 36.02869 Å^3
• Polar Surface Area: 97.25 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid