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

• ChemBase ID: 159670
• Molecular Formular: C25H31NO6
• Molecular Mass: 441.51674
• Monoisotopic Mass: 441.21513772
• SMILES: O1[C@H]([C@H]([C@H]([C@@H]([C@@H]1COCc1ccccc1)O)OCc1ccccc1)NC(=O)C)OCC=C
• Canonical SMILES: C=CCO[C@@H]1O[C@@H](COCc2ccccc2)[C@H]([C@@H]([C@@H]1NC(=O)C)OCc1ccccc1)O
• InChI: InChI=1S/C25H31NO6/c1-3-14-30-25-22(26-18(2)27)24(31-16-20-12-8-5-9-13-20)23(28)21(32-25)17-29-15-19-10-6-4-7-11-19/h3-13,21-25,28H,1,14-17H2,2H3,(H,26,27)/t21-,22-,23-,24-,25-/m1/s1
• InChIKey: CCGROPIGBZKSGI-FXEFVXDJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 65730-02-1
• PubChem SID: 162253805
• PubChem CID: 11797418

CALCULATED PROPERTIES

• Acid pKa: 12.4837265
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.889001
• LogD (pH = 7.4): 2.8889978
• Log P: 2.8890011
• Molar Refractivity: 119.6662 cm^3
• Polarizability: 47.48921 Å^3
• Polar Surface Area: 86.25 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid