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

• ChemBase ID: 161327
• Molecular Formular: C25H31NO6
• Molecular Mass: 441.51674
• Monoisotopic Mass: 441.21513772
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COCc1ccccc1)OCc1ccccc1)NC(=O)C)OCC=C)O
• Canonical SMILES: C=CCO[C@H]1[C@H](O)[C@H](COCc2ccccc2)O[C@@H]([C@H]1NC(=O)C)OCc1ccccc1
• InChI: InChI=1S/C25H31NO6/c1-3-14-30-24-22(26-18(2)27)25(31-16-20-12-8-5-9-13-20)32-21(23(24)28)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: PVXYTEIQFPXSSW-JYSSUKAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxy-4-(prop-2-en-1-yloxy)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxy-4-(prop-2-en-1-yloxy)oxan-3-yl]acetamide
• Synonyms: 2-(Acetylamino)-2-deoxy-6-O-(phenylmethyl)-3-O-2-propen-1-yl-α-D-glucopyranoside Phenylmethyl; Benzyl 2-Acetamido-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Database IDs

• CAS Number: 60920-82-3
• PubChem SID: 162255462
• PubChem CID: 11102266

CALCULATED PROPERTIES

• Acid pKa: 12.483674
• 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: 47.489193 Å^3
• Polar Surface Area: 86.25 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 148-149°C