[(2R,3S,4R,5R,6R)-3,4-bis(acetyloxy)-5-acetamido-6-(prop-2-en-1-yloxy)oxan-2-yl]methyl acetate

• ChemBase ID: 159673
• Molecular Formular: C17H25NO9
• Molecular Mass: 387.3817
• Monoisotopic Mass: 387.15293139
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)OCC=C)NC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: C=CCO[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C17H25NO9/c1-6-7-23-17-14(18-9(2)19)16(26-12(5)22)15(25-11(4)21)13(27-17)8-24-10(3)20/h6,13-17H,1,7-8H2,2-5H3,(H,18,19)/t13-,14-,15-,16-,17-/m1/s1
• InChIKey: PRSVMSRDBOXABR-WRQOLXDDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6R)-3,4-bis(acetyloxy)-5-acetamido-6-(prop-2-en-1-yloxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6R)-3,4-bis(acetyloxy)-5-acetamido-6-(prop-2-en-1-yloxy)oxan-2-yl]methyl acetate
• Synonyms: 2-Propenyl 2-(Acetylamino)-2-deoxy-β-D-glucopyranoside 3,4,6-Triacetate; Allyl 2-Acetamido-2-deoxy-β-D-glucopyranoside 3,4,6-Triacetate; Allyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Database IDs

• CAS Number: 28738-44-5
• PubChem SID: 162253808
• PubChem CID: 10872768

CALCULATED PROPERTIES

• Acid pKa: 12.320357
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.52282214
• LogD (pH = 7.4): -0.5228265
• Log P: -0.52282184
• Molar Refractivity: 88.3931 cm^3
• Polarizability: 36.214188 Å^3
• Polar Surface Area: 126.46 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: MethanolMethanol
• Apperance: White SolidOff-White Solid
• Melting Point: 151-157°C (dec.)

Safety Information

• Storage Condition: Refrigerator