(2R,3S,4S,6S)-4-acetamido-2-(hydroxymethyl)-6-methoxyoxan-3-yl benzoate

• ChemBase ID: 173198
• Molecular Formular: C16H21NO6
• Molecular Mass: 323.34104
• Monoisotopic Mass: 323.1368874
• SMILES: [C@@H]1([C@H](C[C@H](O[C@H]1CO)OC)NC(=O)C)OC(=O)c1ccccc1
• Canonical SMILES: OC[C@@H]1O[C@H](OC)C[C@@H]([C@@H]1OC(=O)c1ccccc1)NC(=O)C
• InChI: InChI=1S/C16H21NO6/c1-10(19)17-12-8-14(21-2)22-13(9-18)15(12)23-16(20)11-6-4-3-5-7-11/h3-7,12-15,18H,8-9H2,1-2H3,(H,17,19)/t12-,13+,14-,15-/m0/s1
• InChIKey: MXBHVTZBVDMMDC-XGUBFFRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,6S)-4-acetamido-2-(hydroxymethyl)-6-methoxyoxan-3-yl benzoate
• IUPAC Traditional name: (2R,3S,4S,6S)-4-acetamido-2-(hydroxymethyl)-6-methoxyoxan-3-yl benzoate
• Synonyms: Methyl 3-(Acetylamino)-6-hydroxy-2,3-dideoxy-α-D-ribo-hexopyranoside 4-Benzoate; Methyl 3-Acetylamino-4-O-benzoyl-6-hydroxy-2,3-dideoxy-α-D-ribo-hexopyranoside

Database IDs

• PubChem SID: 164229108
• PubChem CID: 71750156

CALCULATED PROPERTIES

• Acid pKa: 14.4706
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.81848925
• LogD (pH = 7.4): 0.81848997
• Log P: 0.81849
• Molar Refractivity: 80.0872 cm^3
• Polarizability: 32.05281 Å^3
• Polar Surface Area: 94.09 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol