methyl 2-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate

• ChemBase ID: 224326
• Molecular Formular: C16H21NO8
• Molecular Mass: 355.33984
• Monoisotopic Mass: 355.12671664
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1c(C(=O)OC)cccc1)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccccc2C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C16H21NO8/c1-8(19)17-12-14(21)13(20)11(7-18)25-16(12)24-10-6-4-3-5-9(10)15(22)23-2/h3-6,11-14,16,18,20-21H,7H2,1-2H3,(H,17,19)/t11-,12-,13-,14-,16-/m1/s1
• InChIKey: OCTAXAHVUYMHBW-UTGUJQJDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate
• IUPAC Traditional name: methyl 2-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate

Database IDs

• PubChem SID: 164280236
• PubChem CID: 11889849

CALCULATED PROPERTIES

• Acid pKa: 11.967018
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.8829462
• LogD (pH = 7.4): -0.88295645
• Log P: -0.88294584
• Molar Refractivity: 83.3099 cm^3
• Polarizability: 33.392605 Å^3
• Polar Surface Area: 134.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds