N-[(2R,3R,4R,5S,6R)-2-(butan-2-yloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• ChemBase ID: 194242
• Molecular Formular: C12H23NO6
• Molecular Mass: 277.31412
• Monoisotopic Mass: 277.15253746
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)OC(CC)C)NC(=O)C
• Canonical SMILES: CCC(O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1NC(=O)C)O)O)C
• InChI: InChI=1S/C12H23NO6/c1-4-6(2)18-12-9(13-7(3)15)11(17)10(16)8(5-14)19-12/h6,8-12,14,16-17H,4-5H2,1-3H3,(H,13,15)/t6?,8-,9-,10-,11-,12-/m1/s1
• InChIKey: OULDILXOVFVVGR-LXAJDSMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-2-(butan-2-yloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(sec-butoxy)oxan-3-yl]acetamide

Database IDs

• PubChem SID: 164250152
• PubChem CID: 5293137

CALCULATED PROPERTIES

• Acid pKa: 12.428163
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.2815428
• LogD (pH = 7.4): -1.2815464
• Log P: -1.2815425
• Molar Refractivity: 65.4673 cm^3
• Polarizability: 26.7126 Å^3
• Polar Surface Area: 108.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds