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

• ChemBase ID: 193874
• Molecular Formular: C14H18N2O8
• Molecular Mass: 342.30132
• Monoisotopic Mass: 342.10631555
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1cc([N+](=O)[O-])ccc1)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cccc(c2)[N+](=O)[O-])[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-3-8(5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14-/m1/s1
• InChIKey: GUGICLFTTIFEPS-DHGKCCLASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164249784
• PubChem CID: 11874629

CALCULATED PROPERTIES

• Acid pKa: 11.632658
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.9464391
• LogD (pH = 7.4): -0.94646126
• Log P: -0.9464386
• Molar Refractivity: 78.6093 cm^3
• Polarizability: 30.911118 Å^3
• Polar Surface Area: 154.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds