[(2R,3S,4R,5R,6S)-4-(acetyloxy)-5-acetamido-3-hydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate

• ChemBase ID: 175286
• Molecular Formular: C18H22N2O10
• Molecular Mass: 426.37468
• Monoisotopic Mass: 426.12744491
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)C)OC(=O)C)O
• Canonical SMILES: CC(=O)N[C@@H]1[C@@H](O[C@H]([C@H]([C@@H]1OC(=O)C)O)COC(=O)C)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C18H22N2O10/c1-9(21)19-15-17(28-11(3)23)16(24)14(8-27-10(2)22)30-18(15)29-13-6-4-12(5-7-13)20(25)26/h4-7,14-18,24H,8H2,1-3H3,(H,19,21)/t14-,15-,16-,17-,18-/m1/s1
• InChIKey: JUHIIFBVHGQNAI-DUQPFJRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-4-(acetyloxy)-5-acetamido-3-hydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-4-(acetyloxy)-5-acetamido-3-hydroxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate
• Synonyms: 4-Nitrophenyl 2-(Acetylamino)-2-deoxy-β-D-glucopyranoside 3,6-Diacetate; p-Nitrophenyl 2-Acetamido-2-deoxy-3,6-di-O-acetyl-β-D-glucopyranoside

Database IDs

• CAS Number: 61891-87-0
• PubChem SID: 164231196
• PubChem CID: 71307196

CALCULATED PROPERTIES

• Acid pKa: 11.691576
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.06418826
• LogD (pH = 7.4): -0.064207554
• Log P: -0.06418778
• Molar Refractivity: 96.9123 cm^3
• Polarizability: 38.624462 Å^3
• Polar Surface Area: 166.21 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMF; DMSO
• Apperance: White Solid