(2R,3S,4S,5R,6S)-3,5-bis(acetyloxy)-2-(hydroxymethyl)-6-(2-nitrophenoxy)oxan-4-yl acetate

• ChemBase ID: 175390
• Molecular Formular: C18H21NO11
• Molecular Mass: 427.35944
• Monoisotopic Mass: 427.1114605
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)Oc1c(cccc1)[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: OC[C@@H]1O[C@@H](Oc2ccccc2[N+](=O)[O-])[C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C18H21NO11/c1-9(21)26-15-14(8-20)30-18(17(28-11(3)23)16(15)27-10(2)22)29-13-7-5-4-6-12(13)19(24)25/h4-7,14-18,20H,8H2,1-3H3/t14-,15+,16+,17-,18-/m1/s1
• InChIKey: NXFUGQMYDWVNCD-DISONHOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-3,5-bis(acetyloxy)-2-(hydroxymethyl)-6-(2-nitrophenoxy)oxan-4-yl acetate
• IUPAC Traditional name: (2R,3S,4S,5R,6S)-3,5-bis(acetyloxy)-2-(hydroxymethyl)-6-(2-nitrophenoxy)oxan-4-yl acetate
• Synonyms: o-Nitrophenyl 2,3,4-Tri-O-acetyl-β-D-galactopyranoside

Database IDs

• PubChem SID: 164231300
• PubChem CID: 71307118

CALCULATED PROPERTIES

• Acid pKa: 14.5815525
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 0.66497284
• LogD (pH = 7.4): 0.6649728
• Log P: 0.66497284
• Molar Refractivity: 94.9625 cm^3
• Polarizability: 38.223473 Å^3
• Polar Surface Area: 163.41 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMF; DMSO; Ethyl Acetate; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 116-118°C