(2R,3R,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)-3,5-bis[(4-oxopentanoyl)oxy]oxan-4-yl 4-oxopentanoate

• ChemBase ID: 175404
• Molecular Formular: C27H33NO14
• Molecular Mass: 595.54922
• Monoisotopic Mass: 595.19010474
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)Oc1ccc(cc1)[N+](=O)[O-])OC(=O)CCC(=O)C)OC(=O)CCC(=O)C)OC(=O)CCC(=O)C
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@@H]1OC(=O)CCC(=O)C)OC(=O)CCC(=O)C)OC(=O)CCC(=O)C
• InChI: InChI=1S/C27H33NO14/c1-15(30)4-11-21(33)40-24-20(14-29)39-27(38-19-9-7-18(8-10-19)28(36)37)26(42-23(35)13-6-17(3)32)25(24)41-22(34)12-5-16(2)31/h7-10,20,24-27,29H,4-6,11-14H2,1-3H3/t20-,24-,25+,26+,27+/m1/s1
• InChIKey: JULVKQQWDHHEIE-GZCVLSHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)-3,5-bis[(4-oxopentanoyl)oxy]oxan-4-yl 4-oxopentanoate
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)-3,5-bis[(4-oxopentanoyl)oxy]oxan-4-yl 4-oxopentanoate
• Synonyms: 4-Nitrophenyl 2,3,4-Tri-O-levulinoyl-α-D-mannopyranoside

Database IDs

• PubChem SID: 164231314
• PubChem CID: 71307181

CALCULATED PROPERTIES

• Acid pKa: 14.580019
• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): 1.1284376
• LogD (pH = 7.4): 1.1284376
• Log P: 1.1284376
• Molar Refractivity: 138.2957 cm^3
• Polarizability: 55.03353 Å^3
• Polar Surface Area: 214.62 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Oil