methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(2-nitrophenoxy)oxane-2-carboxylate

• ChemBase ID: 175393
• Molecular Formular: C19H21NO12
• Molecular Mass: 455.36954
• Monoisotopic Mass: 455.10637512
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)OC)Oc1ccccc1[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[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/C19H21NO12/c1-9(21)28-14-15(29-10(2)22)17(30-11(3)23)19(32-16(14)18(24)27-4)31-13-8-6-5-7-12(13)20(25)26/h5-8,14-17,19H,1-4H3/t14-,15-,16-,17+,19+/m0/s1
• InChIKey: CTOASCJVNQFYNH-YTGMWSOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(2-nitrophenoxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(2-nitrophenoxy)oxane-2-carboxylate
• Synonyms: 2-Nitrophenyl β-D-glucopyranosiduronic Acid Methyl Ester 2,3,4-Triacetate; 2-Nitrophenyl 2,3,4-Tri-O-acetyl-β-D-glucuronide, Methyl Ester

Database IDs

• CAS Number: 55274-44-7
• PubChem SID: 164231303
• PubChem CID: 71307119

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 1.1311414
• LogD (pH = 7.4): 1.1311414
• Log P: 1.1311414
• Molar Refractivity: 99.599 cm^3
• Polarizability: 40.27013 Å^3
• Polar Surface Area: 169.48 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol