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

• ChemBase ID: 175394
• 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)Oc1ccc(cc1)[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc(cc2)[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)31-13-7-5-12(6-8-13)20(25)26/h5-8,14-17,19H,1-4H3/t14-,15-,16-,17+,19+/m0/s1
• InChIKey: UPRXFWNZWWKSQU-YTGMWSOZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 18472-49-6
• PubChem SID: 164231304
• PubChem CID: 24897887

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: 40.266865 Å^3
• Polar Surface Area: 169.48 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Off-White Powder
• Melting Point: 142-143°C