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

• ChemBase ID: 160428
• Molecular Formular: C19H23NO10
• Molecular Mass: 425.38662
• Monoisotopic Mass: 425.13219594
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)OC)Oc1ccccc1N)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccccc2N)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C19H23NO10/c1-9(21)26-14-15(27-10(2)22)17(28-11(3)23)19(30-16(14)18(24)25-4)29-13-8-6-5-7-12(13)20/h5-8,14-17,19H,20H2,1-4H3/t14-,15-,16-,17+,19+/m0/s1
• InChIKey: CJFNUELDBAZYIO-YTGMWSOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(2-aminophenoxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(2-aminophenoxy)oxane-2-carboxylate
• Synonyms: 2-Aminophenyl 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester

Database IDs

• PubChem SID: 162254563
• PubChem CID: 71313339

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.34980354
• LogD (pH = 7.4): 0.36207256
• Log P: 0.36223128
• Molar Refractivity: 96.9747 cm^3
• Polarizability: 39.387226 Å^3
• Polar Surface Area: 149.68 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Tan Solid
• Melting Point: 150-153°C