[(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-[(E)-[(4-methoxyphenyl)methylidene]amino]oxan-2-yl]methyl acetate

• ChemBase ID: 172900
• Molecular Formular: C22H27NO10
• Molecular Mass: 465.45048
• Monoisotopic Mass: 465.16349607
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)OC(=O)C)/N=C/c1ccc(cc1)OC)OC(=O)C)OC(=O)C
• Canonical SMILES: COc1ccc(cc1)/C=N/[C@@H]1[C@H](OC(=O)C)O[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)COC(=O)C
• InChI: InChI=1S/C22H27NO10/c1-12(24)29-11-18-20(30-13(2)25)21(31-14(3)26)19(22(33-18)32-15(4)27)23-10-16-6-8-17(28-5)9-7-16/h6-10,18-22H,11H2,1-5H3/b23-10+/t18-,19-,20-,21-,22-/m1/s1
• InChIKey: BPVDJXUNJWJXMH-QOTAKQIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-[(E)-[(4-methoxyphenyl)methylidene]amino]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-[(E)-[(4-methoxyphenyl)methylidene]amino]oxan-2-yl]methyl acetate
• Synonyms: 2-Deoxy-2-[(p-methoxybenzylidene)amino]-β-D-glucopyranose 1,3,4,6-Τetraacetate; NSC 108113; NSC 42338; 2-(4-Methoxybenzylidene)imino-2-deoxy-1,3,4,6-Tetra-O-acetyl-β-D-glucopyranose

Database IDs

• CAS Number: 7597-81-1
• PubChem SID: 164228810
• PubChem CID: 2825774

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.1148984
• Log P: 1.114954
• Molar Refractivity: 110.3271 cm^3
• Polarizability: 44.42504 Å^3
• Polar Surface Area: 136.02 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true
• Acid pKa: 13.214612
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.1106174

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 181-183°C

Product Information

• Classification: Rare Derivatives of Natural Compounds