[(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{3,5-dihydroxy-4-[3-(4-nitrophenyl)propanoyl]phenoxy}oxan-2-yl]methyl acetate

• ChemBase ID: 178211
• Molecular Formular: C29H31NO15
• Molecular Mass: 633.55414
• Monoisotopic Mass: 633.1693693
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)Oc1cc(c(c(c1)O)C(=O)CCc1ccc(cc1)[N+](=O)[O-])O)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](Oc2cc(O)c(c(c2)O)C(=O)CCc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C29H31NO15/c1-14(31)40-13-24-26(41-15(2)32)27(42-16(3)33)28(43-17(4)34)29(45-24)44-20-11-22(36)25(23(37)12-20)21(35)10-7-18-5-8-19(9-6-18)30(38)39/h5-6,8-9,11-12,24,26-29,36-37H,7,10,13H2,1-4H3/t24-,26-,27+,28-,29-/m1/s1
• InChIKey: SGHSVHIGFLBYAX-KRZJEZTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{3,5-dihydroxy-4-[3-(4-nitrophenyl)propanoyl]phenoxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{3,5-dihydroxy-4-[3-(4-nitrophenyl)propanoyl]phenoxy}oxan-2-yl]methyl acetate
• Synonyms: 1-[2,6-Dihydroxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]phenyl]-3-(4-nitrophenyl)-1-propanone; 4'-O-(β-D-2'',3'',4'',6''-Tetraacetyl-glucopyranosyl)-4-nitrophloretin

Database IDs

• CAS Number: 82628-87-3
• PubChem SID: 164234121
• PubChem CID: 71752390

CALCULATED PROPERTIES

• Acid pKa: 9.832949
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): 3.6355035
• LogD (pH = 7.4): 3.6339364
• Log P: 3.6355236
• Molar Refractivity: 147.8015 cm^3
• Polarizability: 58.45237 Å^3
• Polar Surface Area: 227.01 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid
• Melting Point: 183-185°C