[(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(4-acetylphenoxy)oxan-2-yl]methyl acetate

• ChemBase ID: 159409
• Molecular Formular: C22H26O11
• Molecular Mass: 466.43524
• Monoisotopic Mass: 466.14751165
• SMILES: O1[C@@H](Oc2ccc(cc2)C(=O)C)[C@H]([C@H]([C@@H]([C@@H]1COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](Oc2ccc(cc2)C(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C22H26O11/c1-11(23)16-6-8-17(9-7-16)32-22-21(31-15(5)27)20(30-14(4)26)19(29-13(3)25)18(33-22)10-28-12(2)24/h6-9,18-22H,10H2,1-5H3/t18-,19-,20+,21-,22-/m1/s1
• InChIKey: DWFUJLNDNATWOD-QMCAAQAGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(4-acetylphenoxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(4-acetylphenoxy)oxan-2-yl]methyl acetate
• Synonyms: 1-[4-[(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)oxy]phenyl]ethanone; Picein Tetraacetate; Piceoside Tetraacetate; 4-Acetylphenyl 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranoside

Database IDs

• CAS Number: 25876-45-3
• PubChem SID: 162253544
• PubChem CID: 10950712

CALCULATED PROPERTIES

• Acid pKa: 16.2406
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 0.72376156
• LogD (pH = 7.4): 0.72376156
• Log P: 0.72376156
• Molar Refractivity: 107.1921 cm^3
• Polarizability: 43.803795 Å^3
• Polar Surface Area: 140.73 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid

Product Information

• Classification: Derivatives & analogs of Natural Compounds