[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(1R,2S,3R,4S,5R)-3,4-dihydroxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 160693
• Molecular Formular: C20H28O14
• Molecular Mass: 492.42792
• Monoisotopic Mass: 492.14790558
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COC(=O)C)O[C@H]1[C@@H]([C@@H]([C@H]2O[C@@H]1CO2)O)O)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@H](O[C@@H]2[C@H]3CO[C@H](O3)[C@H]([C@H]2O)O)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C20H28O14/c1-7(21)27-5-12-16(29-8(2)22)17(30-9(3)23)18(31-10(4)24)20(33-12)34-15-11-6-28-19(32-11)14(26)13(15)25/h11-20,25-26H,5-6H2,1-4H3/t11-,12-,13-,14+,15-,16-,17+,18+,19-,20-/m1/s1
• InChIKey: BLYGWFGOYKRANK-HVKNZAJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(1R,2S,3R,4S,5R)-3,4-dihydroxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(1R,2S,3R,4S,5R)-3,4-dihydroxy-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: 1,6-Anhydro-4-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-β-D-mannopyranose

Database IDs

• CAS Number: 67650-35-5
• PubChem SID: 162254828
• PubChem CID: 71313434

CALCULATED PROPERTIES

• Acid pKa: 12.276017
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -1.7771697
• LogD (pH = 7.4): -1.7771754
• Log P: -1.7771697
• Molar Refractivity: 101.4326 cm^3
• Polarizability: 43.03944 Å^3
• Polar Surface Area: 182.58 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A656000

1,6-Anhydro-4-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-β-D-mannopyranose is useed in the synthesis of 4-O-α-D-mannopyranosyl-D-mannopyranose and its benzyl 1-thio-α-D-glycoside.