[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5S,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 174328
• Molecular Formular: C21H32O15
• Molecular Mass: 524.46978
• Monoisotopic Mass: 524.17412032
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COC(=O)C)O[C@H]1[C@@H]([C@@H](O[C@@H]([C@H]1O)OC)CO)O)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CO[C@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1O)O[C@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C21H32O15/c1-8(23)30-7-13-16(31-9(2)24)18(32-10(3)25)19(33-11(4)26)21(35-13)36-17-14(27)12(6-22)34-20(29-5)15(17)28/h12-22,27-28H,6-7H2,1-5H3/t12-,13-,14-,15+,16-,17+,18+,19+,20+,21-/m1/s1
• InChIKey: IGDYHFLKZHDKLM-GJQNYYSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5S,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5S,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: Methyl 3-O-(2,3,4,6-Tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside,; Methyl 3-O-(2',3',4',6'-O-Tetraacetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Database IDs

• CAS Number: 71978-78-4
• PubChem SID: 164230238
• PubChem CID: 71750608

CALCULATED PROPERTIES

• Acid pKa: 12.275153
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -2.2957468
• LogD (pH = 7.4): -2.2957525
• Log P: -2.2957468
• Molar Refractivity: 109.6939 cm^3
• Polarizability: 46.244358 Å^3
• Polar Surface Area: 202.81 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Foam

REFERENCES

• Carb. Res., 103, 15 (1982)
• Vella, G.J., et al.: Can. J. Biochem. Cell Biol., 62, 409 (1984)