[(2R,3R,4S,5S,6S)-6-{[(3aS,5R,6R,7S,7aS)-6-(acetyloxy)-2-methyl-7-{[(2S,3R,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-hexahydro-[1,3]dioxolo[4,5-b]pyran-5-yl]methoxy}-3,4,5-tris(acetyloxy)oxan-2-yl]methyl acetate

• ChemBase ID: 159247
• Molecular Formular: C38H52O25
• Molecular Mass: 908.80448
• Monoisotopic Mass: 908.27976716
• SMILES: [C@@H]1([C@@H]([C@H]2[C@@H](O[C@H]1CO[C@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(O2)C)O[C@@H]1O[C@@H]([C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@H](OC[C@@H]2O[C@H]3OC(O[C@H]3[C@H]([C@@H]2OC(=O)C)O[C@@H]2O[C@H](COC(=O)C)[C@@H]([C@H]([C@H]2OC(=O)C)OC(=O)C)OC(=O)C)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C38H52O25/c1-14(39)48-11-24-27(51-16(3)41)30(54-19(6)44)33(56-21(8)46)36(60-24)50-13-26-29(53-18(5)43)32(35-37(61-26)59-23(10)58-35)63-38-34(57-22(9)47)31(55-20(7)45)28(52-17(4)42)25(62-38)12-49-15(2)40/h23-38H,11-13H2,1-10H3/t23?,24-,25+,26-,27-,28+,29-,30+,31-,32+,33+,34-,35+,36+,37-,38+/m1/s1
• InChIKey: YWTLKYGRDHOVGY-UBUMRFNHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S,6S)-6-{[(3aS,5R,6R,7S,7aS)-6-(acetyloxy)-2-methyl-7-{[(2S,3R,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-hexahydro-[1,3]dioxolo[4,5-b]pyran-5-yl]methoxy}-3,4,5-tris(acetyloxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5S,6S)-6-{[(3aS,5R,6R,7S,7aS)-6-(acetyloxy)-2-methyl-7-{[(2S,3R,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-hexahydro-[1,3]dioxolo[4,5-b]pyran-5-yl]methoxy}-3,4,5-tris(acetyloxy)oxan-2-yl]methyl acetate
• Synonyms: O-2,3,4,6-Tetra-O-acetyl-α-D-mannopyranosyl-(1-3)-O-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1-6)]-1,2-O-ethylidene-β-D-mannopyranose Acetate; 4-O-Acetyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1,2-ethylidene-β-D-mannopyranose

Database IDs

• CAS Number: 230953-17-0
• PubChem SID: 162253382
• PubChem CID: 71312875

CALCULATED PROPERTIES

• H Acceptors: 16
• H Donor: 0
• LogD (pH = 5.5): -1.0497199
• LogD (pH = 7.4): -1.0497199
• Log P: -1.0497199
• Molar Refractivity: 190.2987 cm^3
• Polarizability: 80.5077 Å^3
• Polar Surface Area: 301.31 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A173760

An intermediate for synthesis of bioactive oligosaccharides using 1,2-O-Ethylidene-α-D-gluco- and -β-D-Mannopyranose as the acceptors and acetobromo sugars as the donors via ortho ester intermediates.

REFERENCES

• Sharp, J., et al.: J. Biol. Chem., 259, 11312 (1984)
• Cheong, J., et al.: Plant Cell, 3, 137 (1984)
• Mandal, D., et al.: Biochemistry, 33, 1157 (1984)