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

• ChemBase ID: 162899
• Molecular Formular: C26H35BrO17
• Molecular Mass: 699.4499
• Monoisotopic Mass: 698.10576166
• 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](O[C@H]1COC(=O)C)Br)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@H](Br)[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C26H35BrO17/c1-10(28)35-8-17-20(21(38-13(4)31)23(25(27)42-17)40-15(6)33)44-26-24(41-16(7)34)22(39-14(5)32)19(37-12(3)30)18(43-26)9-36-11(2)29/h17-26H,8-9H2,1-7H3/t17-,18-,19+,20-,21+,22+,23-,24-,25+,26+/m1/s1
• InChIKey: NLFHLQWXGDPOME-NDMRNNIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R,6R)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-bromooxan-3-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R,6R)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-bromooxan-3-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: Acetobromo-α-D-lactoside, Bromo 4-O-(2 ,3,4,6-tetra-O-acetyl- β-D-galactopyranosyl) -2,3,6-tri-O-acetyl-α -D-glucopyranoside,; Bromo Heptaacetyl-D-lactoside, Stabilized with 4% Calcium Carbonate

Database IDs

• CAS Number: 4753-07-5
• PubChem SID: 162257034
• PubChem CID: 11136238

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): -1.0972382
• LogD (pH = 7.4): -1.0972382
• Log P: -1.0972382
• Molar Refractivity: 138.7514 cm^3
• Polarizability: 58.196537 Å^3
• Polar Surface Area: 211.79 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 140-141°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

REFERENCES

• Matsui, M., et al.: Bioorg. Med. Chem. Lett., 17, 456 (2007)
• Wen, H., et al.: Eur. J. Med. Chem., 43, 166 (2007)