(2S,3R,4S,5S,6R)-4,5-bis(benzoyloxy)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-3-yl benzoate

• ChemBase ID: 174548
• Molecular Formular: C53H48O11Si
• Molecular Mass: 889.02712
• Monoisotopic Mass: 888.29658889
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)Oc1ccc2c(c1)oc(=O)cc2C)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: O=c1cc(C)c2c(o1)cc(cc2)O[C@@H]1O[C@@H](CO[Si](C(C)(C)C)(c2ccccc2)c2ccccc2)[C@@H]([C@@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C53H48O11Si/c1-35-32-45(54)60-43-33-39(30-31-42(35)43)59-52-48(64-51(57)38-24-14-7-15-25-38)47(63-50(56)37-22-12-6-13-23-37)46(62-49(55)36-20-10-5-11-21-36)44(61-52)34-58-65(53(2,3)4,40-26-16-8-17-27-40)41-28-18-9-19-29-41/h5-33,44,46-48,52H,34H2,1-4H3/t44-,46+,47+,48-,52-/m1/s1
• InChIKey: VLGQRMASAAPPOT-OYDRPWODSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-4,5-bis(benzoyloxy)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-3-yl benzoate
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-4,5-bis(benzoyloxy)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-2-[(4-methyl-2-oxochromen-7-yl)oxy]oxan-3-yl benzoate
• Synonyms: 4-Methyl-7-[[2,3,4-tri-O-benzoyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-galactopyranosyl]oxy]-2H-1-benzopyran-2-one; 4-Methylumbelliferyl 2,3,4-Tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside

Database IDs

• CAS Number: 920975-58-2
• PubChem SID: 164230458
• PubChem CID: 15946116

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 13.1859
• LogD (pH = 7.4): 13.1859
• Log P: 13.1859
• Molar Refractivity: 238.6584 cm^3
• Polarizability: 95.923874 Å^3
• Polar Surface Area: 132.89 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M337615

Intermediate in the production of fluorescent indicators, used to determine Sulphatase activity.

REFERENCES

• Simpson, H., et al.: J. Biomed. Sci., 50, 164 (1993)
• Harrison, J., et al.: Bioorg. Med. Chem. Lett., 11, 141 (1993)
• Newstead, S., et al.: Biochem., 44, 9117 (1993)