3-[2-(methanesulfonylsulfanyl)ethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}oxan-2-yl]urea

• ChemBase ID: 178310
• Molecular Formular: C22H52N2O8S2Si4
• Molecular Mass: 649.12888
• Monoisotopic Mass: 648.22421476
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO[Si](C)(C)C)NC(=O)NCCSS(=O)(=O)C)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C
• Canonical SMILES: O=C(N[C@@H]1O[C@@H](CO[Si](C)(C)C)[C@@H]([C@@H]([C@@H]1O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)NCCSS(=O)(=O)C
• InChI: InChI=1S/C22H52N2O8S2Si4/c1-34(26,27)33-15-14-23-22(25)24-21-20(32-38(11,12)13)19(31-37(8,9)10)18(30-36(5,6)7)17(29-21)16-28-35(2,3)4/h17-21H,14-16H2,1-13H3,(H2,23,24,25)/t17-,18+,19+,20-,21-/m1/s1
• InChIKey: LZAQBNGRCZMVRW-XDWAVFMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(methanesulfonylsulfanyl)ethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}oxan-2-yl]urea
• IUPAC Traditional name: 3-[2-(methanesulfonylsulfanyl)ethyl]-1-[(2R,3R,4S,5S,6R)-3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}oxan-2-yl]urea
• Synonyms: 2,3,4,6-Tetra-O-trimethylsilyl-N-(β-D-galactopyranosyl)-N'-[(2-methanethiosulfonyl)ethyl]urea

Database IDs

• PubChem SID: 164234220
• PubChem CID: 71752427

CALCULATED PROPERTIES

• Acid pKa: 12.306739
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 4.593
• LogD (pH = 7.4): 4.592995
• Log P: 4.593
• Molar Refractivity: 140.7558 cm^3
• Polarizability: 65.528786 Å^3
• Polar Surface Area: 121.42 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T306500

MTS-galactose derivαtives as affinity inactivators are useful for probing catalytic mechanisms.