3-[2-(methanesulfonylsulfanyl)ethyl]-1-[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]urea

• ChemBase ID: 169659
• Molecular Formular: C10H20N2O8S2
• Molecular Mass: 360.4044
• Monoisotopic Mass: 360.06610761
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)NC(=O)NCCSS(=O)(=O)C)O)O)O
• Canonical SMILES: OCC1O[C@@H](NC(=O)NCCSS(=O)(=O)C)C([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C10H20N2O8S2/c1-22(18,19)21-3-2-11-10(17)12-9-8(16)7(15)6(14)5(4-13)20-9/h5-9,13-16H,2-4H2,1H3,(H2,11,12,17)/t5?,6-,7+,8?,9-/m1/s1
• InChIKey: UHSWDDMEGXWJSC-WUSGRAFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(methanesulfonylsulfanyl)ethyl]-1-[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]urea
• IUPAC Traditional name: 3-[2-(methanesulfonylsulfanyl)ethyl]-1-[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]urea
• Synonyms: MTS-5-Glucose; Methanesulfonothioic Acid S-[2-[[(β-D-Glucopyranosylamino)carbonyl]amino]ethyl] Ester; N-(β-D-Glucopyranosyl)-N'-[(2-methanethiosulfonyl)ethyl] Urea

Database IDs

• CAS Number: 550325-52-5
• PubChem SID: 162263791
• PubChem CID: 71317087

CALCULATED PROPERTIES

• Acid pKa: 11.794375
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -3.8181393
• LogD (pH = 7.4): -3.818155
• Log P: -3.818139
• Molar Refractivity: 76.2522 cm^3
• Polarizability: 31.649137 Å^3
• Polar Surface Area: 165.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off White Solid
• Melting Point: 152-154°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - G441000

US Pat. 7033765