[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[2-(acetylsulfanyl)ethoxy]oxan-2-yl]methyl acetate

• ChemBase ID: 159492
• Molecular Formular: C18H26O11S
• Molecular Mass: 450.45744
• Monoisotopic Mass: 450.11958265
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)OCCSC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](OCCSC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C18H26O11S/c1-9(19)25-8-14-15(26-10(2)20)16(27-11(3)21)17(28-12(4)22)18(29-14)24-6-7-30-13(5)23/h14-18H,6-8H2,1-5H3/t14-,15-,16+,17-,18-/m1/s1
• InChIKey: GXVQXAUNYBLARZ-UYTYNIKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[2-(acetylsulfanyl)ethoxy]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[2-(acetylsulfanyl)ethoxy]oxan-2-yl]methyl acetate
• Synonyms: 2-(Acetylthio)ethyl β-D-Glucopyranoside Tetraacetate; 2-Mercaptoethyl β-D-Glucopyranoside Pentaacetate; 2'-(Acetylthio)ethyl 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranoside

Database IDs

• CAS Number: 34044-34-3
• PubChem SID: 162253627
• PubChem CID: 11113138

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -0.2789436
• LogD (pH = 7.4): -0.2789436
• Log P: -0.2789436
• Molar Refractivity: 99.2233 cm^3
• Polarizability: 41.13245 Å^3
• Polar Surface Area: 140.73 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Ethanol; Ethyl Acetate; Methanol,
• Apperance: Clear Colourless Oil

REFERENCES

• Sutton, B., et al.: J. Med. Chem., 15, 1095 (1972)