(2S,3R,4R,5R,6S)-5-(benzyloxy)-2-methyl-6-(phenylsulfanyl)oxane-3,4-diol

• ChemBase ID: 176524
• Molecular Formular: C19H22O4S
• Molecular Mass: 346.44058
• Monoisotopic Mass: 346.12388018
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H]([C@@H](O1)Sc1ccccc1)OCc1ccccc1)O)O)C
• Canonical SMILES: O[C@H]1[C@H](C)O[C@H]([C@@H]([C@H]1O)OCc1ccccc1)Sc1ccccc1
• InChI: InChI=1S/C19H22O4S/c1-13-16(20)17(21)18(22-12-14-8-4-2-5-9-14)19(23-13)24-15-10-6-3-7-11-15/h2-11,13,16-21H,12H2,1H3/t13-,16-,17+,18+,19-/m0/s1
• InChIKey: DXFZSIVVKMWYFP-QZCFVMSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5R,6S)-5-(benzyloxy)-2-methyl-6-(phenylsulfanyl)oxane-3,4-diol
• IUPAC Traditional name: (2S,3R,4R,5R,6S)-5-(benzyloxy)-2-methyl-6-(phenylsulfanyl)oxane-3,4-diol
• Synonyms: Phenyl 6-Deoxy-2-O-(phenylmethyl)-1-thio-α-L-mannopyranoside; Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside

Database IDs

• CAS Number: 849938-16-5
• PubChem SID: 164232434
• PubChem CID: 11210178

CALCULATED PROPERTIES

• Acid pKa: 12.784818
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.2139716
• LogD (pH = 7.4): 3.2139697
• Log P: 3.2139716
• Molar Refractivity: 94.5401 cm^3
• Polarizability: 37.75145 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 92-94°C