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

• ChemBase ID: 147477
• Molecular Formular: C20H24O9S
• Molecular Mass: 440.46416
• Monoisotopic Mass: 440.11410335
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)Sc1ccccc1)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](Sc2ccccc2)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C20H24O9S/c1-11(21)25-10-16-17(26-12(2)22)18(27-13(3)23)19(28-14(4)24)20(29-16)30-15-8-6-5-7-9-15/h5-9,16-20H,10H2,1-4H3/t16-,17-,18+,19-,20+/m1/s1
• InChIKey: JCKOUAWEMPKIAT-OBKDMQGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(phenylsulfanyl)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(phenylsulfanyl)oxan-2-yl]methyl acetate
• Synonyms: 1-Phenyl-1-thio-β-D-glucopyranoside tetraacetate; 1-苯基-1-硫代-β-D-吡喃葡萄糖苷四乙酸

Database IDs

• CAS Number: 23661-28-1
• MDL Number: MFCD00135159
• PubChem SID: 162241665; 24874408
• PubChem CID: 6364823

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.5639635
• LogD (pH = 7.4): 1.5639635
• Log P: 1.5639635
• Molar Refractivity: 103.326 cm^3
• Polarizability: 42.354694 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 116-119 °C(lit.)
• Optical Rotation: [α]20/D -14°, c = 2 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C20H24O9S

DETAILS

Sigma Aldrich - 524387

Packaging
5 g in glass bottle