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

• ChemBase ID: 151311
• Molecular Formular: C14H20O9S
• Molecular Mass: 364.3682
• Monoisotopic Mass: 364.08280322
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)S)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](S)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H20O9S/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18/h10-14,24H,5H2,1-4H3/t10-,11-,12+,13-,14+/m1/s1
• InChIKey: SFOZKJGZNOBSHF-RGDJUOJXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-sulfanyloxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-sulfanyloxan-2-yl]methyl acetate
• Synonyms: 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranose; 1-Thio-β-D-glucose tetraacetate; 2,3,4,6-四-O-乙酰基-1-硫代-β-D-吡喃葡萄糖; 1-硫代-β-D-葡萄糖四乙酸酯

Database IDs

• CAS Number: 19879-84-6
• EC Number: 243-392-0
• MDL Number: MFCD00063271
• PubChem SID: 24846645; 162245467
• PubChem CID: 88293

CALCULATED PROPERTIES

• Acid pKa: 8.634691
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.20122454
• LogD (pH = 7.4): -0.2237017
• Log P: -0.20092908
• Molar Refractivity: 78.7498 cm^3
• Polarizability: 32.919662 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-117 °C(lit.)
• Optical Rotation: [α]20/D +5.8°, c = 2.2 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): C14H20O9S

DETAILS

Sigma Aldrich - 104477

Packaging
1 g in glass bottle