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

• ChemBase ID: 148167
• Molecular Formular: C19H23NO9S
• Molecular Mass: 441.45222
• Monoisotopic Mass: 441.10935232
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)Sc1ccccn1)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](Sc2ccccn2)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C19H23NO9S/c1-10(21)25-9-14-16(26-11(2)22)17(27-12(3)23)18(28-13(4)24)19(29-14)30-15-7-5-6-8-20-15/h5-8,14,16-19H,9H2,1-4H3/t14-,16-,17+,18-,19+/m1/s1
• InChIKey: MGGZRMLMASJEHA-FTWQHDNSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(pyridin-2-ylsulfanyl)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(pyridin-2-ylsulfanyl)oxan-2-yl]methyl acetate
• Synonyms: 2-Pyridyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside; 2-吡啶基-2,3,4,6-四-O-乙酰基-1-硫代-β-D-吡喃葡萄糖苷

Database IDs

• CAS Number: 105120-89-6
• MDL Number: MFCD03094009
• PubChem SID: 24878287; 162242344
• PubChem CID: 10983062

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.9394192
• LogD (pH = 7.4): 0.94073194
• Log P: 0.9407487
• Molar Refractivity: 101.4826 cm^3
• Polarizability: 41.53007 Å^3
• Polar Surface Area: 127.32 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-131 °C(lit.)
• Optical Rotation: [α]20/D -28°, c = 1 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): C19H23NO9S

DETAILS

Sigma Aldrich - 544035

Packaging
1 g in glass bottle