[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R,6S)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-[(4-nitrophenyl)sulfanyl]oxan-3-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 154146
• Molecular Formular: C32H39NO19S
• Molecular Mass: 773.71236
• Monoisotopic Mass: 773.18369903
• SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)Sc1ccc(cc1)[N+](=O)[O-])COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](Sc2ccc(cc2)[N+](=O)[O-])[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](COC(=O)C)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H39NO19S/c1-14(34)43-12-23-25(45-16(3)36)27(46-17(4)37)29(48-19(6)39)31(50-23)52-26-24(13-44-15(2)35)51-32(30(49-20(7)40)28(26)47-18(5)38)53-22-10-8-21(9-11-22)33(41)42/h8-11,23-32H,12-13H2,1-7H3/t23-,24-,25+,26-,27+,28+,29-,30-,31+,32+/m1/s1
• InChIKey: SAIAHHDNZPUKBH-AJUMBUHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R,6S)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-[(4-nitrophenyl)sulfanyl]oxan-3-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R,6S)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-[(4-nitrophenyl)sulfanyl]oxan-3-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: 4-Nitrophenyl 1-thio-β-lactoside heptaacetate; 4-Nitrophenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside; 4-Nitrophenyl hepta-O-acetyl-1-thio-β-lactoside

Database IDs

• MDL Number: MFCD05664736
• PubChem SID: 162248285
• PubChem CID: 15815289

CALCULATED PROPERTIES

• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): 1.0564884
• LogD (pH = 7.4): 1.0564884
• Log P: 1.0564884
• Molar Refractivity: 170.5185 cm^3
• Polarizability: 69.74461 Å^3
• Polar Surface Area: 257.61 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (TLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C32H39NO19S

DETAILS

Sigma Aldrich - N4535

Application
Used to make N-linked glycopeptides in glycobiology.