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

• ChemBase ID: 158918
• Molecular Formular: C21H24N4O12
• Molecular Mass: 524.43486
• Monoisotopic Mass: 524.13907223
• SMILES: [C@@H]1([C@@H]([C@@H](/C(=N\OC(=O)Nc2ccc(cc2)[N+](=O)[O-])/O[C@H]1COC(=O)C)NC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O/C(=N/OC(=O)Nc2ccc(cc2)[N+](=O)[O-])/[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C21H24N4O12/c1-10(26)22-17-19(35-13(4)29)18(34-12(3)28)16(9-33-11(2)27)36-20(17)24-37-21(30)23-14-5-7-15(8-6-14)25(31)32/h5-8,16-19H,9H2,1-4H3,(H,22,26)(H,23,30)/b24-20+/t16-,17-,18-,19-/m1/s1
• InChIKey: VPLIDGXKILYSJS-HOWPJYOHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R)-3,4-bis(acetyloxy)-5-acetamido-6-({[(4-nitrophenyl)carbamoyl]oxy}imino)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R)-3,4-bis(acetyloxy)-5-acetamido-6-({[(4-nitrophenyl)carbamoyl]oxy}imino)oxan-2-yl]methyl acetate
• Synonyms: 2-(Acetylamino)-2-deoxy-N-[[[(4-nitrophenyl)amino]carbonyl]oxy]-D-gluconimidic Acid 3,4,6-Triacetate Δ-Lactone; O-(2-Acetamido-2-deoxy-3,4,6-tri-o-acetyl-D-glucopyranosylidene)amino N-(4-nitrophenyl)carbamate

Database IDs

• CAS Number: 351421-19-7
• PubChem SID: 162253053
• PubChem CID: 71312739

CALCULATED PROPERTIES

• Acid pKa: 11.458102
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): 0.25705656
• LogD (pH = 7.4): 0.25702283
• Log P: 0.2570571
• Molar Refractivity: 119.0332 cm^3
• Polarizability: 46.397167 Å^3
• Polar Surface Area: 213.74 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Light Yellow Foam

DETAILS

Toronto Research Chemicals - A158380

A derivative of PugNAc (Cat. No. A15725), an inhibitor of glucosaminidase. May be used as a ligand for affinity chromatography.