N-[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide

• ChemBase ID: 133771
• Molecular Formular: C14H18N2O8
• Molecular Mass: 342.30132
• Monoisotopic Mass: 342.10631555
• SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1Oc1ccc(cc1)[N+](=O)[O-])CO)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])[C@@H]([C@H]([C@H]1O)O)NC(=O)C
• InChI: InChI=1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12+,13-,14-/m1/s1
• InChIKey: OMRLTNCLYHKQCK-RKQHYHRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• Synonyms: 4-Nitrophenyl 2-acetamido-2-deoxy-β-D-galactopyranoside; p-Nitrophenyl N-acetyl-β-D-galactosaminide; 4-Nitrophenyl N-acetyl-β-D-galactosaminide; GalNAc1-β-PNP; p-Nitrophenyl β-D-N-Acetylgalactosaminide; p-Nitrophenyl-N-acetyl-β-D-galactosaminide; p-Nitrophenyl-β-N-acetylgalactosaminide; p-Nitrophenyl 2-Acetamido-2-deoxy-β-D-galactopyranoside

Database IDs

• CAS Number: 14948-96-0
• EC Number: 239-024-3
• MDL Number: MFCD00067360
• Beilstein Number: 96194
• PubChem SID: 162228048; 24897884
• PubChem CID: 84723

CALCULATED PROPERTIES

• Acid pKa: 11.628232
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.94643915
• LogD (pH = 7.4): -0.9464615
• Log P: -0.9464386
• Molar Refractivity: 78.6093 cm^3
• Polarizability: 30.910494 Å^3
• Polar Surface Area: 154.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble50 mg/mL, clear, yellow-green; Methanol; Water
• Apperance: White Solid
• Melting Point: 195-196°C

Safety Information

• Storage Condition: -20°C Freezer
• 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: ≥98%; ≥99.0% (TLC)
• Impurities: ≤0.05% free 4-nitrophenol; ≤5% water
• Empirical Formula (Hill Notation): C14H18N2O8