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

• ChemBase ID: 138327
• 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]1Oc1ccccc1[N+](=O)[O-])CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H](Oc2ccccc2[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)23-9-5-3-2-4-8(9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14+/m1/s1
• InChIKey: PXMQUEGJJUADKD-KSTCHIGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-nitrophenoxy)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-nitrophenoxy)oxan-3-yl]acetamide
• Synonyms: 2-Nitrophenyl-N-acetyl-α-D-glucosaminide; 2-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside; GlcNAc1-α-ONP; o-Nitrophenyl 2-Acetamido-2-deoxy-α-D-glucopyranoside; 2-硝基苯-N-乙酰氨基-α-D-氨基葡糖苷; 2'-硝苯基-2-乙酰氨-2-脱氧-D-吡喃葡萄糖苷

Database IDs

• CAS Number: 10139-01-2
• EC Number: 233-391-3
• MDL Number: MFCD00006587
• PubChem SID: 24888511; 162232583
• PubChem CID: 112084

CALCULATED PROPERTIES

• Acid pKa: 11.65152
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.9464391
• LogD (pH = 7.4): -0.9464603
• Log P: -0.9464386
• Molar Refractivity: 78.6093 cm^3
• Polarizability: 30.91378 Å^3
• Polar Surface Area: 154.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 208-208.5°C; 208-210 °C(lit.)
• Optical Rotation: [α]22/D +217.1°, c = 0.47 in H2O

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3

Product Information

• Purity: ≥99%
• Empirical Formula (Hill Notation): C14H18N2O8