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

• ChemBase ID: 175293
• Molecular Formular: C14H18N2O8
• Molecular Mass: 342.30132
• Monoisotopic Mass: 342.10631555
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)Oc1ccccc1[N+](=O)[O-])NC(=O)C)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-RGDJUOJXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-nitrophenoxy)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-nitrophenoxy)oxan-3-yl]acetamide
• Synonyms: 2-Nitrophenyl 2-(Acetylamino)-2-deoxy-α-D-galactopyranoside; GalNAc-α-ONP; o-Nitrophenyl 2-Acetamido-2-deoxy-α-D-galactopyranoside

Database IDs

• CAS Number: 23646-67-5
• PubChem SID: 164231203
• PubChem CID: 18740501

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

• Melting Point: 107-109°C