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

• ChemBase ID: 104044
• Molecular Formular: C14H18N2O8
• Molecular Mass: 342.30132
• Monoisotopic Mass: 342.10631555
• SMILES: CC(=O)NC1C(O)C(O)C(CO)OC1Oc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OCC1OC(Oc2ccc(cc2)[N+](=O)[O-])C(C(C1O)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)
• InChIKey: OMRLTNCLYHKQCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• Synonyms: p-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside; p-NITROPHENYL-N-ACETYL-β-D-GLUCOSAMINIDE; p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside; p-NITROPHENYL-N-ACETYL-α-D-GLUCOSAMINIDE; p-Nitrophenyl 2-acetamido-2-deoxy-β-D-galactopyranoside; p-NITROPHENYL-N-ACETYL-β-D-GALACTOSAMINIDE

Database IDs

• CAS Number: 14948-96-0; 3459-18-5; 10139-02-3
• EC Number: 233-392-9; 239-024-3; 222-398-7
• PubChem SID: 162091551
• PubChem CID: 558756

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

• Melting Point: 211°C

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02155901

(p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside).

MP Biomedicals - 02154243

(p-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside) Purity: ≥98%

MP Biomedicals - 02155899

(p-Nitrophenyl 2-acetamido-2-deoxy-β-D-galactopyranoside) Crystalline Substrate for the spectrophotometric assay of N-acetyl-β-D-galactos-aminidase and N-acetyl-β-D-hexosaminidase.