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

• ChemBase ID: 131482
• Molecular Formular: C14H19NO6
• Molecular Mass: 297.30376
• Monoisotopic Mass: 297.12123733
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1Oc1ccccc1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccccc2)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C14H19NO6/c1-8(17)15-11-13(19)12(18)10(7-16)21-14(11)20-9-5-3-2-4-6-9/h2-6,10-14,16,18-19H,7H2,1H3,(H,15,17)/t10-,11-,12-,13-,14-/m1/s1
• InChIKey: ZUJDLWWYFIZERS-DHGKCCLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenoxyoxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenoxyoxan-3-yl]acetamide
• Synonyms: Phenyl 2-acetamido-2-deoxy-β-D-glucopyranoside; Phenyl N-acetyl-β-D-glucosaminide

Database IDs

• CAS Number: 5574-80-1
• EC Number: 226-946-6
• MDL Number: MFCD00067652
• PubChem SID: 162225760
• PubChem CID: 111087

CALCULATED PROPERTIES

• Acid pKa: 12.225584
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.8864231
• LogD (pH = 7.4): -0.8864287
• Log P: -0.8864228
• Molar Refractivity: 71.2846 cm^3
• Polarizability: 28.880806 Å^3
• Polar Surface Area: 108.25 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Classification: Derivatives & analogs of Natural Compounds