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

• ChemBase ID: 166032
• Molecular Formular: C8H12F3NO6
• Molecular Mass: 275.1791896
• Monoisotopic Mass: 275.06167177
• SMILES: [C@@H]1([C@@H](C(C(OC1CO)O)NC(=O)C(F)(F)F)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@@H]1O)O)NC(=O)C(F)(F)F
• InChI: InChI=1S/C8H12F3NO6/c9-8(10,11)7(17)12-3-5(15)4(14)2(1-13)18-6(3)16/h2-6,13-16H,1H2,(H,12,17)/t2?,3?,4-,5-,6?/m1/s1
• InChIKey: ZXNYUXIMAXVSFN-BKAHITNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoro-N-[(4R,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: 2,2,2-trifluoro-N-[(4R,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• Synonyms: N-Trifluoroacetyl-D-Glucosamine; 2-Deoxy-2-trifluoroacetamido-D-glucose

Database IDs

• CAS Number: 36875-26-0
• PubChem SID: 162260165
• PubChem CID: 71315521

CALCULATED PROPERTIES

• Acid pKa: 4.996246
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.5756958
• LogD (pH = 7.4): -3.0181472
• Log P: -2.0882459
• Molar Refractivity: 48.0349 cm^3
• Polarizability: 19.236809 Å^3
• Polar Surface Area: 119.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off White-Yellow Crystalline Solid
• Melting Point: 168-172°C dec.