(3R,4R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol

• ChemBase ID: 302308
• Molecular Formular: C12H15NO8
• Molecular Mass: 301.2494
• Monoisotopic Mass: 301.07976645
• SMILES: c1cc(ccc1[N+](=O)[O-])O[C@H]1C([C@@H]([C@H](C(O1)CO)O)O)O
• Canonical SMILES: OCC1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])C([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8?,9-,10+,11?,12+/m0/s1
• InChIKey: IFBHRQDFSNCLOZ-AUCPDYOHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (3R,4R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• Synonyms: 4-Nitrophenyl-beta-D-galactopyranoside hydrate; 4-硝基苯基-β-D-吡喃半乳糖苷水合物

Database IDs

• CAS Number: 200422-18-0
• EC Number: 221-584-5
• MDL Number: MFCD00150725
• Beilstein Number: 92213

CALCULATED PROPERTIES

• Acid pKa: 12.200142
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.6584035
• LogD (pH = 7.4): -0.6584103
• Log P: -0.6584034
• Molar Refractivity: 66.5038 cm^3
• Polarizability: 26.651247 Å^3
• Polar Surface Area: 142.52 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180-184°C
• Optical Rotation: -84 (c=0.3 in water)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 98+%

REFERENCES

• Substrate for ? -galactosidase.