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

• ChemBase ID: 1965
• Molecular Formular: C12H15NO8
• Molecular Mass: 301.2494
• Monoisotopic Mass: 301.07976645
• SMILES: OC[C@@H]1O[C@H](Oc2cccc(c2)[N+](=O)[O-])[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2cccc(c2)[N+](=O)[O-])[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-2-6(4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12-/m0/s1
• InChIKey: VCCMGHVCRFMITI-SVNGYHJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S,6R)-2-(hydroxymethyl)-6-(3-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4R,5S,6R)-2-(hydroxymethyl)-6-(3-nitrophenoxy)oxane-3,4,5-triol
• Synonyms: Metanitrophenyl-Alpha-D-Galactoside

Database IDs

• PubChem SID: 160965420; 46506056
• PubChem CID: 46936322

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.20014
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.6584035
• LogD (pH = 7.4): -0.6584103
• Log P: -0.6584034
• Molar Refractivity: 67.508 cm^3
• Polarizability: 26.651863 Å^3
• Polar Surface Area: 145.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.67
• LOG S: -1.25
• Solubility (Water): 1.69e+01 g/l

DETAILS

DrugBank - DB02213

Drug information: experimental