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

• ChemBase ID: 5921
• Molecular Formular: C12H15NO7
• Molecular Mass: 285.25
• Monoisotopic Mass: 285.08485183
• SMILES: c1(ccccc1[N+](=O)[O-])O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](C)O1
• Canonical SMILES: O[C@H]1[C@@H](O[C@@H]([C@@H]([C@@H]1O)O)C)Oc1ccccc1[N+](=O)[O-]
• InChI: InChI=1S/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-5-3-2-4-7(8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9+,10+,11-,12+/m1/s1
• InChIKey: SWRPIVXPHLYETN-BVWHHUJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6S)-2-methyl-6-(2-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: ONPF
• Synonyms: ORTHONITROPHENYL-BETA-D-FUCOPYRANOSIDE; o-NITROPHENYL β-D-FUCOPYRANOSIDE

Database IDs

• CAS Number: 1154-94-5
• PubChem SID: 160969346; 99444768
• PubChem CID: 150889

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.213513
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.38850647
• LogD (pH = 7.4): 0.3884999
• Log P: 0.38850656
• Molar Refractivity: 65.9643 cm^3
• Polarizability: 25.954567 Å^3
• Polar Surface Area: 124.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.18
• LOG S: -1.26
• Solubility (Water): 1.57e+01 g/l

DETAILS

MP Biomedicals - 02155910

Crystalline

DrugBank - DB08297

Drug information: experimental