(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-nitrophenoxy)oxan-2-yl]methoxy}oxane-3,4,5-triol

• ChemBase ID: 175362
• Molecular Formular: C18H25NO13
• Molecular Mass: 463.39
• Monoisotopic Mass: 463.13258987
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)OC[C@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)Oc1ccc(cc1)[N+](=O)[O-])O)O)O)O)O)O
• Canonical SMILES: OC[C@@H]1O[C@H](OC[C@@H]2O[C@@H](Oc3ccc(cc3)[N+](=O)[O-])[C@H]([C@H]([C@@H]2O)O)O)[C@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C18H25NO13/c20-5-9-11(21)13(23)15(25)17(31-9)29-6-10-12(22)14(24)16(26)18(32-10)30-8-3-1-7(2-4-8)19(27)28/h1-4,9-18,20-26H,5-6H2/t9-,10-,11+,12-,13+,14+,15-,16-,17+,18-/m1/s1
• InChIKey: ISCYUJSLZREARS-VHQOPQIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-nitrophenoxy)oxan-2-yl]methoxy}oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-nitrophenoxy)oxan-2-yl]methoxy}oxane-3,4,5-triol
• Synonyms: 4-Nitrophenyl 6-O-α-D-Galactopyranosyl-β-D-glucopyranoside; p-Nitrophenyl-β-D-melibiose

Database IDs

• CAS Number: 335193-88-9
• PubChem SID: 164231272
• PubChem CID: 71751099

CALCULATED PROPERTIES

• Acid pKa: 11.905299
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): -2.4292393
• LogD (pH = 7.4): -2.4292526
• Log P: -2.429239
• Molar Refractivity: 99.9213 cm^3
• Polarizability: 40.460228 Å^3
• Polar Surface Area: 224.35 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false