(3S,6S)-3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

• ChemBase ID: 186505
• Molecular Formular: C12H13NO9
• Molecular Mass: 315.23292
• Monoisotopic Mass: 315.059031
• SMILES: C1(O[C@H](C(C([C@@H]1O)O)O)Oc1ccc([N+](=O)[O-])cc1)C(=O)O
• Canonical SMILES: OC(=O)C1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])C(C([C@@H]1O)O)O
• InChI: InChI=1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)/t7?,8-,9?,10?,12+/m0/s1
• InChIKey: QSUILVWOWLUOEU-LCYWBYLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6S)-3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (3S,6S)-3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

Database IDs

• PubChem SID: 164242415
• PubChem CID: 16396597

CALCULATED PROPERTIES

• Acid pKa: 2.7867358
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -2.9905224
• LogD (pH = 7.4): -3.833205
• Log P: -0.33812886
• Molar Refractivity: 67.3754 cm^3
• Polarizability: 26.670088 Å^3
• Polar Surface Area: 162.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds