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

• ChemBase ID: 175349
• Molecular Formular: C12H13NO9
• Molecular Mass: 315.23292
• Monoisotopic Mass: 315.059031
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)O)Oc1ccccc1[N+](=O)[O-])O)O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](Oc2ccccc2[N+](=O)[O-])[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-4-2-1-3-5(6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)/t7-,8-,9+,10-,12+/m0/s1
• InChIKey: UADVJQJTJSOJOQ-GOVZDWNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-nitrophenoxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-nitrophenoxy)oxane-2-carboxylic acid
• Synonyms: 2-Nitrophenyl β-D-Glucopyranosiduronic Acid; 2-Nitrophenyl β-D-Glucuronide

Database IDs

• CAS Number: 137629-36-8
• PubChem SID: 164231259
• PubChem CID: 22817847

CALCULATED PROPERTIES

• Acid pKa: 2.6926882
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -3.0707154
• LogD (pH = 7.4): -3.8396924
• Log P: -0.33812886
• Molar Refractivity: 67.3754 cm^3
• Polarizability: 26.673286 Å^3
• Polar Surface Area: 162.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Light Yellow Solid
• Melting Point: 230-235°C