(2S,4S)-4-hydroxy-1-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methyl}pyrrolidine-2-carboxylic acid

• ChemBase ID: 225696
• Molecular Formular: C12H15NO7
• Molecular Mass: 285.25
• Monoisotopic Mass: 285.08485183
• SMILES: c1(c(c(=O)cc(o1)CO)O)CN1[C@H](C(=O)O)C[C@@H](C1)O
• Canonical SMILES: OCc1cc(=O)c(c(o1)CN1C[C@H](C[C@H]1C(=O)O)O)O
• InChI: InChI=1S/C12H15NO7/c14-5-7-2-9(16)11(17)10(20-7)4-13-3-6(15)1-8(13)12(18)19/h2,6,8,14-15,17H,1,3-5H2,(H,18,19)/t6-,8-/m0/s1
• InChIKey: COAUTESHCSVLLT-XPUUQOCRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-4-hydroxy-1-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methyl}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-4-hydroxy-1-{[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]methyl}pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164281606
• PubChem CID: 71753474

CALCULATED PROPERTIES

• Acid pKa: 2.7603996
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.6308417
• LogD (pH = 7.4): -4.981587
• Log P: -3.2695513
• Molar Refractivity: 69.0441 cm^3
• Polarizability: 25.790607 Å^3
• Polar Surface Area: 127.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds