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

• ChemBase ID: 218503
• Molecular Formular: C12H15NO6
• Molecular Mass: 269.2506
• Monoisotopic Mass: 269.08993721
• SMILES: c1(c(c(=O)cc(o1)CO)O)CN1[C@@H](C(=O)O)CCC1
• Canonical SMILES: OCc1cc(=O)c(c(o1)CN1CCC[C@@H]1C(=O)O)O
• InChI: InChI=1S/C12H15NO6/c14-6-7-4-9(15)11(16)10(19-7)5-13-3-1-2-8(13)12(17)18/h4,8,14,16H,1-3,5-6H2,(H,17,18)/t8-/m1/s1
• InChIKey: SYPOYNVHJQRYTA-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164274413
• PubChem CID: 16408463

CALCULATED PROPERTIES

• Acid pKa: 2.8507688
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.6130602
• LogD (pH = 7.4): -3.7711387
• Log P: -2.4794757
• Molar Refractivity: 67.7262 cm^3
• Polarizability: 25.097544 Å^3
• Polar Surface Area: 107.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds