(2S)-2-({[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methyl}amino)-3-methylbutanoic acid

• ChemBase ID: 217866
• Molecular Formular: C12H17NO6
• Molecular Mass: 271.26648
• Monoisotopic Mass: 271.10558727
• SMILES: c1(c(c(=O)cc(o1)CO)O)CN[C@H](C(=O)O)C(C)C
• Canonical SMILES: OCc1cc(=O)c(c(o1)CN[C@H](C(=O)O)C(C)C)O
• InChI: InChI=1S/C12H17NO6/c1-6(2)10(12(17)18)13-4-9-11(16)8(15)3-7(5-14)19-9/h3,6,10,13-14,16H,4-5H2,1-2H3,(H,17,18)/t10-/m0/s1
• InChIKey: NOPNLCMHLWQGFO-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164273776
• PubChem CID: 16407857

CALCULATED PROPERTIES

• Acid pKa: 1.5837215
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.5552282
• LogD (pH = 7.4): -2.6140292
• Log P: -2.5547738
• Molar Refractivity: 68.6347 cm^3
• Polarizability: 25.801321 Å^3
• Polar Surface Area: 116.09 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds