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

• ChemBase ID: 218737
• Molecular Formular: C12H17NO6S
• Molecular Mass: 303.33148
• Monoisotopic Mass: 303.07765827
• SMILES: c1(c(c(=O)cc(o1)CO)O)CN[C@H](C(=O)O)CCSC
• Canonical SMILES: CSCC[C@@H](C(=O)O)NCc1oc(CO)cc(=O)c1O
• InChI: InChI=1S/C12H17NO6S/c1-20-3-2-8(12(17)18)13-5-10-11(16)9(15)4-7(6-14)19-10/h4,8,13-14,16H,2-3,5-6H2,1H3,(H,17,18)/t8-/m0/s1
• InChIKey: GZEAQLNHTBGEPS-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164274647
• PubChem CID: 16408688

CALCULATED PROPERTIES

• Acid pKa: 1.5686021
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.7895393
• LogD (pH = 7.4): -2.866096
• Log P: -2.7889004
• Molar Refractivity: 76.7278 cm^3
• Polarizability: 28.863497 Å^3
• Polar Surface Area: 116.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds