(2R,3S,4R)-3-hydroxy-2-[(1R)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxopyrrolidine-2-carboxylic acid

• ChemBase ID: 170656
• Molecular Formular: C10H17NO5
• Molecular Mass: 231.24568
• Monoisotopic Mass: 231.11067265
• SMILES: C1(=O)[C@@H]([C@@H]([C@](N1)([C@H](O)C(C)C)C(=O)O)O)C
• Canonical SMILES: CC([C@H]([C@]1(NC(=O)[C@@H]([C@@H]1O)C)C(=O)O)O)C
• InChI: InChI=1S/C10H17NO5/c1-4(2)6(12)10(9(15)16)7(13)5(3)8(14)11-10/h4-7,12-13H,1-3H3,(H,11,14)(H,15,16)/t5-,6-,7+,10-/m1/s1
• InChIKey: USVJHCXEVSVUEZ-QGOVLLJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-3-hydroxy-2-[(1R)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxopyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R,3S,4R)-3-hydroxy-2-[(1R)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxopyrrolidine-2-carboxylic acid
• Synonyms: (3S,4R)-3-Hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-D-proline; (3R,4S,5R)-4-Hydroxy-5-[(1S)-1-hydroxy-2-methylpropyl]-3-methyl-2-pyrrolidinone-5-carboxylic Acid

Database IDs

• CAS Number: 145451-97-4
• PubChem SID: 164226566
• PubChem CID: 40787286

CALCULATED PROPERTIES

• Acid pKa: 3.7024214
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.3722222
• LogD (pH = 7.4): -3.8803427
• Log P: -0.5757534
• Molar Refractivity: 53.5412 cm^3
• Polarizability: 21.552229 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 240°C