(2S,3S)-3-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 152697
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: C1CN[C@@H]([C@H]1O)C(=O)O
• Canonical SMILES: O[C@H]1CCN[C@@H]1C(=O)O
• InChI: InChI=1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
• InChIKey: BJBUEDPLEOHJGE-IMJSIDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: trans-3-hydroxy-L-proline
• Synonyms: (2S,3S)-3-Hydroxypyrrolidine-2-carboxylic acid; trans-3-Hydroxy-L-proline; trans-3-Hydroxy-L-proline; (2S,3S)-3-羟基吡咯烷-2-羧酸; 反-3-羟基-L-脯氨酸

Database IDs

• CAS Number: 4298-08-2
• MDL Number: MFCD00216471
• Beilstein Number: 471959
• PubChem SID: 24880035; 162246840
• PubChem CID: 440575

CALCULATED PROPERTIES

• Acid pKa: 1.6109755
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.7163458
• LogD (pH = 7.4): -3.7165375
• Log P: -3.7163205
• Molar Refractivity: 29.3822 cm^3
• Polarizability: 11.9828205 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -17.5±1°, c = 4% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (NT); 95+%
• Empirical Formula (Hill Notation): C5H9NO3