(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 92380
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: O[C@H]1C[C@@H](NC1)C(=O)O
• Canonical SMILES: O[C@@H]1CN[C@H](C1)C(=O)O
• InChI: InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m0/s1
• InChIKey: PMMYEEVYMWASQN-IUYQGCFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: trans-4-hydroxy-D-proline
• Synonyms: (2R,4S)-4-Hydroxypyrrolidine-2-carboxylic acid; trans-4-Hydroxy-D-proline; (2R,4S)-(+)-4-Hydroxypyrrolidine-2-carboxylic acid; H-D-Hyp-OH; (2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid; (2R,4S)-4-羟基吡咯烷-2-羧酸; 反式-4-羟基-D-脯氨酸

Database IDs

• CAS Number: 3398-22-9; 2584-71-6
• MDL Number: MFCD00005252; MFCD00065608
• PubChem SID: 162079078
• PubChem CID: 440074

CALCULATED PROPERTIES

• Acid pKa: 1.641382
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.7163465
• LogD (pH = 7.4): -3.7165344
• Log P: -3.7163188
• 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

• Melting Point: 261 °C (dec); ca 260°C dec.

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38-43
• Safety Statements: 26-36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H319-H334-H335
• GHS Precautionary statements: P261-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C5H9NO3

DETAILS

Sigma Aldrich - 702501

Packaging
1 g in glass bottle
250 mg in glass bottle