(2S,4R)-1-acetyl-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 149164
• Molecular Formular: C7H11NO4
• Molecular Mass: 173.16654
• Monoisotopic Mass: 173.06880784
• SMILES: CC(=O)N1C[C@@H](C[C@H]1C(=O)O)O
• Canonical SMILES: O[C@@H]1C[C@H](N(C1)C(=O)C)C(=O)O
• InChI: InChI=1S/C7H11NO4/c1-4(9)8-3-5(10)2-6(8)7(11)12/h5-6,10H,2-3H2,1H3,(H,11,12)/t5-,6+/m1/s1
• InChIKey: BAPRUDZDYCKSOQ-RITPCOANSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-1-acetyl-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: jonctum
• Synonyms: N-Acetyl-L-hydroxyproline; trans-1-Acetyl-4-hydroxy-L-proline; N-Acetyl-L-hydroxyproline; N-乙酰基-L-羟脯氨酸; 反式-1-乙酰基-4-羟基-L-脯氨酸; N-乙酰-L-羟脯氨酸

Database IDs

• CAS Number: 33996-33-7
• EC Number: 251-780-6
• MDL Number: MFCD00037339
• Beilstein Number: 84043
• PubChem SID: 24845149; 24867668; 162243332
• PubChem CID: 65784

CALCULATED PROPERTIES

• Acid pKa: 3.6909955
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.442408
• LogD (pH = 7.4): -4.943978
• Log P: -1.6348968
• Molar Refractivity: 38.9481 cm^3
• Polarizability: 15.419314 Å^3
• Polar Surface Area: 77.84 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-133 °C; 132-133 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -119±2°, c = 4% in H2O; [α]20/D -119°, c = 4 in H2O

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 26-36
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (T); 99%
• Grade: puriss.
• Empirical Formula (Hill Notation): C7H11NO4

DETAILS

Sigma Aldrich - 441562

Packaging
10 g in glass bottle