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

• ChemBase ID: 155305
• Molecular Formular: C21H41NO3
• Molecular Mass: 355.55514
• Monoisotopic Mass: 355.30864418
• SMILES: CCCCCCCCCCCCCCCCN1C[C@@H](C[C@H]1C(=O)O)O
• Canonical SMILES: CCCCCCCCCCCCCCCCN1C[C@@H](C[C@H]1C(=O)O)O
• InChI: InChI=1S/C21H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22-18-19(23)17-20(22)21(24)25/h19-20,23H,2-18H2,1H3,(H,24,25)/t19-,20+/m1/s1
• InChIKey: FDSLJAYOPNMZIY-UXHICEINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-1-hexadecyl-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-1-hexadecyl-4-hydroxypyrrolidine-2-carboxylic acid
• Synonyms: N-Hexadecyl-L-hydroxyproline

Database IDs

• CAS Number: 76652-69-2
• MDL Number: MFCD00238317
• PubChem SID: 24895413; 162249443
• PubChem CID: 66690736

CALCULATED PROPERTIES

• Acid pKa: 1.7426072
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.0664465
• LogD (pH = 7.4): 3.0657978
• Log P: 3.06647
• Molar Refractivity: 103.7625 cm^3
• Polarizability: 41.333824 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Suitability: suitable for HPLC stationary phase for resolution of racemic α-amino acids
• Empirical Formula (Hill Notation): C21H41NO3