(2S)-2-amino-3-(3-fluorophenyl)propanoic acid

• ChemBase ID: 7708
• Molecular Formular: C9H10FNO2
• Molecular Mass: 183.1796032
• Monoisotopic Mass: 183.06955679
• SMILES: Fc1cc(ccc1)C[C@@H](C(=O)O)N
• Canonical SMILES: OC(=O)[C@H](Cc1cccc(c1)F)N
• InChI: InChI=1S/C9H10FNO2/c10-7-3-1-2-6(4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
• InChIKey: VWHRYODZTDMVSS-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(3-fluorophenyl)propanoic acid; rac-(2R)-2-amino-3-(3-fluorophenyl)propanoic acid
• IUPAC Traditional name: 3-fluorophenylalanine; rac-(2R)-2-amino-3-(3-fluorophenyl)propanoic acid
• Synonyms: 3-Fluoro-L-phenylalanine; m-Fluoro-L-phenylalanine; (2R)-2-Amino-3-(3-fluorophenyl)propanoic acid; 3-Fluoro-D-phenylalanine; L-(3-Fluorophenyl)alanine; 3-FLUORO-DL-PHENYLALANINE; 3-氟-L-苯丙氨酸; L-3-氟苯丙氨酸

Database IDs

• CAS Number: 110117-84-5; 2629-54-1; 19883-77-3
• MDL Number: MFCD00066450; MFCD00066449
• Beilstein Number: 2725762
• PubChem SID: 160971015; 24870865
• PubChem CID: 716315

CALCULATED PROPERTIES

• Acid pKa: 1.8590033
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0421922
• LogD (pH = 7.4): -1.046044
• Log P: -1.0422448
• Molar Refractivity: 45.3327 cm^3
• Polarizability: 17.601942 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -25±2°, c = 1% in H2O

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC); 97%; 98%
• Empirical Formula (Hill Notation): C9H10FNO2