2-amino-3-(2-fluoro-4,5-dihydroxyphenyl)propanoic acid hydrobromide

• ChemBase ID: 169114
• Molecular Formular: C9H11BrFNO4
• Molecular Mass: 296.0903432
• Monoisotopic Mass: 294.98554806
• SMILES: c1(c(cc(c(c1)CC(N)C(=O)O)F)O)O.Br
• Canonical SMILES: OC(=O)C(Cc1cc(O)c(cc1F)O)N.Br
• InChI: InChI=1S/C9H10FNO4.BrH/c10-5-3-8(13)7(12)2-4(5)1-6(11)9(14)15;/h2-3,6,12-13H,1,11H2,(H,14,15);1H
• InChIKey: JSELPBCSJSDDFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(2-fluoro-4,5-dihydroxyphenyl)propanoic acid hydrobromide
• IUPAC Traditional name: 2-amino-3-(2-fluoro-4,5-dihydroxyphenyl)propanoic acid hydrobromide
• Synonyms: 2-Fluoro-5-hydroxytyrosine Hydrobromide; 2-Fluoro-5-hydroxy-DL-tyrosine Hydrobromide; 6-Fluoro DL-DOPA Hydrobromide Salt

Database IDs

• CAS Number: 102034-49-1
• PubChem SID: 162263246
• PubChem CID: 71316818

CALCULATED PROPERTIES

• Acid pKa: 1.3217423
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.6498377
• LogD (pH = 7.4): -1.686726
• Log P: -1.6495564
• Molar Refractivity: 49.2945 cm^3
• Polarizability: 18.953424 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Light Brown Solid
• Melting Point: 202-208°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F591550

A fluorinated DOPA analog.

REFERENCES

• Leete, E., et al.: Phytochemistry, 10, 2687 (1971)
• Garnett, E., et al.: Nature, 305, 137 (1971)