2-amino-3-(8-hydroxyquinolin-3-yl)propanoic acid

• ChemBase ID: 170315
• Molecular Formular: C12H12N2O3
• Molecular Mass: 232.23528
• Monoisotopic Mass: 232.08479225
• SMILES: c1ccc2c(c1O)ncc(c2)CC(N)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1cnc2c(c1)cccc2O)N
• InChI: InChI=1S/C12H12N2O3/c13-9(12(16)17)5-7-4-8-2-1-3-10(15)11(8)14-6-7/h1-4,6,9,15H,5,13H2,(H,16,17)
• InChIKey: XLOULZPUVVVWES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(8-hydroxyquinolin-3-yl)propanoic acid
• IUPAC Traditional name: 2-amino-3-(8-hydroxyquinolin-3-yl)propanoic acid
• Synonyms: 2-Amino-3-(8-hydroxyquinolin-3-yl)propanoic Acid Dihydrochloride; α-Amino-8-hydroxy-3-quinolinepropanoic Acid Hydrochloride; rac HQA; rac (8-Hydroxyquinolin-3-yl)alanine Dihydrochloride

Database IDs

• CAS Number: 1123191-88-7
• PubChem SID: 164226225
• PubChem CID: 71433961

CALCULATED PROPERTIES

• Acid pKa: 1.4867343
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.3343691
• LogD (pH = 7.4): -1.3399228
• Log P: -1.3321389
• Molar Refractivity: 61.0185 cm^3
• Polarizability: 25.10631 Å^3
• Polar Surface Area: 96.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H853265

Genetic incorporation of a metal-ion chelating amino acid into proteins as a biophysical probe.

REFERENCES

• McRee, D., et al.: J. Struct. Biol., 125, 156 (1999)
• Wang, L., et al.: Science, 292, 498 (1999)
• Ioerger, T., et al.: Methods Enzymol., 374, 244 (1999)