4-oxo-1,4-dihydroquinoline-2-carboxylic acid

• ChemBase ID: 127987
• Molecular Formular: C10H7NO3
• Molecular Mass: 189.16748
• Monoisotopic Mass: 189.04259309
• SMILES: O=c1c2c(cccc2)[nH]c(c1)C(=O)O
• Canonical SMILES: OC(=O)c1cc(=O)c2c([nH]1)cccc2
• InChI: InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)
• InChIKey: HCZHHEIFKROPDY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-oxo-1,4-dihydroquinoline-2-carboxylic acid
• IUPAC Traditional name: acid, kynurenic
• Synonyms: 4-oxo-1,4-dihydroquinoline-2-carboxylic acid; Kinurenic acid; kynuronic acid; quinurenic acid; transtorine; Kynurenic acid

Database IDs

• CAS Number: 492-27-3; 13593-94-7
• MDL Number: MFCD00006753
• PubChem SID: 162222303
• PubChem CID: 3845
• CHEBI ID: 18344
• CHEMBL: 299155
• Chemspider ID: 3712
• KEGG ID: C01717
• Wikipedia Title: Kynurenic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.1660666
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.73092395
• LogD (pH = 7.4): -1.8651012
• Log P: 1.5775565
• Molar Refractivity: 52.324 cm^3
• Polarizability: 18.459864 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 249 - 251°C; 282.5°C
• Hydrophobicity(logP): 0.167

Product Information

• Purity: 95%