4-hydroxy(2H5)quinoline-2-carboxylic acid

• ChemBase ID: 172143
• Molecular Formular: C10H7NO3
• Molecular Mass: 189.16748
• Monoisotopic Mass: 189.04259309
• SMILES: c1ccc2c(c1)nc(cc2O)C(=O)O
• Canonical SMILES: OC(=O)c1cc(O)c2c(n1)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-hydroxy(^2H₅)quinoline-2-carboxylic acid
• IUPAC Traditional name: 4-hydroxy(^2H₅)quinoline-2-carboxylic acid
• Synonyms: 4-Hydroxy-2-quinolinecarboxylic Acid-d5; 4-Hydroxy-quinaldic Acid-d5; 2-Carboxy-4-hydroxyquinoline-d5; 4-Hydroxyquinaldic Acid-d5; 4-Hydroxyquinaldinic Acid-d5; Quinurenic Acid-d5; NSC 58973-d5; Kynurenic Acid-d5

Database IDs

• CAS Number: 350820-13-2
• PubChem SID: 164228053
• PubChem CID: 71749705

CALCULATED PROPERTIES

• Acid pKa: 0.963681
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.043512575
• LogD (pH = 7.4): -1.456157
• Log P: 0.7521527
• Molar Refractivity: 48.8444 cm^3
• Polarizability: 19.905602 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 267-269°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - K660502

A labelled product of L-Tryptophan metabolism, possessing neruoactive activity having antiexcitotoxic and anticonvulsant properties.

REFERENCES

• Wejksza, K., et al.: Pharmacol. Rep., 61, 751 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)
• Di Natale, B., et al.: Toxicol. Sci., 115, 89 (2009)