8-hydroxyquinoline-5-carboxylic acid

• ChemBase ID: 155041
• Molecular Formular: C10H7NO3
• Molecular Mass: 189.16748
• Monoisotopic Mass: 189.04259309
• SMILES: c1cc2c(ccc(c2nc1)O)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(c2c1cccn2)O
• InChI: InChI=1S/C10H7NO3/c12-8-4-3-7(10(13)14)6-2-1-5-11-9(6)8/h1-5,12H,(H,13,14)
• InChIKey: JGRPKOGHYBAVMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxyquinoline-5-carboxylic acid
• IUPAC Traditional name: 8-hydroxyquinoline-5-carboxylic acid
• Synonyms: IOX1; 8-Hydroxy-5-quinolinecarboxylic acid; IOX1; 5-Carboxy-8-hydroxyquinoline

Database IDs

• CAS Number: 5852-78-8
• MDL Number: MFCD18417145
• PubChem SID: 162249179
• PubChem CID: 459617

CALCULATED PROPERTIES

• Acid pKa: 3.6687763
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.3951316
• LogD (pH = 7.4): -1.863433
• Log P: 1.2272817
• Molar Refractivity: 49.2164 cm^3
• Polarizability: 19.877874 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥25 mg/mL
• Apperance: yellow powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Histone demethylases

Product Information

• Purity: ≥97% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C10H7NO3

DETAILS

Sigma Aldrich - SML0067

Biochem/physiol Actions
5-Carboxy-8-hydroxyquinoline (IOX1) is a broad spectrum 2OG oxygenase inhibitor useful for the study of histone demethylation and hypoxic sensing. For full characterization details, please visit the IOX1 probe summary on the Structural Genomics Consortium (SGC) website.
Histone Demethylase Inhibitor