5-Carboxy-8-hydroxyquinoline Chemical Properties

Melting point:

301 °C (decomp)

Boiling point:

464.5±30.0 °C(Predicted)

Density 

1.480±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: soluble10mg/mL, clear

pka

1.82±0.10(Predicted)

form 

powder

color 

white to brown

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.

InChIKey

JGRPKOGHYBAVMW-UHFFFAOYSA-N

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

2933499090

5-Carboxy-8-hydroxyquinoline Usage And Synthesis

Description

IOX 1 (5852-78-8) inhibits the JMJD family of 2-oxoglutarate-dependent histone demethylases. IC50 = 0.12, 0.07, 0.2, 0.3, 0.6, and 1 μM for JMJD3, JMJD1A, JMJD2A, JMJD2E, JMJD2C and UTX respectively.1?A broad spectrum 2-oxoglutarate oxygenase inhibitor, IOX 1 may be used to study hypoxic signaling.1?Cell permeable

Uses

8-Hydroxyquinoline-5-carboxylic Acid is an inhibitor of KDM2/7 histone demethylase. 8-Hydroxyquinoline-5-carboxylic acid has also shown potential to be used as a regulator of plant growth.

Uses

IOX1 has been used:

• To eliminate viral latency in latent viruses in order to sensitize the viral infections to antiviral therapy.
• In histone lysine demethylase 4A (KDM4A) inhibition, to serve as a unique strategy to decrease hypoxia-inducible factors signalling.
• to restore oncogene-induced senescence in wild-type mouse embryo fibroblasts.

Uses

5-Carboxy-8-hydroxyquinoline is an inhibitor of KDM2/7 histone demethylase. 5-Carboxy-8-hydroxyquinoline has also shown potential to be used as a regulator of plant growth.

Definition

ChEBI: 8-hydroxy-5-quinolinecarboxylic acid is a member of quinolines.

Biochem/physiol Actions

IOX1 (5-Carboxy-8-hydroxyquinoline) is a broad spectrum inhibitor of 2-oxoglutarate (2OG) oxygenases, including Jumonji C domain (JmjC) demethylases. It is useful for the study of histone demethylation and hypoxic sensing and results in translocation of active site iron on the 2OG oxygenases. For full characterization details, please visit the IOX1 probe summary on the Structural Genomics Consortium (SGC) website.To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

storage

Store at +4°C

References

1) King et al. (2010), Quantitative high-throughput screening identifies 8-hydroxyquinolines as cell-active histone demethylase inhibitors; PLoS One, 5 e15535

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