5-Carboxy-8-hydroxyquinoline

Synonym(s):5-Carboxy-8-hydroxyquinoline;8-Hydroxy-5-quinolinecarboxylic acid;JHDM Inhibitor I, Histone Lysine Demethylase Inhibitor II, 5-carboxy-8HQ, IOX1;JMJD2 Inhibitor, 5-carboxy-8HQ - CAS 5852-78-8 - Calbiochem

CAS NO.：5852-78-8
Empirical Formula: C10H7NO3
Molecular Weight: 189.17
MDL number: MFCD18417145
SAFETY DATA SHEET (SDS)
Update Date: 2025-11-05 08:34:14

What is 5-Carboxy-8-hydroxyquinoline?

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

The Uses of 5-Carboxy-8-hydroxyquinoline

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.

The Uses of 5-Carboxy-8-hydroxyquinoline

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.

The Uses of 5-Carboxy-8-hydroxyquinoline

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.

What are the applications of Application

5-Carboxy-8-hydroxyquinoline is a histone demethylase JMJD inhibitor

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

Properties of 5-Carboxy-8-hydroxyquinoline

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.

Safety information for 5-Carboxy-8-hydroxyquinoline

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection.