SML0067

Sigma-Aldrich

IOX1

≥97% (HPLC)

Synonym(s):
5-Carboxy-8-hydroxyquinoline, 8-Hydroxy-5-quinolinecarboxylic acid
Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
MDL number:
PubChem Substance ID:
NACRES:
NA.77

assay

≥97% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(=O)c1ccc(O)c2ncccc12

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)

InChI key

JGRPKOGHYBAVMW-UHFFFAOYSA-N

Application

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.

Packaging

5, 25 mg in glass bottle

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
IOX1 has an IC50 value as 200nM. IOX1 might be used in the treatment of β-thalassemia by α-globin downregulation.

Features and Benefits

IOX1 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Acetylation of intragenic histones on HPV16 correlates with enhanced HPV16 gene expression
Johansson C, et al.
Virology, 482(3), 244-259 (2015)
Epigenetic Cancer Therapy, 453-453 (2015)
Wenyu Yu et al.
Analytical biochemistry, 463, 54-60 (2014-07-11)
Covalent modifications, such as methylation and demethylation of lysine residues in histones, play important roles in chromatin dynamics and the regulation of gene expression. The lysine demethylases (KDMs) catalyze the demethylation of lysine residues on histone tails and are associated...
Targeting the senescence-overriding cooperative activity of structurally unrelated H3K9 demethylases in melanoma
Yu Y, et al.
Cancer Cell, 33(2), 322-336 (2018)
Selective silencing of alpha-globin by the histone demethylase inhibitor IOX1: a potentially new pathway for treatment of beta-thalassemia
Mettananda S, et al.
Haematologica, 102(3), e80-e84 (2017)
Articles
Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.
Read More
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