Skip to Content
Merck
All Photos(2)

Documents

SML0067

Sigma-Aldrich

IOX1

≥97% (HPLC)

Synonym(s):

5-Carboxy-8-hydroxyquinoline, 8-Hydroxy-5-quinolinecarboxylic acid

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
5852-78-8
Molecular Weight:
189.17
MDL number:
MFCD18417145
UNSPSC Code:
51111800
PubChem Substance ID:
329825131
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.

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.
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Epigenetic Cancer Therapy, 453-453 (2015)
Targeting the senescence-overriding cooperative activity of structurally unrelated H3K9 demethylases in melanoma
Yu Y, et al.
Cancer Cell, 33(2), 322-336 (2018)
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
Acetylation of intragenic histones on HPV16 correlates with enhanced HPV16 gene expression
Johansson C, et al.
Virology, 482(3), 244-259 (2015)
View All Related Papers

Articles

Histone Modification and Chromatin Remodeling | Epigenetics

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

Related Content

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service