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SML0067

Sigma-Aldrich

IOX1

≥97% (HPLC)

Synonym(s):

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

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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.

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML0067-5MG:
SML0067-VAR:
SML0067-25MG:
SML0067-BULK:

Certificates of Analysis (COA)

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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
Tian Tian et al.
Experimental and therapeutic medicine, 21(3), 180-180 (2021-01-26)
The aim of the present study was to investigate the effect of the histone H3K9 demethylase inhibitor, IOX1, on the mechanism of hepatic fibrosis in TGF-β-induced human hepatic stellate LX-2 cells. Cellular proliferation, apoptosis, histone H3K9 dimethylation (H3K9me2), protein expression
Targeting the senescence-overriding cooperative activity of structurally unrelated H3K9 demethylases in melanoma
Yu Y, et al.
Cancer Cell, 33(2), 322-336 (2018)
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