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Merck
CN

SML0067

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:
Molecular Weight:
189.17
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
Assay:
≥97% (HPLC)
Form:
powder
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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 has an IC50 value as 200nM. IOX1 might be used in the treatment of β-thalassemia by α-globin downregulation.
Broad spectrum 2-oxoglutarate (2OG) oxygenase inhibitor.
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

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Articles

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.


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)



Global Trade Item Number

SKUGTIN
SML0067-25MG04061837076756
SML0067-5MG04061832632926