Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H7NO3 |
| Molecular Weight | 189.1675 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C1=CC=C(O)C2=NC=CC=C12
InChI
InChIKey=JGRPKOGHYBAVMW-UHFFFAOYSA-N
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)
| Molecular Formula | C10H7NO3 |
| Molecular Weight | 189.1675 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
8-Hydroxy-5-quinolinecarboxylic acid (IOX1) is the most potent broad-spectrum inhibitor of 2-oxoglutarate oxygenases, including the Jumonji C domain (JmjC) demethylases. IOX1 exerts its anti-proliferative and anti-migratory effects in vascular smooth muscle cells by regulating the expression of the cell cycle-related proteins, cyclin D1 and p21. IOX1 selectively silences α-globin expression in erythroid cells, without affecting the β-like globin expression or erythroid differentiation, thereby IOX1 has potential as a lead compound to develop a novel therapy for β-thalassemia.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21124847 | http://www.thesgc.org/chemical-probes/IOX1
Curator's Comment: 2010
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Selective silencing of α-globin by the histone demethylase inhibitor IOX1: a potentially new pathway for treatment of β-thalassemia. | 2017-03 |
|
| IOX1, a JMJD2A inhibitor, suppresses the proliferation and migration of vascular smooth muscle cells induced by angiotensin II by regulating the expression of cell cycle-related proteins. | 2016-01 |
|
| A cell-permeable ester derivative of the JmjC histone demethylase inhibitor IOX1. | 2014-03 |
|
| 5-Carboxy-8-hydroxyquinoline is a Broad Spectrum 2-Oxoglutarate Oxygenase Inhibitor which Causes Iron Translocation. | 2013-08-01 |
|
| Quantitative high-throughput screening identifies 8-hydroxyquinolines as cell-active histone demethylase inhibitors. | 2010-11-23 |
Sample Use Guides
8-Hydroxy-5-quinolinecarboxylic acid (IOX1) reduced erythroid cell expansion by about 40% (fold expansion dropped from 18-fold to 11-fold) at 40μM concentration, but the proportion of viable cells remained unchanged over all dose levels. This suggests that IOX1 has a mild inhibitory action on erythroid cell proliferation in vitro, although it does not adversely affect cellular viability.
IOX1 suppresses the proliferation and migration of vascular smooth muscle cells induced by Ang II.
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 22:57:34 GMT 2025
by
admin
on
Mon Mar 31 22:57:34 GMT 2025
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| Record UNII |
JM015YQC1C
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| Record Status |
Validated (UNII)
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JM015YQC1C
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5852-78-8
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