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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
Structure of 8-HYDROXY-5-QUINOLINECARBOXYLIC ACID

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)

HIDE SMILES / InChI

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
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

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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
by admin
on Mon Mar 31 22:57:34 GMT 2025
Edited
by admin
on Mon Mar 31 22:57:34 GMT 2025
Record UNII
JM015YQC1C
Record Status Validated (UNII)
Record Version
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Name Type Language
IOX1
Preferred Name English
8-HYDROXY-5-QUINOLINECARBOXYLIC ACID
Systematic Name English
IOX-1
Common Name English
5-CARBOXY-8-HYDROXYQUINOLINE
Systematic Name English
Code System Code Type Description
PUBCHEM
459617
Created by admin on Mon Mar 31 22:57:34 GMT 2025 , Edited by admin on Mon Mar 31 22:57:34 GMT 2025
PRIMARY
FDA UNII
JM015YQC1C
Created by admin on Mon Mar 31 22:57:34 GMT 2025 , Edited by admin on Mon Mar 31 22:57:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID20207236
Created by admin on Mon Mar 31 22:57:34 GMT 2025 , Edited by admin on Mon Mar 31 22:57:34 GMT 2025
PRIMARY
CAS
5852-78-8
Created by admin on Mon Mar 31 22:57:34 GMT 2025 , Edited by admin on Mon Mar 31 22:57:34 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY