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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=C2C=CC=NC2=C(O)C=C1

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
A cell-permeable ester derivative of the JmjC histone demethylase inhibitor IOX1.
2014 Mar
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 Jan
Selective silencing of α-globin by the histone demethylase inhibitor IOX1: a potentially new pathway for treatment of β-thalassemia.
2017 Mar

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 Sat Dec 16 10:00:02 GMT 2023
Edited
by admin
on Sat Dec 16 10:00:02 GMT 2023
Record UNII
JM015YQC1C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
8-HYDROXY-5-QUINOLINECARBOXYLIC ACID
Systematic Name English
IOX1
Code English
IOX-1
Common Name English
5-CARBOXY-8-HYDROXYQUINOLINE
Systematic Name English
Code System Code Type Description
PUBCHEM
459617
Created by admin on Sat Dec 16 10:00:02 GMT 2023 , Edited by admin on Sat Dec 16 10:00:02 GMT 2023
PRIMARY
FDA UNII
JM015YQC1C
Created by admin on Sat Dec 16 10:00:02 GMT 2023 , Edited by admin on Sat Dec 16 10:00:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID20207236
Created by admin on Sat Dec 16 10:00:02 GMT 2023 , Edited by admin on Sat Dec 16 10:00:02 GMT 2023
PRIMARY
CAS
5852-78-8
Created by admin on Sat Dec 16 10:00:02 GMT 2023 , Edited by admin on Sat Dec 16 10:00:02 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY