TIRON

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H4O8S2.2Na
Molecular Weight	314.201
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].[Na+].OC1=C(O)C(=CC(=C1)S([O-])(=O)=O)S([O-])(=O)=O

InChI

InChIKey=ISWQCIVKKSOKNN-UHFFFAOYSA-L

InChI=1S/C6H6O8S2.2Na/c7-4-1-3(15(9,10)11)2-5(6(4)8)16(12,13)14;;/h1-2,7-8H,(H,9,10,11)(H,12,13,14);;/q;2*+1/p-2

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Ketoconazole induces apoptosis in rat cardiomyocytes through reactive oxygen species-mediated parkin overexpression.	2015-10	25787151
Arsenic trioxide induces unfolded protein response in vascular endothelial cells.	2014-02	23892647
Effect of resveratrol and tiron on the inactivation of glyceraldehyde-3- phosphate dehydrogenase induced by superoxide anion radical.	2014	24059224
A synergistic vascular effect of airborne particulate matter and nickel in a mouse model.	2013-09	23788629
ROS-dependent regulation of Parkin and DJ-1 localization during oxidative stress in neurons.	2012-11-15	22872702
Melamine induces human renal proximal tubular cell injury via transforming growth factor-β and oxidative stress.	2012-11	22915474
Upregulation of haeme oxygenase-1 by zinc in HCT-116 cells.	2012-09	22564156
Nickel-induced epithelial-mesenchymal transition by reactive oxygen species generation and E-cadherin promoter hypermethylation.	2012-07-20	22648416
NADPH oxidase-produced superoxide mediates EGFR transactivation by c-Src in arsenic trioxide-stimulated human keratinocytes.	2012-06	22532027
Arsenic modulates heme oxygenase-1, interleukin-6, and vascular endothelial growth factor expression in endothelial cells: roles of ROS, NF-κB, and MAPK pathways.	2012-06	22488045
Reactive oxygen species-dependent RhoA activation mediates collagen synthesis in hyperoxic lung fibrosis.	2011-06-01	21439370
Cellular iron depletion weakens induction of heme oxygenase-1 by cadmium.	2011-01	20934533
Cyclosporine A-induced nitration of tyrosine 34 MnSOD in endothelial cells: role of mitochondrial superoxide.	2010-07-15	20106845
Ursodeoxycholic acid switches oxaliplatin-induced necrosis to apoptosis by inhibiting reactive oxygen species production and activating p53-caspase 8 pathway in HepG2 hepatocellular carcinoma.	2010-04-01	19728331
Apigenin-induced apoptosis is mediated by reactive oxygen species and activation of ERK1/2 in rheumatoid fibroblast-like synoviocytes.	2009-11-10	19647729
N,N-dimethyl phytosphingosine induces caspase-8-dependent cytochrome c release and apoptosis through ROS generation in human leukemia cells.	2009-08-15	19481559
Acrolein activates matrix metalloproteinases by increasing reactive oxygen species in macrophages.	2009-04-15	19371603
p66Shc links alpha1-adrenergic receptors to a reactive oxygen species-dependent AKT-FOXO3A phosphorylation pathway in cardiomyocytes.	2009-03-13	19168439
Mitochondrial electron-transport-chain inhibitors of complexes I and II induce autophagic cell death mediated by reactive oxygen species.	2007-12-01	18032788
NADPH oxidase mediates angiotensin II-induced endothelin-1 expression in vascular adventitial fibroblasts.	2007-09-01	17391658
Antioxidants tiron and N-acetyl-L-cysteine differentially mediate apoptosis in melanoma cells via a reactive oxygen species-independent NF-kappaB pathway.	2007-05-01	17395010
Induction of oxidative stress response by the mycotoxin patulin in mammalian cells.	2007-02	17090621
NAD(P)H oxidase activity of Nox4 in chondrocytes is both inducible and involved in collagenase expression.	2006-09-22	16987005
Participation of superoxide in neutrophil activation and cytokine production.	2006-08	16919916
Manganese modulates pro-inflammatory gene expression in activated glia.	2006-07	16488514
PS-341 (bortezomib) induces lysosomal cathepsin B release and a caspase-2-dependent mitochondrial permeabilization and apoptosis in human pancreatic cancer cells.	2006-04-28	16446371
Prolonged oxidative stress inverts the cardiac force-frequency relation: role of altered calcium handling and myofilament calcium responsiveness.	2006-01	16288776
Hyperglycemia activates JAK2 signaling pathway in human failing myocytes via angiotensin II-mediated oxidative stress.	2005-02	15677497
Proteasome inhibitor PS-341 induces apoptosis through induction of endoplasmic reticulum stress-reactive oxygen species in head and neck squamous cell carcinoma cells.	2004-11	15509775
HSP25 overexpression attenuates oxidative stress-induced apoptosis: roles of ERK1/2 signaling and manganese superoxide dismutase.	2004-02-15	14975446
Melanoma differentiation associated gene-7, mda-7/interleukin-24, induces apoptosis in prostate cancer cells by promoting mitochondrial dysfunction and inducing reactive oxygen species.	2003-12-01	14678967
High glucose stimulates angiotensinogen gene expression via reactive oxygen species generation in rat kidney proximal tubular cells.	2002-08	12130563
Oxidative stress involves in astrocytic alterations induced by manganese.	2002-05	12009774
Antioxidant treatment induces transcription and expression of transforming growth factor beta in cultured renal proximal tubular cells.	2001-01-19	11163763
Hypoxia induces the expression of a 43-kDa protein (PROXY-1) in normal and malignant cells.	2000-09-16	11006124
Induction of superoxide dismutase and cytotoxicity by manganese in human breast cancer cells.	1999-05-15	10328827

Patents

Name

Type

Language

TIRON

Common Name

English

NSC-12861

Preferred Name

English

1,2-DIHYDROXYBENZENE-3,5-DISULFONIC ACID DISODIUM SALT

Common Name

English

SODIUM PYROCATECHOL-2,4-DISULFONATE

Systematic Name

English

DISODIUM-1,2-DIHYDROXYBENZENE-3,5-DISULFONATE

Systematic Name

English

4,5-DIHYDROXY-1,3-BENZENEDISULFONIC ACID DISODIUM SALT

Common Name

English

DISODIUM PYROCATECHOL-3,5-DISULFONATE

Systematic Name

English

TIRON [MI]

Common Name

English

SODIUM CATECHOL DISULFONATE

Systematic Name

English

Code System Code Type Description

FDA UNII

4X87R5T106