TIRON FREE ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H6O8S2
Molecular Weight	270.237
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C(O)C(=CC(=C1)S(O)(=O)=O)S(O)(=O)=O

InChI

InChIKey=XXAXVMUWHZHZMJ-UHFFFAOYSA-N

InChI=1S/C6H6O8S2/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)

HIDE SMILES / InChI

Molecular Formula	C6H6O8S2
Molecular Weight	270.237
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

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

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 20:10:30 GMT 2023` Edited by `admin` on `Fri Dec 15 20:10:30 GMT 2023`
Record UNII	306J0THJ9U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TIRON FREE ACID

Common Name

English

3,5-DISULFOPYROCATECHOL

Systematic Name

English

M-BENZENEDISULFONIC ACID, 4,5-DIHYDROXY-

Common Name

English

4,5-DIHYDROXY-M-BENZENEDISULFONIC ACID

Common Name

English

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

Systematic Name

English

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

Common Name

English

PYROCATECHOL-3,5-DISULFONIC ACID

Systematic Name

English

Code System Code Type Description

FDA UNII

306J0THJ9U