Page last updated: 2024-12-05

1,2-dihydroxybenzene-3,5-disulfonic acid disodium salt

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Description

1,2-dihydroxybenzene-3,5-disulfonic acid disodium salt, also known as **Tiron**, is a chelating agent with a unique structure and diverse applications in research.

**Structure and Properties:**

* **Structure:** It is a benzene ring substituted with two hydroxyl groups (OH) at positions 1 and 2, and two sulfonate groups (SO3Na) at positions 3 and 5.
* **Properties:** Tiron is a water-soluble, white powder that forms stable complexes with metal ions, particularly those of iron (Fe), aluminum (Al), and manganese (Mn). This strong chelating ability is due to the presence of both hydroxyl and sulfonate groups, which create a favorable environment for metal ion coordination.

**Importance in Research:**

Tiron's unique properties make it a valuable tool in various research fields:

1. **Analytical Chemistry:**
* **Spectrophotometric Analysis:** Tiron forms colored complexes with metal ions, allowing for their spectrophotometric determination. This is particularly useful in analyzing trace metals in biological samples, environmental matrices, and industrial processes.
* **Metal Ion Separation and Purification:** The strong affinity of Tiron for metal ions enables its use in separation and purification techniques like ion-exchange chromatography and solvent extraction.

2. **Biochemistry and Biology:**
* **Enzyme Studies:** Tiron can act as a competitive inhibitor of certain enzymes, like those involved in iron-dependent reactions. This allows researchers to study the mechanism of action and regulation of these enzymes.
* **Oxidative Stress Research:** Tiron's ability to chelate metal ions can reduce oxidative stress by preventing the formation of damaging free radicals. It has shown promise in studying the role of oxidative stress in various diseases.
* **Metal Ion Transport and Metabolism:** Tiron's interaction with metal ions can shed light on how metals are transported and utilized in biological systems.

3. **Environmental Science:**
* **Heavy Metal Removal:** Tiron's strong affinity for heavy metals like lead (Pb) and mercury (Hg) makes it useful for removing these contaminants from water and soil.
* **Metal Ion Sensing:** Tiron can be incorporated into sensors to detect and quantify metal ions in environmental samples.

4. **Materials Science:**
* **Metal Ion Complexation:** Tiron's ability to form complexes with metal ions can be used to synthesize novel metal-organic frameworks (MOFs) with specific properties for applications in catalysis, separation, and sensing.

**Summary:**

Tiron, a chelating agent with a unique structure, finds diverse applications in research. Its strong metal-chelating ability makes it valuable for analytical chemistry, biochemistry, environmental science, and materials science. Its use in various research areas contributes to advancements in understanding metal ion behavior, developing analytical methods, and exploring potential solutions to environmental and health-related challenges.

1,2-Dihydroxybenzene-3,5-disulfonic acid disodium salt, also known as **Tiron**, is a chemical compound with the formula C6H4(OH)2(SO3Na)2. It's a white crystalline solid, soluble in water, and is widely used in various research applications due to its unique properties.

**Key Properties and Importance:**

* **Chelating Agent:** Tiron is a powerful chelating agent, meaning it binds to metal ions. This property is crucial in several research areas:
* **Metal analysis and determination:** It's used in analytical chemistry to determine the concentration of various metal ions like iron, copper, and manganese.
* **Metal ion removal:** Tiron can effectively remove metal ions from solutions, which is useful in various processes like purification, water treatment, and metal ion sequestration.
* **Antioxidant:** Tiron exhibits antioxidant properties, scavenging free radicals and protecting molecules from oxidative damage. This property makes it relevant in:
* **Biochemistry and cell biology:** Research on oxidative stress, antioxidant mechanisms, and their role in diseases.
* **Food chemistry and preservation:** Tiron can act as an antioxidant to extend shelf life and prevent oxidation in food products.
* **Spectrophotometry:** Tiron forms colored complexes with metal ions, which allows for spectrophotometric analysis, a method to measure the concentration of substances based on their light absorption.
* **Other applications:**
* **Textile industry:** Tiron can be used as a dye mordant, helping dyes adhere to fabrics more effectively.
* **Photography:** It's used as a developer in black and white photography.

**Specific Research Applications:**

* **Environmental Science:** Tiron plays a crucial role in studying metal pollution and its impact on ecosystems. Its ability to bind metal ions allows researchers to monitor metal levels in water, soil, and air.
* **Biochemistry and Molecular Biology:** Researchers use Tiron to investigate the role of metal ions in enzyme function, protein structure, and cellular processes.
* **Medicine and Pharmacology:** Tiron is being investigated for its potential therapeutic applications, such as treatment of metal-related diseases, antioxidant therapy, and drug delivery systems.

**Overall, 1,2-Dihydroxybenzene-3,5-disulfonic acid disodium salt (Tiron) is a versatile compound with various applications in research, industry, and analytical chemistry. Its ability to bind metal ions, act as an antioxidant, and its use in spectrophotometric analysis make it an important tool in several scientific fields.**

Chymopapain: A cysteine endopeptidase isolated from papaya latex. Preferential cleavage at glutamic and aspartic acid residues. EC 3.4.22.6. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

1,2-Dihydroxybenzene-3,5-Disulfonic Acid Disodium Salt: A colorimetric reagent for iron, manganese, titanium, molybdenum, and complexes of zirconium. (From Merck Index, 11th ed) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9002
CHEMBL ID1205542
CHEBI ID193860
SCHEMBL ID30999
MeSH IDM0021572
PubMed CID9001
CHEMBL ID110526
CHEBI ID9607
SCHEMBL ID22220
MeSH IDM0021572

Synonyms (87)

Synonym
4,5-dihydroxybenzene-1,3-disulfonic acid
chymodiactin
catechol-3,5-disulfonic acid
pyrocatechol-3,5-disulfonic acid
tiron free acid
4,5-dihydroxybenzene-1,3-disulphonic acid
1,3-benzenedisulfonic acid, 4,5-dihydroxy-
m-benzenedisulfonic acid, 4,5-dihydroxy-
einecs 205-742-0
4,5-dihydroxy-1,3-benzenedisulfonic acid
3,5-disulfopyrocatechol
1,2-dihydroxybenzene-3,5-disulfonic acid,di na salt
chymopapain
bax 1526
discase
1,2-dihydroxy-3,5-benzenedisulfonic acid, disodium salt
4,5-dihydroxybenzene-1,3-disulonic acid
149-46-2
CHEBI:193860
306j0thj9u ,
unii-306j0thj9u
CHEMBL1205542
STL280406
FT-0631850
4,5-dihydroxy-m-benzenedisulfonic acid
AKOS016371066
SCHEMBL30999
DTXSID6043963
FT-0696885
tiron(r)
149-46-2 (parent cpd)
nsc 107079
sodium catechol sulphate
1,3-benzenedisulfonic acid, 4,5-dihydroxy- (9ci)
Q27255921
3,5-disulfocatechol disodium salt
tiferron
sodium pyrocatechol-3,5-disulfonate
nsc-12861
sodium catechol sulfate
disodium pyrocatechol-3,5-disulfonate
4,5-dihydroxy-m-benzenedisulfonic acid disodium salt
sdd ,
disodium 4,5-dihydroxy-m-benzenedisulfonate
sodium 1,2-dihydroxybenzenedisulfonate
dihydroxy benzene disulfonate disodium salt
nsc 12861
disodium 4,5-dihydroxybenzene-1,3-disulfonate
disodium 1,2-dihydroxybenzene-3,5-disulfonate
sodium 4,5-dihydroxybenzene-1,3-disulfonate
m-benzenedisulfonic acid, 4,5-dihydroxy-, disodium salt
einecs 205-741-5
1,3-benzenedisulfonic acid, 4,5-dihydroxy-, disodium salt
disodium 4,5-dihydroxybenzene-1,3-disulphonate
sodium 1,2-dihydroxy-3,5-benzenedisulfonate
1,2-dihydroxybenzene-3,5-disulfonic acid disodium salt
149-45-1
tiron ,
D0567
pyrocatechol-3,5-disulfonic acid disodium salt
catechol-3,5-disulfonic acid disodium salt
chebi:9607 ,
CHEMBL110526
AKOS002248727
dtxcid5023950
dtxsid7043950 ,
cas-149-45-1
NCGC00255944-01
tox21_302148
1,3-benzenedisulfonic acid, 4,5-dihydroxy-, sodium salt (1:2)
4x87r5t106 ,
disodium 4,5-dihydroxy-1,3-benzenedisulfonate
unii-4x87r5t106
AKOS015913779
sodium pyrocatechol-2,4-disulfonate
disodium-1,2-dihydroxybenzene-3,5-disulfonate
4,5-dihydroxy-1,3-benzenedisulfonic acid disodium salt
tiron [mi]
SCHEMBL22220
ISWQCIVKKSOKNN-UHFFFAOYSA-L
W-108084
mfcd00007473
tiron, p.a. 99%
Q2436330
AMY37894
4,5-dihydroxy-1,3-benzenedisulfonic acid, disodium salt
catechol-3,5-disulfonicaciddisodiumsalt

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"This survey covers 121 "serious" and "unexpected" adverse events after treatment with chymodiactin (chymopapain for injection) among approximately 135,000 patients in the United States."( Safety of chemonucleolysis. Adverse effects reported in the United States, 1982-1991.
Nordby, EJ; Schofield, SR; Wright, PH, 1993
)
0.29
"Although it has been reported that vanadate is effective in diminishing the expression of diabetes in the rat, the severe toxic side effects noted in the vanadate-treated animals suggest that chronic oral administration of vanadate argues against its use in human diabetes."( Tiron administration minimizes the toxicity of vanadate but not its insulin mimetic properties in diabetic rats.
Domingo, JL; Gomez, M; Keen, CL; Llobet, JM; Sanchez, DJ, 1992
)
0.28
" The no observable adverse effect level (NOAEL) for maternal and developmental toxicity was 1500 mg Tiron/kg/day."( Developmental toxicity evaluation of tiron (sodium 4,5-dihydroxybenzene-1,3-disulfonate) in mice.
Corbella, J; Domingo, JL; Llobet, JM; Ortega, A; Sánchez, DJ, 1991
)
0.28
"One potential mechanism of aerobic cytotoxicity is redox cycling of SR 4233 with molecular oxygen resulting in several potentially toxic oxidative species that overburden the intrinsic intracellular detoxification systems such as superoxide dismutase, catalase, and glutathione peroxidase."( Protection against SR 4233 (Tirapazamine) aerobic cytotoxicity by the metal chelators desferrioxamine and tiron.
Biaglow, JE; Coleman, CN; Cook, JA; Gonzalez, FJ; Herscher, LL; Krishna, MC; Mitchell, JB; Tuttle, SW, 1994
)
0.29
"Humic acid (HA) has been shown to be a toxic factor for many mammalian cells, however the specific mechanism of the cytotoxicity induced by HA remains unclear."( Humic acid mediates iron release from ferritin and promotes lipid peroxidation in vitro: a possible mechanism for humic acid-induced cytotoxicity.
Ho, KJ; Huang, TS; Liu, TK; Lu, FJ, 2003
)
0.32
" Moreover, we examined a potential renal toxic mechanism(s) of arsenic trioxide by using a toxicity-related gene and investigated potential treatments to reduce the renal toxicity of arsenic trioxide."( An approach to elucidate potential mechanism of renal toxicity of arsenic trioxide.
Fujimura, A; Oshima, Y; Sasaki, A, 2007
)
0.34
" In conclusion, MDMA catechol metabolites promote differential toxic effects to differentiated dopaminergic human SH-SY5Y cells."( Neurotoxicity of "ecstasy" and its metabolites in human dopaminergic differentiated SH-SY5Y cells.
Bastos, ML; Branco, PS; Capela, JP; Carvalho, F; Costa, VM; Fernandes, E; Ferreira, LM; Ferreira, PS; Meisel, A; Nogueira, TB, 2013
)
0.39
" This study was designed to investigate the reproductive toxicity of TDN in male albino rats and the ameliorative role of Tiron to minimize such toxic effects."( Reproductive toxicity provoked by titanium dioxide nanoparticles and the ameliorative role of Tiron in adult male rats.
Ibrahim, MA; Morgan, AM; Noshy, PA, 2017
)
0.46

Compound-Compound Interactions

ExcerptReferenceRelevance
"To observe the cytotoxicity of chymopapain combined with pingyangmycin (PYM) on mouse hepatoma cell line hapa-6 in vitro."( [Cytotoxicity of chymopapain combined with pingyangmycin on mouse hepatoma cell line hepa-6].
Jiang, X; Jie, W; Taicheng, Y; Xiaoling, C; Yong, G, 2004
)
0.32
" Cooperation effect was showed when three different concentration chymopapain combined with PYM during 48 hours."( [Cytotoxicity of chymopapain combined with pingyangmycin on mouse hepatoma cell line hepa-6].
Jiang, X; Jie, W; Taicheng, Y; Xiaoling, C; Yong, G, 2004
)
0.32
" Cooperation effect was showed when chymopapin was combined with PYM."( [Cytotoxicity of chymopapain combined with pingyangmycin on mouse hepatoma cell line hepa-6].
Jiang, X; Jie, W; Taicheng, Y; Xiaoling, C; Yong, G, 2004
)
0.32

Bioavailability

ExcerptReferenceRelevance
" These results suggest that the role of Mb as an intracellular NO scavenger is small, and the increase in mitochondrial superoxide in SODHZ mice may cause a decrease NO bioavailability and alter the control of myocardial O2 consumption by NO."( Changes in NO bioavailability regulate cardiac O2 consumption: control by intramitochondrial SOD2 and intracellular myoglobin.
Edwards, J; Hintze, TH; Jue, T; Li, W; Wang, X, 2004
)
0.32
"These data indicate that the formation of O2- by the endothelial gp91phox-containing NADPH oxidase accounts for the reduced NO bioavailability in the 2K1C model and contributes to the development of renovascular hypertension and endothelial dysfunction."( gp91phox-containing NADPH oxidase mediates endothelial dysfunction in renovascular hypertension.
Brandes, RP; Busse, R; Geiger, H; Jung, O; Pedrazzini, T; Schreiber, JG, 2004
)
0.32
" IH causes oxidative stress that may limit bioavailability of the endothelium-derived vasodilator nitric oxide (NO) and thus contribute to this hypertensive response."( Intermittent hypoxia augments pulmonary vascular smooth muscle reactivity to NO: regulation by reactive oxygen species.
Jernigan, NL; Kanagy, NL; Norton, CE; Resta, TC; Walker, BR, 2011
)
0.37

Dosage Studied

ExcerptRelevanceReference
" Hyaluronidase could be of interest as a nucleolytic drug and needs further studies on optimal dosage and lack of side effects in the surrounding tissues before injecting it into human discs."( Experimental model of disc herniations in rats for study of nucleolytic drugs.
Amor, B; Kahan, A; Revel, M; Takenaka, Y,
)
0.13
" If a sequester has formed, immediate surgery is imperative, whereas in neurotoxic complication high dosage level cortisone treatment must be performed."( [Clinical deterioration following chemonucleolysis. Sequestration or neurotoxic complication?].
Molsberger, A; Schulitz, KP; Wehling, P, 1989
)
0.28
" A dose-response curve for the release of glycosaminoglycan by chymopapain was linear when the amount of enzyme was plotted on a logarithmic scale against glycosaminoglycan release."( Effect of X-ray contrast media on the action of chymopapain on the intervertebral disc: an in vitro study of cartilage degradation.
Barrett, AJ; Buttle, DJ; Tudor, J, 1984
)
0.27
" A trend to decreased dosage may result in less postinjection spasm."( Chemonucleolysis.
Fraser, RD; Javid, MJ; Nordby, EJ, 1996
)
0.29
"To investigate whether the increase in spinal flexibility after chymopapain injection is dose dependent and determine the "optimal" dosage of chymopapain to increase spinal flexibility in a rabbit model."( Spinal flexibility increase after chymopapain injection is dose dependent: a possible alternative to anterior release in scoliosis.
Cheung, KM; Leong, JC; Lu, DS; Lu, WW; Luk, KD, 2004
)
0.32
"The reduction in the lateral bending spinal stiffness after chymopapain injection is dose dependent, and an optimal dosage for spinal release existed; doses greater than the optimal dosage did not result in further significant decrease in lateral bending spinal stiffness."( Spinal flexibility increase after chymopapain injection is dose dependent: a possible alternative to anterior release in scoliosis.
Cheung, KM; Leong, JC; Lu, DS; Lu, WW; Luk, KD, 2004
)
0.32
" Tiron effectiveness was assessed at dosage levels of 0, 250, 500, and 1,000 mg/kg."( Prevention by Tiron (sodium 4,5-dihydroxybenzene-1,3-disulfonate) of vanadate-induced developmental toxicity in mice.
Bosque, MA; Corbella, J; Domingo, JL; Luna, M, 1993
)
0.29
" Dose-response curves for acetylcholine-induced, endothelium-related relaxation of aortic rings (after previous exposure to phenylephrine) were conducted in a high glucose solution (44 mmol/L)."( Antioxidants restore aortic ring relaxation in pancreatectomized rats.
Cardinali, DP; Linares, LM; Reyes-Toso, CF; Ricci, CR; Vázquez, MB; Witriw, A, 2007
)
0.34
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
organosulfur compoundAn organosulfur compound is a compound containing at least one carbon-sulfur bond.
sulfonic acid derivative
organic molecular entityAny molecular entity that contains carbon.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (9)

PathwayProteinsCompounds
ethylene biosynthesis IV (engineered)218
formaldehyde oxidation I124
sulfur oxidation II (Fe+3-dependent)016
4-amino-3-hydroxybenzoate degradation240
formaldehyde assimilation II (assimilatory RuMP Cycle)023
alkylnitronates degradation350
superpathway of sulfide oxidation (Acidithiobacillus ferrooxidans)226
ethylene biosynthesis II (microbes)119
ethylene biosynthesis V (engineered)7842

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Histone H2A.xCricetulus griseus (Chinese hamster)Potency31.81010.039147.5451146.8240AID1224845
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency34.34130.000627.21521,122.0200AID743202
Cellular tumor antigen p53Homo sapiens (human)Potency27.27830.002319.595674.0614AID651631
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (124)

Processvia Protein(s)Taxonomy
negative regulation of cell population proliferationCellular tumor antigen p53Homo sapiens (human)
regulation of cell cycleCellular tumor antigen p53Homo sapiens (human)
regulation of cell cycle G2/M phase transitionCellular tumor antigen p53Homo sapiens (human)
DNA damage responseCellular tumor antigen p53Homo sapiens (human)
ER overload responseCellular tumor antigen p53Homo sapiens (human)
cellular response to glucose starvationCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damage by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
regulation of apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
positive regulation of miRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
negative regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
mitophagyCellular tumor antigen p53Homo sapiens (human)
in utero embryonic developmentCellular tumor antigen p53Homo sapiens (human)
somitogenesisCellular tumor antigen p53Homo sapiens (human)
release of cytochrome c from mitochondriaCellular tumor antigen p53Homo sapiens (human)
hematopoietic progenitor cell differentiationCellular tumor antigen p53Homo sapiens (human)
T cell proliferation involved in immune responseCellular tumor antigen p53Homo sapiens (human)
B cell lineage commitmentCellular tumor antigen p53Homo sapiens (human)
T cell lineage commitmentCellular tumor antigen p53Homo sapiens (human)
response to ischemiaCellular tumor antigen p53Homo sapiens (human)
nucleotide-excision repairCellular tumor antigen p53Homo sapiens (human)
double-strand break repairCellular tumor antigen p53Homo sapiens (human)
regulation of DNA-templated transcriptionCellular tumor antigen p53Homo sapiens (human)
regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
protein import into nucleusCellular tumor antigen p53Homo sapiens (human)
autophagyCellular tumor antigen p53Homo sapiens (human)
DNA damage responseCellular tumor antigen p53Homo sapiens (human)
DNA damage response, signal transduction by p53 class mediator resulting in cell cycle arrestCellular tumor antigen p53Homo sapiens (human)
DNA damage response, signal transduction by p53 class mediator resulting in transcription of p21 class mediatorCellular tumor antigen p53Homo sapiens (human)
transforming growth factor beta receptor signaling pathwayCellular tumor antigen p53Homo sapiens (human)
Ras protein signal transductionCellular tumor antigen p53Homo sapiens (human)
gastrulationCellular tumor antigen p53Homo sapiens (human)
neuroblast proliferationCellular tumor antigen p53Homo sapiens (human)
negative regulation of neuroblast proliferationCellular tumor antigen p53Homo sapiens (human)
protein localizationCellular tumor antigen p53Homo sapiens (human)
negative regulation of DNA replicationCellular tumor antigen p53Homo sapiens (human)
negative regulation of cell population proliferationCellular tumor antigen p53Homo sapiens (human)
determination of adult lifespanCellular tumor antigen p53Homo sapiens (human)
mRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
rRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
response to salt stressCellular tumor antigen p53Homo sapiens (human)
response to inorganic substanceCellular tumor antigen p53Homo sapiens (human)
response to X-rayCellular tumor antigen p53Homo sapiens (human)
response to gamma radiationCellular tumor antigen p53Homo sapiens (human)
positive regulation of gene expressionCellular tumor antigen p53Homo sapiens (human)
cardiac muscle cell apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of cardiac muscle cell apoptotic processCellular tumor antigen p53Homo sapiens (human)
glial cell proliferationCellular tumor antigen p53Homo sapiens (human)
viral processCellular tumor antigen p53Homo sapiens (human)
glucose catabolic process to lactate via pyruvateCellular tumor antigen p53Homo sapiens (human)
cerebellum developmentCellular tumor antigen p53Homo sapiens (human)
negative regulation of cell growthCellular tumor antigen p53Homo sapiens (human)
DNA damage response, signal transduction by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
negative regulation of transforming growth factor beta receptor signaling pathwayCellular tumor antigen p53Homo sapiens (human)
mitotic G1 DNA damage checkpoint signalingCellular tumor antigen p53Homo sapiens (human)
negative regulation of telomere maintenance via telomeraseCellular tumor antigen p53Homo sapiens (human)
T cell differentiation in thymusCellular tumor antigen p53Homo sapiens (human)
tumor necrosis factor-mediated signaling pathwayCellular tumor antigen p53Homo sapiens (human)
regulation of tissue remodelingCellular tumor antigen p53Homo sapiens (human)
cellular response to UVCellular tumor antigen p53Homo sapiens (human)
multicellular organism growthCellular tumor antigen p53Homo sapiens (human)
positive regulation of mitochondrial membrane permeabilityCellular tumor antigen p53Homo sapiens (human)
cellular response to glucose starvationCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damage by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
positive regulation of apoptotic processCellular tumor antigen p53Homo sapiens (human)
negative regulation of apoptotic processCellular tumor antigen p53Homo sapiens (human)
entrainment of circadian clock by photoperiodCellular tumor antigen p53Homo sapiens (human)
mitochondrial DNA repairCellular tumor antigen p53Homo sapiens (human)
regulation of DNA damage response, signal transduction by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
positive regulation of neuron apoptotic processCellular tumor antigen p53Homo sapiens (human)
transcription initiation-coupled chromatin remodelingCellular tumor antigen p53Homo sapiens (human)
negative regulation of proteolysisCellular tumor antigen p53Homo sapiens (human)
negative regulation of DNA-templated transcriptionCellular tumor antigen p53Homo sapiens (human)
positive regulation of DNA-templated transcriptionCellular tumor antigen p53Homo sapiens (human)
positive regulation of RNA polymerase II transcription preinitiation complex assemblyCellular tumor antigen p53Homo sapiens (human)
positive regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
response to antibioticCellular tumor antigen p53Homo sapiens (human)
fibroblast proliferationCellular tumor antigen p53Homo sapiens (human)
negative regulation of fibroblast proliferationCellular tumor antigen p53Homo sapiens (human)
circadian behaviorCellular tumor antigen p53Homo sapiens (human)
bone marrow developmentCellular tumor antigen p53Homo sapiens (human)
embryonic organ developmentCellular tumor antigen p53Homo sapiens (human)
positive regulation of peptidyl-tyrosine phosphorylationCellular tumor antigen p53Homo sapiens (human)
protein stabilizationCellular tumor antigen p53Homo sapiens (human)
negative regulation of helicase activityCellular tumor antigen p53Homo sapiens (human)
protein tetramerizationCellular tumor antigen p53Homo sapiens (human)
chromosome organizationCellular tumor antigen p53Homo sapiens (human)
neuron apoptotic processCellular tumor antigen p53Homo sapiens (human)
regulation of cell cycleCellular tumor antigen p53Homo sapiens (human)
hematopoietic stem cell differentiationCellular tumor antigen p53Homo sapiens (human)
negative regulation of glial cell proliferationCellular tumor antigen p53Homo sapiens (human)
type II interferon-mediated signaling pathwayCellular tumor antigen p53Homo sapiens (human)
cardiac septum morphogenesisCellular tumor antigen p53Homo sapiens (human)
positive regulation of programmed necrotic cell deathCellular tumor antigen p53Homo sapiens (human)
protein-containing complex assemblyCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to endoplasmic reticulum stressCellular tumor antigen p53Homo sapiens (human)
thymocyte apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of thymocyte apoptotic processCellular tumor antigen p53Homo sapiens (human)
necroptotic processCellular tumor antigen p53Homo sapiens (human)
cellular response to hypoxiaCellular tumor antigen p53Homo sapiens (human)
cellular response to xenobiotic stimulusCellular tumor antigen p53Homo sapiens (human)
cellular response to ionizing radiationCellular tumor antigen p53Homo sapiens (human)
cellular response to gamma radiationCellular tumor antigen p53Homo sapiens (human)
cellular response to UV-CCellular tumor antigen p53Homo sapiens (human)
stem cell proliferationCellular tumor antigen p53Homo sapiens (human)
signal transduction by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
reactive oxygen species metabolic processCellular tumor antigen p53Homo sapiens (human)
cellular response to actinomycin DCellular tumor antigen p53Homo sapiens (human)
positive regulation of release of cytochrome c from mitochondriaCellular tumor antigen p53Homo sapiens (human)
cellular senescenceCellular tumor antigen p53Homo sapiens (human)
replicative senescenceCellular tumor antigen p53Homo sapiens (human)
oxidative stress-induced premature senescenceCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathwayCellular tumor antigen p53Homo sapiens (human)
oligodendrocyte apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of execution phase of apoptosisCellular tumor antigen p53Homo sapiens (human)
negative regulation of mitophagyCellular tumor antigen p53Homo sapiens (human)
regulation of mitochondrial membrane permeability involved in apoptotic processCellular tumor antigen p53Homo sapiens (human)
regulation of intrinsic apoptotic signaling pathway by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
positive regulation of miRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
negative regulation of G1 to G0 transitionCellular tumor antigen p53Homo sapiens (human)
negative regulation of miRNA processingCellular tumor antigen p53Homo sapiens (human)
negative regulation of glucose catabolic process to lactate via pyruvateCellular tumor antigen p53Homo sapiens (human)
negative regulation of pentose-phosphate shuntCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to hypoxiaCellular tumor antigen p53Homo sapiens (human)
regulation of fibroblast apoptotic processCellular tumor antigen p53Homo sapiens (human)
negative regulation of reactive oxygen species metabolic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of reactive oxygen species metabolic processCellular tumor antigen p53Homo sapiens (human)
negative regulation of stem cell proliferationCellular tumor antigen p53Homo sapiens (human)
positive regulation of cellular senescenceCellular tumor antigen p53Homo sapiens (human)
positive regulation of intrinsic apoptotic signaling pathwayCellular tumor antigen p53Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (34)

Processvia Protein(s)Taxonomy
transcription cis-regulatory region bindingCellular tumor antigen p53Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificCellular tumor antigen p53Homo sapiens (human)
cis-regulatory region sequence-specific DNA bindingCellular tumor antigen p53Homo sapiens (human)
core promoter sequence-specific DNA bindingCellular tumor antigen p53Homo sapiens (human)
TFIID-class transcription factor complex bindingCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificCellular tumor antigen p53Homo sapiens (human)
protease bindingCellular tumor antigen p53Homo sapiens (human)
p53 bindingCellular tumor antigen p53Homo sapiens (human)
DNA bindingCellular tumor antigen p53Homo sapiens (human)
chromatin bindingCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription factor activityCellular tumor antigen p53Homo sapiens (human)
mRNA 3'-UTR bindingCellular tumor antigen p53Homo sapiens (human)
copper ion bindingCellular tumor antigen p53Homo sapiens (human)
protein bindingCellular tumor antigen p53Homo sapiens (human)
zinc ion bindingCellular tumor antigen p53Homo sapiens (human)
enzyme bindingCellular tumor antigen p53Homo sapiens (human)
receptor tyrosine kinase bindingCellular tumor antigen p53Homo sapiens (human)
ubiquitin protein ligase bindingCellular tumor antigen p53Homo sapiens (human)
histone deacetylase regulator activityCellular tumor antigen p53Homo sapiens (human)
ATP-dependent DNA/DNA annealing activityCellular tumor antigen p53Homo sapiens (human)
identical protein bindingCellular tumor antigen p53Homo sapiens (human)
histone deacetylase bindingCellular tumor antigen p53Homo sapiens (human)
protein heterodimerization activityCellular tumor antigen p53Homo sapiens (human)
protein-folding chaperone bindingCellular tumor antigen p53Homo sapiens (human)
protein phosphatase 2A bindingCellular tumor antigen p53Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingCellular tumor antigen p53Homo sapiens (human)
14-3-3 protein bindingCellular tumor antigen p53Homo sapiens (human)
MDM2/MDM4 family protein bindingCellular tumor antigen p53Homo sapiens (human)
disordered domain specific bindingCellular tumor antigen p53Homo sapiens (human)
general transcription initiation factor bindingCellular tumor antigen p53Homo sapiens (human)
molecular function activator activityCellular tumor antigen p53Homo sapiens (human)
promoter-specific chromatin bindingCellular tumor antigen p53Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
nuclear bodyCellular tumor antigen p53Homo sapiens (human)
nucleusCellular tumor antigen p53Homo sapiens (human)
nucleoplasmCellular tumor antigen p53Homo sapiens (human)
replication forkCellular tumor antigen p53Homo sapiens (human)
nucleolusCellular tumor antigen p53Homo sapiens (human)
cytoplasmCellular tumor antigen p53Homo sapiens (human)
mitochondrionCellular tumor antigen p53Homo sapiens (human)
mitochondrial matrixCellular tumor antigen p53Homo sapiens (human)
endoplasmic reticulumCellular tumor antigen p53Homo sapiens (human)
centrosomeCellular tumor antigen p53Homo sapiens (human)
cytosolCellular tumor antigen p53Homo sapiens (human)
nuclear matrixCellular tumor antigen p53Homo sapiens (human)
PML bodyCellular tumor antigen p53Homo sapiens (human)
transcription repressor complexCellular tumor antigen p53Homo sapiens (human)
site of double-strand breakCellular tumor antigen p53Homo sapiens (human)
germ cell nucleusCellular tumor antigen p53Homo sapiens (human)
chromatinCellular tumor antigen p53Homo sapiens (human)
transcription regulator complexCellular tumor antigen p53Homo sapiens (human)
protein-containing complexCellular tumor antigen p53Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID515370Antioxidant activity assessed as superoxide radical scavenging activity by spectrophotometry2010Bioorganic & medicinal chemistry, Sep-15, Volume: 18, Issue:18
2,3-diarylxanthones as strong scavengers of reactive oxygen and nitrogen species: a structure-activity relationship study.
AID69150Compound was tested for its ability to inhibit DNA strand scission induced by resveratrol and Cu2+, at concentration 1 mM1998Bioorganic & medicinal chemistry letters, Nov-17, Volume: 8, Issue:22
Resveratrol as a new type of DNA-cleaving agent.
AID453275Antioxidant activity assessed as superoxide radical scavenging activity by NBT dye reduction assay2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Synthesis and antioxidant properties of new chromone derivatives.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (896)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990433 (48.33)18.7374
1990's195 (21.76)18.2507
2000's170 (18.97)29.6817
2010's88 (9.82)24.3611
2020's10 (1.12)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.20

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index9.20 (24.57)
Research Supply Index5.65 (2.92)
Research Growth Index4.85 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.20)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials48 (6.93%)5.53%
Trials0 (0.00%)5.53%
Reviews53 (7.65%)6.00%
Reviews1 (0.35%)6.00%
Case Studies61 (8.80%)4.05%
Case Studies1 (0.35%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other531 (76.62%)84.16%
Other282 (99.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]