Page last updated: 2024-11-06

glutathione disulfide

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Description

Glutathione disulfide (GSSG) is an oxidized form of the glutathione molecule. It is a crucial component of cellular redox homeostasis, acting as a marker for oxidative stress. GSSG is synthesized through the enzymatic reaction catalyzed by glutathione reductase, where two molecules of reduced glutathione (GSH) are oxidized to form GSSG and two electrons. GSSG is also found in biological systems as a result of other oxidative reactions, such as the detoxification of reactive oxygen species. Its levels are tightly regulated through the glutathione reductase enzyme, which converts GSSG back to GSH. GSSG is of interest to researchers due to its role in a variety of cellular processes, including: signal transduction, enzyme activity regulation, and DNA synthesis. Elevated GSSG levels are associated with oxidative stress and can contribute to various disease states, including cancer, neurodegenerative diseases, and cardiovascular diseases. Researchers study GSSG to understand the mechanisms of oxidative stress and its role in disease progression, as well as to develop potential therapeutic strategies for managing these conditions.'

Glutathione Disulfide: A GLUTATHIONE dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID65359
CHEMBL ID1372
CHEBI ID17858
SCHEMBL ID138746
MeSH IDM0029384

Synonyms (90)

Synonym
CHEBI:17858 ,
glutathione disulphide
(2s,2's)-5,5'-[disulfanediylbis({(2r)-3-[(carboxymethyl)amino]-3-oxopropane-1,2-diyl}imino)]bis(2-amino-5-oxopentanoic acid)
oxidised glutathione
4-{n-[(1r)-2-({(2r)-2-((4s)-4-amino-4-carboxybutanoylamino)-2-[n-(carboxymethyl)carbamoyl]ethyl}disulfanyl)-1-[n-(carboxymethyl)carbamoyl]ethyl]carbamoyl}(2s)-2-aminobutanoic acid
(gamma-glu-cys-gly) (gamma-glu-cys-gly) [disulfide bridge: 2a-2b]
D00031
glutathione (tn)
oxiglutatione (jan/inn)
n,n'-(dithiobis((r)-1-((carboxymethyl)carbamoyl)ethylene))di-l-glutamine
einecs 248-170-7
oxiglutatione [inn]
oxiglutationum [inn-latin]
oxiglutationa [inn-spanish]
n-(n-gamma-glutamyl-cysteinyl)glycine-(2,2)-disulfide
GDS ,
glutathone disulfide
ccris 780
sleep-promoting factor b
ox. glutathione
l-gamma-glutamyl-l-cysteinyl-glycine disulfide
glutathione-ssg
glycine, l-gamma-glutamyl-l-cysteinyl-, (2,2')-disulfide
glycine, l-g-glutamyl-l-cysteinyl-, bimol. (2~2')-disulfide (9ci)
oxigluthione
glutamine, n,n'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di-, l- (8ci)
glutamine, n,n'-(dithiobis(1-((carboxymethyl)carbamoyl)ethylene))di-, l-
bi(glutathion-s-yl)
bis(gamma-glutamyl-l-cysteinylglycine) disulfide
s,s'-ethylenebis(glutathione)
glutamine, n,n'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di- (7ci)
glutathione-s-s-glutathione
27025-41-8
glutathione disulfide
gssg
oxiglutatione
C00127
NCGC00142600-03
DB03310
NCGC00142600-01
BMSE000170
CHEMBL1372
BMSE000806
unii-ulw86o013h
glycine, l-gamma-glutamyl-l-cysteinyl-, bimol. (2.fwdarw.2')-disulfide
oxiglutationum
oxiglutationa
ulw86o013h ,
4-{n-[(1r)-2-({(2r)-2-((4s)-4-amino-4-carboxybutanoylamino)-2-[n-(carboxymethy l)carbamoyl]ethyl}disulfanyl)-1-[n-(carboxymethyl)carbamoyl]ethyl]carbamoyl}(2 s)-2-aminobutanoic acid
cas-27025-41-8
dtxcid8028898
dtxsid5048972 ,
tox21_113423
BCP9000564
BMSE000906
S3743
n,n'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]diglutamine
glutathiol
AKOS015902226
(2s,2's)-5,5'-(2r,2'r)-3,3'-disulfanediylbis(1-(carboxymethylamino)-1-oxopropane-3,2-diyl)bis(azanediyl)bis(2-amino-5-oxopentanoic acid)
navstel
gtpl6835
(2s)-2-amino-4-{[(1r)-2-{[(2r)-2-[(4s)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid
glutathione disulfide [orange book]
glutathione, disulfide
glutathione disulfide [mi]
oxiglutatione [orange book]
oxiglutatione [jan]
oxiglutatione [who-dd]
l(-)-glutathione
SCHEMBL138746
glycine, l-.gamma.-glutamyl-l-cysteinyl-, bimol. (2->2')-disulfide
(2s)-2-azanyl-5-[[(2r)-3-[[(2r)-2-[[(4s)-4-azanyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-3-(2-hydroxy-2-oxoethylamino)-3-oxidanylidene-propyl]disulfanyl]-1-(2-hydroxy-2-oxoethylamino)-1-oxidanylidene-propan-2-yl]amino]-5-oxidanylidene-pentanoic acid
(2s)-2-amino-5-[[(1r)-1-[[[(2r)-2-[[(4s)-4-amino-4-carboxy-butanoyl]amino]-3-(carboxymethylamino)-3-keto-propyl]disulfanyl]methyl]-2-(carboxymethylamino)-2-keto-ethyl]amino]-5-keto-valeric acid
(2s)-2-azaniumyl-4-{[(1r)-2-{[(2r)-2-[(4s)-4-azaniumyl-4-carboxylatobutanamido]-2-[(carboxylatomethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxylatomethyl)carbamoyl]ethyl]carbamoyl}butanoate
bdbm225231
SBI-0207031.P001
(2s,2's)-5,5'-(((2r,2'r)-disulfanediylbis(1-((carboxymethyl)amino)-1-oxopropane-3,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoic acid)
CS-8140
(2s,2's)-5,5'-[disulfanediylbis({(2r)-3-[(carboxymethyl)amino]-3-oxopropane-1,2-diyl}imino)]bis(2-amino-5-oxopentanoic acid) (non-preferred name)
Q3324838
F20504
2-amino-5-((1-((carboxymethyl)amino)-3-mercapto-1-oxopropan-2-yl)amino)-5-oxopentanoic acid
HY-D0844
AS-14770
CCG-270238
A877046
(2s,2's)-5,5'-(((2r,2'r)-disulfanediylbis(1-((carboxymethyl)amino)-1-oxopropane-3,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoicacid)
EN300-7372307
AC-37033

Research Excerpts

Effects

ExcerptReferenceRelevance
"Glutathione disulfide (GSSG) has been monitored in human saliva samples by an optimized and validated method that is based on liquid chromatography coupled to on-line post column derivatization. "( Development and validation of a direct HPLC method for the determination of salivary glutathione disulphide using a core shell column and post column derivatization with o-phthalaldehyde.
Georgiadou, E; Tsiasioti, A; Tzanavaras, PD; Zacharis, CK, 2022
)
2.16

Toxicity

ExcerptReferenceRelevance
" It is concluded that nilutamide is toxic to isolated rat hepatocytes, as a probable consequence of an oxidative stress due to the redox cycling of this nitroaromatic compound."( Mechanism for the hepatotoxicity of the antiandrogen, nilutamide. Evidence suggesting that redox cycling of this nitroaromatic drug leads to oxidative stress in isolated hepatocytes.
Berson, A; Eugene, D; Fau, D; Fisch, C; Fromenty, B; Pessayre, D, 1992
)
0.28
" In contrast, treatment with the quinone reductase inhibitor dicumarol potentiated the toxic effect of glutamate."( Enhanced NAD(P)H:quinone reductase activity prevents glutamate toxicity produced by oxidative stress.
Coyle, JT; De Long, MJ; Murphy, TH, 1991
)
0.28
"2-Bromohydroquinone (BHQ) plays an important role in bromobenzene-induced nephrotoxicity and is a model toxic hydroquinone."( 2-Bromohydroquinone-induced toxicity to rabbit renal proximal tubules: evidence against oxidative stress.
Schnellmann, RG, 1989
)
0.28
"The role of active oxygen species and lipid peroxidation in the toxic effects of diquat, paraquat and other bipyridyl herbicides remains controversial."( Role of redox cycling and lipid peroxidation in bipyridyl herbicide cytotoxicity. Studies with a compromised isolated hepatocyte model system.
Moldeus, P; Ross, D; Sandy, MS; Smith, MT, 1986
)
0.27
" Quinone(di)imines were relatively toxic to hepatocytes and CHO cells, and some quinone(di)imines were more toxic to one cell type than the other."( Role of metabolism and oxidation-reduction cycling in the cytotoxicity of antitumor quinoneimines and quinonediimines.
Hodnett, EM; Melder, DC; Powis, G; Santone, KS; See, KL, 1987
)
0.27
" In agreement with this hypothesis, deutero-3-methylindole was synthesized and was shown to be significantly less toxic (LD50 735 mg/kg) than 3-methylindole (LD50 578 mg/kg)."( Decreased pneumotoxicity of deuterated 3-methylindole: bioactivation requires methyl C-H bond breakage.
Adams, JD; Huijzer, JC; Yost, GS, 1987
)
0.27
"The enzyme gamma-glutamyl transpeptidase (GGT) is characteristically present at high levels in mammalian cells that are vulnerable in vivo to the selectively toxic and carcinogenic effects of the naturally occurring diazo amino acid L-azaserine."( The function of gamma-glutamyl transpeptidase as a determinant in cell sensitivity to azaserine toxicity.
Berman, JJ; Curphey, TJ; Nardone, RM; Perantoni, A; Rice, JM, 1984
)
0.27
" These results suggest that GSH selectively inhibits mG-specific toxic effects on the guinea pig OHC, possibly by enzymatic detoxification."( Specific glutathione-SH inhibition of toxic effects of metabolized gentamicin on isolated guinea pig hair cells.
Keiner, S; Zenner, HP; Zimmermann, U, 1994
)
0.29
" The results suggest that initial events in the toxic process are reversible, and that DTT can prevent cytotoxicity if added to hepatocytes before irreversible damage occurs; however, the mechanism by which DTT exerts its protection is not clear."( Dithiothreitol reversal of allyl alcohol cytotoxicity in isolated rat hepatocytes.
Cai, Y; Rikans, LE, 1994
)
0.29
"Fotemustine is a clinically used DNA-alkylating 2-chloro-ethyl-substituted N-nitrosourea, which sometimes shows signs of haematotoxicity and reversible liver and renal toxicity as toxic side-effects."( Molecular mechanisms of toxic effects of fotemustine in rat hepatocytes and subcellular rat liver fractions.
Brakenhoff, JP; Commandeur, JN; Groot, EJ; Vermeulen, NP; Wormhoudt, LW, 1996
)
0.29
" Paraquat at a dose of 79 mg/kg was lethal for 50% of animals within 24 hr; when administered together with melatonin, the LD50 for paraquat increased to 251 mg/kg."( Paraquat toxicity and oxidative damage. Reduction by melatonin.
Chen, L; Hara, M; Melchiorri, D; Nisticò, G; Reiter, RJ; Sewerynek, E, 1996
)
0.29
" Rats were pretreated with LPS (100 micrograms/kg) 2 hr before treatment with a minimally toxic dose of allyl alcohol mg/kg), and liver toxicity was assessed 18 hr later from activity of alanine aminotransferase (ALT) and aspartate aminotransferase (AST) in plasma and from histologic changes in liver sections."( Bacterial endotoxin enhances the hepatotoxicity of allyl alcohol.
Brown, AP; Ganey, PE; Grimes, SD; Schultze, AE; Sneed, RA, 1997
)
0.3
" The Caco-2 cell line was particularly vulnerable to NQ and MEN and displayed moderate toxic effects of DIM."( Quinone toxicity in DT-diaphorase-efficient and -deficient colon carcinoma cell lines.
Karczewski, JM; Noordhoek, J; Peters, JG, 1999
)
0.3
" Oxidative stress was also measured both as lipid peroxidation and as the levels of reduced (GSH) and oxidized (GSSG) glutathione, in an effort to elucidate a possible participation of NO in the toxic mechanisms involved in NMDA receptor-mediated neuronal injury."( Nomega-nitro-L-arginine, a nitric oxide synthase inhibitor, antagonizes quinolinic acid-induced neurotoxicity and oxidative stress in rat striatal slices.
Espinoza-González, V; Ríos, C; Santamaría, A; Santamaría, D, 1999
)
0.3
" The hypothesis was that As(III) is the toxic metabolite responsible for the renal toxicity of AsH3."( LLC-PK1 cells as a model for renal toxicity caused by arsine exposure.
Ayala-Fierro, F; Carter, DE, 2000
)
0.31
"The toxic effect of thiram, a widely used dithiocarbamate fungicide, was investigated in cultured human skin fibroblasts."( Thiram-induced cytotoxicity is accompanied by a rapid and drastic oxidation of reduced glutathione with consecutive lipid peroxidation and cell death.
Boget, S; Cereser, C; Parvaz, P; Revol, A, 2001
)
0.31
" Toxic pathway discrimination is needed to group chemicals for potency predictions and identification of structural parameters associated with distinct types of reactive toxicity, a necessary step for development of mechanistically based quantitative structure-activity relationships (QSARs) to predict chemical toxic potential."( Discriminating redox cycling and arylation pathways of reactive chemical toxicity in trout hepatocytes.
Denny, JS; Hammermeister, DE; Kolanczyk, RC; Schmieder, PK; Sheedy, BR; Tapper, MA, 2003
)
0.32
" The toxic effects induced following incubation of hepatocyte suspensions with these metabolites were evaluated by measuring cell viability, the extent of lipid peroxidation, levels of glutathione (GSH) and glutathione disulfide (GSSG), the formation of GSH conjugates, and the activities of GSSG reductase (GR), GSH peroxidase (GPX), and GSH S-transferase (GST)."( Hepatotoxicity of 3,4-methylenedioxyamphetamine and alpha-methyldopamine in isolated rat hepatocytes: formation of glutathione conjugates.
Amado, F; Bastos, ML; Borges, F; Carvalho, F; Carvalho, M; Fernandes, E; Milhazes, N; Monks, TJ; Remião, F, 2004
)
0.51
" The indirect effect of MDMA mediated by a sustained high level of circulating biogenic amines may contribute to the cardiotoxic effects, but other factors, like the direct toxic effects of MDMA and its metabolites in cardiac cells, remain to be investigated."( Metabolism is required for the expression of ecstasy-induced cardiotoxicity in vitro.
Amado, F; Bastos, ML; Borges, F; Carvalho, F; Carvalho, M; Fernandes, E; Gonçalves, MJ; Milhazes, N; Monteiro, Mdo C; Remião, F; Seabra, V, 2004
)
0.32
" Our study was focussed on the toxic effects induced "in vitro" on human oral epithelium by the exposure to low concentrations of nickel chloride."( Toxic effect of nickel in an in vitro model of human oral epithelium.
Cimino, F; Cristani, M; Mondello, MR; Pergolizzi, S; Saija, A; Trombetta, D, 2005
)
0.33
" These toxic effects developed concomitantly with activation of HSF1 and emerged before the formation of HSP70 levels."( Cytotoxicity and cell signalling induced by continuous mild hyperthermia in freshly isolated mouse hepatocytes.
Amado, F; Carvalho, F; de Lourdes Bastos, M; Duarte, JA; Ferreira, R; Remião, F; Santos-Marques, MJ; Sousa, C; Vitorino, R, 2006
)
0.33
" All the extracts were non-toxic and the LD50 was more than 5 g/kg."( Protective effect of ethanolic and water extracts of sea buckthorn (Hippophae rhamnoides L.) against the toxic effects of mustard gas.
Chaurasia, OP; Gautam, A; Kaushik, MP; Kumar, HT; Kumar, O; Nivsarkar, M; Pant, SC; Prasad, GB; Sawhney, RC; Sharma, M; Singh, AK; Singh, S; Vijayaraghavan, R, 2006
)
0.33
" 1,4-Benzoquinone (BQ), a toxic chemical implicated in benzene toxicity, was used as a reference compound."( Cytotoxicity of a Quinone-containing Cockroach Sex Pheromone in Human Lung Adenocarcinoma Cells.
Carr, BA; Chang, FN; Krolikowski, P; Ma, B, 2007
)
0.34
" Assays were performed in treated cells to evaluate the ability of EGCG to prevent the toxic effects of EtOH."( Epigallocatechin-3-gallate(-)protects Chang liver cells against ethanol-induced cytotoxicity and apoptosis.
Anuradha, CV; Gunasekaran, P; Kaviarasan, S; Ramamurthy, N; Varalakshmi, E, 2007
)
0.34
" Taken collectively, these results indicate that (a) mitochondria are target organelles for fullerenols, which elicit cytotoxicity through mitochondrial failure related to the induction of the MPT, mitochondrial depolarization, and inhibition of ATP synthesis in the early stage and subsequently oxidation of GSH and protein thiols, and lipid peroxidation through oxidative stress at a later stage; and (b) the toxic effects of fullerenols may depend on the number of hydroxyl groups participating in fullerene in rat hepatocytes."( Cytotoxic effects of hydroxylated fullerenes on isolated rat hepatocytes via mitochondrial dysfunction.
Ishii, H; Nakae, D; Nakagawa, Y; Ogata, A; Suzuki, T, 2011
)
0.37
" The aim was to assess whether non-alcoholic steatosis sensitizes rat liver to acute toxic effect of acetaminophen."( Susceptibility of rat non-alcoholic fatty liver to the acute toxic effect of acetaminophen.
Cervinková, Z; Haňáčková, L; Kučera, O; Lotková, H; Podhola, M; Roušar, T; Staňková, P, 2012
)
0.38
"Liver from rats fed HFGD is more susceptible to acute toxic effect of acetaminophen, compared to non-steatotic liver."( Susceptibility of rat non-alcoholic fatty liver to the acute toxic effect of acetaminophen.
Cervinková, Z; Haňáčková, L; Kučera, O; Lotková, H; Podhola, M; Roušar, T; Staňková, P, 2012
)
0.38
" Hepatotoxicity is one of the serious adverse effects of statins, and the exact mechanism of hepatotoxicity is not yet clear."( Mechanisms of the statins cytotoxicity in freshly isolated rat hepatocytes.
Abdoli, N; Azarmi, Y; Eghbal, MA; Heidari, R, 2013
)
0.39
"Gap junctional intercellular communication (GJIC), by which glutathione (GSH) and inorganic ions are transmitted to neighboring cells, is recognized as being largely involved in toxic processes of chemicals."( Role of connexin 32 in acetaminophen toxicity in a knockout mice model.
Arakawa, S; Igarashi, I; Kai, K; Maejima, T; Sanbuissho, A; Teranishi, M, 2014
)
0.4
"Zinc is both an essential and potentially toxic metal."( Mechanistic studies of the toxicity of zinc gluconate in the olfactory neuronal cell line Odora.
Choubey, D; Deepe, GS; Genter, MB; Hsieh, H; Shertzer, HG; Vignesh, KS, 2016
)
0.43
" In this study, we developed an in vitro treatment strategy that resembles the inhalation exposure to acrolein experienced by smokers and systematically examined the adverse respiratory effects induced by the noncytotoxic doses of acrolein in a human airway epithelial tissue model."( Evaluating Mode of Action of Acrolein Toxicity in an In Vitro Human Airway Tissue Model.
Bryant, M; Cao, X; Davis, K; Healy, SM; Muskhelishvili, L; Rosenfeldt, H; Shemansky, JM; Wu, Q; Xiong, R, 2018
)
0.48
"05 mg/L) of triclosan, a highly toxic and persistent biocide used in personal care products."( Biomarkers for the toxicity of sublethal concentrations of triclosan to the early life stages of carps.
Bhardwaj, R; Dar, OI; Kaur, A; Sharma, A; Sharma, S; Singh, K, 2020
)
0.56
" Thus, additional research is needed regarding the presence of this element in marine environment and its potential toxic impacts towards inhabiting wildlife."( How safe are the new green energy resources for marine wildlife? The case of lithium.
Amaral, J; De Marchi, L; Ferreira, N; Freitas, R; Henriques, B; Leite, C; Pereira, E; Viana, T, 2020
)
0.56
" Our data showed that benzene (50 µM) induced a significant increase in cytotoxicity, ROS formation, mitochondrial membrane potential (MMP) collapse, lipid peroxidation and oxidative stress while LIN with antioxidant potential reversed the toxic effects of benzene on isolated human lymphocytes."( Linalool reverses benzene-induced cytotoxicity, oxidative stress and lysosomal/mitochondrial damages in human lymphocytes.
Baghal, E; Bohlooli, S; Hashemidanesh, N; Khodaparast, F; Rezagholizadeh, L; Salimi, A, 2022
)
0.72
" No systemic adverse effect of AA-PLGA NPs was observed in our studies."( Synthesis, characterization, and evaluation of in vitro cytotoxicity and in vivo antitumor activity of asiatic acid-loaded poly lactic-co-glycolic acid nanoparticles: A strategy of treating breast cancer.
Basak, S; Chakraborty, P; Chatterjee, S; Dewanjee, S; Dutta, S; Ghosh, N; Ghosh, S; Sil, PC, 2022
)
0.72

Pharmacokinetics

ExcerptReferenceRelevance
" If 200 microM tBHP was applied, this compound disappeared from the incubation buffer with an apparent half-life of about 5 min."( Rapid clearance of tertiary butyl hydroperoxide by cultured astroglial cells via oxidation of glutathione.
Dringen, R; Hamprecht, B; Kussmaul, L, 1998
)
0.3
" The purpose of the study was to report the pharmacokinetic properties of NOV-002 and evaluate the effect that NOV-002 elicits in redox homeostasis."( Preclinical pharmacokinetic analysis of NOV-002, a glutathione disulfide mimetic.
Devane, LC; Garret, TE; He, L; Manevich, Y; Pazoles, CJ; Tew, KD; Townsend, DM; Uys, JD, 2010
)
0.61
" We also carried out a pharmacokinetic analysis of this drug to support arsenic chelation."( Monoisoamyl 2, 3-dimercaptosuccinic acid (MiADMSA) demonstrates higher efficacy by oral route in reversing arsenic toxicity: a pharmacokinetic approach.
Bhadauria, S; Flora, SJ; Pachauri, V; Yadav, A, 2012
)
0.38

Compound-Compound Interactions

ExcerptReferenceRelevance
" Herein, we evaluated the effect of CAT treatment on the sensitivity of A549 human lung adenocarcinoma cells toward various anticancer treatments, aiming to establish the best drug combination for further therapeutic management of this disease."( In vitro evaluation of antitumoral efficacy of catalase in combination with traditional chemotherapeutic drugs against human lung adenocarcinoma cells.
Castro, MA; da Motta, LL; De Bastiani, MA; de Oliveira, VA; França, FS; Gabiatti, BP; Klamt, F; Lopes, FM; Müller, CB, 2016
)
0.43
" A total of 40 beagles were randomly divided into 5 groups (control group, DM group, insulin monotherapy group, NAC combined with insulin group, and NAC monotherapy group) to explore the effects of NAC on alleviating the oxidative damage in cerebrum."( N-acetylcysteine combined with insulin alleviates the oxidative damage of cerebrum via regulating redox homeostasis in type 1 diabetic mellitus canine.
Guo, J; Han, Q; Hu, L; Huo, H; Li, X; Li, Y; Ma, F; Pan, J; Tang, Z; Wu, H; Zhang, H; Zhao, M, 2022
)
0.72

Bioavailability

ExcerptReferenceRelevance
"5-mM spermidine modified malathion uptake and bioavailability increasing the concentration of the xenobiotic in the larvae."( Thiols and polyamines in the potentiation of malathion toxicity in larval stages of the toad Bufo arenarum.
Anguiano, OL; Bergoc, RM; Cocca, C; Gauna, L; Pechen de D'Angelo, AM; Venturino, A, 2001
)
0.31
" Bioisosteric replacement of the carboxylic function by tetrazole to increase bioavailability and to maintain comparable acidity led to improved antimalarial properties as well, but only with the cyanoethyl-protected tetrazoles."( 5-substituted tetrazoles as bioisosteres of carboxylic acids. Bioisosterism and mechanistic studies on glutathione reductase inhibitors as antimalarials.
Bauer, H; Biot, C; Davioud-Charvet, E; Schirmer, RH, 2004
)
0.32
" The study concluded that physical conditioning attenuates the chronic ethanol-induced hypertension by augmenting the NO bioavailability and reducing the oxidative stress response in the plasma of rats."( Physiological basis for effect of physical conditioning on chronic ethanol-induced hypertension in a rat model.
Husain, K; Lalla, J; Mejia, J, 2006
)
0.33
" In this study, we tested the therapeutic effects of a compound [5,15-bis(methoxycarbonyl)-10,20-bis-trifluoromethyl-porphyrinato manganese (III) chloride (AEOL11207)] belonging to a new generation of lipophilic manganic porphyrins for neuroprotection and oral bioavailability in the mouse 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) model of parkinsonism."( An orally active catalytic metalloporphyrin protects against 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine neurotoxicity in vivo.
Day, BJ; Fulton, R; Huang, J; Liang, LP; Patel, M, 2007
)
0.34
" NO bioavailability in endothelial cells was evaluated using DAF-2DA fluorescence."( Role of endothelial dysfunction in modulating the plasma redox homeostasis in visceral leishmaniasis.
Biswas, T; Chowdhury, KD; Sarkar, A; Sen, G, 2011
)
0.37
" Modulation of redox status of plasma and accumulation of ROS in endothelial cells were critically involved in the regulation of NO bioavailability in plasma of the infected animal."( Role of endothelial dysfunction in modulating the plasma redox homeostasis in visceral leishmaniasis.
Biswas, T; Chowdhury, KD; Sarkar, A; Sen, G, 2011
)
0.37
"Decreased NO bioavailability and endothelial dysfunction were the downstream of ceramide signaling cascade."( Role of endothelial dysfunction in modulating the plasma redox homeostasis in visceral leishmaniasis.
Biswas, T; Chowdhury, KD; Sarkar, A; Sen, G, 2011
)
0.37
" Exposures of human MCF10A mammary epithelial cells to either a single frequency (837 MHz alone or 1950 MHz alone) or multiple frequencies (837 and 1950 MHz) were conducted at specific absorption rate (SAR) values of 4 W/kg for 2 h."( Effects of 837 and 1950 MHz radiofrequency radiation exposure alone or combined on oxidative stress in MCF10A cells.
Choi, HD; Hong, MN; Hong, SC; Kim, BC; Kim, N; Kim, T; Ko, YG; Lee, JS; Lee, YS; Pack, JK, 2012
)
0.38
" Nanocurcumin due to its possible chelating property and enhanced bioavailability efficiently removed lead from blood and soft tissues compared to bulk curcumin."( Preventive efficacy of bulk and nanocurcumin against lead-induced oxidative stress in mice.
Flora, G; Gupta, D; Tiwari, A, 2013
)
0.39
" These Vaccinium berries contain high levels of flavonoids; however, the bioavailability of flavonoids is generally low."( Cranberries and wild blueberries treated with gastrointestinal enzymes positively modify glutathione mechanisms in Caco-2 cells in vitro.
Gottschall-Pass, KT; Livingston-Thomas, JM; Slemmer, JE; Sweeney, MI, 2013
)
0.39
"Despite being a plant by-product, chokeberry pomace is believed to exert some therapeutic effects because it is one of the richest sources of highly bioavailable non-enzymatic antioxidants."( Chokeberry Pomace as a Determinant of Antioxidant Parameters Assayed in Blood and Liver Tissue of Polish Merino and Wrzosówka Lambs.
Atanasov, AG; Jóźwik, A; Lipińska, P; Palka, M, 2017
)
0.46
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
" breve MCC1274 enhanced the bioavailability of potential anti-oxidative metabolites from the gut and addressed critical gaps in our understanding of the gut-brain axis underlying the mechanisms of the probiotic action of this strain in the improvement of cognitive function."( Bifidobacterium breve MCC1274 Supplementation Increased the Plasma Levels of Metabolites with Potential Anti-Oxidative Activity in APP Knock-In Mice.
Abdelhamid, M; Jung, CG; Michikawa, M; Ohno, K; Zhou, C, 2022
)
0.72

Dosage Studied

ExcerptRelevanceReference
" PEG-SOD, given intravenously at various doses to donor and support rabbits 1 h or 12-24 h before ischaemia, protected against these changes with a bell-shaped dose-response relationship."( PEG-SOD and myocardial antioxidant status during ischaemia and reperfusion: dose-response studies in the isolated blood perfused rabbit heart.
Cargnoni, A; Ezrin, A; Ferrari, R; Galiñanes, M; Hearse, DJ; Qiu, Y, 1992
)
0.28
" Although a temporal relationship between the GSH levels and the GRc maximum binding concentrations in vivo was observed, there was no quantitative relationship between these two parameters based on our phorone dose-response and the carcinogen pretreatment data."( Phorone (diisopropylidene acetone), a glutathione depletor, decreases rat glucocorticoid receptor binding in vivo.
Chiesa, A; Sunahara, GI, 1992
)
0.28
"A simple and sensitive spectrophotometric method suitable for the stability control of pharmaceutical dosage forms containing glutathione (gamma-glutamyl-cysteinyl-glycine), GSH, is described."( Spectrophotometric determination of glutathione and of its oxidation product in pharmaceutical dosage forms.
Giovannini, AG; Nobile, L; Raggi, MA, 1991
)
0.28
" Treatment of rats with aminotriazole in vivo inhibited heart catalase by 83% and shifted the dose-response curve for GSSG release toward lower H2O2 concentrations."( Role of catalase in metabolism of hydrogen peroxide by the perfused rat heart.
Thayer, WS, 1986
)
0.27
" A multiple dosing regimen consisting of 5 mg of BCNU per kg/week for 6 weeks decreased lung reductase activity by at least 70%."( Preferential effects of 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU) on pulmonary glutathione reductase and glutathione/glutathione disulfide ratios: possible implications for lung toxicity.
Boyd, MR; Smith, AC, 1984
)
0.48
" Ergothioneine, independently from the dosage used, failed to: (i) increase recovery of developed pressure upon reperfusion (14."( In vitro administration of ergothioneine failed to protect isolated ischaemic and reperfused rabbit heart.
Bernocchi, P; Cargnoni, A; Ceconi, C; Curello, S; Ferrari, R, 1995
)
0.29
" A nocturnal 10-h intracerebroventricular infusion of GSSG significantly enhanced slow wave sleep (SWS) at the dosage range from 20 to 50 nmol and paradoxical sleep (PS) at 25 nmol at the expense of wakefulness during the 12-h dark period."( Oxidized glutathione regulates physiological sleep in unrestrained rats.
Honda, K; Inoué, S; Komoda, Y, 1994
)
0.29
" Glutathione peroxidase activities were increased in liver and white muscle of dosed fish."( 3,3',4,4'-tetrachlorobiphenyl effects on antioxidant enzymes and glutathione status in different tissues of rainbow trout.
Moon, TW; Otto, DM, 1995
)
0.29
" The results of this study give evidence that a high dosage of daunorubicin induces lipid peroxidation in renal tissue of rats stimulating the activation of DT-diaphorase and the detoxificative depletion of GSH."( Lipid peroxidation and antioxidant defense mechanisms in rat renal tissue after daunorubicin administration.
Botsoglou, N; Dioudis, C; Grekas, D; Iliadis, S; Papageorgiou, G; Tourkantonis, A; Trakatellis, A; Zilidis, C, 1996
)
0.29
" GSH/GSSG also decreases in humans in a dose-response fashion."( Blood glutathione as an index of radiation-induced oxidative stress in mice and humans.
Aseni, M; Estrela, JM; Navarro, J; Obrador, E; Pellicer, JA; Viña, J, 1997
)
0.3
" Regardless of the dosage of GO, the high-FO diet increased CYP1A1, CYP3A1 and CYP2E1 levels compared with the high- and low-MO diets."( The combined effects of garlic oil and fish oil on the hepatic antioxidant and drug-metabolizing enzymes of rats.
Chen, HW; Kuo, WW; Lii, CK; Liu, CT; Tsai, CW; Yang, JJ, 2003
)
0.32
" A chronic longitudinal study (pre- and posttreatment parameters compared) was undertaken with 15 clinically healthy cats given a stable 1,4-butanedisulfonate (S'S isomer) SAMe salt (enteric coated tablets providing 180 mg SAMe), dosage 48 mg/kg PO q24h, on an empty stomach for 113 days."( The effects of S-adenosylmethionine on clinical pathology and redox potential in the red blood cell, liver, and bile of clinically normal cats.
Center, SA; Erb, HN; Foureman, P; Hoffmann, WE; McCabe-McClelland, J; Randolph, JF; Warner, KL,
)
0.13
" However, dose-response relationships are poorly defined and whether similar effects are seen in young and older subjects is not known."( Age- and dose-dependent effects of an eicosapentaenoic acid-rich oil on cardiovascular risk factors in healthy male subjects.
Banerjee, T; Calder, PC; Cazzola, R; Cestaro, B; Goua, M; Miles, EA; Rees, D; Roynette, CE; Russo-Volpe, S; Wahle, KW; Wells, SJ, 2007
)
0.34
" Groups of adult C57BL/6 mice were administered MPTP with varying subcutaneous or oral dosing regimens of AEOL11207."( An orally active catalytic metalloporphyrin protects against 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine neurotoxicity in vivo.
Day, BJ; Fulton, R; Huang, J; Liang, LP; Patel, M, 2007
)
0.34
" Rats received daily acetyl-L-carnitine at a dosage of 75 mg/kg body weight orally during exposure."( Acetyl-L-carnitine ameliorates hypobaric hypoxic impairment and spatial memory deficits in rats.
Barhwal, K; Hota, SK; Ilavazhagan, G; Jayalakshmi, K; Singh, SB, 2007
)
0.34
"0 mg L(-1) dosage where they decreased by 85%."( Trivalent chromium induces oxidative stress in goldfish brain.
Kubrak, OI; Lushchak, OV; Lushchak, VI; Nazarchuk, TY; Storey, KB; Torous, IM, 2009
)
0.35
" Based on previous findings from single oral dosing in rats with radiolabeled 8-2 FTOH, glutathione (GSH) depletion and/or the presence of perfluorinated/polyfluorinated acids and aldehyde metabolites was hypothesized to account for the hepatocellular lesions observed in male rats from a 90-day subchronic oral dosing study."( Kinetics of 8-2 fluorotelomer alcohol and its metabolites, and liver glutathione status following daily oral dosing for 45 days in male and female rats.
Buck, RC; Fasano, WJ; Gargas, ML; Mawn, MP; Nabb, DL; Sweeney, LM; Szostek, B, 2009
)
0.35
" Hemolytic anemia was also found in G6PD-deficient mice at this dosage of naphthalene."( Development of a novel mouse model of severe glucose-6-phosphate dehydrogenase (G6PD)-deficiency for in vitro and in vivo assessment of hemolytic toxicity to red blood cells.
Fok, TF; Fung, KP; Gu, GJ; James, AE; Ko, CH; Li, CL; Li, K; Ng, PC; Wong, RP, 2011
)
0.37
" However, some patients encounter hepatotoxicity after repeated APAP dosing at therapeutic doses."( Enhancement of acetaminophen-induced chronic hepatotoxicity in restricted fed rats: a nonclinical approach to acetaminophen-induced chronic hepatotoxicity in susceptible patients.
Hashimoto, T; Kobayashi, A; Kondo, K; Kuno, H; Shoda, T; Sugai, S; Suzuki, Y; Takahashi, A; Toyoda, K; Yamada, N, 2012
)
0.38
" However, the effect of different dosing regimens of ESAs on oxidative stress has not been elucidated."( Different administration schedules of darbepoetin alfa affect oxidized and reduced glutathione levels to a similar extent in 5/6 nephrectomized rats.
Bencsik, P; Bereczki, C; Csont, T; Czétényi, O; Ferdinandy, P; Fodor, E; Gellén, B; Kiss, I; Kiss, Z; Kocsis, GF; Monostori, P; Ocsovszki, I; Ökrös, Z; Pálóczi, J; Pipis, J; Sárközy, M; Török, S; Túri, S; Varga, IS, 2013
)
0.39
"Our results suggest that the extent of oxidative stress is similar in response to different dosing regimens of DA in 5/6 NX rats when comparable hemoglobin levels are maintained."( Different administration schedules of darbepoetin alfa affect oxidized and reduced glutathione levels to a similar extent in 5/6 nephrectomized rats.
Bencsik, P; Bereczki, C; Csont, T; Czétényi, O; Ferdinandy, P; Fodor, E; Gellén, B; Kiss, I; Kiss, Z; Kocsis, GF; Monostori, P; Ocsovszki, I; Ökrös, Z; Pálóczi, J; Pipis, J; Sárközy, M; Török, S; Túri, S; Varga, IS, 2013
)
0.39
" KNPS was found non-toxic toward human lymphocyte up to the dosage of 100 μg/ml."( Structural elucidation and biological studies of a novel exopolysaccaride from Klebsiella pneumoniae PB12.
Chakraborty, R; Chattopadhyay, S; Islam, SS; Maity, P; Mandal, AK; Roy, S; Sen, IK, 2015
)
0.42
"A dose-response curve for rosuvastatin ip was obtained on cold plate, hot plate and Von Frey assays."( Antinociception induced by rosuvastatin in murine neuropathic pain.
Aranda, N; Castillo, RL; Miranda, HF; Noriega, V; Poblete, P; Prieto, JC; Sierralta, F, 2018
)
0.48
"D-met significantly reduced PTS for impulse noise (100 mg [2, 6, 14 and 20 kHz]; 200 mg [2, 14 and 20 kHz]) and steady-state noise (all dosing groups, time parameters and tested frequencies)."( D-methionine administered as late as 36 hours post-noise exposure rescues from permanent threshold shift and dose-dependently increases serum antioxidant levels.
Buhnerkempe, M; Campbell, KCM; Cosenza, N; Fox, DJ; Meech, R; Qin, J; Rybak, L, 2023
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role 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]

Drug Classes (2)

ClassDescription
glutathione derivativeAny organonitrogen compound derived from the Glu-Cys-Gly tripeptide glutathione.
organic disulfideCompounds of structure RSSR in which R and R' are organic groups.
[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 (14)

PathwayProteinsCompounds
Glutamic acid and Glutamine metabolism ( Glutamic acid and Glutamine metabolism )1926
Arsenic metabolism and reactive oxygen species generation010
ascorbate biosynthesis018
Folic acid network070
Cadmium and glutathione113
Glutathione and one-carbon metabolism010
Glutathione metabolism013
Drug induction of bile acid pathway025
Trans-sulfuration, one-carbon metabolism and related pathways053
Biochemical pathways: part I0466
Amino acid metabolism094
One-carbon metabolism and related pathways038
Ferroptosis133
Sulfation biotransformation reaction010

Protein Targets (12)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency1.99050.140911.194039.8107AID2451
phosphopantetheinyl transferaseBacillus subtilisPotency72.33420.141337.9142100.0000AID1490
TDP1 proteinHomo sapiens (human)Potency23.71500.000811.382244.6684AID686978; AID686979
Microtubule-associated protein tauHomo sapiens (human)Potency29.89250.180013.557439.8107AID1460; AID1468
AR proteinHomo sapiens (human)Potency0.05400.000221.22318,912.5098AID743035; AID743036; AID743040; AID743053
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency0.09520.000214.376460.0339AID720691
estrogen nuclear receptor alphaHomo sapiens (human)Potency8.14670.000229.305416,493.5996AID743075; AID743077; AID743079
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency0.00600.001723.839378.1014AID743083
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Histone-lysine N-methyltransferase EHMT2Homo sapiens (human)IC50 (µMol)100.00000.00251.14809.2000AID1374899
Histone-lysine N-methyltransferase EHMT1Homo sapiens (human)IC50 (µMol)100.00000.01300.79954.9000AID1374900
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Multidrug resistance-associated protein 1 Homo sapiens (human)Km93.00000.73002.65505.0000AID370723
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (49)

Processvia Protein(s)Taxonomy
leukotriene metabolic processMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic metabolic processMultidrug resistance-associated protein 1 Homo sapiens (human)
response to xenobiotic stimulusMultidrug resistance-associated protein 1 Homo sapiens (human)
cobalamin transportMultidrug resistance-associated protein 1 Homo sapiens (human)
sphingolipid biosynthetic processMultidrug resistance-associated protein 1 Homo sapiens (human)
cellular response to oxidative stressMultidrug resistance-associated protein 1 Homo sapiens (human)
heme catabolic processMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic transportMultidrug resistance-associated protein 1 Homo sapiens (human)
phospholipid translocationMultidrug resistance-associated protein 1 Homo sapiens (human)
positive regulation of inflammatory responseMultidrug resistance-associated protein 1 Homo sapiens (human)
transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
cell chemotaxisMultidrug resistance-associated protein 1 Homo sapiens (human)
transepithelial transportMultidrug resistance-associated protein 1 Homo sapiens (human)
cyclic nucleotide transportMultidrug resistance-associated protein 1 Homo sapiens (human)
leukotriene transportMultidrug resistance-associated protein 1 Homo sapiens (human)
monoatomic anion transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
sphingolipid translocationMultidrug resistance-associated protein 1 Homo sapiens (human)
export across plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
transport across blood-brain barrierMultidrug resistance-associated protein 1 Homo sapiens (human)
cellular response to amyloid-betaMultidrug resistance-associated protein 1 Homo sapiens (human)
carboxylic acid transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic transport across blood-brain barrierMultidrug resistance-associated protein 1 Homo sapiens (human)
glutathione transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
negative regulation of transcription by RNA polymerase IIHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
cellular response to starvationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
regulation of DNA replicationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
DNA methylation-dependent heterochromatin formationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
synaptonemal complex assemblyHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
spermatid developmentHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
long-term memoryHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
fertilizationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
peptidyl-lysine dimethylationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
regulation of protein modification processHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
organ growthHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
phenotypic switchingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
negative regulation of gene expression via chromosomal CpG island methylationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
response to ethanolHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
behavioral response to cocaineHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
oocyte developmentHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
neuron fate specificationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
response to fungicideHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
cellular response to cocaineHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
cellular response to xenobiotic stimulusHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
negative regulation of autophagosome assemblyHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
negative regulation of transcription by RNA polymerase IIHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
chromatin organizationHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
DNA methylation-dependent heterochromatin formationHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
peptidyl-lysine monomethylationHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
peptidyl-lysine dimethylationHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
negative regulation of DNA-templated transcriptionHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
regulation of embryonic developmentHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
response to fungicideHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
positive regulation of cold-induced thermogenesisHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
negative regulation of transcription by RNA polymerase IIHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (28)

Processvia Protein(s)Taxonomy
ATP bindingMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type vitamin B12 transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type glutathione S-conjugate transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
efflux transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATP hydrolysis activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATPase-coupled lipid transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
glutathione transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATPase-coupled transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATPase-coupled inorganic anion transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
sphingolipid transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
carboxylic acid transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type xenobiotic transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
RNA polymerase II transcription regulatory region sequence-specific DNA bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
transcription corepressor bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
p53 bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
protein bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
zinc ion bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
protein-lysine N-methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
enzyme bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K9 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K27 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
C2H2 zinc finger domain bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K56 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K9me2 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
promoter-specific chromatin bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
transcription corepressor bindingHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
p53 bindingHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
protein bindingHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
methyltransferase activityHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
zinc ion bindingHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
protein-lysine N-methyltransferase activityHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
histone H3K9 methyltransferase activityHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
histone H3K27 methyltransferase activityHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
C2H2 zinc finger domain bindingHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
histone H3K9me2 methyltransferase activityHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (12)

Processvia Protein(s)Taxonomy
plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
basal plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
basolateral plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
apical plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
lateral plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
extracellular exosomeMultidrug resistance-associated protein 1 Homo sapiens (human)
basolateral plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
nucleusHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
nucleoplasmHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
nuclear speckHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
chromatinHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
nucleusHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
nucleusHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
nucleoplasmHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
nuclear bodyHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
chromatinHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
nucleusHistone-lysine N-methyltransferase EHMT1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (25)

Assay IDTitleYearJournalArticle
AID554815Drug activation in metronidazole-susceptible Helicobacter pylori RIG 117 J0 lysate2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID554817Drug activation in metronidazole-susceptible Helicobacter pylori HER 126 V1 lysate2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID554814Drug activation in metronidazole-susceptible Helicobacter pylori 10593/2 lysate2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID554820Drug activation in metronidazole-resistant Helicobacter pylori CAS 015 J56 lysate harboring rdxA L132stop and frxA L39stop mutant genes2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID1374899Inhibition of wild type recombinant human histone lysine methyltransferase G9a (913 to 1193 residues) expressed in Escherichia coli Rosetta BL21 DE3 PlysS using ARTKQTARKSTGGKA as substrate preincubated for 5 mins followed by substrate/SAM addition measur2018Bioorganic & medicinal chemistry letters, 04-15, Volume: 28, Issue:7
Inhibition of histone lysine methyltransferases G9a and GLP by ejection of structural Zn(II).
AID588211Literature-mined compound from Fourches et al multi-species drug-induced liver injury (DILI) dataset, effect in humans2010Chemical research in toxicology, Jan, Volume: 23, Issue:1
Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.
AID588213Literature-mined compound from Fourches et al multi-species drug-induced liver injury (DILI) dataset, effect in non-rodents2010Chemical research in toxicology, Jan, Volume: 23, Issue:1
Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.
AID554821Drug activation in metronidazole-resistant Helicobacter pylori HER 126 V4 lysate2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID554819Drug activation in metronidazole-resistant Helicobacter pylori RIG 117 J56 lysate2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID1374895Inhibition of wild type recombinant human histone lysine methyltransferase G9a (913 to 1193 residues) expressed in Escherichia coli Rosetta BL21 DE3 PlysS at 10 uM using ARTKQTARKSTGGKA as substrate preincubated for 5 mins followed by substrate/SAM additi2018Bioorganic & medicinal chemistry letters, 04-15, Volume: 28, Issue:7
Inhibition of histone lysine methyltransferases G9a and GLP by ejection of structural Zn(II).
AID1374900Inhibition of wild type recombinant human histone lysine methyltransferase GLP (951 to 1235 residues) expressed in Escherichia coli Rosetta BL21 DE3 PlysS using ARTKQTARKSTGGKA as substrate preincubated for 5 mins followed by substrate/SAM addition measur2018Bioorganic & medicinal chemistry letters, 04-15, Volume: 28, Issue:7
Inhibition of histone lysine methyltransferases G9a and GLP by ejection of structural Zn(II).
AID554816Drug activation in metronidazole-susceptible Helicobacter pylori CAS 015 J0 lysate2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID370723Activity of MRP12009Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4
Topological polar surface area defines substrate transport by multidrug resistance associated protein 1 (MRP1/ABCC1).
AID588212Literature-mined compound from Fourches et al multi-species drug-induced liver injury (DILI) dataset, effect in rodents2010Chemical research in toxicology, Jan, Volume: 23, Issue:1
Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.
AID239756Inhibitory concentration against glutathione reductase (In presence of NADPH)2004Journal of medicinal chemistry, Nov-18, Volume: 47, Issue:24
5-substituted tetrazoles as bioisosteres of carboxylic acids. Bioisosterism and mechanistic studies on glutathione reductase inhibitors as antimalarials.
AID1852941Inhibition of human PHPT1 expressed in Escherichia coli BL21 (DE3) using pNPP as substrate at 25 uM incubated for 1 hr by multimode microplate reader analysis2022ACS medicinal chemistry letters, Dec-08, Volume: 13, Issue:12
Identification of a Target Site for Covalent Inhibition of Protein Phosphohistidine Phosphatase 1.
AID554818Drug activation in metronidazole-resistant Helicobacter pylori 10593a/2 lysate2009Antimicrobial agents and chemotherapy, May, Volume: 53, Issue:5
A redox basis for metronidazole resistance in Helicobacter pylori.
AID1669222Inhibition of human recombinant-Sialin expressed in HEK293 cells assessed as reduction in [3H]Neu5Ac uptake at 30 to 300 uM incubated for 15 mins by liquid scintillation counting method2020Journal of medicinal chemistry, 08-13, Volume: 63, Issue:15
Amino Acids Bearing Aromatic or Heteroaromatic Substituents as a New Class of Ligands for the Lysosomal Sialic Acid Transporter Sialin.
AID1374897Inhibition of wild type recombinant human histone lysine methyltransferase GLP (951 to 1235 residues) expressed in Escherichia coli Rosetta BL21 DE3 PlysS at 10 uM using ARTKQTARKSTGGKA as substrate preincubated for 5 mins followed by substrate/SAM additi2018Bioorganic & medicinal chemistry letters, 04-15, Volume: 28, Issue:7
Inhibition of histone lysine methyltransferases G9a and GLP by ejection of structural Zn(II).
AID404304Effect on human MRP2-mediated estradiol-17-beta-glucuronide transport in Sf9 cells inverted membrane vesicles relative to control2008Journal of medicinal chemistry, Jun-12, Volume: 51, Issue:11
Prediction and identification of drug interactions with the human ATP-binding cassette transporter multidrug-resistance associated protein 2 (MRP2; ABCC2).
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1802734Isothermal Titration Calorimetry (ITC) from Article 10.1186/1471-2091-12-59: \\Delineation of the Pasteurellaceae-specific GbpA-family of glutathione-binding proteins.\\2011BMC biochemistry, Nov-16, Volume: 12Delineation of the Pasteurellaceae-specific GbpA-family of glutathione-binding proteins.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (3,171)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990320 (10.09)18.7374
1990's745 (23.49)18.2507
2000's1005 (31.69)29.6817
2010's886 (27.94)24.3611
2020's215 (6.78)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.65

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.65 (24.57)
Research Supply Index8.12 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index53.71 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (34.65)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials71 (2.16%)5.53%
Reviews78 (2.37%)6.00%
Case Studies2 (0.06%)4.05%
Observational8 (0.24%)0.25%
Other3,126 (95.16%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]