Page last updated: 2024-12-10

8-epi-prostaglandin f2alpha

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Description

8-epi-prostaglandin F2alpha: a potent preglomerular vasoconstrictor acting principally through thromboxane A2 receptor activation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

8-epi-prostaglandin F2alpha : An isoprostane that is prostaglandin F2alpha having inverted stereochemistry at the 8-position. [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]

Cross-References

ID SourceID
PubMed CID5282263
CHEMBL ID1592632
CHEBI ID34505
SCHEMBL ID64966
MeSH IDM0203994

Synonyms (70)

Synonym
8-epiprostaglandin f2alpha
8-epi-pgf2alpha
27415-26-5
8-iso-pgf2alpha-iii
8-isop
8-iso-pgf2alpha
(5z,13e,15s)-9alpha,11alpha,15-trihydroxy-8beta-prosta-5,13-dien-1-oic acid
CHEBI:34505 ,
8-iso-pgf2a
8-epi-prostaglandin f2alpha
IDI1_033953
15-f2t-isoprostane
(9s,11r,15s)-15-f2-isop[8s,12r]
LMFA03110001
15-f2t-isop
9s,11r,15s-trihydroxy-5z,13e-prostadienoic acid-cyclo[8s,12r]
BSPBIO_001483
8-epi pgf-2alpha
NCGC00161303-02
NCGC00161303-01
prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5z,8beta,9alpha,11alpha,13e,15s)-
9,11,15-trihydroxy-prosta-5,13-dien-1-oic acid
8-isoprostaglandin f2alpha
NCGC00161303-04
NCGC00161303-03
HMS1989K05
BML2-B04
8-epi-prostaglandin f2a
HMS1361K05
HMS1791K05
8-isoprostaglandin f2|a
(z)-7-[(1s,2r,3r,5s)-3,5-dihydroxy-2-[(e,3s)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
unii-w83ye66sby
w83ye66sby ,
SCHEMBL64966
CHEMBL1592632
HMS3648B08
8-iso prostaglandin f2beta
HMS3402K05
9,11,15-trihydroxy-prosta-5,13-dien-1-oate
8-isoprostaglandin f2a
9,11,15-trihydroxy prosta-5,13-dien-1-oic acid
9s,11r,15s-trihydroxy-5z,13e-prostadienoate
9,11,15-trihydroxy prosta-5,13-dien-1-oate
J-016759
(5z)-7-[(1s,2r,3r,5s)-3,5-dihydroxy-2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid
Q27116117
PXGPLTODNUVGFL-NAPLMKITSA-N
SR-01000946475-1
sr-01000946475
8-iso-prostaglandin f2.alpha.
(5z,8.beta.,9.alpha.,11.alpha.,13e,15s)-9,11,15-trihydroxyprosta-5,13-dien-1-oic acid
prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5z,8.beta.,9.alpha.,11.alpha.,13e,15s)-
8-epi-prostaglandin f2.alpha.
8-epi-pgf2.alpha.
15(s)-8-iso-pgf2.alpha.
dinoprost trometamol impurity c [ep impurity]
8-iso-pgf2.alpha.
8-isoprostaglandin f2.alpha.
8-iso prostaglandin f2alpha
8-epi-pgf2alpha)
8-epi-prostaglandin f2 alpha
MS-25541
8-iso-prostaglandin f2 alpha
DTXSID10959353
HY-113209
CS-0059320
PD021318
8-isoprostaglandin f2??
AKOS040755654

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The results indicated that more toxic effects could be observed both in rats and human hepatoma cell line treated with TCHQ than its parent compound, PCP."( Oxidative stress and liver toxicity in rats and human hepatoma cell line induced by pentachlorophenol and its major metabolite tetrachlorohydroquinone.
Chang, WC; Ho, YS; Lee, CC; Liou, HB; Wang, YJ, 2001
)
0.31
" 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
" Our study demonstrated that a combination of aspirin and gammaT, but not a combination of aspirin and alphaT, has some advantage over aspirin alone in terms of anti-inflammatory effects and attenuation of aspirin-induced adverse effects."( A combination of aspirin and gamma-tocopherol is superior to that of aspirin and alpha-tocopherol in anti-inflammatory action and attenuation of aspirin-induced adverse effects.
Ames, BN; Jiang, Q; Moreland, M; Yin, X, 2009
)
0.35
" We hypothesized that administrating of N-acetylcysteine (NAC) prevents serious adverse events including cardiac complications in TDT patients by reducing systemic oxidative stress and balancing cardiac sympathovagal control."( N-acetylcysteine Restored Heart Rate Variability and Prevented Serious Adverse Events in Transfusion-dependent Thalassemia Patients: a Double-blind Single Center Randomized Controlled Trial.
Chattipakorn, N; Chattipakorn, SC; Pattanakuhar, S; Phrommintikul, A; Srichairattanakool, S; Tantiworawit, A, 2020
)
0.56

Pharmacokinetics

ExcerptReferenceRelevance
" Additionally, the steady-state pharmacokinetic parameters were determined after the subjects were administered one capsule three times daily for 28 consecutive days."( An assessment of pharmacokinetics and antioxidant activity of free silymarin flavonolignans in healthy volunteers: a dose escalation study.
Bernstein, HJ; Brinda, BJ; Chavin, KD; Markowitz, JS; Patrick, KS; Zhu, HJ, 2013
)
0.39

Compound-Compound Interactions

ExcerptReferenceRelevance
" Astaxanthinin, combined with vitamin E, vitamin C, and calorie restriction, was able to ameliorate, in part, infertility in male rats."( Effect of Astaxanthin, Vitamin E, and Vitamin C in Combination with Calorie Restriction on Sperm Quality and Quantity in Male Rats.
Rahbar, AR; Shakoori Mahmoodabadi, MM; Vahidinia, A, 2017
)
0.46

Bioavailability

ExcerptReferenceRelevance
" Collectively, the data show a decreased NO bioavailability in OP animals that is due in part to the increased oxidative stress."( Oxidative stress in a rat model of obesity-induced hypertension.
Davies, MJ; Dobrian, AD; Lauterio, TJ; Prewitt, RL; Schriver, SD, 2001
)
0.31
" bioavailability may represent a common factor responsible for the vascular and glomerular dysfunction."( Oxidative stress and renal dysfunction in salt-sensitive hypertension.
Loscalzo, J; Rudd, MA; Trolliet, MR, 2001
)
0.31
"The present study evaluated whether reactive oxygen species-induced alterations in bioavailability of 20-HETE in the kidney contribute to the antihypertensive and renoprotective actions of antioxidant therapy with Tempol in the Dahl salt-sensitive (DS) rat."( Contributions of 20-HETE to the antihypertensive effects of Tempol in Dahl salt-sensitive rats.
Hoagland, KM; Maier, KG; Roman, RJ, 2003
)
0.32
"We examined the bioavailability of vitamin C in orange juice processed using high pressure (HP) and its effects on plasma levels of vitamin C, uric acid (UA), F2-isoprostanes (8-epiPGF(2alpha)), C-reactive protein (CRP) and prostaglandin E(2) (PGE(2)) in a healthy human population."( High-pressurized orange juice consumption affects plasma vitamin C, antioxidative status and inflammatory markers in healthy humans.
Cano, MP; de Ancos, B; Granado, F; Martín, A; Olmedilla, B; Plaza, L; Sánchez-Moreno, C, 2003
)
0.32
"The objectives were to assess the bioavailability of vitamin C from orange juice and its influence on plasma vitamin C and 8-epi-prostaglandin F(2 alpha) (8-epi-PGF(2 alpha)) concentrations in a healthy human population."( Effect of orange juice intake on vitamin C concentrations and biomarkers of antioxidant status in humans.
Cano, MP; de Ancos, B; Granado, F; Martín, A; Olmedilla, B; Plaza, L; Sánchez-Moreno, C, 2003
)
0.32
" The present results suggest that the protective effects of lansoprazole can be ascribed to a reduction of gastric oxidative injury, resulting in an increased bioavailability of mucosal sulfhydryl compounds."( Mechanisms of gastroprotection by lansoprazole pretreatment against experimentally induced injury in rats: role of mucosal oxidative damage and sulfhydryl compounds.
Blandizzi, C; Colucci, R; Del Tacca, M; Fornai, M; Lazzeri, G; Lubrano, V; Natale, G; Vassalle, C, 2004
)
0.32
" Therefore, the objectives of this study were to assess the bioavailability of vitamin C from pulsed electric fields-treated orange juice in comparison with freshly squeezed orange juice and its impact on 8-epiPGF(2alpha) concentrations (biomarker of lipid peroxidation) in a healthy human population."( Pulsed electric fields-processed orange juice consumption increases plasma vitamin C and decreases F2-isoprostanes in healthy humans.
Cano, MP; de Ancos, B; Elez-Martínez, P; Granado, F; Martín, A; Martín-Belloso, O; Olmedilla, B; Plaza, L; Sánchez-Moreno, C, 2004
)
0.32
" The second aim was to evaluate whether scavenging of O2- by infusion of the superoxide dismutase mimetic tempol increases NO bioavailability which therefore should augment BP and renal functional responses to L-NAME."( Roles of nitric oxide and oxidative stress in the regulation of blood pressure and renal function in prehypertensive Ren-2 transgenic rats.
Bader, M; Cervenka, L; Ganten, D; Kazdová, L; Kramer, HJ; Novotná, J; Opocenský, M; Vanecková, I, 2005
)
0.33
"The bioavailability of vitamin C from pulsed electric fields (PEF)-treated vegetable soup in comparison with freshly made (FM) vegetable soup-gazpacho-and its impact on 8-epiPGF(2alpha) and uric acid concentrations in a human population were assessed."( Intake of Mediterranean vegetable soup treated by pulsed electric fields affects plasma vitamin C and antioxidant biomarkers in humans.
De Ancos, B; Elez-Martínez, P; Granado, F; Martín, A; Martín-Belloso, O; Olmedilla, B; Pilar Cano, M; Plaza, L; Sánchez-Moreno, C, 2005
)
0.33
" In this work, the bioavailability of vitamin C from a Mediterranean vegetable soup (gazpacho) constituted mainly of tomato, pepper and cucumber, and its influence on plasma vitamin C, 8-epi-prostaglandin F(2alpha) (8-epi-PGF2alpha), prostaglandin E2 (PGE2), monocyte chemotactic protein-1 (MCP-1), and the cytokines/tumor necrosis factor-alpha (TNF-alpha), interleukin-1beta (IL-1beta), and IL-6 concentrations in a healthy human population were assessed."( Mediterranean vegetable soup consumption increases plasma vitamin C and decreases F2-isoprostanes, prostaglandin E2 and monocyte chemotactic protein-1 in healthy humans.
Cano, MP; de Ancos, B; Granado, F; Martín, A; Olmedilla, B; Plaza, L; Sánchez-Moreno, C, 2006
)
0.33
" The protective effects may be attributable to restoration of NO bioavailability in the circulation."( Antioxidant N-acetylcysteine restores systemic nitric oxide availability and corrects depressions in arterial blood pressure and heart rate in diabetic rats.
Guo, Z; McNeill, JH; Nagareddy, PR; Xia, Z; Zhang, W, 2006
)
0.33
" We previously demonstrated that CyA results in impairment of nitric oxide bioavailability and enhanced sensitivity to endothelin-1 (ET-1)."( Role of endothelin-1 and nitric oxide bioavailability in transplant-related vascular injury: comparative effects of rapamycin and cyclosporine.
Delgado, D; Miriuka, S; Ramzy, D; Rao, V; Ross, HJ; Tumiati, LC; Xu, N, 2006
)
0.33
"Superoxide anions react with nitric oxide to form peroxynitrite and hence reduce the bioavailability of nitric oxide in the arteries."( Reduction in extracellular superoxide dismutase activity in African-American patients with hypertension.
Floyd, M; Guo, Z; Nyanda, AM; Potts, J; Ross, J; Sharan, C; Xiang, W; Yang, H; Zhou, L, 2006
)
0.33
" Secondary outcome measures were changes in plasma markers of vasodilative nitric oxide (S-nitrosoglutathione) and oxidative stress (8-isoprostane), and bioavailability of cocoa polyphenols."( Effects of low habitual cocoa intake on blood pressure and bioactive nitric oxide: a randomized controlled trial.
Jung, N; Lehmann, C; Roesen, R; Schömig, E; Taubert, D, 2007
)
0.34
"These findings suggest that acute moderate-intensity exercise induces vasodilation through an increase in NO bioavailability in humans and that high-intensity exercise increases oxidative stress."( Acute moderate-intensity exercise induces vasodilation through an increase in nitric oxide bioavailiability in humans.
Chayama, K; Goto, C; Higashi, Y; Jitsuiki, D; Kawamura, M; Nishioka, K; Sakagutchi, A; Umemura, T; Yoshizumi, M, 2007
)
0.34
"Impaired nitric oxide (NO) bioavailability and low levels of circulating endothelial progenitor cells (EPC) are correlated to an increased risk for development of cardiovascular diseases."( Growth hormone treatment improves markers of systemic nitric oxide bioavailability via insulin-like growth factor-I.
Bauersachs, J; Fleissner, F; Jakob, M; Klink, I; Stichtenoth, DO; Thum, T; Tsikas, D, 2007
)
0.34
" Before and after GH treatment, we analyzed markers of NO bioavailability and EPC levels."( Growth hormone treatment improves markers of systemic nitric oxide bioavailability via insulin-like growth factor-I.
Bauersachs, J; Fleissner, F; Jakob, M; Klink, I; Stichtenoth, DO; Thum, T; Tsikas, D, 2007
)
0.34
"GH treatment induced markers of increased NO bioavailability and enhanced circulating EPC numbers in healthy volunteers."( Growth hormone treatment improves markers of systemic nitric oxide bioavailability via insulin-like growth factor-I.
Bauersachs, J; Fleissner, F; Jakob, M; Klink, I; Stichtenoth, DO; Thum, T; Tsikas, D, 2007
)
0.34
" We report for the first time that CYP 2C inhibition reduces oxidative stress (measured as plasma levels of 8-isoprostane), increases NO bioavailability (measured as NO(2)(-)) and restores endothelial function in db/db mice without affecting plasma glucose levels."( Sulfaphenazole treatment restores endothelium-dependent vasodilation in diabetic mice.
Elmi, S; Granville, DJ; Hunter, AL; Khazaei, M; Laher, I; Moien-Afshari, F; Rahman, MM; Sallam, NA; Teng, X, 2008
)
0.35
"D/L-Nebivolol is a lypophilic beta1-adrenergic antagonist which is devoid of intrinsic sympathomimetic activity and can increase nitric oxide (NO) bioavailability with its subsequent vasodilating properties."( Long-term nebivolol administration reduces renal fibrosis and prevents endothelial dysfunction in rats with hypertension induced by renal mass reduction.
Arévalo, M; Cenador, B; Colaço, A; Esteller, A; Evangelista, S; López-Novoa, JM; Pires, MJ; Rodríguez-Peña, AB; Sánchez-Rodríguez, A, 2007
)
0.34
" One possible mechanism for this effect is reduced bioavailability of nitric oxide, a key mediator of angiogenesis, secondary to increased oxygen free radicals."( Atorvastatin increases myocardial indices of oxidative stress in a porcine model of hypercholesterolemia and chronic ischemia.
Bianchi, C; Boodhwani, M; Clements, RT; Feng, J; Mieno, S; Ramlawi, B; Sellke, FW; Sodha, NR; Xu, SH,
)
0.13
" We conclude that the vascular benefits of moderate levels of exercise were independent of changes in myogenic tone or hyperglycemic status and primarily involved increased nitric oxide bioavailability in the coronary microcirculation."( Exercise restores coronary vascular function independent of myogenic tone or hyperglycemic status in db/db mice.
Elmi, S; Ghosh, S; Khazaei, M; Laher, I; Moien-Afshari, F; Rahman, MM; Sallam, N, 2008
)
0.35
" The aim of the present study was to investigate a potential link between NO synthesis and bioavailability and oxidative stress in the circulation of subjects performing high-intensive endurance exercise."( Positive correlation between plasma nitrite and performance during high-intensive exercise but not oxidative stress in healthy men.
Dreissigacker, U; Maassen, N; Tsikas, D; Wendt, M; Wittke, T, 2010
)
0.36
" In this study, we investigated the effects of iloprost infusion on urinary 11-dehydro-TXB₂ and 8-iso-PGF(₂α) excretion rate, as in vivo indexes of thromboxane-dependent platelet activation and lipid peroxidation, respectively, and on platelet-derived proinflammatory sCD40L and nitric oxide bioavailability in 44 patients with CLI while on chronic treatment with low-dose aspirin."( Inflammation, oxidative stress and platelet activation in aspirin-treated critical limb ischaemia: beneficial effects of iloprost.
Cuccurullo, C; Davì, G; Di Iorio, P; Di Michele, D; Di Ruscio, P; Ferrante, E; Lattanzio, S; Laurora, G; Lessiani, G; Liani, R; Sgrò, G; Simeone, E; Vazzana, N, 2011
)
0.37
" We evaluated the antihypertensive effects of sodium nitrite given in drinking water for 4 weeks in two-kidney one-clip (2K1C) hypertensive rats and the effects induced by nitrite on NO bioavailability and oxidative stress."( Sodium nitrite downregulates vascular NADPH oxidase and exerts antihypertensive effects in hypertension.
Amaral, JH; Ferreira, GC; Marçal, DM; Montenegro, MF; Pereira, RP; Pinheiro, LC; Reis, RI; Sakamoto, EK; Tanus-Santos, JE, 2011
)
0.37
"In experimental models of polycystic kidney disease impaired bioavailability of nitric oxide (NO) and elevated mRNA expression of oxidative stress markers at the kidney level was noted."( Elevated asymmetric dimethylarginine is associated with oxidant stress aggravation in patients with early stage autosomal dominant polycystic kidney disease.
Georgianos, PI; Grekas, DM; Kapoulas, S; Makedou, A; Makedou, K; Raptis, V; Sarafidis, PA; Sioulis, A, 2013
)
0.39
" Reactive oxygen species reduce nitric oxide bioavailability and have a pivotal role in endothelial function."( Plasma 8-isoprostane levels are associated with endothelial dysfunction in resistant hypertension.
Barbaro, NR; de Faria, AP; Ferreira-Melo, SE; Fontana, V; Modolo, R; Moreno, H; Pansani, IF; Sabbatini, AR, 2014
)
0.4
"046), and nitric oxide bioavailability (P = ."( Acute Impact of Tobacco vs Electronic Cigarette Smoking on Oxidative Stress and Vascular Function.
Biondi-Zoccai, G; Carnevale, R; Chimenti, I; De Falco, E; Frati, G; Loffredo, L; Marullo, AG; Nocella, C; Perri, L; Peruzzi, M; Sciarretta, S; Valenti, V; Violi, F, 2016
)
0.43
" Retrospectively, we studied 37 subjects who had participated in a dietary intervention focused on vitamin D bioavailability from white button mushrooms (WBM)."( A Retrospective Study in Adults with Metabolic Syndrome: Diabetic Risk Factor Response to Daily Consumption of Agaricus bisporus (White Button Mushrooms).
Beelman, RB; Cai, W; Calvo, MS; Goh, BC; Kalaras, MD; Mehrotra, A; Nadkarni, G; Uribarri, J; Wang, L, 2016
)
0.43
"In a cross-sectional study we analysed endothelial function, as assessed by flow-mediated dilation (FMD), and oxidative stress, as assessed by Nox2 activation, serum isoprostanes and nitric oxide bioavailability (NOx), in patients with NASH (n = 19), FLD (n = 19) and controls (n = 19)."( Effects of dark chocolate on endothelial function in patients with non-alcoholic steatohepatitis.
Angelico, F; Baratta, F; Battaglia, S; Carnevale, R; Ceci, F; Del Ben, M; Loffredo, L; Ludovica, P; Nocella, C; Novo, M; Pannitteri, G; Violi, F, 2017
)
0.46

Dosage Studied

ExcerptRelevanceReference
" Heparinized whole blood samples were drawn from healthy volunteers, 48 h following oral dosing with aspirin 300 mg to suppress platelet cyclo-oxygenase activity."( Induction of prostaglandin endoperoxide synthase-2 in human monocytes associated with cyclo-oxygenase-dependent F2-isoprostane formation.
Ciabattoni, G; di Giamberardino, M; Greco, A; Maclouf, J; Panara, MR; Patrignani, P; Patrono, C; Rotondo, MT; Santini, G; Sciulli, MG, 1996
)
0.29
"We performed the following studies: (1) a cross-sectional comparison of smokers and control subjects, (2) an examination of the dose-response relationship, (3) an exploration of the effect of smoking cessation (3 weeks) and nicotine patch supplementation, (4) the effect of aspirin consumption, and (5) the effects of 5 days' dosing with vitamin E (100 and 800 U), vitamin C (2 g), and their combination."( Modulation of oxidant stress in vivo in chronic cigarette smokers.
Delanty, N; FitzGerald, GA; Lawson, JA; Reilly, M, 1996
)
0.29
"5 kg) were infused with randomly selected doses of U46,619 and of 8-epi-PGF2 alpha to describe dose-response curves plotting pulmonary vascular resistance (PVRi) against dose."( Effects of 8-epi-prostaglandin F2 alpha and U46,619 on pulmonary hemodynamics in piglets.
Norberg, M; Thibeault, DW; Truog, WE, 1997
)
0.3
" Urinary 8-epi-PGF2 alpha was unchanged after 2-week dosing with aspirin and indobufen despite complete suppression of TX metabolite excretion."( In vivo formation of 8-Epi-prostaglandin F2 alpha is increased in hypercholesterolemia.
Alessandrini, P; Bon, GB; Bucciarelli, T; Ciabattoni, G; Cipollone, F; Costantini, F; Davi, G; Mezzetti, A; Minotti, G; Patrono, C, 1997
)
0.3
" 8-iso-PGF2alpha was unchanged after 2-week dosing with aspirin and indobufen despite profound suppression of TXM excretion."( In vivo formation of 8-iso-prostaglandin f2alpha and platelet activation in diabetes mellitus: effects of improved metabolic control and vitamin E supplementation.
Bucciarelli, T; Capani, F; Ciabattoni, G; Consoli, A; Costantini, F; Davì, G; Falco, A; Mezzetti, A; Patrono, C; Pennese, E; Santarone, S; Vitacolonna, E, 1999
)
0.3
" After reducing perfusion pressure to 20 mmHg for 30 min and reperfusing at 80 mmHg, the dose-response curve to U46619 was unaffected."( The vasoconstrictor effect of 8-epi prostaglandin F2alpha in the hypoxic rat heart.
Kromer, BM; Tippins, JR, 1999
)
0.3
" Urinary iPF2a-III increased in a time- and dosage-dependent manner after dosing with alcohol, with the peak urinary iPF2a-III excretion correlating with the rise in blood alcohol."( Alcohol-induced generation of lipid peroxidation products in humans.
Barry, OP; Burke, A; FitzGerald, GA; Lawson, JA; Lucey, MR; Meagher, EA; Rokach, J, 1999
)
0.3
" That the rise in plasma epicatechin levels was functionally significant is suggested by observations of trends for dose-response increases in the plasma antioxidant capacity and decreases in plasma lipid oxidation products."( A dose-response effect from chocolate consumption on plasma epicatechin and oxidative damage.
Ensunsa, JL; Fraga, CG; Holt, RR; Keen, CL; Schmitz, HH; Schramm, DD; Wang, JF, 2000
)
0.31
" In the dose-response study, the maximum increase in plasma vitamin C occurred 3 h postdose in both the men and the women."( Effect of orange juice intake on vitamin C concentrations and biomarkers of antioxidant status in humans.
Cano, MP; de Ancos, B; Granado, F; Martín, A; Olmedilla, B; Plaza, L; Sánchez-Moreno, C, 2003
)
0.32
" In the dose-response study, the maximum increase in plasma vitamin C occurred 4 hours postdose."( Pulsed electric fields-processed orange juice consumption increases plasma vitamin C and decreases F2-isoprostanes in healthy humans.
Cano, MP; de Ancos, B; Elez-Martínez, P; Granado, F; Martín, A; Martín-Belloso, O; Olmedilla, B; Plaza, L; Sánchez-Moreno, C, 2004
)
0.32
" It was concluded that the influence of CLA on lipid autoxidation is dependent on supplement type, supplement dosage and chosen indicator, including its tissue and determination methodology."( Supplementation with commercial mixtures of conjugated linoleic acid in association with vitamin E and the process of lipid autoxidation in rats.
Botelho, AP; de Oliveira, AC; Santos-Zago, LF, 2007
)
0.34
"We investigated changes in serum biomarkers of vascular function after short-term, continuous sildenafil dosing in men with type 2 diabetes with erectile dysfunction."( Serum biomarker measurements of endothelial function and oxidative stress after daily dosing of sildenafil in type 2 diabetic men with erectile dysfunction.
Bivalacqua, TJ; Burnett, AL; Jin, L; Musicki, B; Strong, TD; Trock, BJ, 2009
)
0.35
" Among women with a BMI < or = 23, breast cancer risk was reduced with increasing 15-F(2t)-IsoP levels in a dose-response manner (P for trend = ."( Oxidative stress, obesity, and breast cancer risk: results from the Shanghai Women's Health Study.
Cai, H; Cai, Q; Chow, WH; Dai, Q; Gao, YT; Li, H; Milne, G; Rothman, N; Shu, XO; Wen, W; Xiang, Y; Yang, G; Zheng, W, 2009
)
0.35
" Analyses using interviewer ratings on the Hamilton Scale revealed that, within the depressed cohort, there was no significant association between the severity of symptoms and levels of 8-iso-PGF(2α), suggesting this is a threshold rather than a dose-response relationship."( Depression and oxidative damage to lipids.
Forlenza, MJ; Miller, GE; Yager, S, 2010
)
0.36
" When the erythropoietin dosage was stable throughout, only the NAC group had a significant increase in hematocrit, accompanied with a decrease in plasma levels of 8-isoprostane and oxidized low-density lipoprotein."( N-acetylcysteine for the management of anemia and oxidative stress in hemodialysis patients.
Chiang, CK; Chien, CT; Hsu, SP; Yang, SY, 2010
)
0.36
" In this variable-dose vegetable study, a dose-response for plasma carotenoids was demonstrated without significant change in oxidative stress and inflammation in overweight, postmenopausal women."( Increasing the vegetable intake dose is associated with a rise in plasma carotenoids without modifying oxidative stress or inflammation in overweight or obese postmenopausal women.
Crane, TE; Kroggel, MA; Kubota, C; Thomson, CA; Wertheim, BC; West, JL, 2011
)
0.37
"Polycyclic aromatic hydrocarbons (PAHs) are known to induce reactive oxygen species and oxidative stress, but the dose-response relationships between exposure to PAHs and oxidative stress levels have not been established."( Dose-response relationships of polycyclic aromatic hydrocarbons exposure and oxidative damage to DNA and lipid in coke oven workers.
Deng, Q; Guan, L; Guo, H; Hu, D; Huang, K; Kuang, D; Wu, T; Zhang, W; Zhang, X, 2013
)
0.39
" These miRNAs were associated with a dose-response increase in 8-OH-dG (β > 0), and with a dose-response decrease in 8-iso-PGF2α (β < 0), especially in workers with lower PAHs exposure levels, in nonsmokers, and in nondrinkers."( Polycyclic aromatic hydrocarbons-associated microRNAs and their interactions with the environment: influences on oxidative DNA damage and lipid peroxidation in coke oven workers.
Dai, X; Deng, H; Deng, Q; Feng, J; Guo, H; Hu, D; Huang, K; Huang, S; Kuang, D; Wang, T; Wu, T; Zhang, W; Zhang, X, 2014
)
0.4
"To investigate the effect of initial insulin dosage on blood glucose (BG) dynamics, β-cell protection, and oxidative stress in type 1 diabetes mellitus."( Influence of initial insulin dosage on blood glucose dynamics of children and adolescents with newly diagnosed type 1 diabetes mellitus.
Cao, B; Gong, C; Gu, Y; Li, W; Liang, X; Liu, M; Meng, X; Su, C; Wang, Y; Wei, L; Wu, D, 2017
)
0.46
" The actual insulin dosage over the 3 wk, frequency of hypoglycemia on wk 1 and 2, and median BG at the end of wk 1 differed significantly, but not 8-iso-PGF2α and the honeymoon period in the three groups."( Influence of initial insulin dosage on blood glucose dynamics of children and adolescents with newly diagnosed type 1 diabetes mellitus.
Cao, B; Gong, C; Gu, Y; Li, W; Liang, X; Liu, M; Meng, X; Su, C; Wang, Y; Wei, L; Wu, D, 2017
)
0.46
"Differences in initial insulin dosage produced different BG dynamics in wk 1, equivalent BG dynamics on wk 2 and 3, but had no influence on short- and long-term BG control and honeymoon phase."( Influence of initial insulin dosage on blood glucose dynamics of children and adolescents with newly diagnosed type 1 diabetes mellitus.
Cao, B; Gong, C; Gu, Y; Li, W; Liang, X; Liu, M; Meng, X; Su, C; Wang, Y; Wei, L; Wu, D, 2017
)
0.46
" We observed positive dose-response relationships between all eight urinary heavy metals and 8-iso-PGF2α, as well as negative association of urinary 8-iso-PGF2α with SDNN and total power (all P trend<0."( Heavy metals exposure, lipid peroxidation and heart rate variability alteration: Association and mediation analyses in urban adults.
Chen, W; Ma, J; Mu, G; Nie, X; Tan, Q; Wang, B; Wang, D; Zhang, X; Zhou, M, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
bronchoconstrictor agentA drug which causes a narrowing of the lumen of a bronchus or bronchiole.
vasoconstrictor agentDrug used to cause constriction of the blood vessels.
biomarkerA substance used as an indicator of a biological state.
[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 (1)

ClassDescription
F2-isoprostaneAny isoprostane derived from the non-enzymatic, free radical oxidation of arachidonic acid.
[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 (3)

PathwayProteinsCompounds
Selenium micronutrient network095
Vitamin B12 metabolism050
Folate metabolism156

Protein Targets (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency44.66840.011212.4002100.0000AID1030
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (1,789)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's154 (8.61)18.2507
2000's821 (45.89)29.6817
2010's756 (42.26)24.3611
2020's58 (3.24)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 7.21

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 Index7.21 (24.57)
Research Supply Index7.66 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (7.21)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials248 (13.31%)5.53%
Reviews49 (2.63%)6.00%
Case Studies1 (0.05%)4.05%
Observational17 (0.91%)0.25%
Other1,548 (83.09%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]