Page last updated: 2024-11-10

11-dehydro-thromboxane b2

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

11-dehydro-thromboxane B2: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

11-dehydro-thromboxane B2 : A thromboxane obtained by formal oxidation of the hemiacetal hydroxy function of thromboxane B2. [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 CID5280891
CHEMBL ID1405272
CHEBI ID28667
SCHEMBL ID501141
MeSH IDM0141154

Synonyms (26)

Synonym
CHEBI:28667 ,
11-dehydrothromboxane b2
11-keto-thromboxane b2
(5z,13e,15s)-9alpha,15-dihydroxy-11-oxothromboxa-5,13-dien-1-oic acid
gtpl4484
LMFA03030004
9s,15s-dihydroxy-11-oxo-thromboxa-5z,13e-dien-1-oic acid
11-dehydro-txb2
11-dehydro-thromboxane b2
C05964
67910-12-7
NCGC00161307-01
BML2-B08
(z)-7-[(2r,3s,4s)-4-hydroxy-2-[(e,3s)-3-hydroxyoct-1-enyl]-6-oxooxan-3-yl]hept-5-enoic acid
cj6st9ug7c ,
SCHEMBL501141
CHEMBL1405272
Q2806929
sr-01000946879
SR-01000946879-1
(5z)-7-((2r,3s,4s)-tetrahydro-4-hydroxy-2-((1e,3s)-3-hydroxy-1-octen-1-yl)-6-oxo-2h-pyran-3-yl)-5-heptenoic acid
5-heptenoic acid, 7-((2r,3s,4s)-tetrahydro-4-hydroxy-2-((1e,3s)-3-hydroxy-1-octen-1-yl)-6-oxo-2h-pyran-3-yl)-, (5z)-
thromboxa-5,13-dien-1-oic acid, 9,15-dihydroxy-11-oxo-, (5z,9.alpha.,13e,15s)-
HY-113420
CS-0059435
PD020566

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
"This study aimed to investigate the pharmacodynamic effects of indobufen and low-dose aspirin in patients with coronary atherosclerosis."( Pharmacodynamic effects of indobufen compared with aspirin in patients with coronary atherosclerosis.
Abdus, S; Bai, J; Eikelboom, JW; Gong, X; Gu, Q; Li, C; Lu, Y; Mei, L; Shi, L; Tan, C; Ullah, I; Wang, G; Yang, M; Ye, Z, 2021
)
0.62

Compound-Compound Interactions

ExcerptReferenceRelevance
" These results demonstrate that laropiprant does not enhance in vivo platelet reactivity, either alone or in combination with niacin."( Laropiprant in combination with extended-release niacin does not alter urine 11-dehydrothromboxane B2, a marker of in vivo platelet function, in healthy, hypercholesterolemic, and diabetic subjects.
Chao, A; Cote, J; Dishy, V; Gutierrez, M; Lai, E; Larson, P; Laterza, O; Lauring, B; Luo, WL; Patterson, J; Wagner, JA, 2009
)
0.35

Bioavailability

ExcerptReferenceRelevance
" 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

Dosage Studied

ExcerptRelevanceReference
" The aim of this study was to investigate the rate of eicosanoid biosynthesis after oral dosing with nabumetone in nine healthy subjects."( Effects of nabumetone on prostanoid biosynthesis in humans.
Cipollone, F; Cuccurullo, F; Ganci, A; Greco, A; Panara, MR; Patrignani, P; Patrono, C, 1995
)
0.29
" However, we cannot exclude the possibility that intermittent bolus-like dosing of nicotine from cigarettes could have different effects from those produced by continually released transdermal nicotine."( Nicotine effects on eicosanoid formation and hemostatic function: comparison of transdermal nicotine and cigarette smoking.
Benowitz, NL; Fitzgerald, GA; Wilson, M; Zhang, Q, 1993
)
0.29
"01) suggest that a hypercoagulable state persists in low dosage OC users."( Large increase in plasmatic 11-dehydro-TxB2 levels due to oral contraceptives.
Donnez, J; Grandjean, P; Lavenne, E; Schlit, AF, 1995
)
0.29
" The dosage was high, as judged by side-effects reported (mainly headache)."( Effects of treatment with oral isosorbide dinitrate on platelet function in vivo; a double-blind placebo-controlled study in patients with stable angina pectoris.
Andersson, A; Hjemdahl, P; Wallén, NH, 1994
)
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
" 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
" There was no dose-response effect between the 3 aspirin dose groups and urinary 11-DTB2 (P=0."( Aspirin and urinary 11-dehydrothromboxane B(2) in African American stroke patients.
Bang, NU; Bruno, A; Cohen, SN; Mansbach, HH; McConnell, JP; Tietjen, GE, 2002
)
0.31
"In African American stroke patients, aspirin use is associated with significantly lower urinary 11-DTB2 independent of other vascular factors, and there does not appear to be a dose-response effect for aspirin doses of 325 to 1300 mg daily."( Aspirin and urinary 11-dehydrothromboxane B(2) in African American stroke patients.
Bang, NU; Bruno, A; Cohen, SN; Mansbach, HH; McConnell, JP; Tietjen, GE, 2002
)
0.31
"To determine whether urinary 11-dehydrothromboxane B2 (d-TXB2) is a marker of aspirin resistance and define the relationship between aspirin dosage and concentrations of this thromboxane metabolite."( Aspirin dosage and thromboxane synthesis in patients with vascular disease.
Bovill, E; Cornell, E; Feinberg, WM; Hart, RG; Leonard, AD; Pearce, LA; Talbert, RL, 2003
)
0.32
"3% (mean+/-SD), respectively, and of the urinary excretion of 11-dehydro-TXB2, an index of systemic biosynthesis of TXA2 in vivo, by 85+/-8% and 78+/-7%, respectively, that persisted throughout the dosing interval."( Clinical pharmacology of platelet, monocyte, and vascular cyclooxygenase inhibition by naproxen and low-dose aspirin in healthy subjects.
Capone, ML; Di Gregorio, P; Grana, M; Merciaro, G; Minuz, P; Patrignani, P; Patrono, C; Ricciotti, E; Sciulli, MG; Tacconelli, S, 2004
)
0.32
"This multicenter, double-blind, randomized, placebo-controlled, parallel-group study assessed renal function during dosing with etoricoxib 90 mg daily, celecoxib 200 mg twice daily, and naproxen 500 mg twice daily."( Effects of etoricoxib and comparator nonsteroidal anti-inflammatory drugs on urinary sodium excretion, blood pressure, and other renal function indicators in elderly subjects consuming a controlled sodium diet.
Gertz, BJ; Gottesdiener, KM; Hilliard, DA; Hreniuk, D; Lasseter, KC; Miller, J; Schwartz, JI; Snyder, KM; Thach, C, 2007
)
0.34
" We tested if twice daily dosing of aspirin would be more effective in T2DM, possibly due to increased platelet turnover."( Twice daily dosing of aspirin improves platelet inhibition in whole blood in patients with type 2 diabetes mellitus and micro- or macrovascular complications.
Arnetz, L; Brismar, K; Hjemdahl, P; Li, N; Östenson, CG; Spectre, G, 2011
)
0.37
" Administration of aspirin at a dosage of 1 mg/kg, PO, every 24 hours for 7 days did not significantly decrease urinary 11-dehydroTXB(2) concentration, but administration of the single aspirin dose of 10 mg/kg did significantly decrease 11-dehydroTXB(2) concentration by a median of 45."( Evaluation of effects of low-dose aspirin administration on urinary thromboxane metabolites in healthy dogs.
Byron, JK; Hoh, CM; McMichael, MA; Smith, SA, 2011
)
0.37
" Serum docosahexaenoyl-glycerophosphocholine concentration was increased by feeding fish oil in a dose-response manner."( Dietary fish oil alters the lysophospholipid metabolomic profile and decreases urinary 11-dehydro thromboxane B₂ concentration in healthy Beagles.
Brockman, JA; Hall, JA; Jewell, DE, 2011
)
0.37
" The anti-platelet effect may be diminished by poor glycemic control or inadequate dosing of aspirin."( The influence of aspirin dose and glycemic control on platelet inhibition in patients with type 2 diabetes mellitus.
Bähler, L; Gerdes, VE; Hoekstra, JB; Holleman, F; Kamphuisen, PW; Lemkes, BA; Nieuwland, R; Stroobants, AK; Van Den Dool, EJ, 2012
)
0.38
" Our data suggest that measurement of urinary 11-dTxB2 may be a useful method to optimise statin dosing in order to reduce thrombotic risk."( Statin therapy and thromboxane generation in patients with coronary artery disease treated with high-dose aspirin.
Bliden, KP; Ens, G; Franzese, CJ; Gesheff, MG; Gurbel, PA; Guyer, K; Singh, M; Singla, A; Stapleton, D; Tabrizchi, A; Tantry, US; Toth, PP, 2014
)
0.4
" Peak inhibition of urinary metabolite excretion across 8 hours following dosing was the primary end point."( Inhibition of prostacyclin and thromboxane biosynthesis in healthy volunteers by single and multiple doses of acetaminophen and indomethacin.
Gottesdiener, KM; Greenberg, HE; Mehta, A; Musser, BJ; Schwartz, JI; Taggart, WV; Tanaka, WK, 2015
)
0.42
" The collection days (CD) were the second and seventh days after stable aspirin dosing and then a convalescent time point 2-9 months later."( Urinary 11-dehydrothromboxane B2 aspirin efficacy testing is sensitive to perioperative inflammation in pediatric solid-organ transplant patients.
Boucher, AA; Francisco, BJ; Luchtman-Jones, L; Martin, J; Martin, M; Nathan, JD; Pfeiffer, A; Shova, A; Tiao, GM, 2022
)
0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[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
thromboxaneA class of oxygenated oxane derivatives, originally derived from prostaglandin precursors in platelets, that stimulate aggregation of platelets and constriction of blood vessels.
[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 (8)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Fatty acid metabolism113203
Arachidonic acid metabolism3682
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)1135
Eicosanoid metabolism via cyclooxygenases (COX)137
Arachidonic acid (AA, ARA) oxylipin metabolism076
Arachidonic acid metabolism via COX (Cyclooxygenase) pathway035

Protein Targets (1)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency35.48130.011212.4002100.0000AID1030
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (368)

TimeframeStudies, This Drug (%)All Drugs %
pre-199026 (7.07)18.7374
1990's142 (38.59)18.2507
2000's94 (25.54)29.6817
2010's97 (26.36)24.3611
2020's9 (2.45)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 18.20

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

MetricThis Compound (vs All)
Research Demand Index18.20 (24.57)
Research Supply Index6.15 (2.92)
Research Growth Index5.06 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (18.20)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials89 (23.42%)5.53%
Reviews7 (1.84%)6.00%
Case Studies2 (0.53%)4.05%
Observational9 (2.37%)0.25%
Other273 (71.84%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]