11-Dehydro-thromboxane B2 (BioDeep_00000006020)

Main id: BioDeep_00000629494

 

human metabolite Endogenous blood metabolite Volatile Flavor Compounds


代谢物信息卡片


(5E)-7-[(2R,3S,4S)-4-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-6-oxooxan-3-yl]hept-5-enoic acid

化学式: C20H32O6 (368.2198772)
中文名称: 11-脱氢血栓烷 b2
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCC(C=CC1C(C(CC(=O)O1)O)CC=CCCCC(=O)O)O
InChI: InChI=1S/C20H32O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4+,13-12+/t15-,16-,17-,18+/m0/s1

描述信息

11-Dehydro-thromboxane B2, a stable thromboxane metabolite, is a full agonist of chemoattractant receptor-homologous molecule expressed on TH2 cells (CRTH2) in human eosinophils and basophils. Given its production in the allergic lung, antagonism of the 11-dehydro- thromboxane B2/CRTH2axis may be of therapeutic relevance. (PMID 14668348)Thromboxanes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.
11-Dehydro-thromboxane B2, a stable thromboxane metabolite, is a full agonist of chemoattractant receptor-homologous molecule expressed on TH2 cells (CRTH2) in human eosinophils and basophils. Given its production in the allergic lung, antagonism of the 11-dehydro- thromboxane B2/CRTH2axis may be of therapeutic relevance. (PMID 14668348)

同义名列表

13 个代谢物同义名

(5E)-7-[(2R,3S,4S)-4-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-6-oxooxan-3-yl]hept-5-enoic acid; 9α,15S-dihydroxy-11-oxothromba-5Z,13E-dien-1-oic acid; 11-Dehydro-thromboxane B2; 11-dehydro Thromboxane B2; 11-Dehydrothromboxane b2; 11-dehydro-Thromboxane; 11-keto-Thromboxane b2; 11-Dehydrothromboxane; 11-keto-Thromboxane; 11-Dehydro-txb2; 11-dehydro TXB2; 11-DehydroTXB2; 11-Dehydro-thromboxane B2



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(0)

PlantCyc(0)

代谢反应

52 个相关的代谢反应过程信息。

Reactome(5)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(46)

PharmGKB(0)

3 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Alexander A Boucher, Brenton J Francisco, Amanda Pfeiffer, Matthew Martin, Janine Martin, Amy Shova, Jaimie D Nathan, Gregory M Tiao, Lori Luchtman-Jones. Urinary 11-dehydrothromboxane B2 aspirin efficacy testing is sensitive to perioperative inflammation in pediatric solid-organ transplant patients. Pediatric blood & cancer. 2022 02; 69(2):e29413. doi: 10.1002/pbc.29413. [PMID: 34676969]
  • Mingwen Yang, Zekang Ye, Lianlian Mei, Inam Ullah, Chuchu Tan, Guoyu Wang, Qian Gu, Yi Lu, Samee Abdus, Lu Shi, Xiaoxuan Gong, Jianling Bai, John W Eikelboom, Chunjian Li. Pharmacodynamic effects of indobufen compared with aspirin in patients with coronary atherosclerosis. European journal of clinical pharmacology. 2021 Dec; 77(12):1815-1823. doi: 10.1007/s00228-021-03177-y. [PMID: 34331551]
  • Silvia Lee, Beate Eichelberger, Christoph W Kopp, Simon Panzer, Thomas Gremmel. Residual platelet reactivity in low-dose aspirin-treated patients with class 1 obesity. Vascular pharmacology. 2021 02; 136(?):106819. doi: 10.1016/j.vph.2020.106819. [PMID: 33207279]
  • Pavel Chrbolka, Stefan Alusik, Dagmar Kalatova, Zoltan Paluch. Increased platelet activity in tinnitus patients. Neuro endocrinology letters. 2020 Sep; 41(2):102-106. doi: . [PMID: 33185996]
  • Vikas Kumar, A Aneesh Kumar, Vinod Joseph, Vipin Mohan Dan, Abdul Jaleel, T R Santhosh Kumar, Chandrasekharan C Kartha. Untargeted metabolomics reveals alterations in metabolites of lipid metabolism and immune pathways in the serum of rats after long-term oral administration of Amalaki rasayana. Molecular and cellular biochemistry. 2020 Jan; 463(1-2):147-160. doi: 10.1007/s11010-019-03637-1. [PMID: 31595424]
  • Chikako Sakaguchi, Naoki Miura, Hiromi Ohara, Yasufumi Nagata. Effects of reduced exposure to cigarette smoking on changes in biomarkers of potential harm in adult smokers: results of combined analysis of two clinical studies. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2019 Jul; 24(5):457-468. doi: 10.1080/1354750x.2019.1609579. [PMID: 31084221]
  • Paola Simeone, Rossella Liani, Romina Tripaldi, Augusto Di Castelnuovo, Maria Teresa Guagnano, Armando Tartaro, Riccardo C Bonadonna, Virginia Federico, Francesco Cipollone, Agostino Consoli, Francesca Santilli. Thromboxane-Dependent Platelet Activation in Obese Subjects with Prediabetes or Early Type 2 Diabetes: Effects of Liraglutide- or Lifestyle Changes-Induced Weight Loss. Nutrients. 2018 Dec; 10(12):. doi: 10.3390/nu10121872. [PMID: 30513818]
  • Paola Simeone, Andrea Boccatonda, Rossella Liani, Francesca Santilli. Significance of urinary 11-dehydro-thromboxane B2 in age-related diseases: Focus on atherothrombosis. Ageing research reviews. 2018 12; 48(?):51-78. doi: 10.1016/j.arr.2018.09.004. [PMID: 30273676]
  • Anupama Vasudevan, Kristen M Tecson, Jeanna Bennett-Firmin, Teodoro Bottiglieri, Luis R Lopez, Margarita Peterson, Mohanakrishnan Sathyamoorthy, Raphael Schiffmann, Jeffrey M Schussler, Caren Swift, Carlos E Velasco, Peter A McCullough. Prognostic value of urinary 11-dehydro-thromboxane B2 for mortality: A cohort study of stable coronary artery disease patients treated with aspirin. Catheterization and cardiovascular interventions : official journal of the Society for Cardiac Angiography & Interventions. 2018 10; 92(4):653-658. doi: 10.1002/ccd.27437. [PMID: 29193683]
  • Stefania Tacconelli, Melania Dovizio, Luigia Di Francesco, Alessandra Meneguzzi, Ilaria D'Agostino, Virgilio Evangelista, Stefano Manarini, Marta L Capone, Linda Grossi, Ettore Porreca, Concetta Di Febbo, Annalisa Bruno, Patrizia Ballerini, Giacomo Levantesi, Cristiano Fava, Pietro Minuz, Paola Patrignani. Reduced Variability to Aspirin Antiplatelet Effect by the Coadministration of Statins in High-Risk Patients for Cardiovascular Disease. Clinical pharmacology and therapeutics. 2018 07; 104(1):111-119. doi: 10.1002/cpt.1075. [PMID: 29574792]
  • John M Thomason, Todd M Archer, Robert W Wills, Andrew J Mackin. Effects of immunosuppressive agents on the hemostatic system in normal dogs. Journal of veterinary internal medicine. 2018 Jul; 32(4):1325-1333. doi: 10.1111/jvim.15132. [PMID: 29749651]
  • Roberto Cangemi, Roberto Carnevale, Cristina Nocella, Camilla Calvieri, Vittoria Cammisotto, Marta Novo, Valentina Castellani, Alessandra D'Amico, Chiara Zerbinati, Lucia Stefanini, Francesco Violi. Glucocorticoids impair platelet thromboxane biosynthesis in community-acquired pneumonia. Pharmacological research. 2018 05; 131(?):66-74. doi: 10.1016/j.phrs.2018.03.014. [PMID: 29577968]
  • Jane A Mitchell, Rebecca B Knowles, Nicholas S Kirkby, Daniel M Reed, Matthew L Edin, William E White, Melissa V Chan, Hilary Longhurst, Magdi M Yaqoob, Ginger L Milne, Darryl C Zeldin, Timothy D Warner. Kidney Transplantation in a Patient Lacking Cytosolic Phospholipase A2 Proves Renal Origins of Urinary PGI-M and TX-M. Circulation research. 2018 02; 122(4):555-559. doi: 10.1161/circresaha.117.312144. [PMID: 29298774]
  • Nina S McCarthy, Ciara Vangjeli, Praveen Surendran, Achim Treumann, Cathy Rooney, Emily Ho, Peter Sever, Simon Thom, Alun D Hughes, Patricia B Munroe, Philip Howard, Toby Johnson, Mark Caulfield, Denis C Shields, Eoin O'Brien, Desmond J Fitzgerald, Alice V Stanton. Genetic variants in PPARGC1B and CNTN4 are associated with thromboxane A2 formation and with cardiovascular event free survival in the Anglo-Scandinavian Cardiac Outcomes Trial (ASCOT). Atherosclerosis. 2018 02; 269(?):42-49. doi: 10.1016/j.atherosclerosis.2017.12.013. [PMID: 29258006]
  • N McLewee, T Archer, R Wills, A Mackin, J Thomason. Effects of aspirin dose escalation on platelet function and urinary thromboxane and prostacyclin levels in normal dogs. Journal of veterinary pharmacology and therapeutics. 2018 Feb; 41(1):60-67. doi: 10.1111/jvp.12432. [PMID: 28664658]
  • Nan Wang, Kimberly C Vendrov, Brian P Simmons, Robert N Schuck, George A Stouffer, Craig R Lee. Urinary 11-dehydro-thromboxane B2 levels are associated with vascular inflammation and prognosis in atherosclerotic cardiovascular disease. Prostaglandins & other lipid mediators. 2018 01; 134(?):24-31. doi: 10.1016/j.prostaglandins.2017.11.003. [PMID: 29155368]
  • Lei Pi, Di Che, Haifeng Long, Zhenzhen Fang, Jiawen Li, Shuyi Lin, Yunfeng Liu, Meiai Li, Lijuan Bao, Wenli Li, Yuan Zhang, Qiulian Deng, Techang Liu, Li Zhang, Xiaoqiong Gu. Immature platelets and antiplatelet therapy response to aspirin in Kawasaki disease. Drug design, development and therapy. 2018; 12(?):1353-1362. doi: 10.2147/dddt.s163705. [PMID: 29872260]
  • Nikolaos Kakouros, Tyler J Gluckman, John V Conte, Thomas S Kickler, Katherine Laws, Bruce A Barton, Jeffrey J Rade. Differential Impact of Serial Measurement of Nonplatelet Thromboxane Generation on Long-Term Outcome After Cardiac Surgery. Journal of the American Heart Association. 2017 Nov; 6(11):. doi: 10.1161/jaha.117.007486. [PMID: 29097390]
  • Vincenzo Mollace, Giuseppe Rosano, Natalia Malara, Enzo Di Fabrizio, Cristiana Vitale, Marialaura Coluccio, Jessica Maiuolo, Ayesha Ali Wasti, Carolina Muscoli, Micaela Gliozzi, Rocco Mollace, Vincenzo Musolino, Cristina Carresi, Massimo Fini, Bruno Silvestrini. Aspirin wears smart. European heart journal. Cardiovascular pharmacotherapy. 2017 10; 3(4):185-188. doi: 10.1093/ehjcvp/pvx017. [PMID: 28505311]
  • Nikola Hadzi-Petrushev, Dine Mitrov, Vladimir Kostovski, Mitko Mladenov. The impact of vitamin C on the relationship among inflammation, lipid peroxidation and platelet activation during analgesic nephropathy in rats. Journal of basic and clinical physiology and pharmacology. 2017 Sep; 28(5):473-481. doi: 10.1515/jbcpp-2016-0150. [PMID: 28771433]
  • Daniele Pastori, Cristina Nocella, Alessio Farcomeni, Simona Bartimoccia, Maria Santulli, Fortunata Vasaturo, Roberto Carnevale, Danilo Menichelli, Francesco Violi, Pasquale Pignatelli. Relationship of PCSK9 and Urinary Thromboxane Excretion to Cardiovascular Events in Patients With Atrial Fibrillation. Journal of the American College of Cardiology. 2017 Sep; 70(12):1455-1462. doi: 10.1016/j.jacc.2017.07.743. [PMID: 28911508]
  • Anupama Vasudevan, Teodoro Bottiglieri, Kristen M Tecson, Mohanakrishnan Sathyamoorthy, Jeffrey M Schussler, Carlos E Velasco, Luis R Lopez, Caren Swift, Margarita Peterson, Jeanna Bennett-Firmin, Raphael Schiffmann, Peter A McCullough. Residual thromboxane activity and oxidative stress: influence on mortality in patients with stable coronary artery disease. Coronary artery disease. 2017 Jun; 28(4):287-293. doi: 10.1097/mca.0000000000000461. [PMID: 28005558]
  • Peter A McCullough, Anupama Vasudevan, Mohanakrishnan Sathyamoorthy, Jeffrey M Schussler, Carlos E Velasco, Luis R Lopez, Caren Swift, Margarita Peterson, Jenna Bennett-Firmin, Raphael Schiffmann, Teodoro Bottiglieri. Urinary 11-Dehydro-Thromboxane B2 and Mortality in Patients With Stable Coronary Artery Disease. The American journal of cardiology. 2017 04; 119(7):972-977. doi: 10.1016/j.amjcard.2016.12.004. [PMID: 28139223]
  • Patrizia Ferroni, Francesca Santilli, Francesco Cavaliere, Paola Simeone, Leopoldo Costarelli, Rossella Liani, Romina Tripaldi, Silvia Riondino, Mario Roselli, Giovanni Davi, Fiorella Guadagni. Oxidant stress as a major determinant of platelet activation in invasive breast cancer. International journal of cancer. 2017 Feb; 140(3):696-704. doi: 10.1002/ijc.30488. [PMID: 27784132]
  • Paul A Gurbel, Kevin P Bliden, Rahul Chaudhary, Jeff Patrick, Fang Liu, Gailing Chen, Christopher McLeod, Udaya S Tantry. Antiplatelet Effect Durability of a Novel, 24-Hour, Extended-Release Prescription Formulation of Acetylsalicylic Acid in Patients With Type 2 Diabetes Mellitus. The American journal of cardiology. 2016 Dec; 118(12):1941-1947. doi: 10.1016/j.amjcard.2016.08.088. [PMID: 27769511]
  • Peter A McCullough, Anupama Vasudevan, Luis R Lopez, Caren Swift, Margarita Peterson, Jeanna Bennett-Firmin, Raphael Schiffmann, Teodoro Bottiglieri. Oxidative stress reflected by increased F2-isoprostanes is associated with increasing urinary 11-dehydro thromboxane B2 levels in patients with coronary artery disease. Thrombosis research. 2016 Dec; 148(?):85-88. doi: 10.1016/j.thromres.2016.10.022. [PMID: 27815971]
  • Pasquale Pignatelli, Daniele Pastori, Simona Bartimoccia, Danilo Menichelli, Tommasa Vicario, Cristina Nocella, Roberto Carnevale, Francesco Violi. Anti Xa oral anticoagulants inhibit in vivo platelet activation by modulating glycoprotein VI shedding. Pharmacological research. 2016 11; 113(Pt A):484-489. doi: 10.1016/j.phrs.2016.09.035. [PMID: 27693274]
  • Jason Patregnani, Darren Klugman, David Zurakowski, Pranava Sinha, Robert Freishtat, John Berger, Yaser Diab. High on Aspirin Platelet Reactivity in Pediatric Patients Undergoing the Fontan Procedure. Circulation. 2016 10; 134(17):1303-1305. doi: 10.1161/circulationaha.116.023457. [PMID: 27777299]
  • Daniele Pastori, Pasquale Pignatelli, Alessio Farcomeni, Danilo Menichelli, Cristina Nocella, Roberto Carnevale, Francesco Violi. Aging-Related Decline of Glutathione Peroxidase 3 and Risk of Cardiovascular Events in Patients With Atrial Fibrillation. Journal of the American Heart Association. 2016 09; 5(9):. doi: 10.1161/jaha.116.003682. [PMID: 27609361]
  • Rahul Chaudhary, Kevin P Bliden, Jalaj Garg, Nafees Mohammed, Udaya Tantry, Denny Mathew, Peter P Toth, Christopher Franzese, Martin Gesheff, Shachi Pandya, Paul Gurbel. Statin therapy and inflammation in patients with diabetes treated with high dose aspirin. Journal of diabetes and its complications. 2016 Sep; 30(7):1365-70. doi: 10.1016/j.jdiacomp.2016.05.002. [PMID: 27237049]
  • Natale Vazzana, Francesca Santilli, Stefano Lattanzio, Mario Liani, Luciano Giacci, Goffredo Del Rosso, Filippo Salvati, Andrea Boccatonda, Patrizia Ferroni, Giovanni Davì. Determinants of thromboxane biosynthesis in patients with moderate to severe chronic kidney disease. European journal of internal medicine. 2016 Sep; 33(?):74-80. doi: 10.1016/j.ejim.2016.06.016. [PMID: 27389698]
  • Kazuyuki Nagatsuka, Shigeki Miyata, Akiko Kada, Atsushi Kawamura, Jyoji Nakagawara, Eisuke Furui, Shin Takiuchi, Katsushi Taomoto, Kazuomi Kario, Shinichiro Uchiyama, Kozue Saito, Takehiko Nagao, Kazuo Kitagawa, Naohisa Hosomi, Keiji Tanaka, Koichi Kaikita, Yasuo Katayama, Takeo Abumiya, Hiroshi Nakane, Hideo Wada, Akira Hattori, Kazumi Kimura, Takaaki Isshiki, Masakatsu Nishikawa, Takemori Yamawaki, Naohiro Yonemoto, Hiromi Okada, Hisao Ogawa, Kazuo Minematsu, Toshiyuki Miyata. Cardiovascular events occur independently of high on-aspirin platelet reactivity and residual COX-1 activity in stable cardiovascular patients. Thrombosis and haemostasis. 2016 08; 116(2):356-68. doi: 10.1160/th15-11-0864. [PMID: 27098431]
  • Wojciech Szczeklik, Edyta Stodółkiewicz, Marcin Rzeszutko, Marek Tomala, Anton Chrustowicz, Krzysztof Żmudka, Marek Sanak. Urinary 11-Dehydro-Thromboxane B2 as a Predictor of Acute Myocardial Infarction Outcomes: Results of Leukotrienes and Thromboxane In Myocardial Infarction (LTIMI) Study. Journal of the American Heart Association. 2016 08; 5(8):. doi: 10.1161/jaha.116.003702. [PMID: 27481134]
  • P Maga, M Sanak, J Jawien, B Rewerska, M Maga, A Wachsmann, M Koziej, I Gregorczyk-Maga, R Nizankowski. 11-dehydro thromboxane B2 levels after percutaneous transluminal angioplasty in patients with peripheral arterial occlusive disease during a one year follow-up period. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2016 Jun; 67(3):377-83. doi: . [PMID: 27511998]
  • Nikolaos Kakouros, Susanna M Nazarian, Patrizia B Stadler, Thomas S Kickler, Jeffrey J Rade. Risk Factors for Nonplatelet Thromboxane Generation After Coronary Artery Bypass Graft Surgery. Journal of the American Heart Association. 2016 Mar; 5(3):e002615. doi: 10.1161/jaha.115.002615. [PMID: 27068626]
  • Andrea L Edel, Amanda F Patenaude, Melanie N Richard, Elena Dibrov, J Alejandro Austria, Harold M Aukema, Grant N Pierce, Michel Aliani. The effect of flaxseed dose on circulating concentrations of alpha-linolenic acid and secoisolariciresinol diglucoside derived enterolignans in young, healthy adults. European journal of nutrition. 2016 Mar; 55(2):651-663. doi: 10.1007/s00394-015-0885-2. [PMID: 25808116]
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