Thromboxane B3 (BioDeep_00000019036)

 

Secondary id: BioDeep_00000409904

human metabolite Endogenous blood metabolite


代谢物信息卡片


[2R(1E,3S,5Z),3S(Z),4S]-[Partial]-7-[tetrahydro-4,6-dihydroxy-2-(3-hydroxy-1,5-octadienyl)-2H-pyran-3-yl]-5-heptenoic acid

化学式: C20H32O6 (368.2198772)
中文名称:
谱图信息: 最多检出来源 Rattus norvegicus(blood) 4.57%

分子结构信息

SMILES: CC/C=C\C[C@@H](/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)O)[C@H](CC(O)O1)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/h3-4,6-7,12-13,15-18,20-22,25H,2,5,8-11,14H2,1H3,(H,23,24)/b6-3+,7-4+,13-12+

描述信息

Thromboxane B3 (TXB3) is a prostanoid that is formed by the hydrolysis of TXA3, a product of dietary eicosapentaenoic acid transformed in humans. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207, 2996649)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.
Thromboxane B3 (TXB3) is a prostanoid that is formed by the hydrolysis of TXA3, a product of dietary eicosapentaenoic acid transformed in humans. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207, 2996649)

同义名列表

10 个代谢物同义名

[2R(1E,3S,5Z),3S(Z),4S]-[Partial]-7-[tetrahydro-4,6-dihydroxy-2-(3-hydroxy-1,5-octadienyl)-2H-pyran-3-yl]-5-heptenoic acid; [2R(1E,3S,5Z),3S(Z),4S]-[Partial]-7-[tetrahydro-4,6-dihydroxy-2-(3-hydroxy-1,5-octadienyl)-2H-pyran-3-yl]-5-heptenoate; (5E)-7-{4,6-dihydroxy-2-[(1E,5E)-3-hydroxyocta-1,5-dien-1-yl]oxan-3-yl}hept-5-enoic acid; (5Z,9a,13E,15S,17Z)-9,11,15-Trihydroxy-thromboxa-5,13,17-trien-1-Oic acid; (5Z,9a,13E,15S,17Z)-9,11,15-Trihydroxy-thromboxa-5,13,17-trien-1-Oate; 9S,11,15S-trihydroxy-thromboxa-5Z,13E,17Z-trien-1-oic acid; 9S,11,15S-Trihydroxy-thromboxa-5Z,13E,17Z-trien-1-Oate; Thromboxane B3; FT-0641377; TXB3



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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INOH(0)

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1 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

  • Jiaomei Li, Zhaohong Zheng, Min Liu, Yiping Ren, Yue Ruan, Duo Li. Relationship between the n-3 index, serum metabolites and breast cancer risk. Food & function. 2021 Sep; 12(17):7741-7748. doi: 10.1039/d1fo01245b. [PMID: 34296713]
  • Nobuaki Tanaka, Hiroaki Yamaguchi, Nariyasu Mano. Transport of eicosapentaenoic acid-derived PGE₃, PGF(3α), and TXB₃ by ABCC4. PloS one. 2014; 9(10):e109270. doi: 10.1371/journal.pone.0109270. [PMID: 25275481]
  • M E McCann, J N Moore, J B Carrick, M H Barton. Effect of intravenous infusion of omega-3 and omega-6 lipid emulsions on equine monocyte fatty acid composition and inflammatory mediator production in vitro. Shock (Augusta, Ga.). 2000 Aug; 14(2):222-8. doi: 10.1097/00024382-200014020-00024. [PMID: 10947170]
  • P Mayser, U Mrowietz, P Arenberger, P Bartak, J Buchvald, E Christophers, S Jablonska, W Salmhofer, W B Schill, H J Krämer, E Schlotzer, K Mayer, W Seeger, F Grimminger. Omega-3 fatty acid-based lipid infusion in patients with chronic plaque psoriasis: results of a double-blind, randomized, placebo-controlled, multicenter trial. Journal of the American Academy of Dermatology. 1998 Apr; 38(4):539-47. doi: 10.1016/s0190-9622(98)70114-8. [PMID: 9555791]
  • J D Sørensen, S F Olsen, A K Pedersen, J Boris, N J Secher, G A FitzGerald. Effects of fish oil supplementation in the third trimester of pregnancy on prostacyclin and thromboxane production. American journal of obstetrics and gynecology. 1993 Mar; 168(3 Pt 1):915-22. doi: 10.1016/s0002-9378(12)90845-5. [PMID: 8456902]
  • G Honstra, A C van Houwelingen, G A Kivits, S Fischer, W Uedelhoven. Influence of dietary fish on eicosanoid metabolism in man. Prostaglandins. 1990 Sep; 40(3):311-29. doi: 10.1016/0090-6980(90)90018-q. [PMID: 2123355]
  • T Hamazaki, S Fischer, H Schweer, C O Meese, M Urakaze, A Yokoyama, S Yano. The infusion of trieicosapentaenoyl-glycerol into humans and the in vivo formation of prostaglandin I3 and thromboxane A3. Biochemical and biophysical research communications. 1988 Mar; 151(3):1386-94. doi: 10.1016/s0006-291x(88)80516-3. [PMID: 3281674]
  • S Fischer, P C Weber, J Dyerberg. The prostacyclin/thromboxane balance is favourably shifted in Greenland Eskimos. Prostaglandins. 1986 Aug; 32(2):235-41. doi: 10.1016/0090-6980(86)90128-0. [PMID: 3025932]
  • T Hirai, M Fujisaki, M Igarashi, T Asada, T Shiba, S Takeuchi, R Yamaguchi, T Shirai, M Kayama. Analysis of thromboxane B3 converted from eicosapentaenoic acid in human platelet rich plasma by gas chromatography/mass spectrometry. Thrombosis research. 1986 Mar; 41(5):637-47. doi: 10.1016/0049-3848(86)90360-9. [PMID: 3008371]