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Thromboxane A2 information


Thromboxane A2
Identifiers
CAS Number
  • 57576-52-0 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:15627 ☒N
ChemSpider
  • 4444137 ☒N
IUPHAR/BPS
  • 4482
KEGG
  • C02198 ☒N
MeSH Thromboxane+A2
PubChem CID
  • 5280497
UNII
  • 4C2A5G825S checkY
CompTox Dashboard (EPA)
  • DTXSID201317452 Edit this at Wikidata
InChI
  • InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-20(24-17)25-18)10-7-4-5-8-11-19(22)23/h4,7,12-13,15-18,20-21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/b7-4-,13-12+/t15-,16+,17+,18-,20+/m0/s1 ☒N
    Key: DSNBHJFQCNUKMA-SCKDECHMSA-N ☒N
SMILES
  • CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@@H]2C[C@@H](O2)O1)C/C=C\CCCC(=O)O)O
Properties
Chemical formula
C20H32O5
Molar mass 352.471 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Thromboxane A2 (TXA2) is a type of thromboxane that is produced by activated platelets during hemostasis and has prothrombotic properties: it stimulates activation of new platelets as well as increases platelet aggregation. This is achieved by activating the thromboxane receptor, which results in platelet-shape change, inside-out activation of integrins, and degranulation.[1] Circulating fibrinogen binds these receptors on adjacent platelets, further strengthening the clot. Thromboxane A2 is also a known vasoconstrictor[2][3][4][5] and is especially important during tissue injury and inflammation. It is also regarded as responsible for Prinzmetal's angina.

Receptors that mediate TXA2 actions are thromboxane A2 receptors. The human TXA2 receptor (TP) is a typical G protein-coupled receptor (GPCR) with seven transmembrane segments. In humans, two TP receptor splice variants – TPα and TPβ – have so far been cloned.

  1. ^ Offermanns S (2006-12-08). "Activation of Platelet Function Through G Protein–Coupled Receptors". Circulation Research. 99 (12): 1293–1304. doi:10.1161/01.res.0000251742.71301.16. ISSN 0009-7330. PMID 17158345.
  2. ^ Ding X, Murray PA (November 2005). "Cellular mechanisms of thromboxane A2-mediated contraction in pulmonary veins". American Journal of Physiology. Lung Cellular and Molecular Physiology. 289 (5): L825–833. doi:10.1152/ajplung.00177.2005. ISSN 1040-0605. PMID 15964897. S2CID 3171857.
  3. ^ Yamamoto K, Ebina S, Nakanishi H, Nakahata N (November 1995). "Thromboxane A2 receptor-mediated signal transduction in rabbit aortic smooth muscle cells". General Pharmacology. 26 (7): 1489–1498. doi:10.1016/0306-3623(95)00025-9. ISSN 0306-3623. PMID 8690235.
  4. ^ Smyth EM (2010-04-01). "Thromboxane and the thromboxane receptor in cardiovascular disease". Clinical Lipidology. 5 (2): 209–219. doi:10.2217/CLP.10.11. ISSN 1758-4299. PMC 2882156. PMID 20543887.
  5. ^ Winn R, Harlan J, Nadir B, Harker L, Hildebrandt J (September 1983). "Thromboxane A2 mediates lung vasoconstriction but not permeability after endotoxin". Journal of Clinical Investigation. 72 (3): 911–918. doi:10.1172/jci111062. ISSN 0021-9738. PMC 1129256. PMID 6886010.

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Thromboxane A2

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Thromboxane A2 (TXA2) is a type of thromboxane that is produced by activated platelets during hemostasis and has prothrombotic properties: it stimulates...

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Thromboxane

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Thromboxane is a member of the family of lipids known as eicosanoids. The two major thromboxanes are thromboxane A2 and thromboxane B2. The distinguishing...

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Thromboxane receptor

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its preferred endogenous ligand thromboxane A2. The gene responsible for directing the synthesis of the thromboxane receptor, TBXA2R, is located on human...

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Thromboxane B2

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Thromboxane B2 (TXB2) is an inactive metabolite/product of thromboxane A2. It is almost completely cleared in the urine. It itself is not involved in...

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Aspirin

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inhibitors. Low-dose aspirin use irreversibly blocks the formation of thromboxane A2 in platelets, producing an inhibitory effect on platelet aggregation...

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U46619

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endoperoxide prostaglandin PGH2 first prepared in 1975, and acts as a thromboxane A2 (TP) receptor agonist. It potently stimulates TP receptor-mediated,...

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Mechanism of action of aspirin

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Low-dose, long-term aspirin use irreversibly blocks the formation of thromboxane A2 in platelets, producing an inhibitory effect on platelet aggregation...

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Ibuprofen

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prostaglandins (which are mediators of pain, inflammation, and fever) and to thromboxane A2 (which stimulates platelet aggregation, leading to the formation of...

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Prostaglandin

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phospholipase-A2, then brought to either the cyclooxygenase pathway or the lipoxygenase pathway. The cyclooxygenase pathway produces thromboxane, prostacyclin...

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Carprofen

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PMID 8542839. Lees P, Ewins CP, Taylor JB, Sedgwick AD (1987). "Serum thromboxane in the horse and its inhibition by aspirin, phenylbutazone and flunixin"...

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Naproxen

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that high-dose naproxen induced near-complete suppression of platelet thromboxane throughout the dosing interval and appeared not to increase cardiovascular...

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Celecoxib

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concentrations) inhibits the production of prostaglandins and the production of thromboxane A2, a platelet activator. COX-1 is traditionally defined as a constitutively...

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Cyclooxygenase

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99.1) that is responsible for biosynthesis of prostanoids, including thromboxane and prostaglandins such as prostacyclin, from arachidonic acid. A member...

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Hemostasis

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and thromboxane A2. Adenosine diphosphate (ADP) attracts more platelets to the affected area, serotonin is a vasoconstrictor and thromboxane A2 assists...

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Prostaglandin H2

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upon by: Prostacyclin synthase to create prostacyclin Thromboxane-A synthase to create thromboxane A2 and 12-(S)-hydroxy-5Z,8E,10E-heptadecatrienoic acid...

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Arachidonic acid

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is a precursor in the formation of leukotrienes, prostaglandins, and thromboxanes. Together with omega-3 fatty acids and other omega-6 fatty acids, arachidonic...

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Vasospasm

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smooth muscle cells. However, aggregating platelets also stimulate thromboxane A2 and serotonin which can induce contraction of the smooth muscle cells...

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Etoricoxib

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Antagonists: RO1138452 TP (TXA2)Tooltip Thromboxane receptor Agonists: Carbocyclic thromboxane A2 I-BOP Thromboxane A2 U-46619 Vapiprost Antagonists: 12-HETE...

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Seratrodast

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Seratrodast (development name, AA-2414; marketed originally as Bronica) is a thromboxane A2 (TXA2) receptor (TP receptor) antagonist used primarily in the treatment...

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Prostacyclin

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counteracts any increase in cytosolic calcium levels that would result from thromboxane A2 (TXA2) binding (leading to platelet activation and subsequent coagulation)...

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Misoprostol

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Antagonists: RO1138452 TP (TXA2)Tooltip Thromboxane receptor Agonists: Carbocyclic thromboxane A2 I-BOP Thromboxane A2 U-46619 Vapiprost Antagonists: 12-HETE...

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Diclofenac

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leukotrienes (also pro-inflammatory autacoids). It also may inhibit phospholipase A2, which may be relevant to its mechanism of action. These additional actions...

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Linoleic acid

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the precursor to some prostaglandins, leukotrienes (LTA, LTB, LTC), thromboxane (TXA) and the N-acylethanolamine (NAE) arachidonoylethanolamine (AEA:...

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Coagulation

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activation: Platelet activators, such as platelet activating factor and thromboxane A2, activate platelets in the bloodstream, leading to attachment of platelets'...

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