Thromboxane A2
From DrugPedia: A Wikipedia for Drug discovery
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| Thromboxane A2
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| Systematic (IUPAC) name | |
| (Z)-7-[(1S,2S,3R,5S)-3-[(E,3S)-3-hydroxyoct-1-enyl]-4,7-dioxabicyclo[3.1.1]heptan-2-yl]hept-5-enoic acid | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| Chemical data | |
| Formula | C20H32O5 |
| Mol. mass | 352.47 |
| SMILES | & |
| Synonyms | TXA2 |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
An unstable intermediate between the prostaglandin endoperoxides and thromboxane B2. The compound has a bicyclic oxaneoxetane structure. It is a potent inducer of platelet aggregation and causes vasoconstriction. It is the principal component of rabbit aorta contracting substance (RCS). Thromboxane A2' is a thromboxane. It is generated from prostaglandin H2 by thromboxane-A synthase. It is also a major component of blood clots. Aspirin irriversibly inhibits platelet cyclooxygenase preventing the formation of prostaglandin H2, and therefore Thromboxane A2.
TXA2 is very unstable in aqueous solution, since it’s hydrolyzed within about 30s to the biologically inactive TXB2. Due to its very short half life, TXA2 primarily functions as an autocrine or paracrine mediator in the nearby tissues surrounding its site of production. Most work in TXA2 area is done with its synthetic analogs- U46619 & I-BOP.
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 receptors-TPα and TPβ has so far been cloned.
[edit] General Properties
*Molecular Weight
352.47
*Molecular Formula
C20H32O5
*IUPAC NAME
(Z)-7-[(1S,2S,3R,5S)-3-[(E,3S)-3-hydroxyoct-1-enyl]-4,7-dioxabicyclo[3.1.1]heptan-2-yl]hept-5-enoic acid
*Canonical Smiles
CCCCCC(C=CC1C(C2CC(O2)O1)CC=CCCCC(=O)O)O
*Isomeric Smiles
CCCCC[C@@H](C=C[C@@H]1[C@H]([C@@H]2C[C@@H](O2)O1)CC=C/CCCC(=O)O)O
[edit] PhysioChemical Properties
*Melting Point
*LogP
*Water Solubility
