THROMBOXANE A2

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H32O5
Molecular Weight	352.4651
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC[C@H](O)\C=C\[C@H]1O[C@H]2C[C@H](O2)[C@@H]1C\C=C/CCCC(O)=O

InChI

InChIKey=DSNBHJFQCNUKMA-SCKDECHMSA-N

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

HIDE SMILES / InChI

Molecular Formula	C20H32O5
Molecular Weight	352.4651
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	2
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Effects of recombinant human superoxide dismutase on tumor necrosis factor-induced lung injury in awake sheep.	1993 Jun	8396104
Maintained hyperexcretion of thromboxane A2 metabolite in healthy young cigarette smokers: results from a prospective study in randomly sampled males with stable smoking habits.	1993 May	8519161
[Measurement of platelet thromboxane A2/prostaglandin H2 receptor in asthmatic patients].	1993 May	8323459
Increased platelet thromboxane A2/prostaglandin H2 receptors in patients with pregnancy induced hypertension.	1993 May 1	8327985
The effect of prostaglandins and thromboxane A2 on coronary vessel tone--mechanisms of action and therapeutic implications.	1993 Nov	7507439
Platelet activation results in a redistribution of glycoprotein IV (CD36).	1994 Jul	7517184
Increased number of thromboxane A2-prostaglandin H2 platelet receptors in active unstable angina and causative role of enhanced thrombin formation.	1995 May	7732975
Heparin-protamine complexes cause pulmonary hypertension in goats.	1995 Oct	7574058
Role of thromboxane A2, endothelin-1 and endothelin-3 in rat nephrotoxic serum nephritis.	1996 Apr	8804153
Fatty acids, triglycerides and syndromes of insulin resistance.	1997 Oct	9430382
Identification of Galpha13 as one of the G-proteins that couple to human platelet thromboxane A2 receptors.	1999 May 14	10318854
The 5-HT2 receptor antagonist sarpogrelate reduces urinary and plasma levels of thromboxane A2 and urinary albumin excretion in non-insulin-dependent diabetes mellitus patients.	1999 May-Jun	10386239
Inherited macrothrombocytopenia with distinctive platelet ultrastructural and functional features.	2000 Jan	10669151
Increased 15-HPETE production decreases prostacyclin synthase activity during oxidant stress in aortic endothelial cells.	2001 Feb 1	11165876
A comparison of every-third-day versus daily low-dose aspirin therapy on serum thromboxane concentrations in healthy men and women.	2001 Jan	11190906
The hyperaggregability of platelets from normal pregnancy is mediated through thromboxane A2 and cyclic AMP pathways.	2002 Apr	11985559
Genetic variants of the receptors for thromboxane A2 and IL-4 in atopic dermatitis.	2002 Apr 5	11922633
Thromboxane synthase: structure and function of protein and gene.	2002 Aug	12432933
Simultaneous changes in intracellular calcium and tension induced by endothelin-1 and sarafotoxin S6c in guinea pig isolated gallbladder: influence of indomethacin.	2002 May	12056553
The role of chemical mediators in eosinophil infiltration in allergic rhinitis in mice.	2003 Apr	12689652
Low-dose aspirin in pregnancy: maternal and neonatal aspirin concentrations and neonatal prostanoid formation.	2003 Jan	12509599
Effects of hypoxia on monocyte inflammatory mediator production: Dissociation between changes in cyclooxygenase-2 expression and eicosanoid synthesis.	2003 Oct 3	12874281
Zileuton, a 5-lipoxygenase inhibitor, increases production of thromboxane A2 and platelet aggregation in patients with asthma.	2003 Sep	12949886
Inhibitory effects of ligustrazine, a modulator of thromboxane-prostacycline-nitric oxide balance, on renal injury in rats with passive Heyman nephritis.	2004	15528953
Role of endothelin-1 and thromboxane A2 in the pulmonary hypertension induced by heparin-protamine interaction in anesthetized dogs.	2004 Jan	14668575
Participation of chemical mediators in the development of experimental allergic conjunctivitis in rats.	2004 Nov	15351322
Cyclo-oxygenase-2, endothelium and aortic reactivity during deoxycorticosterone acetate salt-induced hypertension.	2005 May	15834289
Cyclooxygenase-1 haplotype modulates platelet response to aspirin.	2005 Oct	16150050
Vasoactive prostanoids are generated from arachidonic acid by COX-1 and COX-2 in the mouse.	2005 Oct	15863457
De novo synthesis of cyclooxygenase-1 counteracts the suppression of platelet thromboxane biosynthesis by aspirin.	2006 Mar 17	16484611
Imbalanced synthesis of cyclooxygenase-derived thromboxane A2 and prostacyclin compromises vasomotor function of the thoracic aorta in Marfan syndrome.	2007 Oct	17641673
Thromboxane synthase mutations in an increased bone density disorder (Ghosal syndrome).	2008 Mar	18264100
1-Phenyl-6,7-dihydroxy-isochroman suppresses lipopolysaccharide-induced pro-inflammatory mediator production in human monocytes.	2011 Jul	21269535

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:06:07 GMT 2023` Edited by `admin` on `Sat Dec 16 09:06:07 GMT 2023`
Record UNII	4C2A5G825S
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THROMBOXANE A2

Common Name

English

(5Z,9.ALPHA.,11.ALPHA.,13E,15S)-9,11-EPOXY-15-HYDROXYTHROMBOXA-5,13-DIEN-1-OIC ACID

Systematic Name

English

THROMBOXANE A2 [MI]

Common Name

English

5-HEPTENOIC ACID, 7-((1S,3R,4S,5S)-3-((1E,3S)-3-HYDROXY-1-OCTEN-1-YL)-2,6-DIOXABICYCLO(3.1.1)HEPT-4-YL)-, (5Z)-

Systematic Name

English

TXA2

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C879