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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 of THROMBOXANE A2

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

PubMed

TitleDatePubMed
Effects of recombinant human superoxide dismutase on tumor necrosis factor-induced lung injury in awake sheep.
1993 Jun
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
[Measurement of platelet thromboxane A2/prostaglandin H2 receptor in asthmatic patients].
1993 May
Increased platelet thromboxane A2/prostaglandin H2 receptors in patients with pregnancy induced hypertension.
1993 May 1
The effect of prostaglandins and thromboxane A2 on coronary vessel tone--mechanisms of action and therapeutic implications.
1993 Nov
Platelet activation results in a redistribution of glycoprotein IV (CD36).
1994 Jul
Increased number of thromboxane A2-prostaglandin H2 platelet receptors in active unstable angina and causative role of enhanced thrombin formation.
1995 May
Heparin-protamine complexes cause pulmonary hypertension in goats.
1995 Oct
Role of thromboxane A2, endothelin-1 and endothelin-3 in rat nephrotoxic serum nephritis.
1996 Apr
Effect of antiestrogen regimen on prostacyclin and thromboxane A2 in postmenopausal patients with breast cancer: evidence of significance of hypertension, smoking or previous use of estrogen therapy.
1996 Oct
Labeling of human platelet plasma membrane thromboxane A2/prostaglandin H2 receptors using SQB, a novel biotinylated receptor probe.
1996 Sep 13
Changes in platelet calcium concentration by thromboxane A2 stimulation in patients with nephrotic syndrome of childhood.
1997
Deficiency of (33P)2MeS-ADP binding sites on platelets with secretion defect, normal granule stores and normal thromboxane A2 production. Evidence that ADP potentiates platelet secretion independently of the formation of large platelet aggregates and thromboxane A2 production.
1997 May
Fatty acids, triglycerides and syndromes of insulin resistance.
1997 Oct
Identification of Galpha13 as one of the G-proteins that couple to human platelet thromboxane A2 receptors.
1999 May 14
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
Inherited macrothrombocytopenia with distinctive platelet ultrastructural and functional features.
2000 Jan
Increased 15-HPETE production decreases prostacyclin synthase activity during oxidant stress in aortic endothelial cells.
2001 Feb 1
A comparison of every-third-day versus daily low-dose aspirin therapy on serum thromboxane concentrations in healthy men and women.
2001 Jan
The hyperaggregability of platelets from normal pregnancy is mediated through thromboxane A2 and cyclic AMP pathways.
2002 Apr
Genetic variants of the receptors for thromboxane A2 and IL-4 in atopic dermatitis.
2002 Apr 5
Thromboxane synthase: structure and function of protein and gene.
2002 Aug
Simultaneous changes in intracellular calcium and tension induced by endothelin-1 and sarafotoxin S6c in guinea pig isolated gallbladder: influence of indomethacin.
2002 May
The role of chemical mediators in eosinophil infiltration in allergic rhinitis in mice.
2003 Apr
Low-dose aspirin in pregnancy: maternal and neonatal aspirin concentrations and neonatal prostanoid formation.
2003 Jan
Effects of hypoxia on monocyte inflammatory mediator production: Dissociation between changes in cyclooxygenase-2 expression and eicosanoid synthesis.
2003 Oct 3
Zileuton, a 5-lipoxygenase inhibitor, increases production of thromboxane A2 and platelet aggregation in patients with asthma.
2003 Sep
Inhibitory effects of ligustrazine, a modulator of thromboxane-prostacycline-nitric oxide balance, on renal injury in rats with passive Heyman nephritis.
2004
Role of endothelin-1 and thromboxane A2 in the pulmonary hypertension induced by heparin-protamine interaction in anesthetized dogs.
2004 Jan
Participation of chemical mediators in the development of experimental allergic conjunctivitis in rats.
2004 Nov
Cyclo-oxygenase-2, endothelium and aortic reactivity during deoxycorticosterone acetate salt-induced hypertension.
2005 May
Cyclooxygenase-1 haplotype modulates platelet response to aspirin.
2005 Oct
Vasoactive prostanoids are generated from arachidonic acid by COX-1 and COX-2 in the mouse.
2005 Oct
De novo synthesis of cyclooxygenase-1 counteracts the suppression of platelet thromboxane biosynthesis by aspirin.
2006 Mar 17
Imbalanced synthesis of cyclooxygenase-derived thromboxane A2 and prostacyclin compromises vasomotor function of the thoracic aorta in Marfan syndrome.
2007 Oct
Thromboxane synthase mutations in an increased bone density disorder (Ghosal syndrome).
2008 Mar
1-Phenyl-6,7-dihydroxy-isochroman suppresses lipopolysaccharide-induced pro-inflammatory mediator production in human monocytes.
2011 Jul
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:06:07 UTC 2023
Edited
by admin
on Sat Dec 16 09:06:07 UTC 2023
Record UNII
4C2A5G825S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THROMBOXANE A2
MI  
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
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
Code System Code Type Description
CHEBI
57445
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID201317452
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
CAS
57576-52-0
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
CHEBI
15627
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
PUBCHEM
5280497
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
FDA UNII
4C2A5G825S
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
WIKIPEDIA
Thromboxane A2
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
MERCK INDEX
m10812
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C122988
Created by admin on Sat Dec 16 09:06:08 UTC 2023 , Edited by admin on Sat Dec 16 09:06:08 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
METABOLITE INACTIVE -> PARENT
PARENT -> METABOLITE ACTIVE