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
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
| 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 |
|---|---|---|
| 1-Phenyl-6,7-dihydroxy-isochroman suppresses lipopolysaccharide-induced pro-inflammatory mediator production in human monocytes. | 2011-07 |
|
| Thromboxane synthase mutations in an increased bone density disorder (Ghosal syndrome). | 2008-03 |
|
| Imbalanced synthesis of cyclooxygenase-derived thromboxane A2 and prostacyclin compromises vasomotor function of the thoracic aorta in Marfan syndrome. | 2007-10 |
|
| De novo synthesis of cyclooxygenase-1 counteracts the suppression of platelet thromboxane biosynthesis by aspirin. | 2006-03-17 |
|
| Cyclooxygenase-1 haplotype modulates platelet response to aspirin. | 2005-10 |
|
| Vasoactive prostanoids are generated from arachidonic acid by COX-1 and COX-2 in the mouse. | 2005-10 |
|
| Cyclo-oxygenase-2, endothelium and aortic reactivity during deoxycorticosterone acetate salt-induced hypertension. | 2005-05 |
|
| Participation of chemical mediators in the development of experimental allergic conjunctivitis in rats. | 2004-11 |
|
| Role of endothelin-1 and thromboxane A2 in the pulmonary hypertension induced by heparin-protamine interaction in anesthetized dogs. | 2004-01 |
|
| Inhibitory effects of ligustrazine, a modulator of thromboxane-prostacycline-nitric oxide balance, on renal injury in rats with passive Heyman nephritis. | 2004 |
|
| Effects of hypoxia on monocyte inflammatory mediator production: Dissociation between changes in cyclooxygenase-2 expression and eicosanoid synthesis. | 2003-10-03 |
|
| Zileuton, a 5-lipoxygenase inhibitor, increases production of thromboxane A2 and platelet aggregation in patients with asthma. | 2003-09 |
|
| The role of chemical mediators in eosinophil infiltration in allergic rhinitis in mice. | 2003-04 |
|
| Low-dose aspirin in pregnancy: maternal and neonatal aspirin concentrations and neonatal prostanoid formation. | 2003-01 |
|
| Thromboxane synthase: structure and function of protein and gene. | 2002-08 |
|
| Simultaneous changes in intracellular calcium and tension induced by endothelin-1 and sarafotoxin S6c in guinea pig isolated gallbladder: influence of indomethacin. | 2002-05 |
|
| Genetic variants of the receptors for thromboxane A2 and IL-4 in atopic dermatitis. | 2002-04-05 |
|
| The hyperaggregability of platelets from normal pregnancy is mediated through thromboxane A2 and cyclic AMP pathways. | 2002-04 |
|
| Increased 15-HPETE production decreases prostacyclin synthase activity during oxidant stress in aortic endothelial cells. | 2001-02-01 |
|
| A comparison of every-third-day versus daily low-dose aspirin therapy on serum thromboxane concentrations in healthy men and women. | 2001-01 |
|
| Inherited macrothrombocytopenia with distinctive platelet ultrastructural and functional features. | 2000-01 |
|
| 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. | 1999-07-01 |
|
| Identification of Galpha13 as one of the G-proteins that couple to human platelet thromboxane A2 receptors. | 1999-05-14 |
|
| Fatty acids, triglycerides and syndromes of insulin resistance. | 1997-10 |
|
| 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. | 1997-05 |
|
| Changes in platelet calcium concentration by thromboxane A2 stimulation in patients with nephrotic syndrome of childhood. | 1997 |
|
| 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. | 1996-10 |
|
| Labeling of human platelet plasma membrane thromboxane A2/prostaglandin H2 receptors using SQB, a novel biotinylated receptor probe. | 1996-09-13 |
|
| Role of thromboxane A2, endothelin-1 and endothelin-3 in rat nephrotoxic serum nephritis. | 1996-04 |
|
| Heparin-protamine complexes cause pulmonary hypertension in goats. | 1995-10 |
|
| Increased number of thromboxane A2-prostaglandin H2 platelet receptors in active unstable angina and causative role of enhanced thrombin formation. | 1995-05 |
|
| Platelet activation results in a redistribution of glycoprotein IV (CD36). | 1994-07 |
|
| The effect of prostaglandins and thromboxane A2 on coronary vessel tone--mechanisms of action and therapeutic implications. | 1993-11 |
|
| Effects of recombinant human superoxide dismutase on tumor necrosis factor-induced lung injury in awake sheep. | 1993-06 |
|
| Increased platelet thromboxane A2/prostaglandin H2 receptors in patients with pregnancy induced hypertension. | 1993-05-01 |
|
| Maintained hyperexcretion of thromboxane A2 metabolite in healthy young cigarette smokers: results from a prospective study in randomly sampled males with stable smoking habits. | 1993-05 |
|
| [Measurement of platelet thromboxane A2/prostaglandin H2 receptor in asthmatic patients]. | 1993-05 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:29:42 GMT 2025
by
admin
on
Mon Mar 31 22:29:42 GMT 2025
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| Record UNII |
4C2A5G825S
|
| Record Status |
Validated (UNII)
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| Record Version |
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-
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|---|---|---|---|---|
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Common Name | English | ||
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Preferred Name | English | ||
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Systematic Name | English | ||
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Systematic Name | English | ||
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Common Name | English |
| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C879
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admin on Mon Mar 31 22:29:42 GMT 2025 , Edited by admin on Mon Mar 31 22:29:42 GMT 2025
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| Code System | Code | Type | Description | ||
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57445
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DTXSID201317452
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57576-52-0
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15627
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5280497
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4C2A5G825S
Created by
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Thromboxane A2
Created by
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m10812
Created by
admin on Mon Mar 31 22:29:42 GMT 2025 , Edited by admin on Mon Mar 31 22:29:42 GMT 2025
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PRIMARY | Merck Index | ||
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C122988
Created by
admin on Mon Mar 31 22:29:42 GMT 2025 , Edited by admin on Mon Mar 31 22:29:42 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> AGONIST |
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE INACTIVE -> PARENT |
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PARENT -> METABOLITE ACTIVE |
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