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124924-85-2

124924-85-2 | 7-(3-(3-hydroxy-4-(4'-iodophenoxy)-1-butenyl)-7-oxabicyclo(2.2.1)heptan-2-yl)-5-heptenoic acid

CAS No: 124924-85-2 Catalog No: AG00AI2Y MDL No:

Product Description

Catalog Number:
AG00AI2Y
Chemical Name:
7-(3-(3-hydroxy-4-(4'-iodophenoxy)-1-butenyl)-7-oxabicyclo(2.2.1)heptan-2-yl)-5-heptenoic acid
CAS Number:
124924-85-2
IUPAC Name:
(Z)-7-[(1S,2R,3R,4R)-3-[(E,3R)-3-hydroxy-4-(4-(125I)iodanylphenoxy)but-1-enyl]-7-oxabicyclo[2.2.1]heptan-2-yl]hept-5-enoic acid
InChI:
InChI=1S/C23H29IO5/c24-16-7-10-18(11-8-16)28-15-17(25)9-12-20-19(21-13-14-22(20)29-21)5-3-1-2-4-6-23(26)27/h1,3,7-12,17,19-22,25H,2,4-6,13-15H2,(H,26,27)/b3-1-,12-9+/t17-,19-,20-,21+,22-/m1/s1/i24-2
InChI Key:
UYFMSCHBODMWON-GEUMQUDLSA-N

Properties

Complexity:
570  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
2  
Exact Mass:
510.106g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
1  
Molecular Weight:
510.385g/mol
Monoisotopic Mass:
510.106g/mol
Rotatable Bond Count:
11  
Topological Polar Surface Area:
76A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4  

Literature

Title Journal
Increased expression of matrix metalloproteinases mediates thromboxane A2-induced invasion in lung cancer cells. Current cancer drug targets 20120701
Activation of NAD(P)H oxidases by thromboxane A2 receptor uncouples endothelial nitric oxide synthase. Arteriosclerosis, thrombosis, and vascular biology 20110101
Thromboxane receptor alpha mediates tumor growth and angiogenesis via induction of vascular endothelial growth factor expression in human lung cancer cells. Lung cancer (Amsterdam, Netherlands) 20100701
Activation of thromboxane A(2) receptors induces orphan nuclear receptor Nurr1 expression and stimulates cell proliferation in human lung cancer cells. Carcinogenesis 20090901
Thromboxane A2 receptor activates a Rho-associated kinase/LKB1/PTEN pathway to attenuate endothelium insulin signaling. The Journal of biological chemistry 20090619
Activation-dependent stabilization of the human thromboxane receptor: role of reactive oxygen species. Journal of lipid research 20090601
TP receptor-mediated release of eosinophil chemotactic activity from human bronchial smooth muscle cells. European journal of pharmacology 20081214
Thromboxane receptor activates the AMP-activated protein kinase in vascular smooth muscle cells via hydrogen peroxide. Circulation research 20080215
Activation of extracellular signal-regulated kinase by 12-hydroxyheptadecatrienoic acid in prostate cancer PC3 cells. Archives of biochemistry and biophysics 20071101
Activation of thromboxane receptor alpha induces expression of cyclooxygenase-2 through multiple signaling pathways in A549 human lung adenocarcinoma cells. Biochemical pharmacology 20070901
Protection of atherogenesis in thromboxane A2 receptor-deficient mice is not associated with thromboxane A2 receptor in bone marrow-derived cells. Biochemical and biophysical research communications 20061229
Glycogen synthase kinase-3 phosphorylation, T-cell factor signaling activation, and cell morphology change following stimulation of thromboxane receptor alpha. The Journal of pharmacology and experimental therapeutics 20060401
Human bronchial smooth muscle cell proliferation via thromboxane A2 receptor. Prostaglandins, leukotrienes, and essential fatty acids 20041201
Thromboxane A2 receptor signaling inhibits vascular endothelial growth factor-induced endothelial cell differentiation and migration. Circulation research 20040820
Thromboxane A2 receptor agonists antagonize the proangiogenic effects of fibroblast growth factor-2: role of receptor internalization, thrombospondin-1, and alpha(v)beta3. Circulation research 20040402
Glibenclamide inhibits thromboxane-mediated vasoconstriction by thromboxane receptor blockade. Vascular pharmacology 20040101
Immunolocalization of P2Y1 and TPalpha receptors in platelets showed a major pool associated with the membranes of alpha -granules and the open canalicular system. Blood 20030215
A new family of thromboxane receptor antagonists with secondary thromboxane synthase inhibition. The Journal of pharmacology and experimental therapeutics 20020501
Protein kinase C-zeta modulates thromboxane A(2)-mediated apoptosis in adult ventricular myocytes via Akt. American journal of physiology. Heart and circulatory physiology 20020101
Changes in vascular responsiveness to a thromboxane mimetic in endotoxin tolerance. Shock (Augusta, Ga.) 20011101
Serine 331 is the major site of receptor phosphorylation induced by agents that activate protein kinase G in HEK 293 cells overexpressing thromboxane receptor alpha. Archives of biochemistry and biophysics 20010901
Characterization of the prostanoid TP receptor population in human nonpregnant myometrium. The Journal of pharmacology and experimental therapeutics 19961001
7-[(1R,2S,3S,5R)-6,6-dimethyl-3-(4- iodobenzenesulfonylamino)bicyclo[3.1.1]hept-2-yl]-5(Z)-heptenoic acid: a novel high-affinity radiolabeled antagonist for platelet thromboxane A2/prostaglandin H2 receptors. The Journal of pharmacology and experimental therapeutics 19920801
Differential effect of pH on thromboxane A2/prostaglandin H2 receptor agonist and antagonist binding in human platelets. The Journal of biological chemistry 19910725
Characterization of an 125I-labeled thromboxane A2/prostaglandin H2 receptor agonist. The Journal of pharmacology and experimental therapeutics 19891101

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