| Identification | Back Directory | [Name]
9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA | [CAS]
56985-32-1 | [Synonyms]
U-44069
DJKDIKIDYDXHDD-WKSHRDMKSA-N
9,11-epoxymethanoprostaglandin H(2)
9,11-dideoxy-9α,11α-epoxymethanoprostaglandin f2α
9,11-dideoxy-9A,11A-epoxymethano-*prostaglandin F
9,11-DIDEOXY-9A,11A-EPOXYMETHANO-PROSTAG LANDIN F2A
9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA
9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXYMETHANO-PROSTA-5Z,13E-DIEN-1-OIC ACID
(5Z)-7-[(1S,4R)-5α-[(1E,3S)-3-Hydroxy-1-octenyl]-2-oxabicyclo[2.2.1]heptan-6β-yl]-5-heptenoic acid
5-Heptenoic acid, 7-[(1S,4R,5S,6R)-5-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxabicyclo[2.2.1]hept-6-yl]-, (5Z)- | [Molecular Formula]
C21H34O4 | [MDL Number]
MFCD00135237 | [MOL File]
56985-32-1.mol | [Molecular Weight]
350.49 |
| Chemical Properties | Back Directory | [Fp ]
-13℃ | [storage temp. ]
−20°C | [solubility ]
≤100mg/ml in ethanol;100mg/ml in DMSO;100mg/ml in dimethyl formamide | [form ]
solution in acetate. |
| Hazard Information | Back Directory | [Uses]
U-44069 is a stable analog of the endoperoxide PGH2, and a TP receptor agonist. U-44069 stimulates shape change in human platelets without a measurable increase in [Ca2+] with an EC50 of 1.8 nM. U-44069 has an EC50 of 3 μM and 54 nM for platelet aggregation and phosphatidate formation in human platelets, respectively. | [Definition]
ChEBI: U-44069 is a prostanoid. | [Biological Activity]
ec50: 3 μm and 54 nm for platelet aggregation and phosphatidate formation in human platelets, respectivelyu-44069 is a tp receptor agonist.increased production of vasoconstrictive prostanoids, such as thromboxane a2, contributes to endothelial dysfunction and increased hepatic vascular tone in cirrhosis. thromboxane a2 induces vasoconstriction via activation of the thromboxane-a2 /prostaglandin-endoperoxide (tp) receptor. | [in vitro]
in a previous study, dose-response relationships for raised cytoplasmic free calcium concentration and shape change were simultaneously measured. with the calcium ionophore ionomycin the threshold of free calcium concentration for shape change was 300 nm with a maximal response at 800 nm. with 1 mm external free calcium concentration the u44069 concentrations required to stimulate half-maximal shape change and an increase in free calcium concentration were 2 and 41 nm, respectively. low levels of u44069 could evoke substantial shape change without any rise in free calcium concentration. in the absence of external calcium, u44069 was able to stimulate half-maximal shape change at 2 nm, and half-maximal elevation of free calcium concentration at 69 nm [1]. | [in vivo]
animal study showed that naive mice treated with either u-44069 at 25 or 100 μg/kg (iv), endothelin-1 (100 pmol, intranasally) or the et b receptor agonist irl-1620 (100 pmol, intranasally) had a marked increase in airway reactivity to carbachol [2]. | [References]
[1] simpson, a. w.m.,hallam, t.j., and rink, t.j. low concentrations of the stable prostaglandin endoperoxide u44069 stimulate shape change in quin2-loaded platelets without a measurable increase in [ca2+]i. febs letters 201, 301-305 (1986).
[2] richter m, cloutier s, sirois p. endothelin, paf and thromboxane a2 in allergic pulmonary hyperreactivity in mice. prostaglandins leukot essent fatty acids. 2007 may;76(5):299-308. |
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BOC Sciences
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Energy Chemical
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http://www.energy-chemical.com |
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