9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA
- CAS No.
- 56985-32-1
- Chemical Name:
- 9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA
- Synonyms
- U-44069;DJKDIKIDYDXHDD-WKSHRDMKSA-N;9,11-epoxymethanoprostaglandin H(2);9,11-dideoxy-9A,11A-epoxymethano-*prostaglandin F;9,11-dideoxy-9α,11α-epoxymethanoprostaglandin f2α;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)-
- CBNumber:
- CB5165643
- Molecular Formula:
- C21H34O4
- Molecular Weight:
- 350.49
- MDL Number:
- MFCD00135237
- MOL File:
- 56985-32-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 519.731±35.00 °C(Press: 760.00 Torr)(predicted) |
|---|---|
| Density | 1.092±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) |
| Flash point | -13℃ |
| storage temp. | −20°C |
| solubility | ≤100mg/ml in ethanol;100mg/ml in DMSO;100mg/ml in dimethyl formamide |
| form | solution in acetate. |
| pka | 4.759±0.10(predicted) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|---|---|
| Signal word | Danger |
| Hazard statements | H225-H319-H336 |
| Precautionary statements | P210-P305+P351+P338 |
| Hazard Codes | Xn,Xi,F |
| Risk Statements | 20/21/22-67-66-36-11 |
| Safety Statements | 22-36-26-16 |
| RIDADR | UN1231 - class 3 - PG 2 - Methyl acetate, solution |
| WGK Germany | 3 |
9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | D0400 | 9,11-Dideoxy-9α,11α-epoxymethanoprostaglandin F2α solution in methyl acetate | 56985-32-1 | 1mg | $267 | 2026-04-30 | Buy |
| Sigma-Aldrich | D0400 | 9,11-Dideoxy-9α,11α-epoxymethanoprostaglandin F2α solution in methyl acetate | 56985-32-1 | 5mg | $1360 | 2026-04-30 | Buy |
| Cayman Chemical | 16440 | U-44069 ≥98% | 56985-32-1 | 1mg | $160 | 2026-04-30 | Buy |
| Cayman Chemical | 16440 | U-44069 ≥98% | 56985-32-1 | 5mg | $719 | 2026-04-30 | Buy |
| Cayman Chemical | 16440 | U-44069 ≥98% | 56985-32-1 | 10mg | $1276 | 2026-04-30 | Buy |
9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA Chemical Properties,Uses,Production
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.
9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA Preparation Products And Raw materials
Raw materials
Preparation Products
9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Guangzhou Isun Pharmaceutical Co., Ltd | 020-39119399 18927568969 | isunpharm@qq.com | China | 4773 | 55 |
| BOC Sciences | 16314854226 | info@bocsci.com | United States | 9909 | 65 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11123 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing@energy-chemical.com | China | 44871 | 58 |
| Shanghai Yingxin laboratory equipment Co., Ltd | 021-021-59178156 15300768757 | 359382369@qq.com | China | 10667 | 58 |
| Shanghai Guchen Biotechnology Co., LTD | 021-34675735 19147740836 | 1986399151@qq.com | China | 9839 | 58 |
| Shanghai Yifei Biotechnology Co. , Ltd. | 021-65675885 18964387627 | customer_service@efebio.com | China | 11963 | 58 |
