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Merck

D8174

Sigma-Aldrich

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F

≥98% (HPLC), solution, thromboxane A2 agonist

Sinónimos:

U-46619, U46619

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About This Item

Fórmula empírica (notación de Hill):
C21H34O4
Número de CAS:
Peso molecular:
350.49
Beilstein:
4267334
Número MDL:
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
NACRES:
NA.77

Nombre del producto

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F, solution, 10 mg/mL in methyl acetate

Formulario

solution

Nivel de calidad

concentración

10 mg/mL in methyl acetate

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

CCCCC[C@H](O)\C=C\[C@H]1C2CC(CO2)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C21H34O4/c1-2-3-6-9-17(22)12-13-19-18(16-14-20(19)25-15-16)10-7-4-5-8-11-21(23)24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)/b7-4-,13-12+/t16?,17-,18-,19+,20?/m0/s1

Clave InChI

LQANGKSBLPMBTJ-REGKDVDGSA-N

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Descripción general

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α is an endoperoxide/thromboxane analog.

Aplicación

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α has been used:
  • to induce aortic smooth muscle (SM) contraction in mice deficient in myosin light chain 9 (Myl9) gene
  • to induce contraction as part of vascular reactivity experiments using mice aorta
  • as a thromboxane/prostaglandin agonist to study the effect of dithiothreitol (DTT) on mice arterial vessel viability

Acciones bioquímicas o fisiológicas

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α is a thromboxane A2 agonist. It is useful in in vitro experiments to induce shape change, aggregation, secretion, phosphoinositide hydrolysis, and protein phosphorylation in platelets. It also causes an elevation in the cytosolic Ca++ levels slightly affecting the cyclic adenosine monophosphate (cAMP) formation. It acts as a potent stimulator of vascular cell adhesion molecule-1 (VCAM-1), which mediates leukocyte adhesion to the endothelium.

Características y beneficios

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

FlameExclamation mark

Palabra de señalización

Danger

Frases de peligro

Consejos de prudencia

Clasificaciones de peligro

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Órganos de actuación

Central nervous system

Riesgos supl.

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

14.0 °F

Punto de inflamabilidad (°C)

-10 °C

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Visite la Librería de documentos

Kunju Sathishkumar et al.
Journal of vascular research, 47(5), 384-398 (2010-01-30)
We investigated the potential role of Raf-1 kinase in mesenteric arterial contraction. Inhibitors of Raf-1 kinase, GW5074, L779450 and ZM 336372 reversed phenylephrine (PE)-induced mesenteric vascular contraction. Studies in vivo in rats showed that GW5074 inhibited PE-induced increase in mean
Jill Overend et al.
British journal of pharmacology, 145(7), 1001-1008 (2005-05-25)
We have investigated the neurogenic factors inducing relaxation in the intraocular segment of the bovine long posterior ciliary artery. In precontracted vessels, electrical field stimulation (EFS, 0.5-128 Hz, 10 s trains) in the presence of guanethidine (30 microM) evoked biphasic
Fan Wang et al.
PloS one, 12(2), e0172613-e0172613 (2017-02-22)
Epidermal stem cells (ESCs) play a critical role in wound healing, but the mechanism underlying ESC proliferation is not well defined. Here, we explore the effects of RhoA on ESC proliferation and the possible underlying mechanism. Human ESCs were enriched
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Shikonin, a natural flavonoid found in the roots of Lithospermum erythrorhizon, has been shown to possess many biological functions. The present study was undertaken to investigate the influence of shikonin on vascular smooth muscle contractility and to determine the mechanism
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Medical science monitor : international medical journal of experimental and clinical research, 15(9), BR270-BR274 (2009-09-02)
Lactosylceramide (LacCer) is a member of the glycosphingolipid family, which has been implicated in the atherogenic process. The goal of this study was to determine the effects and molecular mechanisms of LacCer on endothelial functions in porcine coronary arteries and

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