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Key Documents

D8174

Sigma-Aldrich

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

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

Sinonimo/i:

U-46619, U46619

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About This Item

Formula empirica (notazione di Hill):
C21H34O4
Numero CAS:
Peso molecolare:
350.49
Beilstein:
4267334
Numero MDL:
Codice UNSPSC:
12352211
ID PubChem:
NACRES:
NA.77

product name

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

Forma fisica

solution

Livello qualitativo

Concentrazione

10 mg/mL in methyl acetate

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
LQANGKSBLPMBTJ-REGKDVDGSA-N

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Descrizione generale

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

Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Pittogrammi

FlameExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

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

Organi bersaglio

Central nervous system

Rischi supp

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

14.0 °F

Punto d’infiammabilità (°C)

-10 °C

Dispositivi di protezione individuale

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


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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
Hyun Dong Je et al.
Biomolecules & therapeutics, 23(3), 233-237 (2015-05-23)
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
Jean Bismuth et al.
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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