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Merck

D8174

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α

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

Synonyme(s) :

U-46619, U46619

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A propos de cet article

Formule empirique (notation de Hill) :
C21H34O4
Numéro CAS:
56985-40-1
Poids moléculaire :
350.49
NACRES:
NA.77
PubChem Substance ID:
24894197
UNSPSC Code:
12352211
MDL number:
MFCD00135238
Beilstein/REAXYS Number:
4267334

Principaux documents

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Nom du produit

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α, solution, 10 mg/mL in methyl acetate

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

SMILES string

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

InChI key

LQANGKSBLPMBTJ-REGKDVDGSA-N

form

solution

concentration

10 mg/mL in methyl acetate

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Catégories apparentées

General description

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

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

EUH066

Classe de stockage

3 - Flammable liquids

wgk

WGK 2

flash_point_f

14.0 °F

flash_point_c

-10 °C

ppe

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000341596
0000284213
0000284233
0000284233
0000341596

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Consulter la Bibliothèque de documents

Yu-Xiang Fei et al.
Journal of ethnopharmacology, 207, 57-66 (2017-06-25)
Danshen is a crude herbal drug isolated from dried roots of Salvia miltiorrhiza Bunge. This plant is widely used in oriental medicine for the treatment of cardiovascular and cerebrovascular diseases. The supercritical CO The present study was designed to observe
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
D Nakladal et al.
Scientific reports, 9(1), 13-13 (2019-01-11)
SUL-compounds are protectants from cold-induced ischemia and mitochondrial dysfunction. We discovered that adding SUL-121 to renal grafts during warm machine reperfusion elicits a rapid improvement in perfusion parameters. Therefore, we investigate the molecular mechanisms of action in porcine intrarenal arteries
Marta Brambilla et al.
Platelets, 29(4), 406-414 (2017-06-24)
Tissue factor (TF), the key activator of the blood coagulation cascade and of thrombus formation, is also expressed by circulating human platelets. Despite the documented in-depth characterization of platelet TF carried out in the past 15 years, some authors still
André Erdling et al.
Neuropeptides, 47(2), 85-92 (2013-02-05)
Vasoactive intestinal peptide (VIP) and pituitary adenylate cyclase activating peptide (PACAP)-containing nerves surround cerebral blood vessels. The peptides have potent vasodilator properties via smooth muscle cell receptors and activation of adenylate cyclase. The purpose of this study was to describe
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