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Merck

D8174

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

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

Sinónimos:

U-46619, U46619

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Fórmula empírica (notación de Hill):
C21H34O4
Número CAS:
56985-40-1
Peso molecular:
350.49
NACRES:
NA.77
PubChem Substance ID:
24894197
UNSPSC Code:
12352211
MDL number:
MFCD00135238
Beilstein/REAXYS Number:
4267334

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Nombre del producto

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

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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

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
0000341596
0000284213
0000284233
0000284233
0000341596

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