D8174

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F_2α

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

• Synonyme(s) : U-46619, U46619
• Formule empirique (notation de Hill): C₂₁H₃₄O₄
• Numéro CAS: 56985-40-1
• Poids moléculaire : 350.49
• Numéro Beilstein : 4267334
• Numéro MDL: MFCD00135238
• Code UNSPSC : 12352211
• ID de substance PubChem : 24894197
• Nomenclature NACRES : NA.77

Propriétés

• product name: 9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F_2α, solution, 10 mg/mL in methyl acetate
• Forme: solution
• Niveau de qualité: 200
• Concentration: 10 mg/mL in methyl acetate
• Conditions d'expédition: dry ice
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: LQANGKSBLPMBTJ-REGKDVDGSA-N

Description

Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H319,H336
• Conseils de prudence: P210 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Organes cibles: Central nervous system
• Risques supp: EUH066
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 14.0 °F
• Point d'éclair (°C): -10 °C
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter