D8174
9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α
≥98% (HPLC), solution, thromboxane A2 agonist
Synonym(s):
U-46619, U46619
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About This Item
Empirical Formula (Hill Notation):
C21H34O4
CAS Number:
Molecular Weight:
350.49
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
4267334
Form:
solution
Quality level:
Product Name
9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F2α, solution, 10 mg/mL in methyl acetate
form
solution
Quality Level
concentration
10 mg/mL in methyl acetate
shipped in
dry ice
storage temp.
−20°C
SMILES string
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
InChI key
LQANGKSBLPMBTJ-REGKDVDGSA-N
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system
supp_hazards
Storage Class
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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