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

SIGMA/D8174 - solution, 10 mg/mL in methyl acetate

Synonym: U-46619; U46619

CAS Number: 56985-40-1
Empirical Formula (Hill Notation): C₂₁H₃₄O₄
Molecular Weight: 350.49
MDL Number: MFCD00135238
Linear Formula: C₂₁H₃₄O₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-D8174-1MG	1 mg	$374.00 1/EA		Add To Favorites
45-D8174-5MG	5 mg	$1470.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

concentration	10 mg/mL in methyl acetate
form	solution
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
Quality Level	200
shipped in	dry ice
SMILES string	CCCCC[C@H](O)C=C[C@H]1C2CC(CO2)[C@@H]1CC=C/CCCC(O)=O
storage temp.	−20°C

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

Symbol	GHS02,GHS07
Signal word	Danger
Hazard statements	H225 - H319 - H336
Precautionary statements	P210 - P305 + P351 + P338
Hazard Codes	F,Xi
Risk Statements	11-36-66-67
Safety Statements	16-26
RIDADR	UN1231 - class 3 - PG 2 - Methyl acetate, solution
WGK Germany	WGK 2
Flash Point(F)	14.0 °F
Flash Point(C)	-10 °C
Supplemental Hazard Statements	EUH066

Storage Temp.	−20°C
UNSPSC	12352211

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