Structure via PubChem · Public domain (PubChem)
U46619
Sign in to saveAlso known as 11α,9α-epoxymethano-PGH2, U 46619
U46619 is a stable synthetic analog of the endoperoxide prostaglandin PGH2 first prepared in 1975, and acts as a thromboxane A2 (TP) receptor agonist. It potently stimulates TP receptor-mediated, but not other prostaglandin receptor-mediated responses in various in vitro preparations and exhibits many properties similar to thromboxane A2, including shape change and aggregation of platelets and smooth muscle contraction. U46619 is a vasoconstrictor that mimics the hydroosmotic effect of vasopressin.
In the Vinony graph
Within Vinony's link graph, U46619 is referenced by 216 other articles, and connects out to clonixin, selenium and enzyme.
It is catalogued under topics including Carboxylic acids, Chembox image size set and ECHA InfoCard ID from Wikidata.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C21H34O4
- Molecular weight
- 350.5 g/mol
- IUPAC name
- (Z)-7-[(1R,4S,5S,6R)-6-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
- SMILES
- CCCCC[C@@H](/C=C/[C@H]1[C@H]2C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)CO2)O
- InChIKey
- LQANGKSBLPMBTJ-BRSNVKEHSA-N
- XLogP
- 3.9
- Polar surface area
- 66.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 350.246
Show 4 more facts
- chemical formula
- C₂₁H₃₄O₄
- canonical SMILES
- CCCCCC(C=CC1C2CC(C1CC=CCCCC(=O)O)CO2)O
- isomeric SMILES
- CCCCC[C@@H](/C=C/[C@H]1[C@H]2C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)CO2)O
- physically interacts with
- Thromboxane A2 receptor
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
{{chembox | Verifiedfields = changed | verifiedrevid = 425029276 | ImageFile=U46619.png | ImageSize=200px | PIN=(5Z)-7-{(1R,4S,5S,6R)-6-[(1E,3S)-3-Hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid | OtherNames= |Section1= |Section2= |Section3= }}
U46619 is a stable synthetic analog of the endoperoxide prostaglandin PGH2 first prepared in 1975, and acts as a thromboxane A2 (TP) receptor agonist. It potently stimulates TP receptor-mediated, but not other prostaglandin receptor-mediated responses in various in vitro preparations and exhibits many properties similar to thromboxane A2, including shape change and aggregation of platelets and smooth muscle contraction. U46619 is a vasoconstrictor that mimics the hydroosmotic effect of vasopressin.
Excerpted from Wikipedia’s “U46619” article, available under the CC BY-SA 4.0 licence.