Determine the necessary mass, volume, or concentration for preparing a solution.
This is a demo store. No orders will be fulfilled.
| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
|
E659625-1mg
|
1mg |
2
|
$559.90
|
|
a potent vasoconstricting prostaglandin shown to agonize thromboxane receptors
| Synonyms | 8-iso-Prostaglandin F2 alpha | AKOS040755654 | HMS1989K05 | (5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid | 8-Isoprostaglandin F2a | LMFA03110001 | SR-01000946475-1 | 8-Epi PGF-2alpha | HMS1361K05 | NC |
|---|---|
| Specifications & Purity | ≥98% |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
8-epi PGF2α is a biologically active isoprostane produced by the non-enzymatic free radical catalyzed peroxidation of arachidonic acid . This compound has demonstrated potent vasoconstriction activity in rat lung and kidney where its effects seem to be mediated through agonist activity at thromboxane receptors; however, evidence exists for a separate and distinct isoprostane receptor. 8-epi PGF2α is also a mitogen in 3T3 cells and in vascular smooth muscle cells, and may play a role in pulmonary oxygen toxicity. Research has suggested that measurement of 8-epi PGF2α concentration could be used as a non-invasive indicator of oxidative stress, and that this compound may act|in vivo|as a signaling molecule of oxidative stress. 8-epi-Prostaglandin F2α is an activator of TXA2R. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Eicosanoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Prostaglandins and related compounds |
| Alternative Parents | Long-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Cyclopentanols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Prostaglandin skeleton - Long-chain fatty acid - Hydroxy fatty acid - Cyclopentanol - Fatty acid - Unsaturated fatty acid - Cyclic alcohol - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. |
| External Descriptors | Isoprostanes |
|
|
|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| IUPAC Name | (Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid |
|---|---|
| INCHI | InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,18-,19+/m0/s1 |
| InChIKey | PXGPLTODNUVGFL-NAPLMKITSA-N |
| Smiles | CCCCCC(C=CC1C(CC(C1CC=CCCCC(=O)O)O)O)O |
| Isomeric SMILES | CCCCC[C@@H](/C=C/[C@H]1[C@@H](C[C@@H]([C@H]1C/C=C\CCCC(=O)O)O)O)O |
| Molecular Weight | 354.48 |
| Reaxy-Rn | 2706863 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2706863&ln= |
| Solubility | Soluble in ethanol (~100 mg/ml), methanol, acetone, DMSO (~100 mg/ml), acetonitrile, water (3 mg/ml) at 25° C, DMF (~100 mg/ml), and PBS (pH 7.2) (~3mg/ml). |
|---|---|
| Refractive Index | n20D1.57 |
| Boil Point(°C) | ~531° C at 760 mmHg (Predicted) |
| Molecular Weight | 354.500 g/mol |
| XLogP3 | 2.700 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 12 |
| Exact Mass | 354.241 Da |
| Monoisotopic Mass | 354.241 Da |
| Topological Polar Surface Area | 98.000 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 432.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |