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8-iso Prostaglandin F2α - 98%, high purity , CAS No.27415-26-5

    Grade & Purity:
  • ≥98%
In stock
Item Number
E659625
Grouped product items
SKU Size
Availability
Price Qty
E659625-1mg
1mg
2
$559.90

a potent vasoconstricting prostaglandin shown to agonize thromboxane receptors

View related series
Metabolite (5307)

Basic Description

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.

Taxonomic Classification

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

Associated Targets(Human)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot Number Certificate Type Date Item
A2420210 Certificate of Analysis Jan 29, 2024 E659625
A2420211 Certificate of Analysis Jan 29, 2024 E659625

Chemical and Physical Properties

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

Solution Calculators

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