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

CAS: 27415-26-5 Cat. No.: E659625 Molecular Weight: 354.48

GRADE & PURITY ≥98%

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

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

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

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCC(C=CC1C(CC(C1CC=CCCCC(=O)O)O)O)O
• IUPAC Name: (Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
• InChIKey: PXGPLTODNUVGFL-NAPLMKITSA-N
• 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
• 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Eicosanoids

• 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

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