5-trans Prostaglandin E2 - ≥98% , CAS No.36150-00-2

CAS: 36150-00-2 Cat. No.: T355729 Formula: C₂₀H₃₂O₅ Molecular Weight: 352.5 EC Number: 111-011-6

GRADE & PURITY ≥98%

Synonyms

SR-01000946421-1 | (5E)-PROSTAGLANDIN E2 | 5-trans-PGE2 | trans-Dinoprostone | UNII-6V30L285LP | PDSP2_001531 | (E)-7-((1R,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid | 5-trans Prostaglandin E2 | PD021141 | SR-0100094

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

5-trans PGE2 is a naturally occuring compound and is a common impurity in commercial lots of PGE1, that shows a potency that is 18 times greater than PGE2 (5-cis PGE2) in cases of activation of adenylate cyclase in NCB-20 cell homogenates. Also has been shown to accelerate fibrinolysis by enhancing plasminogen activation mediated by tissue-type plasminogen activator, and to inhibit platelet aggregation in platelet rich plasma (PRP).

Specifications

Synonyms

SR-01000946421-1 | (5E)-PROSTAGLANDIN E2 | 5-trans-PGE2 | trans-Dinoprostone | UNII-6V30L285LP | PDSP2_001531 | (E)-7-((1R,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid | 5-trans Prostaglandin E2 | PD021141 | SR-0100094

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

Pubchem Sid

504763455

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504763455

Canonical Smiles

CCCCCC(C=CC1C(CC(=O)C1CC=CCCCC(=O)O)O)O

IUPAC Name

(E)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid

InChIKey

XEYBRNLFEZDVAW-BRNHSORCSA-N

INCHI

1S/C20H32O5/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/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4+,13-12+/t15-,16+,17+,19+/m0/s1

Isomeric SMILES

CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C/CCCC(=O)O)O)O

Molecular Weight

352.5

Reaxy-Rn

2705862

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2705862&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 ketones Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Prostaglandin skeleton - Long-chain fatty acid - Hydroxy fatty acid - Cyclopentanol - Fatty acid - Unsaturated fatty acid - Cyclic alcohol - Ketone - Cyclic ketone - Secondary alcohol - Carboxylic acid - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - 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: Prostaglandins

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

Chemical and Physical Properties

• Solubility: DMF: >100 mg/ml (from PGE2)；DMSO: >100 mg/ml (from PGE2)；Ethanol: >100 mg/ml (from PGE2)；PBS pH 7.2: >5 mg/ml (from PGE2)
• Molecular Weight: 352.500 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 352.225 Da
• Monoisotopic Mass: 352.225 Da
• Topological Polar Surface Area: 94.800 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 469.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 36150-00-2, the molecular formula is C20H32O5, and the molecular weight is 352.5 g/mol. InChIKey XEYBRNLFEZDVAW-BRNHSORCSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.