Prostaglandin E2 Ethanolamide - ≥98% , CAS No.194935-38-1

CAS: 194935-38-1 Cat. No.: P355679 Molecular Weight: 395.5 EC Number: 112-147-9 PubChem CID: 5283119

GRADE & PURITY ≥98%

Synonyms

LMFA03010151 | SR-01000946419 | Prostaglandin E2-EA | J-012626 | PMe2 | SCHEMBL23352505 | Prostaglandin E2 Ethanolamide | N-(11R,15S-dihydroxy-9-oxo-5Z,13E-prostadienoyl)-ethanolamine | DINOPROSTONE ETHANOLAMIDE | CHEBI:138793 | SR-01000946419-1 | PGE2-EA

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Prostaglandin E2 Ethanolamide is an analog of PGE2 with improved water solubility and stability that has demonstrated the ability to induce apoptosis in HT29 and HCA7/C29 human colorectal carcinoma (CRC) cell lines. Shown to act as an agonist with all four known EP receptor subtypes (EP1 - EP4), but with an affinity that is significantly less than PGE2. This compound is thought to be biosyntesized via COX-2 from the precursor anandamide , the endogenous cannabinoid neurotransmitter. These prostaglandin analogues are integral for structure-activity studies used in the deconvolution of these complex biochemical pathways, and in this case demonstrates unique and applicable biochemical activity.

Specifications

Synonyms

LMFA03010151 | SR-01000946419 | Prostaglandin E2-EA | J-012626 | PMe2 | SCHEMBL23352505 | Prostaglandin E2 Ethanolamide | N-(11R, 15S-dihydroxy-9-oxo-5Z, 13E-prostadienoyl)-ethanolamine | DINOPROSTONE ETHANOLAMIDE | CHEBI:138793 | SR-01000946419-1 | PGE2-EA

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(=O)C1CC=CCCCC(=O)NCCO)O)O
• IUPAC Name: (Z)-N-(2-hydroxyethyl)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enamide
• InChIKey: GKKWUSPPIQURFM-IGDGGSTLSA-N
• INCHI: 1S/C22H37NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-19,21,24-25,27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4-,13-12+/t17-,18+,19+,21+/m0/s1
• Isomeric SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)NCCO)O)O
• PubChem CID: 5283119
• Molecular Weight: 395.5

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: N-acylethanolamines N-acyl amines Cyclopentanols Secondary carboxylic acid amides Cyclic ketones Cyclic alcohols and derivatives Primary alcohols Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Prostaglandin skeleton - N-acylethanolamine - Cyclopentanol - Fatty amide - N-acyl-amine - Cyclic alcohol - Carboxamide group - Ketone - Cyclic ketone - Secondary alcohol - Secondary carboxylic acid amide - Carboxylic acid derivative - Alkanolamine - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Primary alcohol - Carbonyl group - Alcohol - 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

Associated Targets(Human)

PTGER1 Tclin Prostanoid EP1 receptor (1696 Activities)

Discover Target: PTGER1

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

PTGER4 Tclin Prostanoid EP4 receptor (2181 Activities)

Discover Target: PTGER4

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMF: >100 mg/ml；DMSO: >100 mg/ml；Ethanol: >100 mg/ml；PBS pH 7.2: 12 mg/ml
• Molecular Weight: 395.500 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 14
• Exact Mass: 395.267 Da
• Monoisotopic Mass: 395.267 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 517.000
• 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