Stearoyl Ethanolamide - Moligand™, ≥98% , Agonist of GPR119, CAS No.111-57-9, Agonist of GPR119

CAS: 111-57-9 Cat. No.: S351349 Molecular Weight: 327.6 EC Number: 203-883-2 PubChem CID: 27902

GRADE & PURITY Moligand™, ≥98%

Synonyms

HMS3649H17 | N-(Hydroxyethyl)stearamide | 03XV449Q24 | N-octadecanoyl ethanolamine | GTPL3621 | Rewomid S 280 | SCHEMBL50178 | EINECS 203-883-2 | N-octadecanoylethanolamine | NSC52619 | NSC-52619 | octadecanoyl ethanolamide | Stearoyl-EA | STL454871 | EC

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Stearoyl ethanolamide is a member of the family of fatty N-acyl ethanolamines collectively called anandamides. Stearoyl ethanolamide is the most prolific of several fatty acid ethanolamides produced by the PLD hydrolysis of murine neuroblastoma cell membrane phospholipids. The specific role of stearoyl ethanolamide in the cannabinergic system is still to be elucidated.

application：

Stearoyl ethanolamide (NSE) has been used as standard for quantifying in house synthesized NSE using thin layer chromatography.

Specifications

Synonyms

HMS3649H17 | N-(Hydroxyethyl)stearamide | 03XV449Q24 | N-octadecanoyl ethanolamine | GTPL3621 | Rewomid S 280 | SCHEMBL50178 | EINECS 203-883-2 | N-octadecanoylethanolamine | NSC52619 | NSC-52619 | octadecanoyl ethanolamide | Stearoyl-EA | STL454871 | EC

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Most abundant fatty acid ethanolamide produced by PLD hydrolysis of cell membrane phospholipids.

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.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of GPR119

Purity

≥98%

Product Properties

• Ki Data: Cannabinoid CB1 receptor: Ki= 217 nM (rat)

Names and Identifiers

• Pubchem Sid: 488183063
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183063
• Canonical Smiles: CCCCCCCCCCCCCCCCCC(=O)NCCO
• IUPAC Name: N-(2-hydroxyethyl)octadecanamide
• InChIKey: OTGQIQQTPXJQRG-UHFFFAOYSA-N
• INCHI: 1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)NCCO
• WGK Germany: 3
• PubChem CID: 27902
• Molecular Weight: 327.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Amines
        • Level5 Alkanolamines
          • Level6 1,2-aminoalcohols
            • Level7 N-acylethanolamines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Amines
• Intermediate Tree Nodes: Alkanolamines - 1,2-aminoalcohols
• Direct Parent: N-acylethanolamines
• Alternative Parents: N-acyl amines Secondary carboxylic acid amides Primary alcohols Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: N-acylethanolamine - Fatty amide - N-acyl-amine - Fatty acyl - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Alcohol - Organooxygen compound - Primary alcohol - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acylethanolamines. These are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine.
• External Descriptors: N-acyl ethanolamines (endocannabinoids)

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)

GPR119 Tclin Glucose-dependent insulinotropic receptor (0 Activities)

Discover Target: GPR119

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

Discover Target: CNR1

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

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

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MCF7 (126967 Activities)

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U-251 (51189 Activities)

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786-0 (47912 Activities)

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NCI/ADR-RES (33767 Activities)

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HaCaT (4069 Activities)

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NCI-H460 (60772 Activities)

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Associated Targets(non-human)

Faah Anandamide amidohydrolase (3907 Activities)

Discover Target: Faah

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

Trpv2 Transient receptor potential cation channel subfamily V member 2 (148 Activities)

Discover Target: Trpv2

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Triticum aestivum (1582 Activities)

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Mus musculus (284745 Activities)

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Brassica napus (1186 Activities)

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Cucumis sativus (803 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol (~2 mg/ml), DMF (~2 mg/ml), DMSO (~100 μg/ml), water (>100 μg/ml at 25° C), and PBS (pH 7.2) (~100 μg/ml).
• Refractive Index: n20D1.46 (Predicted)
• Boil Point(°C): ~486.0° C at 760 mmHg (Predicted)
• Melt Point(°C): 99-102° C (lit.)
• Molecular Weight: 327.500 g/mol
• XLogP3: 7.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 327.314 Da
• Monoisotopic Mass: 327.314 Da
• Topological Polar Surface Area: 49.300 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 244.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Min Zhu, Xi Feng, Gaoyang Qiu, Jiayin Feng, Lujun Zhang, Phillip C. Brookes, Jianming Xu, Yan He.  (2019)  Synchronous response in methanogenesis and anaerobic degradation of pentachlorophenol in flooded soil.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:31005708] [10.1016/j.jhazmat.2019.04.040]