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SML0563 Sigma-Aldrich

Docosahexaenoyl ethanolamide

≥98% (HPLC), ethanol solution (5 mg/ml)

Synonym: (4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-Hydroxyethyl)docosa-4,7,10,13,16,19-hexaenamide, DEA, DHEA, N-(2-Hydroxyethyl)-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenamide, N-Docosahexaenoylethanolamide

  • CAS Number 162758-94-3

  • Empirical Formula (Hill Notation) C24H37NO2

  • Molecular Weight 371.56

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cannabinoids, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   ethanol solution (5 mg/ml)
drug control   regulated under CDSA - not available from Sigma-Aldrich Canada
color   colorless to yellow
shipped in   dry ice
storage temp.   −20°C

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Docosahexaenoyl ethanolamide (DHEA) has the ability to block the proliferation of head and neck squamous cell carcinoma (HNSCC) cell.

Docosahexaenoyl ethanolamide (DHEA) is a lipid signaling molecule present in brain and retina at concentrations, similar to those for arachidonoyl ethanolamide. DHEA binds to the rat brain CB1 receptor with a Ki of 324 nM. It exhibits anti-inflammatory and organ protective activity. Studies show that docosahexaenoyl ethanolamide is the mediator of neurite growth and synaptogenesis in hippocampal neurons, resulting in enhanced synaptic activity.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
55.4 °F
Flash Point(C) 
13 °C

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Cannabinoid Receptors

Cannabinoid receptors derive their name from Δ9-tetrahydrocannabinol (Δ9-THC), the psychoactive principle in Cannabis sativa (marijuana). Although marijuana has been in use for over 4,000 years as a ...
Keywords: AGE, Atomic absorption spectroscopy, Endocannabinoids, Gene expression, Infrared spectroscopy, Ligands, Metabolism, Neurotransmitters, Transduction

Peer-Reviewed Papers
15

References

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