SML0563

Docosahexaenoyl ethanolamide

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

• Synonym(s): (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
• Empirical Formula (Hill Notation): C₂₄H₃₇NO₂
• CAS Number: 162758-94-3
• Molecular Weight: 371.56
• NACRES: NA.77
• UNSPSC Code: 12352211
• Assay: ≥98% (HPLC)
• Form: ethanol solution (5 mg/ml)

Properties

• Quality Segment: 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

Biochem/physiol Actions

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.

Docosahexaenoyl ethanolamide (DHEA), a lipid signaling molecule, binds to the rat brain CB1 receptor and exhibits anti-inflammatory and organ protective activity.

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

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 Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Codes: H225,H319
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2
• Storage Class: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point (°F): 55.4 °F
• Flash Point (°C): 13 °C