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SML0563

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C24H37NO2
CAS Number:
162758-94-3
Molecular Weight:
371.56
UNSPSC Code:
12352211
NACRES:
NA.77

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

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

WGK

WGK 3

Flash Point(F)

55.4 °F

Flash Point(C)

13 °C

Regulatory Information

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Certificates of Analysis (COA)

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5-lipoxygenase mediates docosahexaenoyl ethanolamide and N-arachidonoyl-L-alanine-induced reactive oxygen species production and inhibition of proliferation of head and neck squamous cell carcinoma cells
Park SW, et al.
BMC Cancer, 16(1), 458-458 (2016)

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