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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:
Molecular Weight:
371.56
UNSPSC Code:
12352211
NACRES:
NA.77

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

55.4 °F

Flash Point(C)

13 °C


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Alcohols
Hazardous rank II

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

SML0563-5MG:4548173956411
SML0563-VAR:
SML0563-BULK:
SML0563-25MG:4548173956404


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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