STEAROYL ETHANOLAMIDE

Synonym(s):N-Stearoylethanolamine;NSE

CAS NO.：111-57-9
Empirical Formula: C20H41NO2
Molecular Weight: 327.55
MDL number: MFCD00045971
EINECS: 203-883-2
SAFETY DATA SHEET (SDS)
Update Date: 2025-12-25 12:42:02

What is STEAROYL ETHANOLAMIDE?

The Uses of STEAROYL ETHANOLAMIDE

Stearoyl Ethanolamide is a prolific fatty acid ethanolamide produced by PLD hydrolysis of membrane phospholipids. Stearoyl Ethanolamide is also used for studying the effect on endocannabinoid signalling and BBB integrity in systemic inflammation.

What are the applications of Application

Stearoyl Ethanolamide is a prolific fatty acid ethanolamide produced by PLD hydrolysis of membrane phospholipids

Definition

ChEBI: An N-(long-chain-acyl)ethanolamine that is the ethanolamide of octadecanoic acid.

Preparation

In the stirred state, fatty acids (1.0 mmol, 1.0 equiv) were added to CH₂Cl₂ (5 mL), followed by CDI (0.178 g, 1.1 mmol, 1.1 equiv). After 30 min, the amine (1.1 mmol, 1.1equiv.)was added. Added CH₂Cl₂ (25ml) and saturated NH4Cl aqueous solution after 12 h. HCl was added to the mixture to adjusted pH=2. After the organic phase was separated, the aqueous layer was further extracted with CH₂Cl₂ (3 × 10 mL). The organic phase was collected and placed on Na₂SO₄ to dried, and filtered. Finally, the product (STEAROYL ETHANOLAMIDE) was obtained by vacuum concentration.

Flammability and Explosibility

Non flammable

Properties of STEAROYL ETHANOLAMIDE

Melting point:	103-104 °C(Solv: ethanol (64-17-5))
Boiling point:	486.0±28.0 °C(Predicted)
Density	0.904±0.06 g/cm3(Predicted)
vapor pressure	0Pa at 20℃
storage temp.	−20°C
solubility	DMF: >2 mg/ml; DMSO: >100 μg/ml; Ethanol: >2 mg/ml; PBS pH 7.2: >100 μg/ml
form	crystalline
pka	14.49±0.10(Predicted)
color	White to light yellow
Water Solubility	1mg/L at 20℃
InChI	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)
EPA Substance Registry System	N-(2-Hydroxyethyl)octadecanamide (111-57-9)