Stearoylethanolamide

Stearoylethanolamide
Names
	IUPAC name N-(2-Hydroxyethyl)octadecanamide
Identifiers
CAS Number	111-57-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	25958;
ECHA InfoCard	100.003.531
IUPHAR/BPS	3621;
PubChem CID	27902;
UNII	03XV449Q24 ;
CompTox Dashboard (EPA)	DTXSID9042178 ;
	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) Key: OTGQIQQTPXJQRG-UHFFFAOYSA-N;
	SMILES CCCCCCCCCCCCCCCCCC(=O)NCCO;
Properties
Chemical formula	C20H41NO2
Molar mass	327.553 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Stearoylethanolamide (SEA) is an endocannabinoid neurotransmitter.^[1]

Stearoylethanolamide (C₂₀H₄₁NO₂; 18:0), also called N-(octadecanoyl)ethanolamine, is an N-acylethanolamine and the ethanolamide of octadecanoic acid (C₁₈H₃₆O₂; 18:0) and ethanolamine (MEA: C₂H₇NO), and functionally related to an octadecanoic acid.^[2]

Levels of SEA correlate with changes in pain intensity, indicating this SEA change, reflect the pain reduction effects of IPRP.^[3]

^ Mauro Maccarrone, Riccardo Pauselli, Marianna Di Rienzo, Alessandro Finazzi-Agrò (2002). "Binding, degradation and apoptotic activity of stearoylethanolamide in rat C6 glioma cells". Biochem J. 366 (Pt 1): 137–144. doi:10.1042/BJ20020438. PMC 1222758. PMID 12010121.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ PubChem. "N-(2-Hydroxyethyl)octadecanamide". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-09-27.
^ Stensson, Niclas; Gerdle, Björn; Rönne-Petersén, Linn; Yang, Liu L.; Lavebratt, Catharina; Falkenberg, Torkel; Ghafouri, Bijar (2022-02-26). "Investigating the Long-Term Effect of an Interdisciplinary Multimodal Rehabilitation Program on Levels of Bioactive Lipids and Telomerase Activity in Blood from Patients with Chronic Pain". Journal of Clinical Medicine. 11 (5): 1291. doi:10.3390/jcm11051291. ISSN 2077-0383. PMC 8911430. PMID 35268382.

[1] Mauro Maccarrone, Riccardo Pauselli, Marianna Di Rienzo, Alessandro Finazzi-Agrò (2002). "Binding, degradation and apoptotic activity of stearoylethanolamide in rat C6 glioma cells". Biochem J. 366 (Pt 1): 137–144. doi:10.1042/BJ20020438. PMC 1222758. PMID 12010121.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[2] PubChem. "N-(2-Hydroxyethyl)octadecanamide". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-09-27.

[3] Stensson, Niclas; Gerdle, Björn; Rönne-Petersén, Linn; Yang, Liu L.; Lavebratt, Catharina; Falkenberg, Torkel; Ghafouri, Bijar (2022-02-26). "Investigating the Long-Term Effect of an Interdisciplinary Multimodal Rehabilitation Program on Levels of Bioactive Lipids and Telomerase Activity in Blood from Patients with Chronic Pain". Journal of Clinical Medicine. 11 (5): 1291. doi:10.3390/jcm11051291. ISSN 2077-0383. PMC 8911430. PMID 35268382.

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