Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C19H39NO2 |
| Molecular Weight | 313.5185 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCCCCCC(=O)NCCO
InChI
InChIKey=GCCFMSAXQJECNH-UHFFFAOYSA-N
InChI=1S/C19H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19(22)20-17-18-21/h21H,2-18H2,1H3,(H,20,22)
| Molecular Formula | C19H39NO2 |
| Molecular Weight | 313.5185 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
N-(2-HYDROXYETHYL)HEPTADECANAMIDE (or heptadecanoyl ethanolamide) is a synthetic analog of palmitoyl ethanolamide (PEA). This analog is unlikely to be present in any natural tissue, and so can be used as an internal standard for quantitative analysis. It was shown, that heptadecanoyl ethanolamide potentiates the Ca2+ influx response to arachidonyl ethanolamide several fold in cells expressing human recombinant VR1.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 'Entourage' effects of N-acyl ethanolamines at human vanilloid receptors. Comparison of effects upon anandamide-induced vanilloid receptor activation and upon anandamide metabolism. | 2002-06 |
|
| Human test models for bioequivalence of topical corticosteroids: a review. | 1992-10 |
|
| Anti-inflammatory activity on compounds obtained from egg yolk, peanut oil, and soybean lecithin. | 1958-05 |
Sample Use Guides
It was studied the effects of a series of N-acyl ethanolamines upon the Ca2+-influx in hVR1-HEK293 cells in the absence and presence of 1 μM anandamide (AEA). With the exception of N-acyl ethanolamine palmitoylethanolamide (PEA), none of the N-acyl ethanolamines produced a Ca2+-response per se in the hVR1-HEK293 cells. The response to AEA was greatly potentiated by the C12:0, Heptadecanoylethanolamide (C17:0), C18:0 and C18:1 compounds, so that in the case of the C12:0 compound (lauroylethanolamine), the response to 1 μM AEA became maximal.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:44:34 GMT 2025
by
admin
on
Mon Mar 31 22:44:34 GMT 2025
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| Record UNII |
Q750804J30
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| Record Status |
Validated (UNII)
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Q750804J30
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admin on Mon Mar 31 22:44:34 GMT 2025 , Edited by admin on Mon Mar 31 22:44:34 GMT 2025
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