affinin
Sign in to saveAlso known as spilanthol
Spilanthol (affinin) is a fatty acid amide isolated from Acmella oleracea. It is believed to be responsible for the local anesthetic properties of the plant.
Wikidata facts
- Mass
- 221.178
Show 4 more facts
- isomeric SMILES
- C/C=C/C=C\CC/C=C/C(=O)NCC(C)C
- chemical formula
- C₁₄H₂₃NO
- canonical SMILES
- CC=CC=CCCC=CC(=O)NCC(C)C
- found in taxon
- Acmella oleracea
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Encyclopedic overview
2 sectionsContents
- See also
- References
Spilanthol (affinin) is a fatty acid amide isolated from Acmella oleracea. It is believed to be responsible for the local anesthetic properties of the plant.
Spilanthol permeates the human skin and the inside lining of the cheeks in the mouth (buccal mucosa), resulting in local as well as systemic pharmacological concentrations. In the skin and in the pancreas, spilanthol has also been shown to exert anti-inflammatory effects. The underlying mechanism involves inhibition of nitric oxide production due to reduced expression of inducible nitric oxide synthase enzyme (iNOS) in macrophages. Transcription factor array experiments revealed that spilanthol inhibits the activation of several transcription factors (NFκB, ATF4, FOXO1, IRF1, ETS1, and AP-1) which may explain the effect of spilanthol on gene expression.
Excerpted from Wikipedia’s “affinin” article, available under the CC BY-SA 4.0 licence.