Spilanthol

Spilanthol

Names
IUPAC name (2E,6Z,8E)-N-Isobutyl-2,6,8-decatrienamide
Other names Affinin
Identifiers
CAS Number	25394-57-4
3D model (Jmol)	Interactive image
ChemSpider	4509783
PubChem CID	5353001
InChI InChI=1S/C14H23NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h4-7,10-11,13H,8-9,12H2,1-3H3,(H,15,16)/b5-4+,7-6-,11-10+ Key: BXOCHUWSGYYSFW-HVWOQQCMSA-N InChI=1/C14H23NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h4-7,10-11,13H,8-9,12H2,1-3H3,(H,15,16)/b5-4+,7-6-,11-10+ Key: BXOCHUWSGYYSFW-HVWOQQCMBC
SMILES O=C(/C=C/CC/C=C\C=C\C)NCC(C)C
Properties
Chemical formula	C14H23NO
Molar mass	221.34 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

Spilanthol 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.