The vanilloids are compounds which possess a vanillyl group. They include vanillyl alcohol, vanillin, vanillic acid, acetovanillon, vanillylmandelic acid, homovanillic acid, capsaicin, etc. Isomers are the isovanilloids.
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vanillyl alcohol | vanillin | vanillic acid | acetovanillon | Vanillylamine | Capsaicin |
A number of vanilloids, most notably capsaicin, bind to the transient receptor potential vanilloid type 1 (TRPV1) receptor, an ion channel which naturally responds to noxious stimuli such as high temperatures and acidic pH. [1] This action is responsible for the burning sensation experienced after eating spicy peppers. Endogenously generated chemicals that trigger the TRPV1 channel of the vanilloids class are referred to as endovanilloids [2] including anandamide, 20-hydroxyeicosatetraenoic acid (20-HETE), [3] N-arachidonoyl dopamine (NADA) and N-oleoyl-dopamine ( CID 5282106 from PubChem). [4]
Fatty acid amide hydrolase (FAAH), is a crucial enzyme for endovanilloid, and the N-acylethanolamines (NAEs), catabolism at TRPV1, and other cannabinoid receptors. [5]
Outside the food industry vanilloids such as nonivamide are used commercially in pepper spray formulations.
Other vanilloids which act at TRPV1 include resiniferatoxin and olvanil. [6]
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: CS1 maint: multiple names: authors list (
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{{
cite journal}}
: CS1 maint: multiple names: authors list (
link)
The vanilloids are compounds which possess a vanillyl group. They include vanillyl alcohol, vanillin, vanillic acid, acetovanillon, vanillylmandelic acid, homovanillic acid, capsaicin, etc. Isomers are the isovanilloids.
![]() |
![]() |
![]() |
![]() |
![]() |
![]() |
vanillyl alcohol | vanillin | vanillic acid | acetovanillon | Vanillylamine | Capsaicin |
A number of vanilloids, most notably capsaicin, bind to the transient receptor potential vanilloid type 1 (TRPV1) receptor, an ion channel which naturally responds to noxious stimuli such as high temperatures and acidic pH. [1] This action is responsible for the burning sensation experienced after eating spicy peppers. Endogenously generated chemicals that trigger the TRPV1 channel of the vanilloids class are referred to as endovanilloids [2] including anandamide, 20-hydroxyeicosatetraenoic acid (20-HETE), [3] N-arachidonoyl dopamine (NADA) and N-oleoyl-dopamine ( CID 5282106 from PubChem). [4]
Fatty acid amide hydrolase (FAAH), is a crucial enzyme for endovanilloid, and the N-acylethanolamines (NAEs), catabolism at TRPV1, and other cannabinoid receptors. [5]
Outside the food industry vanilloids such as nonivamide are used commercially in pepper spray formulations.
Other vanilloids which act at TRPV1 include resiniferatoxin and olvanil. [6]
{{
cite journal}}
: CS1 maint: multiple names: authors list (
link)
{{
cite journal}}
: CS1 maint: multiple names: authors list (
link)