Target intelligence / Profile preview

Salicin

Molecular classification
Phenolic glycoside, Small molecule, Salicylate precursor
01

Overview

Salicin is a naturally occurring alcoholic β-glucoside found primarily in the bark of trees in the Salix genus, such as the white willow (Salix alba) [1]. It is not a biological target itself but functions as a prodrug that is converted into salicylic acid within the human body [2]. Following oral ingestion, salicin is hydrolyzed by intestinal bacteria into saligenin (salicyl alcohol), which is then absorbed and oxidized in the blood and liver to form the active anti-inflammatory moiety, salicylic acid [3]. Salicylic acid exerts its therapeutic effects by inhibiting the enzymes cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2), which leads to a decrease in the synthesis of pro-inflammatory prostaglandins [4]. Historically, salicin was the chemical starting point for the development of modern aspirin (acetylsalicylic acid) [5]. While salicin provides analgesic and antipyretic effects similar to those of aspirin, it is generally characterized by a slower onset of action and a potentially lower risk of inducing acute gastric mucosal damage [2, 5]. Additionally, salicin is recognized as a specific agonist for the bitter taste receptor TAS2R16 in humans [6].

Other names
Salicoside2-(Hydroxymethyl)phenyl-β-D-glucopyranosideWillow bark extractSalicyl alcohol glucoside
02

Mechanism of action

Salicin acts as a prodrug that is hydrolyzed and oxidized to salicylic acid, which subsequently inhibits cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) enzymes [2, 3].

03

Biological functions

Bitter taste perception (ligand for TAS2R16)MetabolismProstaglandin biosynthetic process (indirect inhibition)
04

Disease associations

InflammationPainFeverOsteoarthritisRheumatoid arthritis
05

Safety considerations

Salicylate sensitivityGastrointestinal bleeding riskRisk of Reye's syndrome in childrenTinnitus (at high doses)Potential interaction with anticoagulants
06

Interacting drugs

Acetylsalicylic acid

3 more in the full profile.

07

Biomarkers

Salicylic acid plasma concentrationUrinary salicylate levels

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