S0625

D-(−)-Salicin

≥99% (GC)

• Synonyme(s) : 2-(Hydroxymethyl)phenyl-β-D-glucopyranoside, Salicoside, Salicyl alcohol glucoside, Saligenin β-D-glucoside
• Formule empirique (notation de Hill): C₁₃H₁₈O₇
• Numéro CAS: 138-52-3
• Poids moléculaire : 286.28
• Numéro Beilstein : 89593
• Numéro CE : 205-331-6
• Numéro MDL: MFCD00006590
• Code UNSPSC : 12352205
• ID de substance PubChem : 24899442
• Nomenclature NACRES : NA.25

Propriétés

• Pureté: ≥99% (GC)
• Forme: powder
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Chaîne SMILES: OC[C@H]1O[C@@H](Oc2ccccc2CO)[C@H](O)[C@@H](O)[C@@H]1O
• InChI: 1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1
• Clé InChI: NGFMICBWJRZIBI-UJPOAAIJSA-N

Description

Description générale

Salicin is a non-phenolic glucosidic compound extracted from meadowsweet (Filipendula ulmaria L). It is majorly used as a substitute for quinine. Salicin can be used as a therapeutic for patients suffering from rheumatic fever. Salicin acts a metabolic precursor for salicylic acid. It is a novel phytochemical that exhibits immunological cross functions in plants and humans. Salicin facilitates growth and reproduction in plants. In addition, It also protects plants against biotic and abiotic stress.

Application

D-(-)-Salicin has been used:

• to study its in vitro anticoagulant and antiplatelet activities
• as a standard in high performance liquid chromatography method (HPLC) for quantitation of salicin from willow plant
• as a tastant in taste threshold assay
• as a constituent of nutrient agar-salicin medium for selective isolation of Lactobacillus paracasei

Actions biochimiques/physiologiques

D-(−)-Salicin exerts anti-rheumatism and anti-inflammatory activities. It inhibits lipopolysaccharide (LPS) induced inflammation in in vitro and in vivo studies. It regulates different signaling pathways such as nuclear factor kappa B (NF-κB) and mitogen-activated protein kinase (MAPK). It also regulates cytokines concentration such as tumor necrosis factor-alpha(TNF-α), interleukin-1β, interleukin-6, and interleukin-10.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H317
• Conseils de prudence: P280 - P302 + P352
• Classification des risques: Skin Sens. 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Faceshields, Gloves