S0625

D-(−)-Salicin

≥99% (GC)

• Synonym(s): 2-(Hydroxymethyl)phenyl-β-D-glucopyranoside, Salicoside, Salicyl alcohol glucoside, Saligenin β-D-glucoside
• Empirical Formula (Hill Notation): C₁₃H₁₈O₇
• CAS Number: 138-52-3
• Molecular Weight: 286.28
• Beilstein/REAXYS Number: 89593
• EC Number: 205-331-6
• MDL number: MFCD00006590
• UNSPSC Code: 12352205
• PubChem Substance ID: 24899442
• NACRES: NA.25

Properties

• assay: ≥99% (GC)
• form: powder
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: 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
• InChI key: NGFMICBWJRZIBI-UJPOAAIJSA-N

Description

General description

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

Biochem/physiol Actions

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317
• pcodes: P280 - P302 + P352
• Hazard Classifications: Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves