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| | D-(-)-Salicin Chemical Properties |
| Melting point | 196-202 °C | | Boiling point | 388.65°C (rough estimate) | | alpha | -61.5 º (c=5, water) | | density | 1.4340 | | refractive index | -62 ° (C=3, H2O) | | storage temp. | 2-8°C | | solubility | 36g/l | | form | Fine Crystalline Powder | | pka | 12.80±0.70(Predicted) | | color | White | | Water Solubility | 36 g/L (15 ºC), 250 g/L (60 ºC) | | Merck | 14,8324 | | BRN | 89593 | | Stability: | Stable, but light sensitive. Incompatible with strong oxidizing agents. | | InChIKey | NGFMICBWJRZIBI-MICYEWLZSA-N | | LogP | -1.232 (est) | | CAS DataBase Reference | 138-52-3(CAS DataBase Reference) | | NIST Chemistry Reference | Salicin(138-52-3) | | EPA Substance Registry System | .beta.-D-Glucopyranoside, 2-(hydroxymethyl)phenyl (138-52-3) |
| Hazard Codes | Xi | | Risk Statements | 43 | | Safety Statements | 36/37-37-24/25-36 | | WGK Germany | 3 | | RTECS | LZ5901700 | | F | 3-10 | | TSCA | Yes | | HS Code | 29389090 |
| | D-(-)-Salicin Usage And Synthesis |
| Description | D(-)-Salicin is a traditional medicine which has been known to exhibit anti-inflammation and other therapeutic activities, it can inhibit the LPS-induced inflammation in RAW264.7 cells and mouse models. | | Chemical Properties | white crystals or powder | | Uses | 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
| | Uses | Standard substrate in evaluating enzyme Preparations contg b-glucosidase: Weidenhagen, Z. Ver. Zucker-Ind. 79, 591 (1929). | | Uses | analgesic, antipyretic | | Uses | H1 antihistamine (nonsedating) | | Definition | ChEBI: An aryl beta-D-glucoside that is the beta-D-glucoside of the phenolic hydroxy group of salicyl alcohol. | | 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. | | 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. | | Purification Methods | Crystallise D(-)-salicin from EtOAc, EtOH or water and sublime it at 190-195o/12mm. [Armour et al. J Chem Soc 412 1961, IR: Pearl & Darling J Org Chem 24 731 1959, Beilstein 17 III/IV 2986, 17/7 V 113.] |
| | D-(-)-Salicin Preparation Products And Raw materials |
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