D-(-)-Salicin
Description- Product Name
- D-(-)-Salicin
- CAS No.
- 138-52-3
- Chemical Name
- D-(-)-Salicin
- Synonyms
- SALICIN;D-SALICIN;SALICOSIDE;WHITE WILLOW;Salicine;Salicylin;Salicin-RM;SALICIN(RG);SALICIN(SH);Salicin >
- CBNumber
- CB2349192
- Molecular Formula
- C13H18O7
- Formula Weight
- 286.28
- MOL File
- 138-52-3.mol
D-(-)-Salicin Property
- Melting point:
- 196-202 °C
- alpha
- -61.5 º (c=5, water)
- Boiling point:
- 388.65°C (rough estimate)
- 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)
Safety
- 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
N-Bromosuccinimide Price
- Product number
- S0625
- Product name
- D-(?)-Salicin
- Purity
- ≥99% (GC)
- Packaging
- 5g
- Price
- $58.7
- Updated
- 2025/07/31
- Product number
- Y0000669
- Product name
- Salicin
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 50 mg
- Price
- $236
- Updated
- 2025/07/31
- Product number
- 79588
- Product name
- D-(?)-Salicin
- Purity
- analytical standard
- Packaging
- 100mg
- Price
- $237
- Updated
- 2025/07/31
- Product number
- S0003
- Product name
- Salicin
- Purity
- >98.0%(HPLC)
- Packaging
- 5g
- Price
- $34
- Updated
- 2025/07/31
- Product number
- S0003
- Product name
- Salicin
- Purity
- >98.0%(HPLC)
- Packaging
- 25g
- Price
- $98
- Updated
- 2025/07/31
D-(-)-Salicin Chemical Properties,Usage,Production
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
analgesic, antipyretic
Uses
H1 antihistamine (nonsedating)
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).
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.
Synthesis
16643-37-1
138-52-3
GENERAL METHODS: The compound (CAS:16643-37-1) was used as raw material and mixed with the acceptor ArOH (3.0 eq.) in anhydrous DCM (0.1 M), to which was added freshly prepared BF3-OEt2 solution (1.0 eq., 1 M, in anhydrous DCM). The reaction mixture was stirred at room temperature for 1 h. Subsequently, the progress of the reaction was monitored by TLC (30:70; EtOAc: hexane). Upon completion of the reaction, the reaction was quenched by the addition of NaHCO3 (aqueous), the mixture was extracted with DCM, the organic phase was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The α/β ratio of the crude product was analyzed by 1H NMR. The residue was dissolved in anhydrous methanol (0.3 M) and freshly prepared MeONa solution (0.25 equiv., 0.5 M methanol solution) was added and stirred for 1 h at room temperature. The reaction mixture was neutralized with Amberlite IR-120H+ , filtered and concentrated in vacuum to give a white solid. Purification by fast column chromatography (10:90; MeOH:DCM) removes excess ArOH to give β-D isoheads, which are finally recrystallized in hot ethanol.
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.]
References
[1] Synthesis (Germany), 2016, vol. 48, # 20, p. 3575 - 3588
D-(-)-Salicin Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from D-(-)-Salicin manufacturers
- Product
- Salicin 138-52-3
- Price
- US $1200.00-1100.00/ton
- Min. Order
- 1ton
- Purity
- 99%
- Supply Ability
- 1000T/M
- Release date
- 2025-10-15
- Product
- D-(-)-Salicin 138-52-3
- Price
- US $690.00/g
- Min. Order
- 1g
- Purity
- 99 %
- Supply Ability
- 5000 Kg
- Release date
- 2025-06-01
- Product
- D-(-)-Salicin 138-52-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 1000kg
- Release date
- 2025-04-25