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D-(-)-Salicin

CAS# 138-52-3

D-(-)-Salicin

Catalog No. BCN6298----Order now to get a substantial discount!

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Quality Control of D-(-)-Salicin

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Chemical structure

D-(-)-Salicin

3D structure

Chemical Properties of D-(-)-Salicin

Cas No. 138-52-3 SDF Download SDF
PubChem ID 439503 Appearance White-beige powder
Formula C13H18O7 M.Wt 286.27
Type of Compound Phenols Storage Desiccate at -20°C
Synonyms Salicoside; Salicyl alcohol glucoside; Saligenin β-D-glucoside
Solubility DMSO : 150 mg/mL (523.96 mM; Need ultrasonic and warming)
Chemical Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol
SMILES C1=CC=C(C(=C1)CO)OC2C(C(C(C(O2)CO)O)O)O
Standard InChIKey NGFMICBWJRZIBI-UJPOAAIJSA-N
Standard InChI 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
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of D-(-)-Salicin

1 Viburnum sp.

Biological Activity of D-(-)-Salicin

DescriptionD(-)-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.
TargetsTNF-α | MAPK | NF-kB | IL Receptor
In vitro

D(-)-Salicin inhibits the LPS-induced inflammation in RAW264.7 cells and mouse models.[Pubmed: 25907238]

Int Immunopharmacol. 2015 Jun;26(2):286-94.

D(-)-Salicin is a traditional medicine which has been known to exhibit anti-inflammation and other therapeutic activities.
METHODS AND RESULTS:
The present study aimed to investigate whether D(-)-Salicin inhibited the LPS-induced inflammation in vivo and in vitro. We evaluated the effect of D(-)-Salicin on cytokines (TNF-α, IL-1β, IL-6 and IL-10) in vivo and in vitro by enzyme-linked immunosorbent assay and signaling pathways (MAPKs and NF-κB) in vivo by Western blot. The results showed that D(-)-Salicin markedly decreased TNF-α, IL-1β and IL-6 concentrations and increased IL-10 concentration. In addition, western blot analysis indicated that D(-)-Salicin suppressed the activation of MAPKs and NF-κB signaling pathways stimulated by LPS. To examine whether D(-)-Salicin ameliorated LPS-induced lung inflammation, inhibitors of MAPKs and NF-κB signaling pathways were administrated intraperitoneally to mice. Interference with specific inhibitors revealed that D(-)-Salicin-mediated cytokine suppression was through MAPKs and NF-κB pathways. In the mouse model of acute lung injury, histopathologic examination indicted that D(-)-Salicin suppressed edema induced by LPS.
CONCLUSIONS:
So it is suggest that D(-)-Salicin might be a potential therapeutic agent against inflammatory diseases.

In vivo

D(-)-Salicin inhibits the LPS-induced inflammation in RAW264.7 cells and mouse models.[Pubmed: 25907238]

Int Immunopharmacol. 2015 Jun;26(2):286-94.

D(-)-Salicin is a traditional medicine which has been known to exhibit anti-inflammation and other therapeutic activities.
METHODS AND RESULTS:
The present study aimed to investigate whether D(-)-Salicin inhibited the LPS-induced inflammation in vivo and in vitro. We evaluated the effect of D(-)-Salicin on cytokines (TNF-α, IL-1β, IL-6 and IL-10) in vivo and in vitro by enzyme-linked immunosorbent assay and signaling pathways (MAPKs and NF-κB) in vivo by Western blot. The results showed that D(-)-Salicin markedly decreased TNF-α, IL-1β and IL-6 concentrations and increased IL-10 concentration. In addition, western blot analysis indicated that D(-)-Salicin suppressed the activation of MAPKs and NF-κB signaling pathways stimulated by LPS. To examine whether D(-)-Salicin ameliorated LPS-induced lung inflammation, inhibitors of MAPKs and NF-κB signaling pathways were administrated intraperitoneally to mice. Interference with specific inhibitors revealed that D(-)-Salicin-mediated cytokine suppression was through MAPKs and NF-κB pathways. In the mouse model of acute lung injury, histopathologic examination indicted that D(-)-Salicin suppressed edema induced by LPS.
CONCLUSIONS:
So it is suggest that D(-)-Salicin might be a potential therapeutic agent against inflammatory diseases.

Protocol of D-(-)-Salicin

Structure Identification
Int J Pharm. 2008 Jun 24;358(1-2):192-7.

Relaxation behaviour of D(-)-salicin as studied by Thermally Stimulated Depolarisation Currents (TSDC) and Differential Scanning Calorimetry (DSC).[Pubmed: 18417303]

Thermally Stimulated Depolarisation Currents (TSDC) measurements on D-(-)-Salicin have been carried out in the temperature region from -165 degrees C up to 150 degrees C. The slow molecular mobility was characterised in the crystal and in the glassy state. The value of the steepness index or fragility (T(g)-normalized temperature dependence of the relaxation time) was obtained by Differential Scanning Calorimetry (DSC) from the analysis of the scanning rate dependency of T(g). The existence of an unknown polymorph of salicin is also reported.

D-(-)-Salicin Dilution Calculator

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D-(-)-Salicin Molarity Calculator

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Preparing Stock Solutions of D-(-)-Salicin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4932 mL 17.466 mL 34.9321 mL 69.8641 mL 87.3301 mL
5 mM 0.6986 mL 3.4932 mL 6.9864 mL 13.9728 mL 17.466 mL
10 mM 0.3493 mL 1.7466 mL 3.4932 mL 6.9864 mL 8.733 mL
50 mM 0.0699 mL 0.3493 mL 0.6986 mL 1.3973 mL 1.7466 mL
100 mM 0.0349 mL 0.1747 mL 0.3493 mL 0.6986 mL 0.8733 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on D-(-)-Salicin

Relaxation behaviour of D(-)-salicin as studied by Thermally Stimulated Depolarisation Currents (TSDC) and Differential Scanning Calorimetry (DSC).[Pubmed:18417303]

Int J Pharm. 2008 Jun 24;358(1-2):192-7.

Thermally Stimulated Depolarisation Currents (TSDC) measurements on D(-)-salicin have been carried out in the temperature region from -165 degrees C up to 150 degrees C. The slow molecular mobility was characterised in the crystal and in the glassy state. The value of the steepness index or fragility (T(g)-normalized temperature dependence of the relaxation time) was obtained by Differential Scanning Calorimetry (DSC) from the analysis of the scanning rate dependency of T(g). The existence of an unknown polymorph of salicin is also reported.

Calorimetric studies on the phenolic glycoside D(-)-salicin.[Pubmed:18484613]

J Pharm Sci. 2008 Dec;97(12):5354-62.

A pure orthorhombic phase sample of D(-)-salicin was purified and characterized for calorimetric measurements. From differential scanning calorimetry (DSC) measurements it was found that the onset and maximum temperatures of the fusion peak were T(on) = (473.30 +/- 0.05) K and T(max) = (474.74 +/- 0.05) K, respectively, and that the corresponding standard enthalpy of fusion was Delta(cr)(l) H(m)(o) = (55.5 +/- 0.4) kJ mol(-1). From the last two values the standard entropy of fusion is calculated as Delta(cr)(l) S(m)(o) = (116.9 +/- 0.4) J mol(-1) K(-1). The standard molar enthalpy of formation of orthorhombic D(-)-salicin at T = 298.15 K, was determined as Delta(f) H(m)(o) (C(13)H(18)O(7), cr, orthorhombic) = -(1366.9 +/- 3.2) kJ mol(-1), by combustion calorimetry. From the results of solution calorimetry obtained in this work and some auxiliary values taken from the literature the enthalpy of reaction of hydrolysis of D(-)-salicin to produce beta-glucose and o-hydroxybenzyl alcohol was found marginally thermoneutral, if the uncertainty interval was considered. Additionally, specific heat capacity measurements on the orthorhombic phase, glass and liquid-quenched glass obtained by DSC was reported.

D(-)-Salicin inhibits the LPS-induced inflammation in RAW264.7 cells and mouse models.[Pubmed:25907238]

Int Immunopharmacol. 2015 Jun;26(2):286-94.

D(-)-Salicin is a traditional medicine which has been known to exhibit anti-inflammation and other therapeutic activities. The present study aimed to investigate whether D(-)-Salicin inhibited the LPS-induced inflammation in vivo and in vitro. We evaluated the effect of D(-)-Salicin on cytokines (TNF-alpha, IL-1beta, IL-6 and IL-10) in vivo and in vitro by enzyme-linked immunosorbent assay and signaling pathways (MAPKs and NF-kappaB) in vivo by Western blot. The results showed that D(-)-Salicin markedly decreased TNF-alpha, IL-1beta and IL-6 concentrations and increased IL-10 concentration. In addition, western blot analysis indicated that D(-)-Salicin suppressed the activation of MAPKs and NF-kappaB signaling pathways stimulated by LPS. To examine whether D(-)-Salicin ameliorated LPS-induced lung inflammation, inhibitors of MAPKs and NF-kappaB signaling pathways were administrated intraperitoneally to mice. Interference with specific inhibitors revealed that D(-)-Salicin-mediated cytokine suppression was through MAPKs and NF-kappaB pathways. In the mouse model of acute lung injury, histopathologic examination indicted that D(-)-Salicin suppressed edema induced by LPS. So it is suggest that D(-)-Salicin might be a potential therapeutic agent against inflammatory diseases.

Description

Salicin is a natural COX inhibitor.

Keywords:

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