CAS 138-52-3|D-(-)-Salicin
Introduction：Basic information about CAS 138-52-3|D-(-)-Salicin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | D-(-)-Salicin | ||
|---|---|---|---|
| CAS Number | 138-52-3 | Molecular Weight | 286.278 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 549.1±50.0 °C at 760 mmHg |
| Molecular Formula | C13H18O7 | Melting Point | 196-202 °C |
| MSDS | ChineseUSA | Flash Point | 285.9±30.1 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | salicin |
|---|---|
| Synonym | More Synonyms |
D-(-)-Salicin BiologicalActivity
| Description | Salicin is a natural COX inhibitor. |
|---|---|
| Related Catalog | Natural Products >>PhenolsResearch Areas >>CancerResearch Areas >>Inflammation/Immunology |
| Target | COX |
| In Vitro | Significant down regulation of PGE2, the enzymatic product of COX2, to 76% in lysate and 70% in supernatant is observed with Salicin 10 μM treatment in COLO cells when compare to the COLO control. This is accompanied with a minimal COX1 inhibition to 91% of the CCD control on the genetic level. Treatment with Salicin 1 μM decreases colon cancer cell proliferation rates from 144% to 113% at 24 hours and 187% to 130% at 48 hours, with 10 μM decreasing proliferation rates to108% at 24 hours and 119% at 48 hours[1]. The concentrations of TNF-α, IL-1β and IL-6 of LPS-induced cells pretreated with 0.07, 0.14 and 0.28 μM Salicin are significant reduced compare with LPS group[2]. |
| In Vivo | Salicin (D(-)-Salicin) (35, 70, 140 μM) markedly inhibits the LPS-induced pathological changes. MPO activity in LPS-induced lung tissue is significantly increased compare with control group. However, Salicin (35, 70, 140 μM) markedly inhibits this change. Pretreatment with Salicin inhibits LPS-induced activation of JNK, ERK, p38/MAPK and p65 in a dose-dependent manner[2]. |
| Cell Assay | RAW264.7 mouse macrophage cell line is used in this study. RAW264.7 cells are mechanically scraped and plated at a density of 4×105 cells/mL onto 96-well plates in a 37°C, 5% CO2 incubator for 1 h. Then the cells are treated with 50 μL Salicin (D(-)-Salicin) of different concentrations (0 to 0.28 μM) for 1 h, followed by stimulation with 50 μL Lipopolysaccharide (LPS) (4 μg/mL). After 18 h, 10 μL CCK-8 is added to each well and continued to incubate for 4 h. Then, the optical density is measured at 450 nm on a microplate reader[2]. |
| Animal Admin | Mice are randomly divided into five groups, each containing three mice: Control, Lipopolysaccharide (LPS) only, LPS+Salicin (D(-)-Salicin) group is injected intraperitoneally with Salicin 35 μM, LPS+Salicin group is injected intraperitoneally with Salicin 70 μM, LPS+Salicin group is injected intraperitoneally with Salicin 140 μM. After 1 h, 10 μg LPS dissolved in 50 μL PBS is instilled intranasally to induce lung injury. Control mice are given 50 μL PBS without LPS. After 12 h LPS treatment, bronchoalveolar lavage fluid (BALF) is collected 3 times through a tracheal cannula with autoclaved PBS. Then, the tissue sample is centrifuged at 3000 rpm, for 10 min at 4°C[2]. |
| References | [1]. Jun Yan He, et al. Salicin as a Multipurpose Therapeutic Approach for Colon Cancer. [2]. Li Y, et al. D(-)-Salicin inhibits the LPS-induced inflammation in RAW264.7 cells and mouse models. Int Immunopharmacol. 2015 Jun;26(2):286-94. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 549.1±50.0 °C at 760 mmHg |
| Melting Point | 196-202 °C |
| Molecular Formula | C13H18O7 |
| Molecular Weight | 286.278 |
| Flash Point | 285.9±30.1 °C |
| Exact Mass | 286.105255 |
| PSA | 119.61000 |
| LogP | -1.85 |
| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
| Index of Refraction | 1.638 |
| InChIKey | NGFMICBWJRZIBI-UJPOAAIJSA-N |
| SMILES | OCc1ccccc1OC1OC(CO)C(O)C(O)C1O |
| Storage condition | Store at RT. |
| Water Solubility | 36 g/L (15 ºC), 250 g/L (60 ºC) |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >500 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- CBCCT* "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. (National Academy of Science Library, 2101 Constitution Ave., NW, Washington, DC 20418) Volume(issue)/page/year: 6,63,1954
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H317 |
| Precautionary Statements | P280 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Faceshields;Gloves |
| Hazard Codes | Xi:Irritant |
| Risk Phrases | R43 |
| Safety Phrases | S36/37-S37-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | LZ5901700 |
| HS Code | 2932999099 |
Customs
| HS Code | 2932999099 |
|---|---|
| Summary | 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| EINECS 205-331-6 |
| Saligenin-β-δ-glucopyranoside |
| SALICOSIDE |
| (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]tetrahydro-2H-pyran-3,4,5-triol |
| 2-(Hydroxymethyl)phenyl β-D-glucopyranoside |
| Salicyl alcohol-b-glucoside |
| 2-(Hydroxymethyl)phenyl-β-D-glucopyranoside |
| 2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside |
| (2R,3S,4S,5R,6S)-2-(Hydroxyméthyl)-6-[2-(hydroxyméthyl)phénoxy]tétrahydro-2H-pyran-3,4,5-triol |
| Saligenin-β-D-glucopyranoside |
| (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(2-(hydroxymethyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triol |
| Saligenin-b-D-glucopyranoside |
| o-(Hydroxymethyl)phenyl β-D-glucopyranoside |
| WHITE WILLOW |
| Salix alba L. |
| D(-)-Salicin |
| 2-(Hydroxymethyl)phenyl-b-D-glucopyranoside |
| D-(−)-Salicin |
| D-(-)-Salicin |
| β-D-Glucopyranoside, 2-(hydroxymethyl)phenyl |
| a-Hydroxy-o-tolyl b-D-glucopyranoside |
| Salicin |
| Salicine |
| MFCD00006590 |
| β-D-Glucopyranoside, 2- (hydroxymethyl)phenyl |
