CAS Number138-52-3
SynonymsEINECS 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-t
Molecular FormulaC13H18O7
Molecular Weight286.28
Purity≥99 (GC)%
Density1.5±0.1 g/cm3
Boiling Point549.1±50.0 °C at 760 mmHg
Melting Point196-202 °C
Appearancepowder
EINECS205-331-6
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 138-52-3 |
| Catalog No. | 2A-9009978 |
| Chinese Name | D-(-)-水杨苷; D-(-)-水杨甙 |
| 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-t |
| Molecular Formula | C13H18O7 |
| Molecular Weight | 286.28 |
| Purity | ≥99 (GC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 549.1±50.0 °C at 760 mmHg |
| Melting Point | 196-202 °C |
| Appearance | powder |
| Water Solubility | 36 g/L (15 ºC), 250 g/L (60 ºC) |
| Storage Condition | Store sealed and dry. |
| Application | Salicin is a natural COX inhibitor. |
| EINECS | 205-331-6 |
| HTC | 2932999099 |
| PubChem ID | 24899442 |
| MDL Number | MFCD00006590 |
| SMILES | 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 |
| Beilstein/REAXYS | 89593 |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | Transport |
| MSDS | msds/9978_1_138_52_3.pdf |
| Bioactivity | Salicin is a natural COX inhibitor. Related Catalog Natural Products >> Phenols Research Areas >> Cancer Research 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) |
| Use of | Salicin is a natural COX inhibitor. Properties Articles39 Name salicin Synonym More Synonyms D-(-)-Salicin Biological Activity Description Salicin is a natural COX inhibitor. Related Catalog Natural Products >> Phenols Research Areas >> Cancer Research Areas >> Inflammation/Immunology 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]. References [1]. Jun Yan He, et al. Salicin as a Multipurpose Therapeutic Approach for Colon Cancer. Chemical & Physical Properties Molecular Formula C13H18O7 Exact Mass 286.105255 PSA 119.61000 LogP -1.85 Index of Refraction 1.638 InChIKey NGFMICBWJRZIBI-UJPOAAIJSA-N Storage condition Store at RT. |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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