D-(-)-Salicin

Modify Date: 2026-06-30 15:38:25

D-(-)-Salicin Structure
D-(-)-Salicin structure
 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 Chinese USA Flash Point 285.9±30.1 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of D-(-)-Salicin


Salicin is a natural COX inhibitor.

 Names

Name salicin
Synonym More Synonyms

 D-(-)-Salicin Biological Activity

Description Salicin is a natural COX inhibitor.
Related Catalog
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

RTECS NUMBER :
LZ5901700
CHEMICAL NAME :
beta-D-Glucopyranoside, 2-(hydroxymethyl)phenyl-
CAS REGISTRY NUMBER :
138-52-3
LAST UPDATED :
199706
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H18-O7
MOLECULAR WEIGHT :
286.31

HEALTH HAZARD DATA

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
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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 D-(-)-SalicinBioassay

View more

Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: Primary qHTS assay for small molecule inhibitors of Inositol hexaphosphate kinase 1 (...
Source: NCGC
External Id: IP6K1-p1
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: A screen for compounds that inhibit the activity of LtaS in Staphylococcus aureus
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
External Id: HMS979
Name: Cytotoxicity counterscreen for inhibitors of SARS-CoV-2 cell entry
Source: NCGC
Target: N/A
External Id: TRND-SARS-CoV-2-cytotox-48hr
Name: Fluorescence polarization to screen for inhibitor that competite the binding of FadD2...
Source: Broad Institute
Target: FATTY-ACID-CoA LIGASE FADD28 (FATTY-ACID-CoA SYNTHETASE)
External Id: 2147-01_Inhibitor_SinglePoint_HTS_Activity
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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
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