| Identification | More | [Name]
2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside | [CAS]
138-52-3 | [Synonyms]
2-(HYDROXYMETHYL)PHENYL-BETA-D-GLUCOPYRANOSIDE
2-(HYDROXYMETHYL)PHENYL-BETA-D-GLUCOPYYRANOSIDE
2-(HYDROXYMETHYL)PHENYL-BETA-D-GLUCOSIDE
D-(-)-SALICIN
D-SALICIN
SALICIN
SALICOSIDE
SALICYLALCOHOL BETA-D-GLUCOSIDE
SALICYL ALCOHOL GLUCOSIDE
SALICYLALDEHYDE-B-D-GLUCOSIDE
SALIGENIN-B-D-GLUCOSIDE
SALIGENIN-B-D-GLYCOPYRANOSIDE
WHITE WILLOW
2-(Hydroxymethyl)phenyl hexopyranoside
2-(hydroxymethyl)phenyl-beta-d-glucopyranosid
Benzyl alcohol, o-hydroxy-, O-glucoside
beta-D-Glucopyranoside, 2-(hydroxymethyl)phenyl
beta-d-glucopyranoside,2-(hydroxymethyl)phenyl
o-(Hydroxymethyl)phenyl beta-D-glucopyranoside
Salicine | [EINECS(EC#)]
205-331-6 | [Molecular Formula]
C13H18O7 | [MDL Number]
MFCD00006590 | [Molecular Weight]
286.28 | [MOL File]
138-52-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystals or powder | [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. ]
Store at RT. | [solubility ]
36g/l | [form ]
Fine Crystalline Powder | [pka]
12.80±0.70(Predicted) | [color ]
White | [Stability:]
Stable, but light sensitive. Incompatible with strong oxidizing agents. | [Water Solubility ]
36 g/L (15 ºC), 250 g/L (60 ºC) | [Detection Methods]
HPLC,NMR | [Merck ]
14,8324 | [BRN ]
89593 | [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]
138-52-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R43:May cause sensitization by skin contact. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S37:Wear suitable gloves .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
LZ5901700
| [F ]
3-10 | [TSCA ]
Yes | [HS Code ]
29389090 |
| Questions And Answer | Back Directory | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
white crystals or powder | [Uses]
analgesic, antipyretic | [Uses]
H1 antihistamine (nonsedating) | [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. | [storage]
Store at -20°C | [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.] |
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