Name | D(-)-Salicin |
Synonyms | Salicin D-SALICIN D(-)-Salicin D-(-)-SALICIN D-Salicin (1.05055) White Willow Bark Extract SALICYLALDEHYDE-B-D-GLUCOSIDE SALICYLALCOHOL BETA-D-GLUCOSIDE 2-(Hydroxymethyl)phenyl hexopyranoside 2-(hydroxymethyl)phenyl hexopyranoside 2-(HYDROXYMETHYL)PHENYL-BETA-D-GLUCOSIDE alpha-hydroxy-o-tolyl beta-D-glucopyranoside 2-(hydroxymethyl)phenyl beta-D-altropyranoside 2-(hydroxymethyl)phenyl beta-L-glucopyranoside 2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside 2-(HYDROXYMETHYL)PHENYL-BETA-D-GLUCOPYRANOSIDE 2-(hydroxymethyl)phenyl beta-D-glucopyranoside 2-(HYDROXYMETHYL)PHENYL-BETA-D-GLUCOPYYRANOSIDE |
CAS | 138-52-3 |
EINECS | 205-331-6 |
InChI | InChI=1/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-/m0/s1 |
InChIKey | NGFMICBWJRZIBI-MICYEWLZSA-N |
Molecular Formula | C13H18O7 |
Molar Mass | 286.28 |
Density | 1.4340 |
Melting Point | 196-202°C |
Boling Point | 388.65°C (rough estimate) |
Specific Rotation(α) | -61.5 º (c=5, water) |
Flash Point | 285.9°C |
Water Solubility | 36 g/L (15 ºC), 250 g/L (60 ºC) |
Solubility | Soluble in water, easily soluble in boiling water, insoluble in ethanol, insoluble in ether or chloroform, but soluble in alkali solution, pyridine or glacial acetic acid. |
Vapor Presure | 6.85E-13mmHg at 25°C |
Appearance | White crystal |
Color | White |
Merck | 14,8324 |
BRN | 89593 |
pKa | 12.80±0.70(Predicted) |
Storage Condition | 2-8°C |
Stability | Stability Stable, but light sensitive. Incompatible with strong oxidizing agents. |
Refractive Index | -62 ° (C=3, H2O) |
MDL | MFCD00006590 |
Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the ash, white willow bark, octagonal, raw willow. |
Use | For antipyretic, analgesic, anti-rheumatic |
In vitro study | Salicin (Salicoside, Salicine) is a phenol β-glucoside obtained from willow bark, which has anti-inflammatory effects. Salicin is a prodrug that is gradually transported to the lower part of the intestine, hydrolyzed by intestinal bacteria to salicyl alcohol, and converted to salicylic acid after absorption. Therefore, it produces an antipyretic effect without causing stomach damage. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 43 - May cause sensitization by skin contact |
Safety Description | 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 |
FLUKA BRAND F CODES | 3-10 |
TSCA | Yes |
HS Code | 29389090 |
Reference Show more | 1. Wang Zhou, Xiao Lingling, Feng Yumei, et al. Process optimization for producing β-glucosidase by solid-state fermentation of rape straw [J]. Agricultural products processing monthly 2017 434(12):26-28. 2. Xu Chaoqun, Wan Yunbao, Zhang Xiaolong, et al. Immobilization of β-glucosidase from Aspergillus niger by adsorption and crosslinking [J]. China Brewing 2016 35(4):83-87. 3. Li Yue, li Shijun, Xue Qiaoli, et al. Screening and Identification of High Cellulase-producing Strains in Forest Soil of Dawei Mountain [J]. Brewing in China, 2014, 33(006):128-131. 4. Liu Xiaoxia, Jiang Qi, Meng Zhaojun, et al. Effects of Plant Secondary Biomass on Food Utilization of White Moth [J]. Journal of Northeast Forestry University, 202,048 (005):99-103. 5. Yuan Chunhong, Song Feifei, Lin Kai, et al. Isolation and Identification of Two Cellulase-producing Bacillus Strains in Yellow Water, a by-product of liquor fermentation [J]. Brewing in China, 2014, 33(11):90-93. 6. Masculinity, Yang diqin, Cao Wentao, Wang Xiaodan. Optimization of Cellulose Degrading Bacteria from Distiller's Grains and Degradation Technology of Distiller's Grains [J]. Journal of Agricultural Engineering, 2020,36(13):212-221. 7. Tian Lei, Li Enyuan, Guan Tongwei, Tang Shukun, Liu Xiaofei, Zhang Xiaoping. Diversity, Functional Enzyme and Antibacterial Activity Screening of Cultured Halophilic Bacteria in Ading Lake [J]. Microbiology Bulletin, 2017,44(11):2575-2587. 8. Li Jiawen, Liu Da, Liu Dangsheng, et al. Screening and Preliminary Study of Lactic Acid Bacteria Exopolysaccharide Producing Bacteria [J]. Chinese Journal of Microecology, Volume 31, 2019, Issue 9, 1027-1033, ISTIC CSCD CA, 2019. 9. Guo Jinling, Chen Chengpeng, Zhou Yilang, Chen Hongji, lu Yucai, Ren Liwei, Gong Dachun. Purification and characterization of β-glucosidase from Aspergillus niger [J]. China Brewing, 2021,40(02):83-87. 10. Guo Jinling, Chen Chengpeng, Zhou Yilang, Chen Hongji, Lu Yucai, Ren Liwei, Gong Dachun. Purification and characterization of β-glucosidase from Aspergillus niger [J]. Brewing in China, 2021,40(02):83-87. 11. [IF = 9.783] Huiping Bi et al."Biosynthesis of a rosavin natural product in Escherichia coli by glycosyltransferase rational design and artificial pathway construction." Metab Eng. 2022 Jan;69:15 12. [IF = 10.182] Hao Peng et al."Distinct cellulose nanofibrils generated for improved Pickering emulsions and lignocellulose-degradation enzyme secretion coupled with high bioethanol production in natural rice mutants." Green Chem. 2022 Mar;: |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
use | salicylic glycoside has the effects of treating colds, fever and infection, relieving arthritic pain and low back pain, etc. A non-phenolic glucoside compound extracted from meadows, mainly used as a substitute for quinine. for antipyretic, analgesic, anti-rheumatic determination of β-glycosidase substrate. Nitric acid reagent. |
biological activity | Salicin (Salicoside, Salicine) is an alcohol-β-glycoside containing D-glucose. It is an anti-inflammatory agent produced by willow bark. It is a natural, non-selective COX1 and COX2 inhibitor. |
Target | Value |