ChemicalBook--->CAS DataBase List--->138-52-3

138-52-3

138-52-3 Structure

138-52-3 Structure
IdentificationMore
[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 PropertiesBack 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:]

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
[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 DataBack 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside(138-52-3).msds
Questions And AnswerBack 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 InformationBack 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.
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

D-(-)-Salicin(138-52-3)MS
D-(-)-Salicin(138-52-3)1HNMR
D-(-)-Salicin(138-52-3)13CNMR
D-(-)-Salicin(138-52-3)IR1
D-(-)-Salicin(138-52-3)IR2
D-(-)-Salicin(138-52-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

D(-)-Salicin, 99+%(138-52-3)
[Alfa Aesar]

D-(-)-Salicin, 99%(138-52-3)
[Sigma Aldrich]

138-52-3(sigmaaldrich)
[TCI AMERICA]

Salicin,>85.0%(LC)(138-52-3)
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