138-52-3

Name	2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside
CAS	138-52-3
EINECS(EC#)	205-331-6
Molecular Formula	C13H18O7
MDL Number	MFCD00006590
Molecular Weight	286.28
MOL File	138-52-3.mol

Chemical Properties

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

Hazard Codes	Xi
Risk Statements	R43:May cause sensitization by skin contact. less more
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 . less more
WGK Germany	3
RTECS	LZ5901700
F	3-10
TSCA	Yes
HS Code	29389090

Hazard Information

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.]

Material Safety Data Sheet(MSDS)

Questions And Answer

Spectrum Detail

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