PHLORHIZIN

Synonyms. Phlorhizin; Isosalipurposide; Phloretin 2'-glucoside; Phloretin-2'-O-beta-glucoside; Phloridzin; Phlorizin; Phlorizoside; 2'-(beta-D-Glucopyranosyloxy)-4',6'-dihydroxy-3- (4-hydroxyphenyl) propiophenone; 1-(2-(beta-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl)-3- (4-hydroxyphenyl)- 1-propanone; Phloretin 2'-beta-D-glucopyranoside;

PHLORHIZIN

 

PRODUCT IDENTIFICATION

CAS RN

60-81-1 (Anhydrous), 7061-54-3 (hydrate)

EINECS RN

 200-487-1

FORMULA

C21H24O10·2H2O

MOLE WEIGHT

 472.44

H.S CODE

 2938.90.0000

SMILES

 c1(c(O[C@@H]2O[C@@H]([C@@H](O)[C@@H]([C@H]2O)O)CO)cc(O) cc1O)C(CCc1ccc(O)cc1)=O

CLASSIFICATION

Dihydrochalcone glycoside, Flavonoid

EXTRA NOTES

 Other RN: 112318-65-7, 16055-86-0, 52276-56-9

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

White to yellowish powder

MELTING POINT

106 ~ 110 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

 

SOLVENT SOLUBILITY  

VAPOR DENSITY

 

log P(octanol-water)

 0.72

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pKa

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 0, Flammability:0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Phlorizin

Google Scholar Search - Phlorhizin

Drug Information Portal (U.S. National Library of Medicine) - Phlorhizin

PubChem Compound Summary - Phlorhizin

Drug Bank -  Phlorhizin

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Phlorhizin

http://www.ebi.ac.uk/ - Phlorhizin

http://www.ncbi.nlm.nih.gov/ - Phlorhizin

http://www.mdpi.com/
The flavonoid phlorhizin is abundant in the leaves of Sweet Tea (ST,Lithocarpus polystachyus Rehd). Phlorhizin was preparatively separated and purified from a crude ST extract containing 40 % total flavonoids by static adsorption and dynamic desorption on ADS-7 macroporous resin and neutral alumina column chromatography. Only water and ethanol were used as solvents and eluants throughout the whole separation and purification process. Using a phlorhizin standard as the reference compound, the target compound separated from the crude ST extracts was analyzed by thin layer chromatography (TLC), high performance liquid chromatography (HPLC) and electrospray ionization mass spectrometry (EIS-MS) and identified as 99.87% pure (by HPLC-UV) phlorhizin. The results showed that 10g of the target compound could be obtained from 40 g of the crude extracts in a single operation, indicating a 40% recovery. Therefore, this represents an efficient and environmentally-friendly technology for separating and purifying phlorhizin from ST leaves.

http://www.mdidea.com/
Among the phenolic compounds, phloretin and its glycosylated derivative, phloridzin, are typical of apple and the other fruit of the Rosaceae family. In particular, phloridzin is found in large amount in the pips, but it is also present in apple juice and skin. Phloridzin has antioxidant activity allowing a cardiovascular protection similar to that of estrogens. Moreover, phloridzin is capable of acting on melanogenesis by activating a cascade of enzymes including tyrosinase, thus allowing increased protection against ultraviolet radiation. Phloridzin also has antidiabetic action by competitive inhibition of the sodium-dependent blood transport of metabolites such as glucose, galactose and the like. Phloridzin is also involved in inhibiting the growth of tumor cells by blocking the activity of protein kinase C.

 

SALES SPECIFICATION

APPEARANCE

White to yellowish powder

ASSAY

98.0% min

OPTICAL ROTATION

-50º ~ -54º (c = 3 in ethanol)

LOSS ON DRYING

5.0% max

HEAVY METALS

10ppm max

As

1ppm max

Pb

3ppm max

MICROBIOLOGICAL TEST

Total Plate Count: 1000 organisms/g max
E. coli,: negative
Salmonella: negative
Mold/Yeast: 300 cfu/g max

PARTICLE SIZE

100 mesh

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD CLASS

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

GHS

  

SIGNAL WORD

Warning

PICTOGRAMS

HAZARD STATEMENTS

H315-H319-H335

P STATEMENTS

P261-P305 + P351 + P338

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

 36/37/38

SAFETY PHRASES

 26-36