Phlorizin Property

Melting point:

113-114 °C(lit.)

Boiling point:

468.89°C (rough estimate)

Density 

1.3178 (rough estimate)

refractive index 

-54 ° (C=3.2, 95% EtOH)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

7.15±0.40(Predicted)

color 

Light Yellow to Tan

Merck 

14,7327

InChIKey

IOUVKUPGCMBWBT-LKLLPNDVNA-N

SMILES

C(C1C(=CC(O)=CC=1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O)(=O)CCC1C=CC(O)=CC=1 |&1:9,10,11,13,15,r|

LogP

0.452 (est)

CAS DataBase Reference

60-81-1(CAS DataBase Reference)

EPA Substance Registry System

Phlorizin (60-81-1)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

UC2080000

F 

3-10-23

HS Code 

29389090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Phlorizin Chemical Properties,Usage,Production

Summary

Phlorizin is the glucoside of phloretin. Its chemical name is 1- (2- (beta-D- glucopyranose oxygroup) -46- dihydroxy phenyl) -3- (4- hydroxycyclohexyl phenyl ketone) acetone, which belongs to dihydrochlcone of flavonoid. Phloridzin mainly exists in root barks, stems, leaflets and fruit of the apple tree, it can also be found in small amounts in the plants such as compositae, leguminosae, fagaceae, ericaceae, liliaceae and so on. It has many important biological activities, such as reducing blood sugar, improving memory, anti-allergy, anticancer, etc., as well as potential use values in food, beauty and health care products and other industry.

Distribution

Phloridzin exists mainly in Malus of Rosace, it has been reported in plants such as compositae, leguminosae, fagaceae, ericaceae, liliaceae and so on, but their amount is very low. In recent years, phlorizin is also found in litchi peel, leaves of pyrus betulaefolia, cynomorium songaricum, etc. though with a small amount. However, there are plenty of phloridzin in Lilhocarpus Polystachys Rehd. In general, the Malus plants are the main source of glucoside and can be used as the raw material to extract glucoside. Phloridzin is rich in branches, leaflets and barks of the apple tree. It can The distribution of phloridzin in apple fruits concentrate in seeds and rinds. The apple branches, leaves, bark and so on contain a large number of glucoside. The distribution of glucoside in apple fruit is concentrated on seeds and pericarp.

Extraction method

2. Material crushing: The dried branches or leaves of apple trees are crushed into coarse powders (10~20 mesh or 20~30 mesh).
4. Extraction: Put pulverized crude powders into round flask, add 70% methanol for reflux extraction for 3 times, add 6, 4 and 4BV liquid independently, keep for 1h each time and combine the extracted solutions; (three extracts are brown to tan respectively).
6. Inspissation: The antioxidant (VC) is added into the combined extract according to 0.2% of the total weight. Methanol can be recovered by reduced pressure distillation at 60℃.( The outcome solution is brownish turbid liquid)
8. Removing impurities: Add polymerization alumina according to 0.5% of weight into the recovered concentrated solution without alcohol, adjust pH value to 7.5 with calcium hydroxide, put in the conical flask, hold 30min at 60℃, obtain the liquor after filtration; (flocculent is generated at the bottom after adding polymerization alumina)
10. Extraction: the extraction condensate is cooled, the ethyl acetate is extracted with 1 times the ethyl acetate 3 times and the ethyl acetate solution is obtained; (the solution is stratified rapidly).
12. Concentration: the ethyl acetate extract is decompressed and refluxed, concentrated to 10: 1, and the concentrated solution is obtained.
14. Purification: Dissolve the concentrated liquid with 40% methanol, filter, place the filtrate for 24h, get the crystallization after extraction filtration, obtain the phlorizin by prevailing pressure drying or reducing pressure drying. (yellow powder) The activated carbon is used to decolorize the crude products because its decolorization principle is physical adsorption without damage to the biological activity of the root bark. The activated carbon is dried in a vacuum drying box to be activated. Then the activated carbon is added into aqueous solutions of crude products. The supernatant liquid can be obtained after stir and filtration. The liquid is placed to crystalize under natural conditions and the white needle crystal occurs eventually.