|
|
| | Naringin dihydrochalcone Basic information |
| | Naringin dihydrochalcone Chemical Properties |
| Melting point | 131-132°C | | Boiling point | 916.8±65.0 °C(Predicted) | | density | 1.63±0.1 g/cm3(Predicted) | | vapor pressure | 0Pa at 20-50℃ | | FEMA | 4495 | NARINGIN DIHYDROCHALCONE | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Soluble in DMSO | | form | Powder | | pka | 6.85±0.40(Predicted) | | color | White to Off-white | | JECFA Number | 2208 | | Major Application | food and beverages | | InChIKey | CWBZAESOUBENAP-CUDWAMJSNA-N | | SMILES | O1[C@H]([C@@H]([C@@H]([C@H]([C@@H]1C)O)O)O)O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)CO)Oc3cc(c(c(c3)O)C(=O)CCc4ccc(cc4)O)O | | LogP | -0.703-1.01 at 22.6℃ and pH5-9 | | CAS DataBase Reference | 18916-17-1(CAS DataBase Reference) |
| WGK Germany | WGK 1 | | HS Code | 29329990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | Naringin dihydrochalcone Usage And Synthesis |
| Description | Naringin dihydrochalcone is an artificial sweetener and flavonoid that has been isolated from various plants and has antioxidant activity. It scavenges ABTS (Item No. 27317), oxygen, and 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in cell free assays (IC50s = 24, 322.8, and 318.9 μM, respectively). | | Uses | Naringin Dihydrochalcone is an intense sweetener and strong antioxidant compound which displays anti-allegeric activity. | | Definition | ChEBI: Naringin dihydrochalcone is a member of flavonoids and a glycoside. | | Synthesis | Naringin was used as a raw material to synthesize 1-(4-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-2,6-dihydroxyphenyl)-3-( 4-hydroxyphenyl)propan-1-one was prepared in the following general procedure: 120 g of the natural extract (containing 600 g of 8% naringin) was dissolved in potassium hydroxide solution and filtered to obtain a clarified solution. The filtrate was transferred to a 2000 ml autoclave and 200 g of ethanol and 3 g of palladium carbon catalyst were added. Hydrogen was introduced at 55°C, maintaining the pressure at 1~2MPa, and the reaction was carried out for 5~7 hours until the hydrogen absorption was basically completed. The reaction solution was removed and filtered to remove the palladium-carbon catalyst. Subsequently, the hydrogenated solution was acidified with hydrochloric acid, the pH was adjusted to 5-7, and stirred thoroughly to induce crystallization, and a white solid was rapidly precipitated. The mixture was cooled to 20 °C and filtered, and the resulting wet product was dried under reduced pressure at 60 °C to give 118 g of dihydronaringenin chalcone as a white powder with 98.9% liquid phase purity and 98% molar yield. The product needs to be stored in a cool place under light nitrogen protection. | | target | NF-κB | | References | [1] Patent: CN105801636, 2016, A. Location in patent: Paragraph 0022
[2] Journal of Agricultural and Food Chemistry, 2003, vol. 51, # 11, p. 3309 - 3312 |
| | Naringin dihydrochalcone Preparation Products And Raw materials |
|