20702-77-6
Neohesperidin dihydrochalcone
CAS: 20702-77-6
Molecular Formula: C28H36O15
20702-77-6 - Names and Identifiers
20702-77-6 - Physico-chemical Properties
| Molecular Formula | C28H36O15 |
| Molar Mass | 612.58 |
| Density | 1.61±0.1 g/cm3(Predicted) |
| Melting Point | 156-158°C(lit.) |
| Boling Point | 927.1±65.0 °C(Predicted) |
| Flash Point | 302.6°C |
| Water Solubility | Insoluble |
| Solubility | Insoluble in ether, soluble in water (25°C 1g/L), soluble in dilute lye. |
| Vapor Presure | 0Pa at 20℃ |
| Appearance | White needle crystalline powder |
| Color | light yellow |
| Merck | 14,6452 |
| pKa | 6.85±0.40(Predicted) |
| Storage Condition | Sealed in dry,Store in freezer, under -20°C |
| Stability | Hygroscopic |
| Refractive Index | 1.684 |
| MDL | MFCD00017711 |
| Physical and Chemical Properties | Off-white to yellowish crystalline powder, odorless. The sweetness is about 1500~1800 times that of sucrose, and the sweetening time is slightly later than that of saccharin sodium and much faster than that of glycyrrhizin (5:7:23s): 133s, also between the two, it is closer to the sodium saccharin. Sweet feeling, no aftertaste. Melting Point: 156-158 °c,[α]D25-85 ° -86 °. Soluble in water, slightly soluble in ethanol, insoluble in ether and benzene. |
20702-77-6 - Risk and Safety
| WGK Germany | 3 |
| RTECS | LZ5785000 |
| HS Code | 29389090 |
20702-77-6 - Reference
| Reference Show more | 1. Qiao Xin Liu Yu Yang Jun Sui Hong Wei Cheng Kai Huang Yunong Peng Ying. Embedding Reaction and Product Characterization of Two Dihydrochalcone Sweeteners [J]. China Food Additives 2019 30(03):51-58. 2. Peng Ying, He Wanying, Fan Xin, Lu Qi, He Xiaoyan, Pan Siyi. Antioxidant activity of naringone dihydrochalcone [J]. Chinese food journal, 2021,21(02):45-54. 3. Mohammad Rezaul Islam Shishir, Naymul Karim, Vemana Gowd, Jiahong Xie, Xiaodong Zheng, Wei Chen, Pectin-chitosan conjugated nanoliposome as a promising delivery system for neohesperidin: Characterization, release behavior, cellular uptake, and antioxidant 4. [IF = 6.576] Junkun Pan et al."Inhibition of Dipeptidyl Peptidase-4 by Flavonoids: Structure-Activity Relationship, Kinetics and Interaction Mechanism." Frontiers in Nutrition. 2022; 9: 892426 |
20702-77-6 - Reference Information
| Plant source: | Fructus Aurantii Immaturus |
| FEMA | 3811 | NEOHESPERIDIN DIHYDROCHALCONE |
| LogP | 0.67 at 20℃ |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Introduction | Neohesperidin Dihydrochalcone (NHDC) is a new type of new hesperidin extracted from natural citrus plants and hydrogenated. The sweetener has the characteristics of high sweetness, good taste, long-lasting aftertaste, low calorie, non-toxic, and good stability. It is currently the most eye-catching new sweetener and bitter taste shielding agent, widely used in food industry and feed industry. |
| Use | Neohesperidin dihydrochalcone is a dihydrochalcone flavonoid compound prepared by hydrogenating neohesperidin. In 1963, researchers Horowits and others first discovered that neohesperidin dihydrochalcone has a strong sweet taste. It is characterized by high sweetness, low calories, slow sweetness, long time, good stability and non-toxicity. In 1997, it was included in my country's "Health Standards for the Use of Food Additives". The emergence of neohesperidin dihydrochalcone has brought good news to the use of sugar for diabetics and middle-aged and elderly people. At present, it is widely used in food, feed and medicine industries. non-nutritive sweetener with high sweetness; flavoring agent. Flavonoid sweeteners with antioxidant activity |
| physiological function | naringin (Naringin), hesperidin (Hesperidin) and neohesperidin (Neohesperidin) are natural flavonoids, which have strong biological activities such as relieving cough and reducing phlegm, lowering blood lipid, anti-oxidation, anti-aging, anti-cancer, anti-allergy, and preventing atherosclerosis, and are also important raw materials for the synthesis of dihydrochalcone sweeteners, it is widely used in food, chemical and pharmaceutical industries. Naringin, hesperidin and neohesperidin are mainly derived from the peel of natural plants of Rutaceae (Rutaceae) such as tangerine peel, green peel, and bitter orange. Neohesperidin dihydrochalcone has strong antioxidant properties, and can also reduce blood glucose and blood lipids, inhibit fatty liver, regulate immunity and other important physiological activities. Choi and other experiments show that neohesperidin dihydrochalcone can significantly remove stable free radicals and reactive oxygen species (ROS), and can effectively inhibit and remove hydrogen peroxide and hypochlorous acid. Moreover, neohesperidin dihydrochalcone also has an inhibitory effect on protein degradation and DNA strand breaks, which indicates that neohesperidin dihydrochalcone has the possibility of being used to treat related diseases caused by reactive oxygen species. Especially for diseases such as diabetes and cardiovascular diseases, the importance of NHDC is self-evident. |
| application | neohesperidin dihydrochalcone can be added as a flavoring agent to shield bitter taste in food, medicine and feed. Neohesperidin dihydrochalcone also has the function of modifying the flavor of the product itself, including the modification of the taste and flavor of the product. NHDC has excellent taste improvement effect. This product can be used as a sweetener (or flavorant) in the food industry, pharmaceutical industry and feed industry, and has an excellent use in flavors and fragrances. The addition of this compound sweetener product to animal rations can greatly improve the flavor and palatability of the feed. The aroma of NHDC and vanilla in the sweetener masks and improves certain ingredients in the diet (such as certain protein raw materials, Vitamins, metal ions and some pharmaceutical ingredients, etc.) have bad bitter taste, thereby increasing the appetite of young animals and promoting their growth. Neohesperidin dihydrochalcone is a very important flavonoid. It is made by converting and hydrogenating raw materials extracted from Rutaceae plants. It is a green food additive and is compared with other sweeteners. It has high sweetness, long aftertaste duration, good stability, low calories, and no adverse effects on human blood lipid levels and blood sugar levels. |
| preparation process | NHDC is a new type of natural high-power sweetener with high sweetness, no heat and high safety. it is called "nearly perfect" sweetener, and its application range is gradually expanded. The application of room temperature and high pressure instantaneous extraction technology saves 50% the amount of extraction solvent, reduces the extraction time by 80%, reduces energy consumption by 30%, and increases the yield by more than 20%. The technical application of membrane concentration solves the problem of high concentration energy consumption in production, reduces energy consumption by more than 50%, and retains its heat-sensitive active components. By adding 10~20 glucosyl groups to the branched chain by enzyme technology, the problem of low solubility of NHDC in cold water is solved, and the application range of NHDC is greatly expanded. |
| Production method | Neohesperidin is extracted from the peel of citrus lime (Citrus aurantium English name Seville orange) with water, and then the naringin and hesperetin are removed according to the solubility in water. It is then dissolved in KOH liquid, in the presence of a palladium-carbon catalyst, pressurized hydrogenation, then filtered, acidified, crystallized at low temperature and recrystallized. |
Last Update：2024-04-09 02:00:07
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