Neosperidin dihydrochalcone CAS 20702-77-6
Introduction：Basic information about Neosperidin dihydrochalcone CAS 20702-77-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Neosperidin dihydrochalcone Basic information
| Product Name: | Neosperidin dihydrochalcone |
| Synonyms: | Neohesperidin dihydrochalcone ,EP;Neohesperidin dihydrochalcone, froM Citrus MaxiMa;Newhesperidinchalconetwohydrogen;Neohesperidin dihydrochalcone SynonyMs 1-(4-((2-O-[6-Deoxy-alpha-L-Mannopyranosyl]-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-Methoxyphenyl]-1-propanone;1-Propanone, 1-[4-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-;Neohesperidine Dihydrochalcone (100 mg);1-Propanone, 1-4-2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyloxy-2,6-dihydroxyphenyl-3-(3-hydroxy-4-methoxyphenyl)-;1-(4-((2-o-[6-deoxy-α-l-mannopyranosyl]-β-d-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone |
| CAS: | 20702-77-6 |
| MF: | C28H36O15 |
| MW: | 612.58 |
| EINECS: | 243-978-6 |
| Product Categories: | reagent;standard substance;Inhibitors;Chalcones;Biochemistry;Disaccharides;Glycosides;Sugars;Natural Plant Extract;Food Additives;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Aromatics;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;CITRIMORE |
| Mol File: | 20702-77-6.mol |
Neosperidin dihydrochalcone Chemical Properties
| Melting point | 156-158 °C(lit.) |
| Boiling point | 927.1±65.0 °C(Predicted) |
| density | 1.61±0.1 g/cm3(Predicted) |
| vapor pressure | 0Pa at 20℃ |
| FEMA | 3811 | NEOHESPERIDIN DIHYDROCHALCONE |
| storage temp. | Sealed in dry,Store in freezer, under -20°C |
| solubility | Practically insoluble in water, freely soluble in dimethyl sulfoxide, soluble in methanol, practically insoluble in methylene chloride. |
| pka | 6.85±0.40(Predicted) |
| form | crystalline |
| color | light yellow |
| Odor | at 100.00 %. bland odor |
| Odor Type | odorless |
| biological source | synthetic |
| Water Solubility | Insoluble |
| Merck | 14,6452 |
| Stability: | Hygroscopic |
| Major Application | flavors and fragrances |
| Cosmetics Ingredients Functions | FLAVOURING FRAGRANCE PERFUMING |
| InChIKey | ITVGXXMINPYUHD-CUVHLRMHSA-N |
| SMILES | COc1ccc(CCC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)cc2O)cc1O |
| LogP | 0.67 at 20℃ |
| CAS DataBase Reference | 20702-77-6(CAS DataBase Reference) |
| EPA Substance Registry System | Neohesperidin dihydrochalcone (20702-77-6) |
Safety Information
| WGK Germany | 3 |
| RTECS | LZ5785000 |
| HS Code | 29389090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
| Chemical Properties | Neohesperidin dihydrochalcone occurs as a white or yellowish white powder with an intensely sweet taste. The sweetness is about 1500-1800 times that of sucrose, and its sweetness time is slightly later than saccharin sodium and much faster than glycyrrhizin (5:7:23s). The sweetness retention time of the three is 42:57:133s, which is also between Between the two, it is closer to sodium saccharin. It is soluble in water, slightly soluble in ethanol, but insoluble in ether and benzene. |
| Uses | Preparation from Naringen, a flavanone glycoside occurring naturally in grapefruit. It is used as sweetening agent, especially in chewing gum and dentifrices. |
| Uses | Neohesperidin dihydrochalcone hydrate, is a flavonoid sweetening agent with potent antioxidant activity. It is antioxidant agent. artificial sweetener, especially in chewing gum and dentifrices. |
| Production Methods | Neohesperidin dihydrochalcone is synthesized commercially fromeither of the bitter-flavanones neohesperidin or naringin by catalytichydrogenation under alkaline conditions in a process first describedin the 1960s, in which neohesperidin is purified by recrystallization from water solutions.Neohesperidin dihydrochalcone is obtainedby the alkaline hydrogenation of neohesperidin. |
| Preparation | Neosperidin dihydrochalcone is produced from Neohespendin (an isomer of Hesperidin), derived from the peel of the Seville Orange. |
| Definition | ChEBI: Neohesperidin dihydrochalcone is a member of the dihydrochalcones that is 3,2',4',6'-tetrahydroxy-4-methoxydihydrochalcone attached to a neohesperidosyl residue at position 4' via glycosidic linkage. It is found in sweet orange. It has a role as an environmental contaminant, a xenobiotic, a plant metabolite and a sweetening agent. It is a neohesperidoside, a disaccharide derivative and a member of dihydrochalcones. |
| General Description | Off-white crystals or powder. Insoluble in water. |
| Air & Water Reactions | Insoluble in water. |
| Reactivity Profile | Neosperidin dihydrochalcone is a ether-alcohol derivative. The ether being relatively unreactive. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert alcohols to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. |
| Fire Hazard | The flash point of Neosperidin dihydrochalcone has not been determined, but Neosperidin dihydrochalcone is probably combustible. |
| Flammability and Explosibility | Not classified |
| Pharmaceutical Applications | Neohesperidin dihydrochalcone is a synthetic intense sweeteningagent approximately 1500–1800 times sweeter than sucrose and 20times sweeter than saccharin. Structurally it is an analogue ofneohesperidin, a flavanone that occurs naturally in Seville oranges(Citrus aurantium). Neohesperidin dihydrochalcone is used inpharmaceutical and food applications as a sweetening agent andflavor enhancer. The sweetness profile is characterized by alingering sweet/menthol-like aftertaste.The typical level used infoods is 1–5 ppm although much higher levels may be used incertain applications such as chewing gum. Synergistic effects occurwith other intense and bulk sweeteners such as acesulfame K,aspartame, polyols, and saccharin. In pharmaceutical applications, neohesperidin dihydrochalconeis useful in masking the unpleasant bitter taste of a number of drugs such as antacids, antibiotics, and vitamins. In antacid preparations,levels of 10–30 ppm result in improved palatability. |
| Biological Activity | Flavonoid sweetening agent with potent antioxidant activity. |
| Safety | Neohesperidin dihydrochalcone is accepted for use in food productseither as a sweetener or flavor modifier in a number of areasincluding Europe, USA, Australia, New Zealand, and severalcountries in Africa and Asia. It is also used in a number of oralpharmaceutical formulations. Animal toxicity studies suggest that neohesperidin dihydrochalconeis a nontoxic, nonteratogenic, and noncarcinogenic material atthe levels used in foods and pharmaceuticals.In Europe, anacceptable daily intake of 0–5 mg/kg body-weight has beenestablished. |
| storage | Neohesperidin dihydrochalcone is stable for over three years whenstored at room temperature. Accelerated stability studies on aqueous solutions stored at30–60°C and pH 1–7 for 140 days indicate that neohesperidindihydrochalcone solutions are likely to be stable for 12 months atroom temperature and pH 2–6.Solutions formulated with someor all of the water replaced by solvents with a lower dielectricconstant are reported to have longer shelf-lives. The bulk material should be stored in a cool, dry, place protectedfrom light. |
| Regulatory Status | GRAS listed. Accepted for use as a food additive in Europe. |
Neosperidin dihydrochalcone Preparation Products And Raw materials
| Raw materials | Hesperetin-->Naringin-->Neohesperidin |
