Superiority:
Product Name: Neosperidin dihydrochalcone
Synonyms: NEDC Neohesperidin dihydrochalcone;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);neohesperidi dihydrochalcone
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;Aromatics;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;CITRIMORE
Mol File: 20702-77-6.mol
Neosperidin dihydrochalcone Structure
Neosperidin dihydrochalcone Chemical Properties
Melting point 156-158 °C(lit.)
FEMA 3811 | NEOHESPERIDIN DIHYDROCHALCONE
storage temp. −20°C
solubility Practically insoluble in water, freely soluble in dimethyl sulfoxide, soluble in methanol, practically insoluble in methylene chloride.
form crystalline
color light yellow
Water Solubility Insoluble
Merck 14,6452
InChIKey ITVGXXMINPYUHD-CUVHLRMHSA-N
CAS DataBase Reference 20702-77-6(CAS DataBase Reference)
EPA Substance Registry System 1-Propanone, 1-[4-[[2-O-(6-deoxy-.alpha.- L-mannopyranosyl)-.beta.- D-glucopyranosyl]oxy]-2,6- dihydroxyphenyl]-3-(3-hydroxy- 4-methoxyphenyl)-(20702-77-6)
Safety Information
WGK Germany 3
RTECS LZ5785000
HS Code 29389090
MSDS Information
Provider Language
1-(4-((2-O-[6-Deoxy-alpha-L-mannopyranosyl]-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone English
SigmaAldrich English
Neosperidin dihydrochalcone Usage And Synthesis
Chemical Properties Crystal
Chemical Properties Neohesperidin dihydrochalcone occurs as a white or yellowishwhite powder with an intensely sweet taste.
Uses Preparation from Naringen, a flavanone glycoside occurring naturally in grapefruit. It is used as sweetening agent, especially in chewing gum and dentifrices.
Uses Sweetening agent, especially in chewing gum and dentifrices.
Definition ChEBI: 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.
Production Methods Neohesperidin dihydrochalcone is synthesized commercially from either of the bitter-flavanones neohesperidin or naringin by catalytic hydrogenation under alkaline conditions in a process first described in the 1960s, in which neohesperidin is purified by recrystallization from water solutions.Neohesperidin dihydrochalcone is obtained by the alkaline hydrogenation of neohesperidin.
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.
Pharmaceutical Applications Neohesperidin dihydrochalcone is a synthetic intense sweetening agent approximately 1500–1800 times sweeter than sucrose and 20 times sweeter than saccharin. Structurally it is an analogue of neohesperidin, a flavanone that occurs naturally in Seville oranges (Citrus aurantium). Neohesperidin dihydrochalcone is used in pharmaceutical and food applications as a sweetening agent and flavor enhancer. The sweetness profile is characterized by a lingering sweet/menthol-like aftertaste.The typical level used in foods is 1–5 ppm although much higher levels may be used in certain applications such as chewing gum. Synergistic effects occur with other intense and bulk sweeteners such as acesulfame K, aspartame, polyols, and saccharin.
In pharmaceutical applications, neohesperidin dihydrochalcone is 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.
Safety Neohesperidin dihydrochalcone is accepted for use in food products either as a sweetener or flavor modifier in a number of areas including Europe, USA, Australia, New Zealand, and several countries in Africa and Asia. It is also used in a number of oral pharmaceutical formulations.
Animal toxicity studies suggest that neohesperidin dihydrochalcone is a nontoxic, nonteratogenic, and noncarcinogenic material at the levels used in foods and pharmaceuticals.In Europe, an acceptable daily intake of 0–5 mg/kg body-weight has been established.
storage Neohesperidin dihydrochalcone is stable for over three years when stored at room temperature.
Accelerated stability studies on aqueous solutions stored at 30–60°C and pH 1–7 for 140 days indicate that neohesperidin dihydrochalcone solutions are likely to be stable for 12 months at room temperature and pH 2–6.Solutions formulated with some or all of the water replaced by solvents with a lower dielectric constant are reported to have longer shelf-lives.
The bulk material should be stored in a cool, dry, place protected from light.
Regulatory Status GRAS listed. Accepted for use as a food additive in Europe.
Details:
Henan CoreyChem Co., Ltd, based on the original Zhengzhou Cote Chemical Research Institute, be brave in absorbing highly educated talents & overseas returnees; actively responded to Zhengzhou City High-tech Zone Government’s Special Care Policy, reorganized and founded in National University of Science and Technology Park, which is a high-tech, stock enterprise of high-end chemical Custom synthesis;The park was created by the People's Government of Henan Province, and proved by Ministry of Education and the National Science & Technology, taking the construction mode of "many college a park, and common development", mainly depends on Zhengzhou University and Henan University’s scientific research and talent advantage to set up Universities, scientific research institute and enterprise scientific research achievements transformation platform, to make high-tech enterprises incubate, is the new high-tech talent gathering base, high and new technology industry enterprise radiation base, colleges and universities technological innovation base.
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Our R&D center building area is 811 square meters, with 3 contributing proffesor of technical advisor, 4 Dr., 10 masters, and 28 research staff. Our level of chemical synthesis is known to the industry. So we have accumulated rich experience in synthetic methods design and exploring the synthesis of new technology. Not only we are good in heterocyclic chemistry, chiral chemistry (asymmetric synthesis and enzyme reactions), metal organic synthesis, high throughput chemistry, also specializes in bioorganic chemistry, including nucleosides, nucleotides, sugar chemistry, peptide chemistry. R & D center has many sets of 10 liters, 20 liters, 50 liters, 100L multifunction high and low pressure reaction still, rotary evaporator, anhydrous anaerobic reaction devices, hydrogenation equipment, cryogenic process (-120 degrees) equipment, to complete mg level custom synthesis and kg level process development experiments. The Existing 600M NMR, LCMS, Fourier Infrared Spectrometer, liquid chromatography, differentialscanning calorimetry, and other advanced detection equipment areto ensure quality and efficient completion of R&D projects. So far our completed custom synthesis products is more than 5300 species, where dozens of them are non-CAS declaration products, almost including all types of organic reactions.
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