neohesperidin dihydrochalcone

neohesperidin DC

CAS: 20702-77-6 C28 H36 O15 MW: 612.58292000 odorless sweet

Identification

Nameneohesperidin dihydrochalcone
IUPAC1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
CAS Number20702-77-6
EINECS243-978-6
FDA UNII3X476D83QV
Molecular FormulaC28 H36 O15
Molecular Weight612.58292000
MDL NumberMFCD00017711
Nikkaji NumberJ2.757J

Regulatory

FDA/DG SANTE Petitions, Reviews, NoticesGRN 902
DG SANTE Food Flavourings16.061 neohesperidin dihydrochalcone
DG SANTE Food Additivesneohesperidin dihydrochalcone
FEMA Number3811
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)20702-77-6 ; NEOHESPERIDIN DIHYDROCHALCONE

Physical Properties

Appearance white to pale yellow powder (est)
Assay 96.00 to 100.00 sum of isomers
Food Chemicals Codex Listed No
Melting Point 156.00 to 158.00 °C. @ 760.00 mm Hg
Boiling Point 927.13 °C. @ 760.00 mm Hg (est)
Flash Point > 200.00 °F. TCC ( > 93.33 °C. )
logP (o/w) 0.205 (est)
Soluble in water, 342.1 mg/L @ 25 °C (est)

Cosmetic Information

CosIng['cosmetic data2', 'cosmetic data']
Cosmetic Usesflavoring agents

Organoleptic Properties

Odor Strength none
Odor Description
at 100.00 %.
No apparent odor
Odor sample from CA Aromatics Company Inc.
Taste Description at 10.00 ppm.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 [sex: M,F] > 5000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic and flavor agents
Recommendation for neohesperidin dihydrochalcone usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)12.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)1400 (μg/person/day)
Threshold of Concern90 (μg/person/day)
Structure ClassIII
baked goods5.00000
beverages(nonalcoholic)5.00000
beverages(alcoholic)5.00000
breakfast cereal8.00000
cheese3.00000
chewing gum200.00000
condiments / relishes2.00000
confectionery froastings3.00000
egg products2.00000
fats / oils4.00000
fish products2.00000
frozen dairy2.00000
fruit ices2.00000
gelatins / puddings3.00000
granulated sugar-
gravies3.00000
hard candy5.00000
imitation dairy3.00000
instant coffee / tea3.00000
jams / jellies2.00000
meat products2.00000
milk products3.00000
nut products3.00000
other grains3.00000
poultry2.00000
processed fruits2.00000
processed vegetables2.00000
reconstituted vegetables2.00000
seasonings / flavors3.00000
snack foods3.00000
soft candy4.00000
soups5.00000
sugar substitutes-
sweet sauces2.00000
Dairy products, excluding products of category 02.0 (01.0)2.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)4.00000
Edible ices, including sherbet and sorbet (03.0)1.00000
Processed fruit (04.1)2.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)2.00000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)3.00000
Bakery wares (07.0)4.00000
Meat and meat products, including poultry and game (08.0)2.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)2.00000
Eggs and egg products (10.0)2.00000
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)2.00000
Foodstuffs intended for particular nutritional uses (13.0)-
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)2.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)2.00000
Ready-to-eat savouries (15.0)2.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)-

Beijing Lys Chemicals Co, LTD.

From Grams to Tons

Fine chemical high-tech company which contains R&D, production, and sales.

View All Website 86-10-68418738 jiayanyong@lyschem.com

BOC Sciences

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Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

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ECSA Chemicals

Human Chemistry

ECSA Chemicals has been active since 1913 in the trading and international commerce of raw materials. With an organisation divided into industrial segments managed by specialists, it has become one of...

View All Website +41 91 695 88 00 marketing@ecsa.ch

Firmenich Inc.

We Create

We create perfumes and flavors for the World's most desirable brands.

View All Website +1 609 452 1000 Frederick.Keifer@firmenich.com

Glentham Life Sciences Ltd

The Chemical, Biochemical & Research Essentials Supplier

Glentham Life Sciences is a supplier of fine chemicals and raw materials with warehousing, laboratories and packaging facilities in the UK.

View All Website +44 (0) 1225 667798 info@glentham.com

FRUTAROM USA INC,

Flavor & Specialty Ingredients

Your preferred partner for flavour and fragrance success.

View All Website +44 (0) 1429 863 222 Sales.IFFIngredients@iff.com

Jiangyin Healthway International Trade Co., Ltd

Independent Ingredients Supplier

We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.

View All Website 86-510-86023169 info@healthwaychem.com

M&U International LLC

Steady supply & demand

Meeting customers increasing demands at home as well as abroad.

View All Website 908-359-9000 sales@mu-intel.com

O'Laughlin Industries Inc.

Manufacturer of chemicals and ingredients used in flavors, fragrances, food, beverages and cosmetics

Leading the Flavor and Fragrance Industry since 1980.

View All Website (973) 376-4600 olcorphk@hkstar.com

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

Sigma-Aldrich

Complete Supply Chain

The perfect blend of products and services that bring your creativity to life.

View All Website 800-244-1173 ff@sial.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

Tianjin Danjun International Trade Co., LTD.

Quality Products

We know the Chinese chemical market well.

View All Website +86-15822601686 songshasha@danjunchem.com

Qingdao Free Trade Zone United International Co Ltd

Quality Products

A partner in your supply chain solution.

View All Website +86-532-83893699 info@unitedint.com

Potential Uses

FL licorice FL sweet

Natural Occurrence

not found in nature orange pericarp

Synonyms

1-(4-((2-O-(6- deoxy-alpha-1-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one 1-(4-((2-O-(6- deoxy-alpha-1-mannopyranosyl)-beta-dextro-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl) propan-1-one 1-[4-[(2S,3R,4S,5S,6R)-4,5- dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one neo hesperidin DC PubMed: Protective effects of neohesperidin dihydrochalcone against carbon tetrachloride-induced oxidative damage in vivo and in vitro. PubMed: Dietary supplementation with lactose or artificial sweetener enhances swine gut Lactobacillus population abundance. PubMed: Application of a liquid chromatography-tandem mass spectrometry method to the pharmacokinetics, bioavailability and tissue distribution of neohesperidin dihydrochalcone in rats. PubMed: 4-methoxychalcone enhances cisplatin-induced oxidative stress and cytotoxicity by inhibiting the Nrf2/ARE-mediated defense mechanism in A549 lung cancer cells. PubMed: Occurrence of seven artificial sweeteners in the aquatic environment and precipitation of Tianjin, China. PubMed: [Simultaneous determination of twelve sweeteners and nine preservatives in foods by solid-phase extraction and LC-MS/MS]. PubMed: Evaluation of taste-masking effects of pharmaceutical sweeteners with an electronic tongue system. PubMed: 2-Hydroxychalcone and xanthohumol inhibit invasion of triple negative breast cancer cells. PubMed: Neohesperidin dihydrochalcone: presentation of a small molecule activator of mammalian alpha-amylase as an allosteric effector. PubMed: The content of high-intensity sweeteners in different categories of foods available on the Polish market. PubMed: Characterization and quantification of major constituents of Xue Fu Zhu Yu by UPLC-DAD-MS/MS. PubMed: Dihydrochalcone glycosides from Oxytropis myriophylla. PubMed: Determination of nine high-intensity sweeteners in various foods by high-performance liquid chromatography with mass spectrometric detection. PubMed: Retention behaviour of some high-intensity sweeteners on different SPE sorbents. PubMed: Expression of Na+/glucose co-transporter 1 (SGLT1) is enhanced by supplementation of the diet of weaning piglets with artificial sweeteners. PubMed: Analysis and occurrence of seven artificial sweeteners in German waste water and surface water and in soil aquifer treatment (SAT). PubMed: The binding site for neohesperidin dihydrochalcone at the human sweet taste receptor. PubMed: Antioxidant properties of neohesperidin dihydrochalcone: inhibition of hypochlorous acid-induced DNA strand breakage, protein degradation, and cell death. PubMed: Citrus flavonoids in fruit and traditional Chinese medicinal food ingredients in China. PubMed: Metabolic engineering of plant cells for biotransformation of hesperedin into neohesperidin, a substrate for production of the low-calorie sweetener and flavor enhancer NHDC. PubMed: Degradation of neohesperidin dihydrochalcone by human intestinal bacteria. PubMed: Cloning and expression of a phloretin hydrolase gene from Eubacterium ramulus and characterization of the recombinant enzyme. PubMed: Crystal architecture and conformational properties of the inclusion complex, neohesperidin dihydrochalcone-cyclomaltoheptaose (beta-cyclodextrin), by X-ray diffraction. PubMed: Oral zinc sulfate solutions inhibit sweet taste perception. PubMed: Embryotoxicity and teratogenicity study with neohesperidin dihydrochalcone in rats. PubMed: Some sweet and bitter tastants stimulate inhibitory pathway of adenylyl cyclase via melatonin and alpha 2-adrenergic receptors in Xenopus laevis melanophores. PubMed: Sense of taste in a new world monkey, the common marmoset: recordings from the chorda tympani and glossopharyngeal nerves. PubMed: Sweetener preference of C57BL/6ByJ and 129P3/J mice. PubMed: [Determination of neohesperidin dihydrochalcone in foods]. PubMed: Improved water solubility of neohesperidin dihydrochalcone in sweetener blends. PubMed: PROP (6-n-Propylthiouracil) tasting and sensory responses to caffeine,sucrose, neohesperidin dihydrochalcone and chocolate. PubMed: Neohesperidin dihydrochalcone is not a taste enhancer in aqueous sucrose solutions. PubMed: Synergism among ternary mixtures of fourteen sweeteners. PubMed: Effect of temperature, pH, and ions on sweet taste. PubMed: Transglycosylation of neohesperidin dihydrochalcone by Bacillus stearothermophilus maltogenic amylase. PubMed: An estimation of the detection and quantitation limits of neohesperidine DC by high-performance liquid chromatography. PubMed: Double functionality of sweeteners: a case of study. PubMed: Selective inhibition of sweetness by the sodium salt of +/-2-(4-methoxyphenoxy)propanoic acid. PubMed: In vitro scavenger and antioxidant properties of hesperidin and neohesperidin dihydrochalcone. PubMed: Lowering effect of phenolic glycosides on the rise in postprandial glucose in mice. PubMed: Validated high-performance liquid chromatographic method for quantitation of neohesperidine dihydrochalcone in foodstuffs. PubMed: Structure-taste correlations in sweet dihydrochalcone, sweet dihydroisocoumarin, and bitter flavone compounds. PubMed: Bitterness of sweeteners as a function of concentration. PubMed: Investigation of synergism in binary mixtures of sweeteners. PubMed: Adaptation of sweeteners in water and in tannic acid solutions. PubMed: Subchronic (13-week) oral toxicity of neohesperidin dihydrochalcone in rats. PubMed: High-potency sweeteners and dental health. PubMed: Sweet tastants stimulate adenylate cyclase coupled to GTP-binding protein in rat tongue membranes. PubMed: Liquid chromatographic determination of naringin and neohesperidin as a detector of grapefruit juice in orange juice. PubMed: Caffeine intensifies taste of certain sweeteners: role of adenosine receptor. PubMed: Gustatory reaction time to various sweeteners in human adults. PubMed: In vivo exposure to plant flavonols. Influence on frequencies of micronuclei in mouse erythrocytes and sister-chromatid exchange in rabbit lymphocytes. PubMed: Taste responses to neohesperidin dihydrochalcone in rats and baboon monkeys. PubMed: Genetic toxicological of some plant flavonoids by the micronucleus test. PubMed: Dihydrochalcone sweeteners. A study of the atypical temporal phenomena. PubMed: Sweeteners--an overview. Part. 1. PubMed: An exponential model for adaptation in taste. PubMed: Qualitative differences among sweeteners. PubMed: Saccharin and other sweeteners: mutagenic properties. PubMed: Nonnutritive sweeteners: taste-structure relationships for some new simple dihydrochalcones. PubMed: Liquid chromatography of neohesperidin dihydrochalcone.