Category: cosmetic and flavor agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | white to pale yellow powder (est) |
Assay: | 96.00 to 100.00 % sum of isomers
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Food Chemicals Codex Listed: | No |
Melting Point: | 156.00 to 158.00 °C. @ 760.00 mm Hg
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Boiling Point: | 927.13 °C. @ 760.00 mm Hg (est)
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Flash Point: | > 200.00 °F. TCC ( > 93.33 °C. )
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logP (o/w): | 0.205 (est) |
Soluble in: |
| water, 342.1 mg/L @ 25 °C (est) |
Organoleptic Properties:
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Odor Type: odorless |
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Odor Strength: | none |
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Odor Description: at 100.00 %. | bland odor Luebke, William tgsc, (1999) |
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Odor Description:
| No apparent odor Mosciano, Gerard P&F 20, No. 1, 31, (1995) |
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Flavor Type: sweet |
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| licorice sweet |
Taste Description: at 10.00 ppm. | Licorice-like with a lingering sweetness Mosciano, Gerard P&F 20, No. 1, 31, (1995) |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | None - None found. |
S 02 - Keep out of the reach of children. S 22 - Do not breath dust. S 24/25 - Avoid contact with skin and eyes.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
oral-rat LD50 [sex: M,F] > 5000 mg/kg (Nutrilite, 1980)
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Category: | cosmetic and flavor agents |
Recommendation for neohesperidin dihydrochalcone usage levels up to: | | not for fragrance use.
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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 Concern: | 90 (μg/person/day) |
Structure Class: | III |
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
publication number: 17. Update in publication number(s): 18, 20, 23, 25, 28 |
Click here to view publication 17 |
| average usual ppm | average maximum ppm |
baked goods: | 5.00000 | 7.00000 |
beverages(nonalcoholic): | 5.00000 | 15.00000 |
beverages(alcoholic): | 5.00000 | 15.00000 |
breakfast cereal: | 8.00000 | 20.00000 |
cheese: | 3.00000 | 4.00000 |
chewing gum: | 200.00000 | 300.00000 |
condiments / relishes: | 2.00000 | 3.00000 |
confectionery froastings: | 3.00000 | 3.00000 |
egg products: | 2.00000 | 3.00000 |
fats / oils: | 4.00000 | 4.00000 |
fish products: | 2.00000 | 3.00000 |
frozen dairy: | 2.00000 | 8.00000 |
fruit ices: | 2.00000 | 3.00000 |
gelatins / puddings: | 3.00000 | 8.00000 |
granulated sugar: | - | - |
gravies: | 3.00000 | 4.00000 |
hard candy: | 5.00000 | 15.00000 |
imitation dairy: | 3.00000 | 10.00000 |
instant coffee / tea: | 3.00000 | 6.00000 |
jams / jellies: | 2.00000 | 3.00000 |
meat products: | 2.00000 | 3.00000 |
milk products: | 3.00000 | 10.00000 |
nut products: | 3.00000 | 4.00000 |
other grains: | 3.00000 | 4.00000 |
poultry: | 2.00000 | 3.00000 |
processed fruits: | 2.00000 | 3.00000 |
processed vegetables: | 2.00000 | 3.00000 |
reconstituted vegetables: | 2.00000 | 3.00000 |
seasonings / flavors: | 3.00000 | 4.00000 |
snack foods: | 3.00000 | 3.00000 |
soft candy: | 4.00000 | 10.00000 |
soups: | 5.00000 | 7.00000 |
sugar substitutes: | - | - |
sweet sauces: | 2.00000 | 3.00000 |
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Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i). |
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm. |
| average usage mg/kg | maximum usage mg/kg |
Dairy products, excluding products of category 02.0 (01.0): | 2.00000 | 3.00000 |
Fats and oils, and fat emulsions (type water-in-oil) (02.0): | 4.00000 | 4.00000 |
Edible ices, including sherbet and sorbet (03.0): | 1.00000 | 2.00000 |
Processed fruit (04.1): | 2.00000 | 3.00000 |
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | - | - |
Confectionery (05.0): | 2.00000 | 4.00000 |
Chewing gum (05.0): | - | - |
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | 3.00000 | 3.00000 |
Bakery wares (07.0): | 4.00000 | 4.00000 |
Meat and meat products, including poultry and game (08.0): | 2.00000 | 3.00000 |
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | 2.00000 | 3.00000 |
Eggs and egg products (10.0): | 2.00000 | 3.00000 |
Sweeteners, including honey (11.0): | - | - |
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | 2.00000 | 3.00000 |
Foodstuffs intended for particular nutritional uses (13.0): | - | - |
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 2.00000 | 3.00000 |
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | 2.00000 | 3.00000 |
Ready-to-eat savouries (15.0): | 2.00000 | 5.00000 |
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | - | - |
Safety References:
European Food Safety Athority(EFSA): | Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
European Food Safety Authority (EFSA) reference(s): |
Flavouring Group Evaluation 32 (FGE.32): Flavonoids (Flavanones and dihydrochalcones) from chemical groups 25 and 30 View page or View pdf |
Scientific Opinion on the safety and efficacy of neohesperidine dihydrochalcone when used as a sensory additive for piglets, pigs for fattening, calves for rearing and fattening, lambs for rearing and fattening, dairy sheep, ewes for reproduction, salmonids and dogs View page or View pdf |
Scientific Opinion on the safety of neohesperidine dihydrochalcone as a sensory additive for fish View page or View pdf |
EPI System: | View |
Chemical Carcinogenesis Research Information System: | Search |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA GENetic TOXicology: | Search |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 30231 |
National Institute of Allergy and Infectious Diseases: | Data |
WGK Germany: | 3 |
| 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 |
Chemidplus: | 0020702776 |
EPA/NOAA CAMEO: | hazardous materials |
RTECS: | LZ5785000 for cas# 20702-77-6 |
References:
| 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 |
NIST Chemistry WebBook: | Search Inchi |
Pubchem (cid): | 30231 |
Pubchem (sid): | 134994277 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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 |
Articles:
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. |
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