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N8757

Sigma-Aldrich

Neohesperidin dihydrochalcone

≥95% (HPLC)

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Synonym(s):
1-(4-((2-O-[6-Deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone, NHDC
Empirical Formula (Hill Notation):
C28H36O15
CAS Number:
20702-77-6
Molecular Weight:
612.58
EC Number:
243-978-6
MDL number:
MFCD00017711
UNSPSC Code:
12352201
PubChem Substance ID:
24897690
NACRES:
NA.25

Quality Level

100

Assay

≥95% (HPLC)

form

powder

sweetness

1500 × sucrose

impurities

<12% water

color

white to off-white

mp

156-158 °C (lit.)

solubility

water: 50 mg/mL, clear, yellow

storage temp.

−20°C

SMILES string

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

InChI

1S/C28H36O15/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1

InChI key

ITVGXXMINPYUHD-CUVHLRMHSA-N

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General description

Neohesperidin dihydrochalcone is an artificial sweetener.

Application

Neohesperidin dihydrochalcone has been used in a study to assess levels of nine high-intensity sweeteners in various foods. It can be used as a therapeutic agent on reactive oxygen species-related inflammatory disease.

Biochem/physiol Actions

Flavonoid sweetening agent with potent antioxidant activity.

Other Notes

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R K Sahu et al.
Mutation research, 89(1), 69-74 (1981-05-01)
4 important flavonoid compounds, namely quercetin, kaempferol, neohesperidin dihydrochalcone and rutin, were administered to male mice for the detection of gross chromosomal anomalies by the micronucleus test. The first 3 compounds were positively clastogenic to different extents, whereas the 4th
J H Kroeze
Chemical senses, 25(5), 555-559 (2000-10-04)
Neohesperidin dihydrochalcone (NHDC) is an intensive sweetener, obtained by alkaline hydrogenation of neohesperidin. In this investigation a supposed taste enhancing effect of this substance was tested. A three-step procedure was used. In the first experiment, using a pool of 31
Agata Zygler et al.
Analytical and bioanalytical chemistry, 400(7), 2159-2172 (2011-04-06)
An analytical procedure involving solid-phase extraction (SPE) and high-performance liquid chromatography-mass spectrometry has been developed for the determination of nine high-intensity sweeteners authorised in the EU; acesulfame-K (ACS-K), aspartame (ASP), alitame (ALI), cyclamate (CYC), dulcin (DUL), neohesperidin dihydrochalcone (NHDC), neotame
A Ly et al.
Chemical senses, 26(1), 41-47 (2000-12-22)
The genetically determined ability to taste 6-n-propylthiouracil (PROP) has been linked with lowered acceptance of some bitter foods. Fifty-four women, aged 18-30 years, tasted and rated PROP-impregnated filter paper and seven solutions of PROP. Summed bitterness intensity ratings for PROP
Annett Braune et al.
Journal of agricultural and food chemistry, 53(5), 1782-1790 (2005-03-03)
The degradation of neohesperidin dihydrochalcone by human intestinal microbiota was studied in vitro. Human fecal slurries converted neohesperidin dihydrochalcone anoxically to 3-(3-hydroxy-4-methoxyphenyl)propionic acid or 3-(3,4-dihydroxyphenyl)propionic acid. Two transient intermediates were identified as hesperetin dihydrochalcone 4'-beta-d-glucoside and hesperetin dihydrochalcone. These metabolites
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