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Merck
CN

N8757

Neohesperidin dihydrochalcone

≥95% (HPLC)

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

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About This Item

Empirical Formula (Hill Notation):
C28H36O15
CAS Number:
20702-77-6
Molecular Weight:
612.58
NACRES:
NA.25
PubChem Substance ID:
24897690
UNSPSC Code:
12352201
EC Number:
243-978-6
MDL number:
MFCD00017711

Key Documents

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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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Related Categories

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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH4174
BCCB5687
BCBT8960
BCBR6156V
BCBR6156

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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
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
H Montijano et al.
Journal of chromatography. A, 758(1), 163-166 (1997-01-10)
An analytical method to detect and quantitate neohesperidine dihydrochalcone in foodstuffs has been developed and validated in soft-drink applications. The method was shown to be sufficiently precise, accurate, selective and rugged in quantitating neohesperidine DC both at flavouring (1-5 mg/kg)
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
Luciana Malpezzi et al.
Carbohydrate research, 339(12), 2117-2125 (2004-07-29)
The crystal structure of the host-guest noncovalent complex of cyclomaltoheptaose (beta-cyclodextrin, betaCD) with the O-diglycosyl flavonoid neohesperidin dihydrochalcone [(3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl-2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside, NDC] has been determined from single-crystal X-ray diffraction data collected at low temperature (130 K), using synchrotron radiation. The crystal data
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Global Trade Item Number

SKUGTIN
N8757-5G04061832965864
N8757-1G04061834118640

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