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N8757

Sigma-Aldrich

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:
Molecular Weight:
612.58
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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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
Ahuva Frydman et al.
Journal of agricultural and food chemistry, 53(25), 9708-9712 (2005-12-08)
Neohesperidin dihydrochalcone (NHDC) is a seminatural, safe, low-calorie sweetener, bitterness blocker, and flavor enhancer with unique properties and applications for the food, beverage, pharmaceutical, and animal feed industries. Current production is limited by the availability of the substrate neohesperidin, a
M Naim et al.
Physiology & behavior, 28(6), 979-986 (1982-06-01)
Preference-aversion behavior to solutions containing neohesperidin dihydrochalcone (NHDHC) was studied rats and baboon monkeys. Electrophysiological responses evoked by application of NHDHC solutions to taste receptors innervated by the chorda tympani and the glossopharyngeal nerves were also measured. As a group
An exponential model for adaptation in taste.
J F Gent
Sensory processes, 3(4), 303-316 (1979-12-01)
J S Cho et al.
Journal of agricultural and food chemistry, 48(2), 152-154 (2000-02-26)
Neohesperidin dihydrochalcone (NHDC), a sweet compound derived from citrus fruits, was modified to a series of its oligosaccharides by transglycosylation activity of Bacillus stearothermophilus maltogenic amylase (BSMA). Maltotriose as a donor was reacted with NHDC as an acceptor to glycosylate

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