W381101

Sigma-Aldrich

Neohesperidin dihydrochalcone

≥96%, FG

Synonym(s):
NHDC, 1-(4-((2-O-[6-Deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone
Empirical Formula (Hill Notation):
C28H36O15
CAS Number:
Molecular Weight:
612.58
FEMA Number:
3811
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
16.061
NACRES:
NA.21

Quality Level

biological source

synthetic

grade

FG
Halal
Kosher

Agency/Method

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012

assay

≥96%

mp

156-158 °C (lit.)

Documentation

see Safety & Documentation for available documents

Featured Industry

Flavors and Fragrances

Organoleptic

odorless

food allergen

no known allergens

fragrance allergen

no known allergens

storage temp.

2-8°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 mainly used as a sweetener and flavoring agent. It can be prepared by the hydrogenation of neohesperidin, a bitter flavonone found in citrus fruits.

Packaging

25, 100 g in poly bottle

Other Notes

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Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Neohesperidin dihydrochalcone; an updated review on a naturally derived sweetener and flavor potentiator.
Pratter PJ
Perfumer & Flavorist (1980)
Alternative Sweeteners, 87-104 null
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...

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