Identification | More | [Name]
Neosperidin dihydrochalcone | [CAS]
20702-77-6 | [Synonyms]
1-[4-[[2-O-(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)-BETA-D-GLUCOPYRANOSYL]OXY]-2,6-DIHYDROXYPHENYL]-3-(3-HYDROXY-4-METHOXYPHENYL)-1-PROPANONE E-959 FEMA 3811 NEOHESPERIDIN DIHYDROCHALCONE NEOHESPERIDIN DIHYDROCHALCONE HYDRATE NEOHESPERIDINE DC NEOHESPERIDINE DIHYDROCHALCONE NEOHESPERIDINE DIHYDROCHALCONE HYDRATE neosperidin dihydrochalcone beta-d--(6-deoxy-alpha-l-mannopyranosyl) glucopyranoside,3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl-2-o nci-c60764 neohesperidin dihydrochalcone from*citrus fruit Neosperidin Dihydro halcone NEOHESPERIDIN DIHYDROCHALCONE 85+% Neohesperidine hydrate 1-Propanone, 1-4-2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyloxy-2,6-dihydroxyphenyl-3-(3-hydroxy-4-methoxyphenyl)- 1-(4-((2-o-[6-deoxy-α-l-mannopyranosyl]-β-d-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone Neohesperidin Dihydrochalcone ( NHDC ) BETA-NEOHESPERIDINDIHYDROCHALCONE | [EINECS(EC#)]
243-978-6 | [Molecular Formula]
C28H38O16 | [MDL Number]
MFCD03840557 | [Molecular Weight]
630.59 | [MOL File]
20702-77-6.mol |
Chemical Properties | Back Directory | [Melting point ]
156-158 °C(lit.)
| [Boiling point ]
927.1±65.0 °C(Predicted) | [density ]
1.61±0.1 g/cm3(Predicted) | [vapor pressure ]
0Pa at 20℃ | [FEMA ]
3811 | [storage temp. ]
−20°C
| [solubility ]
Practically insoluble in water, freely soluble in dimethyl sulfoxide, soluble in methanol, practically insoluble in methylene chloride. | [form ]
crystalline
| [pka]
6.85±0.40(Predicted) | [color ]
light yellow
| [Odor]
at 100.00 %. bland odor | [Odor Type]
odorless | [Water Solubility ]
Insoluble | [Merck ]
6452 | [Stability:]
Hygroscopic | [InChIKey]
ITVGXXMINPYUHD-CUVHLRMHSA-N | [LogP]
0.67 at 20℃ | [CAS DataBase Reference]
20702-77-6(CAS DataBase Reference) | [EPA Substance Registry System]
20702-77-6(EPA Substance) |
Hazard Information | Back Directory | [General Description]
Off-white crystals or powder. Insoluble in water. | [Reactivity Profile]
NEOHESPERIDIN DIHYDROCHALCONE(20702-77-6) is a ether-alcohol derivative. The ether being relatively unreactive. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert alcohols to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
The flash point of this material has not been determined, but NEOHESPERIDIN DIHYDROCHALCONE is probably combustible. | [Chemical Properties]
Crystal | [Chemical Properties]
Neohesperidin dihydrochalcone occurs as a white or yellowishwhite powder with an intensely sweet taste. | [Uses]
Preparation from Naringen, a flavanone glycoside occurring naturally in grapefruit. It is used as sweetening agent, especially in chewing gum and dentifrices. | [Uses]
Sweetening agent, especially in chewing gum and dentifrices. | [Definition]
ChEBI: A member of the dihydrochalcones that is 3,2',4',6'-tetrahydroxy-4-methoxydihydrochalcone attached to a neohesperidosyl residue at position 4' via glycosidic linkage. It is found in sweet orange. | [Production Methods]
Neohesperidin dihydrochalcone is synthesized commercially from
either of the bitter-flavanones neohesperidin or naringin by catalytic
hydrogenation under alkaline conditions in a process first described
in the 1960s, in which neohesperidin is purified by recrystallization from water solutions.Neohesperidin dihydrochalcone is obtained
by the alkaline hydrogenation of neohesperidin. | [Flammability and Explosibility]
Notclassified | [Pharmaceutical Applications]
Neohesperidin dihydrochalcone is a synthetic intense sweetening
agent approximately 1500–1800 times sweeter than sucrose and 20
times sweeter than saccharin. Structurally it is an analogue of
neohesperidin, a flavanone that occurs naturally in Seville oranges
(Citrus aurantium). Neohesperidin dihydrochalcone is used in
pharmaceutical and food applications as a sweetening agent and
flavor enhancer. The sweetness profile is characterized by a
lingering sweet/menthol-like aftertaste.The typical level used in
foods is 1–5 ppm although much higher levels may be used in
certain applications such as chewing gum. Synergistic effects occur
with other intense and bulk sweeteners such as acesulfame K,
aspartame, polyols, and saccharin.
In pharmaceutical applications, neohesperidin dihydrochalcone
is useful in masking the unpleasant bitter taste of a number of drugs such as antacids, antibiotics, and vitamins. In antacid preparations,
levels of 10–30 ppm result in improved palatability. | [Safety]
Neohesperidin dihydrochalcone is accepted for use in food products
either as a sweetener or flavor modifier in a number of areas
including Europe, USA, Australia, New Zealand, and several
countries in Africa and Asia. It is also used in a number of oral
pharmaceutical formulations.
Animal toxicity studies suggest that neohesperidin dihydrochalcone
is a nontoxic, nonteratogenic, and noncarcinogenic material at
the levels used in foods and pharmaceuticals.In Europe, an
acceptable daily intake of 0–5 mg/kg body-weight has been
established. | [storage]
Neohesperidin dihydrochalcone is stable for over three years when
stored at room temperature.
Accelerated stability studies on aqueous solutions stored at
30–60°C and pH 1–7 for 140 days indicate that neohesperidin
dihydrochalcone solutions are likely to be stable for 12 months at
room temperature and pH 2–6.Solutions formulated with some
or all of the water replaced by solvents with a lower dielectric
constant are reported to have longer shelf-lives.
The bulk material should be stored in a cool, dry, place protected
from light. | [Regulatory Status]
GRAS listed. Accepted for use as a food additive in Europe. |
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