Basic information
- CAS
20702-77-6- Standard SMILES
COc1ccc(CCC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)cc2O)cc1O- InChIKey
ITVGXXMINPYUHD-CUVHLRMHSA-N- Molecular formula
- C28H36O15
- Average molar mass
- 612.6 g/mol
- Monoisotopic mass
- 612.20542044
Overview
Neohesperidin dihydrochalcone appears as off-white crystals or powder. Insoluble in water. (NTP, 1992)
Names & identifiers
- Preferred name
- Neohesperidin dihydrochalcone
- IUPAC
- 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
- English name
- Neosperidin dihydrochalcone
- Molecular formula
- C28H36O15
- Molecular weight
- 612.58
Names & synonyms
neohesperidin dihydrochalcone20702-77-6NhdcNeohesperidin dcNeohesperidin dhcCitrosaNeohesperidine dihydrochalconeneohesperidine DCDTXSID3025706neohesperidin dihydrochaloneNCI-C60764FEMA NO. 3811
Show more names
FEMA 3811E-959Neo-DHCHappy Sweet
3X476D83QV1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-oneDTXCID305706CHEBI:835351-Propanone, 1-[4-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-Glucopyranoside, 3,5-dihydroxy-4-(3-hydroxy-4-methoxyhydrocinnamoyl)phenyl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-1-Propanone, 1-(4-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-1-(4-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
Database identifiers
- CAS
20702-77-6
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 245 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 15
- Rotatable bonds
- 10
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 882
Experimental & physicochemical properties
FragrancesFragrance Ingredient (Neohesperidin dihydrochalcone) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
Insoluble (<1 mg/ml) (NTP, 1992)
Freely soluble in hot water, very slightly soluble in cold water, practically insoluble in ether and benzene
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point313 to 313 °F (NTP, 1992)
Physical Description
Neohesperidin dihydrochalcone appears as off-white crystals or powder. Insoluble in water. (NTP, 1992)
Off-white, odourless, crystalline powder. Approximately between 1 000 and 1 800 times as sweet as sucrose
Physicochemical properties
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 99% (101 of 102) of all reports.
Not Classified
Aggregated GHS information provided per 102 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Regulation (EC) No 1831/2003 (amended)
REACH registered substance: 1-[4-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one (EC: 243-978-6)
1-Propanone, 1-4-2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyloxy-2,6-dihydroxyphenyl-3-(3-hydroxy-4-methoxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard
Fire HazardsThe flash point of this material has not been determined, but it is probably combustible. (NTP, 1992)
Reactive GroupAlcohols and Polyols
Reactivity Profile
NEOHESPERIDIN DIHYDROCHALCONE 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 and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesNot Classified
Chemistry & industry
Uses & manufacturing
Use Classification
Food additives
Fragrance Ingredients
Applications
UsesNeohesperidin dihydrochalcone hydrate, is a flavonoid sweetening agent with potent antioxidant activity. It is antioxidant agent. artificial sweetener, especially in chewing gum and dentifrices.
UsesPreparation from Naringen, a flavanone glycoside occurring naturally in grapefruit. It is used as sweetening agent, especially in chewing gum and dentifrices.
General DescriptionOff-white crystals or powder. Insoluble in water.
Preparation methods
PreparationNeosperidin dihydrochalcone is produced from Neohespendin (an isomer of Hesperidin), derived from the peel of the Seville Orange.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Related reactions
3 records
Compound notes
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