Neohesperidin dihydrochalcone

Neohesperidin dihydrochalcone[1]
Names
IUPAC name
1-{2,6-Dihydroxy-4-[α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyloxy]phenyl}-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
Systematic IUPAC name
(12S,13R,14R,15R,16S,32S,33R,34S,35S,36R)-13,14,15,34,35,53,55,93-Octahydroxy-36-(hydroxymethyl)-94-methoxy-16-methyl-2,4-dioxa-1(2),3(3,2)-bis(oxana)-5(1,4),9(1)-dibenzenanonaphan-6-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.039.965 Edit this at Wikidata
E number E959 (glazing agents, ...)
UNII
  • 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 ☒N
    Key: ITVGXXMINPYUHD-CUVHLRMHSA-N ☒N
  • InChI=1/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
    Key: ITVGXXMINPYUHD-CUVHLRMHBZ
  • C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC(=C(C=C4)OC)O)O)CO)O)O)O)O)O
Properties
C28H36O15
Molar mass 612.58 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Neohesperidin dihydrochalcone, sometimes abbreviated to neohesperidin DC or simply NHDC, is an artificial sweetener derived from citrus.

It is particularly effective in masking the bitter tastes of other compounds found in citrus, including limonin and naringin. Industrially, it is produced by extracting neohesperidin from the bitter orange, and then hydrogenating this to make NHDC.

  1. ^ Merck Index, 11th Edition, 6367.