A semisynthetic glycoside chalcone and artificial sweetener
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Neohesperidin dihydrochalcone

Item No. 28510

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[4-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-1-propanone
CAS Number
20702-77-6
Synonyms
  • NHDC
Molecular Formula
C28H36O15
Formula Weight
612.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 25 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): Partially soluble
λmax
225, 284 nm
SMILES
COC1=C(O)C=C(CCC(C2=C(O)C=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3OC4[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O4)C=C2O)=O)C=C1
InChi Code
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-JKDQZHIOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $41

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    5 g

    $157

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    10 g

    $274

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    25 g

    $487

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    Product Description

    Neohesperidin dihydrochalcone (NHDC) is a semisynthetic glycoside chalcone, an artificial sweetener, and a derivative of neohesperidin (Item No. 23028).1,2 It scavenges 59.9, 66.7, 6.3, and 20% of 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805), ABTS (Item No. 27317), superoxide, and hydroxyl radicals, respectively, in cell-free assays when used at a concentration of 50 μM.3 NHDC (200 mg/kg per day) inhibits decreases in hepatic GSH levels and increases in serum aspartate aminotransferase (AST) and alanine transaminase (ALT) activity and hepatic levels of reactive oxygen species (ROS), thiobarbituric acid reactive substances (TBARS), NF-κB, IL-6, IL-1β, and TNF-α in a mouse model of acute liver injury induced by paraquat.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Braune, A., Engst, W., and Blaut, M. Degradation of neohesperidin dihydrochalcone by human intestinal bacteria. J. Agric. Food Chem. 53(5), 1782-1790 (2005).

    2. Shi, Q., Song, X., Fu, J., et al. Artificial sweetener neohesperidin dihydrochalcone showed antioxidative, anti-inflammatory and anti-apoptosis effects against paraquat-induced liver injury in mice. Int. Immunopharmacol. 29(2), 722-729 (2015).

    3. Su, C., Xia, X., Shi, Q., et al. Neohesperidin dihydrochalcone versus CCl₄-induced hepatic injury through different mechanisms: The implication of free radical scavenging and Nrf2 activation. J. Agric. Food Chem. 63(22), 5468-5475 (2015).