Neohesperidin

For research use only. Not for therapeutic Use.

  • CAT Number: I013650
  • CAS Number: 13241-33-3
  • Molecular Formula: C28H34O15
  • Molecular Weight: 610.56
  • Purity: ≥95%
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Neohesperidin (Cat No.: I013650) is a flavonoid glycoside predominantly found in citrus fruits, particularly bitter oranges. It is known for its antioxidant, anti-inflammatory, and potential anti-carcinogenic properties. Upon hydrolysis, it yields neohesperetin, which contributes to various biological effects. Neohesperidin is also used in the food industry, especially in its hydrogenated form—neohesperidin dihydrochalcone (NHDC)—as an intense sweetener and flavor enhancer. It has been studied for cardiovascular and metabolic benefits, including lipid-lowering and vascular-protective effects. It is generally well-tolerated and used in dietary supplements.


CAS Number 13241-33-3
Synonyms

(2S)-7-[(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-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one

Molecular Formula C28H34O15
Purity ≥95%
IUPAC Name (2S)-7-[(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-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
InChI InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-17(41-18(20)7-12)11-3-4-16(38-2)13(30)5-11/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
InChIKey ARGKVCXINMKCAZ-UZRWAPQLSA-N
SMILES CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)CO)O)O)O)O)O
Reference

[1]. Lee JH, et al. Protective effects of neohesperidin and poncirin isolated from the fruits of Poncirus trifoliata on potential gastric disease. Phytother Res. 2009 Dec;23(12):1748-53.
[Content Brief]

[2]. Xu F, et al. Neohesperidin induces cellular apoptosis in human breast adenocarcinoma MDA-MB-231 cells via activating the Bcl-2/Bax-mediated signaling pathway. Nat Prod Commun. 2012 Nov;7(11):1475-8.
[Content Brief]

[3]. Jia S, et al. Hypoglycemic and hypolipidemic effects of neohesperidin derived from Citrus aurantium L. in diabetic KK-A(y) mice. Food Funct. 2015 Mar;6(3):878-86.
[Content Brief]

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