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Chemical Structure| 13241-33-3 Chemical Structure| 13241-33-3

Structure of Neohesperidin
CAS No.: 13241-33-3

Chemical Structure| 13241-33-3

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Neohesperidin is a natural flavanone glycoside isolated from the peel of Citrus aurantium L. with antioxidant and neuroprotective properties.

Synonyms: Hesperetin 7-O-neohesperidoside; NSC 31048; Hesperetin 7-neohesperidoside

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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Product Details of Neohesperidin

CAS No. :13241-33-3
Formula : C28H34O15
M.W : 610.56
SMILES Code : O=C1C[C@@H](C2=CC=C(OC)C(O)=C2)OC3=CC(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O[C@@]5([H])[C@@H]([C@@H]([C@H]([C@H](C)O5)O)O)O)=CC(O)=C13
Synonyms :
Hesperetin 7-O-neohesperidoside; NSC 31048; Hesperetin 7-neohesperidoside
English Name :(S)-7-(((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one
MDL No. :MFCD16661259

Safety of Neohesperidin

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
3T3-L1 adipocytes 500 µM 10 days Assess the effects of NHDC and DHCA on lipid deposition. DHCA significantly inhibited fat deposition, while NHDC slightly increased it. Foods. 2021 Jun 18;10(6):1408.
RAW 264.7 murine macrophages 100 or 500 µM 24 hours Evaluate the regulatory effects of NHDC and its metabolite DHCA on inflammatory responses. DHCA significantly down-regulated the secretion of pro-inflammatory cytokines IL-6 and TNF-α, while NHDC had limited effects. Foods. 2021 Jun 18;10(6):1408.
3T3-L1 cells 30, 50, 100 μM 8 days To evaluate the effects of NHDC and GNHDC on lipid accumulation and cell viability in 3T3-L1 cells. Results showed that NHDC and GNHDC significantly reduced lipid droplet staining, indicating inhibition of lipid accumulation. Nutrients. 2022 Mar 4;14(5):1087.
HepG2 cells 100 μM 16 hours To investigate the effect of neohesperidin on PA-induced steatosis in HepG2 cells, results showed that neohesperidin increased mitochondrial biogenesis and fatty acid oxidation by promoting PGC-1α expression. Nutr Diabetes. 2020 Aug 5;10(1):27.
Bone marrow mesenchymal stem cells (BMSCs) 12.5 μmol/L, 25 μmol/L, 50 μmol/L 1-3 days NH significantly increased the cell viability of BMSCs inhibited by DEX. Drug Des Devel Ther. 2020 Dec 7;14:5419-5430.
Bone marrow mesenchymal stem cells (BMSCs) 50 μmol/L NH decreased the occupancies of H3K4me3 but increased the occupancies of H3K27me3, indicating that NH could inhibit the histone modifications of HOT AIR in BMSCs. Drug Des Devel Ther. 2020 Dec 7;14:5419-5430.
Vascular smooth muscle cells 20 μM 24 hours To evaluate the inhibitory effect of Neohesperidin on angiotensin II-induced migration of vascular smooth muscle cells. Results showed that Neohesperidin significantly inhibited angiotensin II-induced migration of vascular smooth muscle cells. Front Pharmacol. 2022 May 23;13:890202.
Human umbilical vein endothelial cells 20 μM 24 hours To evaluate the protective effect of Neohesperidin on angiotensin II-induced oxidative stress and DNA damage. Results showed that Neohesperidin significantly inhibited angiotensin II-induced ROS production and DNA damage. Front Pharmacol. 2022 May 23;13:890202.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 male mice High-fat diet-induced obesity model Oral 0.1% or 1% NHDC 11 weeks Evaluate the effects of NHDC on high-fat diet-induced obesity and inflammation. NHDC dose-dependently suppressed body weight gain and increased the secretion of anti-inflammatory cytokine IL-10. Foods. 2021 Jun 18;10(6):1408.
C57BLKS/J db/db mice Obesity and diabetes model Oral gavage 100 mg/kg body weight 5 days per week for 4 weeks To evaluate the effects of NHDC and GNHDC on body weight, adipose tissue weight, lipid profile, and cytokines in db/db mice. Results showed that NHDC and GNHDC significantly reduced subcutaneous adipose tissue weight and total adipose tissue weight, and improved lipid profile. Nutrients. 2022 Mar 4;14(5):1087.
Mice Non-alcoholic fatty liver disease (NAFLD) model Drinking water 0.1 mg/ml 11 weeks To evaluate the effect of Neohesperidin on non-alcoholic fatty liver disease (NAFLD). Results showed that Neohesperidin consumption did not cause significant liver inflammation or lipid accumulation. mSystems. 2021 Feb 23;6(1):e00985-20
C57BL/6J mice Steroid-induced osteonecrosis of the femoral head (SONFH) model Intragastric administration 22.5 g/d/kg body weight Once daily for 6 weeks NH ameliorated histopathological changes in the model mice and decreased the expression of HOT AIR. Drug Des Devel Ther. 2020 Dec 7;14:5419-5430.
C57BL/6 mice High-fat diet-induced hepatic steatosis model Oral gavage 50 mg/kg Once daily for 12 weeks To investigate the effect of neohesperidin on high-fat diet-induced hepatic steatosis in mice, results showed that neohesperidin increased mitochondrial biogenesis and fatty acid oxidation by promoting PGC-1α expression, thereby improving hepatic steatosis and systemic insulin resistance. Nutr Diabetes. 2020 Aug 5;10(1):27.
C57BL/6 mice Angiotensin II-induced hypertension model Caudal vein injection 50 mg/kg/day Once daily for 16 days To evaluate the protective effect of Neohesperidin on angiotensin II-induced hypertension and vascular remodeling. Results showed that Neohesperidin significantly inhibited angiotensin II-induced hypertension, vascular hypertrophy, fibrosis, inflammation, and oxidative stress. Front Pharmacol. 2022 May 23;13:890202.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.64mL

0.33mL

0.16mL

8.19mL

1.64mL

0.82mL

16.38mL

3.28mL

1.64mL

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