Neohesperidin

Modify Date: 2024-01-02 17:50:22

Neohesperidin Structure
Neohesperidin structure
 Common Name Neohesperidin
CAS Number 13241-33-3 Molecular Weight 610.561
Density 1.7±0.1 g/cm3 Boiling Point 933.7±65.0 °C at 760 mmHg
Molecular Formula C28H34O15 Melting Point 239-243ºC
MSDS Chinese USA Flash Point 306.7±27.8 °C

 Use of Neohesperidin


Neohesperidin is a flavonoid compound found in high amounts in Poncirus trifoliata with anti-oxidant and anti-inflammatory effects.

 Names

Name neohesperidin
Synonym More Synonyms

 Neohesperidin Biological Activity

Description Neohesperidin is a flavonoid compound found in high amounts in Poncirus trifoliata with anti-oxidant and anti-inflammatory effects.
Related Catalog
In Vitro Neohesperidin induces cell apoptosis in human breast adenocarcinoma MDA-MB-231 cells. The IC50 values of neohesperidin at 24 and 48 h are 47.4±2.6 μM and 32.5±1.8 μM, respectively. The expressions of P53 and Bax in the neohesperidin-treated cells are significantly up-regulated, while that of Bcl-2 is down-regulated[1]. Neohesperidin exhibits antioxidant activity (IC50=22.31 μg/mL) in the DPPH radical-scavenging assay[2].
In Vivo Neohesperidin (50 mg/kg) significantly inhibits 55.0% of HCl/ethanol-induced gastric lesions. In pylorus ligated rats, neohesperidin (50 mg/kg) significantly decreases the volume of gastric secretion and gastric acid output, and increases the pH[1]. Treatment of neohesperidin significantly decreases fasting glucose, serum glucose, and glycosylated serum protein (GSP) in mice. It significantly elevates oral glucose tolerance and insulin sensitivity and decreases insulin resistance in the diabetic mice. Neohesperidin significantly decreases serum triglycerides, total cholesterol, leptin level, and liver index in the mice[3].
Animal Admin Mice: All the mice are fasted 6 h before the test and then fed with water or neohesperidin by gavage. The mice are intraperitoneally injected with either 2 g/kg BW glucose or 1 IU/kg BW insulin for OGTT and ITT, respectively. Blood samples are collected from the tail vein for the measurement of basal blood glucose levels (0 min) before the injection of glucose or insulin. Additional blood glucose levels are measured at 30, 60, 90 and 120 min[3].
References

[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.

[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.

[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.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 933.7±65.0 °C at 760 mmHg
Melting Point 239-243ºC
Molecular Formula C28H34O15
Molecular Weight 610.561
Flash Point 306.7±27.8 °C
Exact Mass 610.189758
PSA 234.29000
LogP 2.44
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.695
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ2981400
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 2,3-dihydro-7-((2-O-(6-deoxy-alpha-L-mannopyranosyl)- beta-D- glucopyranosyl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyp henyl)-, (S)-
CAS REGISTRY NUMBER :
13241-33-3
BEILSTEIN REFERENCE NO. :
0074945
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C28-H34-O15
MOLECULAR WEIGHT :
610.62

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS DJ2981400

 Precursor & DownStream

Precursor  0

DownStream  1

 Articles11

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 Synonyms

HESPERETIN-7-NEOHESPERIDOSIDE
Hesperetin7-neohesperidoside
4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-
(2S)-5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
hesperetin 7-O-neohesperoside
Neohesperidin
Neohesperdin
MFCD00017357
Hesperetin-7-O-neohesperidoside
EINECS 236-216-9
(S)-4'-Methoxy-3',5,7-trihydroxyflavanone-7-[2-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside]
4H-1-Benzopyran-4-one, 2,3-dihydro-7-((2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-
Hesperetin 7-O-neohesperidoside
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