ChemicalBook > Product Catalog >Biochemical Engineering >Saccharides >Disaccharides >Naringin

Naringin

Naringin Structure
CAS No.
10236-47-2
Chemical Name:
Naringin
Synonyms
FEMA 2769;NARINGENIN-7-O-NEOHESPERIDOSIDE;Naring;Cabinda bark extract;naringoside;NARINGIN WITH HPLC;Citrus grandis Osbeck;NARINGENIN-7-RHAMNOGLUCOSIDE;7-[[2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2(S)-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;ringin
CBNumber:
CB8288064
Molecular Formula:
C27H32O14
Molecular Weight:
580.53
MOL File:
10236-47-2.mol
MSDS File:
SDS
Modify Date:
2024/5/23 18:06:45

Naringin Properties

Melting point 166 °C
alpha -91 º (c=1, C2H5OH)
Boiling point 559.35°C (rough estimate)
Density 1.3285 (rough estimate)
vapor pressure 2.25Pa at 20℃
refractive index -84 ° (C=2, EtOH)
FEMA 2769 | NARINGEN EXTRACT (CITRUS PARADISI MACF.)
storage temp. 2-8°C
solubility DMSO : 1 mg/mL (1.72 mM; Need ultrasonic)H2O : 1 mg/mL (1.72 mM; ultrasonic and warming and heat to 80°C)
form crystalline
pka 7.17±0.40(Predicted)
color off-white
optical activity [α]20/D 80±10°, c = 1% in ethanol
Water Solubility Soluble in water, alcohol, acetone and warm acetic acid.
Merck 14,6425
BRN 102012
LogP -0.44 at 20℃
CAS DataBase Reference 10236-47-2(CAS DataBase Reference)
EPA Substance Registry System 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)- (10236-47-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
RTECS  QN6340000
3
TSCA  Yes
HS Code  29389090
NFPA 704
0
1 0

Naringin price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) N1376 Naringin ≥90%, from citrus fruit 10236-47-2 25G ₹5834.68 2022-06-14 Buy
Sigma-Aldrich(India) N1376 Naringin ≥90%, from citrus fruit 10236-47-2 100G ₹11658.53 2022-06-14 Buy
Sigma-Aldrich(India) 91842 Naringin analytical standard 10236-47-2 500MG ₹8811.55 2022-06-14 Buy
Sigma-Aldrich(India) 71162 Naringin ≥95% (HPLC) 10236-47-2 25G ₹6808.93 2022-06-14 Buy
Sigma-Aldrich(India) 71162 Naringin ≥95% (HPLC) 10236-47-2 100G ₹12600.3 2022-06-14 Buy
Product number Packaging Price Buy
N1376 25G ₹5834.68 Buy
N1376 100G ₹11658.53 Buy
91842 500MG ₹8811.55 Buy
71162 25G ₹6808.93 Buy
71162 100G ₹12600.3 Buy

Naringin Chemical Properties,Uses,Production

Description

Naringin is also called naringoside, hesperidin, and isohesperidin. It is a pale yellow flavanone compound extracted from immature or nearly mature outer layer of C. paradisi Macfad which belongs to Citrus grandis (L.) Osbeck. It tastes bitter and is naturally existed in the skin and flesh of Rutaceae like grapefruit, mandarin orange, and orange. It is also one of the active ingredients in many traditional Chinese medi cines like Rhizoma Drynariae, Immature Bitter Orange, Fructus Aurantii, and Exocarpium Citri Grandis. The contents of naringin in different plants vary greatly with the category and origin, and the content of naringin is high in immature fruits . In terms of traditional Chinese medicine, the flavor of grapefruit is sweet and sour, and the nature is cold; the flavors of its peel are sweet, pungent, and bitter, and the nature of its peel is warm. Both the pulp and the peel of grapefruit have the bio logical function including reducing phlegm, helping digestion, relieving abdominal distention, and fast diaphragm. And they are mainly used for the treatment of cough with asthma, sense of suppression in the chest, coldness and pain in abdomen, dys peptic retention, and hernia.

Chemical Properties

beige to yellowish powder

Physical properties

Appearance: white to light yellow crystalline powder. Solubility: soluble in metha nol, ethanol, acetone, acetic acid, dilute alkali solution, and hot water and insoluble in nonpolar solvent like petroleum benzin, ether, benzene, and chloroform. Melting

History

Naringin is mainly existed in the peel of grapefruit, lime, and their varieties; it has multiple biological activities and is widely applied in the fields of medicine, food, and cosmetics. In the 1930s, Harvey and Rygg obtained naringin through the method of isolation and extraction. They also established a colorimetric method for the determination of naringin, which laid the foundation for the following researches . Booth and other researchers conducted the systematic researches on the narin gin metabolites . In the 1960s, Hagen and other researchers established a fluores cence chromatography method for the determination naringin . In addition, the biological activity of naringin was evaluated. It was observed to improve ascites, experimental pulmonary edema, peritonitis, and oxygenation . At present, the extraction methods of naringin are hot water extraction, alkali extraction, and acid precipitation and organic solvent extraction. A series of pharmacological activity studies have been conducted and demonstrated its various biological activities .

Uses

Naringoside is a metabolite of Naringin (N378980), a major flavonoid found in grapefruit juice. It has antioxidant, lipid lowering, and anticancer activities. It is also an inhibitor of cytochrome P450 enzymes, affecting drug metabolism and thus drug absorption in humans.

Definition

ChEBI: A disaccharide derivative that is (S)-naringenin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosi ic linkage.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Clinical Use

It was used for the treatment of bacterial infection, calm, and cancer prevention

Purification Methods

This bitter principle from grape juice crystallises from water to give the hydrate with 6-8 H2O which when dried at 110o gives the dihydrate. Its solubility in H2O is 0.1% at 40o and 10% at 75o. The 2,4-dinitrophenylhydrazone crystallises from aqueous dioxane with m 246-247o [Douglass et al. J Am Chem Soc 73 4023 1951]. [Pulley & von Loesecke J Am Chem Soc 61 175 1939, Beilstein 18 III/IV 2637, 18 V 528.]

Naringin Preparation Products And Raw materials

Global( 598)Suppliers
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TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
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Vital Herbs 08046067358 Delhi, India 36 58 Inquiry
Maas Pharma Chemicals +91-9958666224 Delhi, India 1607 58 Inquiry
(s)-yranosyl]oxy]- 4H-1-Benzopyran-4-one,7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-,(S)- 4h-1-benzopyran-4-one,7-[[2-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucop 7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-4H-1-Benzopyran-4-one 2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-,(S)- 4H-1-Benzopyran-4-one,7-[[2-O-(6-deoxy-α-L- mannopyranosyl)- β-D-glucopyranosyl]oxy]- 4μ,5,7-Trihydroxyflavanone 7-rhamnoglucoside, Naringenine-7-rhamnosidoglucoside (2S)-4',5-Dihydroxy-7-(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)flavanone (2S)-7-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one Naringin,97% Naringin (4',5,7-Trihydroxyflavanone 7-rhamnoglucoside) Naringin,4′,5,7-Trihydroxyflavanone 7-rhamnoglucoside, Naringenine-7-rhamnosidoglucoside Drgonsbones,Fossilizid,Drgon'sBone (2S)-Naringin Naringin (Naringoside) Naringin, 97% 25GR naringenin-7-beta-neohesperidoside ISOHESPERIDIN NARINGENIN-7-NEOHESPERIDOSIDE NARINGENINE-7-RHAMNOSIDOGLUCOSIDE NARINGIN 4',5,7-TRIHYDROXYFLAVANONE 7-RHAMNOGLUCOSIDE (2S)-7-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one NARINGIN FROM CITRUS FRUIT 4H-1-Benzopyran-4-one, 7-2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyloxy-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)- 7-(2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)- 7-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one NARINGIN >= 90%, FROM CITRUS FRUIT NARINGIN >= 95% (HPLC) Naringin≥ 98% (HPLC) Yang Shuhua extract (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-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one Naringin USP/EP/BP (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-(4-hydroxyphenyl)chroman-4-one in hydrate NaringinHydrate> Naringin CRS Semen cucurbitae extract Naringin 10236-47-2 Pomelo peel glucoside ringin Poplar Flower Extract Nano Liposomal Naringin 7-[[2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2(S)-(4-hydroxyphenyl)-4H-1-benzopyran-4-one NARINGIN WITH HPLC Citrus grandis Osbeck naringoside FEMA 2769 NARINGENIN-7-O-NEOHESPERIDOSIDE NARINGENIN-7-RHAMNOGLUCOSIDE Cabinda bark extract Naring Naringenin-7-O-neohesperidoside Naringin Polymethoxy Flavones/PMFs 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)- AI3 19008