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(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

Naringin

CAS: 10236-47-2

Molecular Formula: C27H32O14

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(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Names and Identifiers

Name Naringin
Synonyms Naringin
Aurantiin
Naringoside
(s)-yranosyl]oxy]-
NARINGIN WITH HPLC
Citrus grandis Osbeck
4',5,7-trihydroxyflavanone 7-rhamnoglucoside
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-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone
7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-4H-1-Benzopyran-4-one
7-[[2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2(S)-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl-2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
7-[[2-O-(6-Deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
2-O-(6-Désoxy-alpha-L-mannopyranosyl)-bêta-D-glucopyranoside de 5-hydroxy-2-(4-hydroxyphényl)-4-oxo-3,4-dihydro-2H-chromén-7-yle
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-alpha-D-glucopyranoside
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-D-galactopyranosyl)-beta-D-glucopyranoside
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)-
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)-
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)-2,3-dihydro-4H-chromen-4-on
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)-2,3-dihydro-4H-chromen-4-one
7-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxyméthyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}tétrahydro-2H-pyran-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphényl)-2,3-dihydro-4H-chromén-4-one
CAS 10236-47-2
EINECS 233-566-4
InChI InChI=1/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27-/m0/s1

(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Physico-chemical Properties

Molecular FormulaC27H32O14
Molar Mass580.53
Density1.3285 (rough estimate)
Melting Point166 °C
Boling Point559.35°C (rough estimate)
Specific Rotation(α)-91 º (c=1, C2H5OH)
Flash Point308.5°C
Water SolubilitySoluble in water, alcohol, acetone and warm acetic acid.
Solubility Soluble in methanol, ethanol, acetone, acetic acid, dilute alkali solution and hot water, at room temperature, the solubility in water is 0.1%, up to 10% at 75°C. Insoluble in non-polar solvents such as petroleum ether, ether, benzene and chloroform.
Vapor Presure2.25Pa at 20℃
AppearanceWhite to light yellow crystalline powder
Coloroff-white
Merck14,6425
BRN102012
pKa7.17±0.40(Predicted)
Storage Condition2-8°C
SensitiveAvoid light and high temperature
Refractive Index-84 ° (C=2, EtOH)
MDLMFCD00148888
Physical and Chemical PropertiesIt is a complex of glucose, rhamnose and pomelo. White to light yellow crystalline powder, crystallized in water, containing 6 to 8 crystal water crystals, melting point 83. After drying at 110 °c, a material containing two crystals of water can be obtained, with a melting point of 171 °c. Extremely bitter, 50,000 times diluted with water still bitter. The solubility of 0.1% in water at room temperature, 75 deg C when 10%. Soluble in acetone, ethanol, warm acetic acid and sodium hydroxide. The "naringin dihydrochalcone" obtained by hydrolysis and hydrogenation is a sweetener, and its sweetness is about 150 times that of sucrose.
UseHas obvious anti-inflammatory effect, can reduce blood viscosity, reduce the formation of thrombosis, and analgesic, sedative and increase the role of experimental animal bile secretion

(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Risk and Safety

Risk CodesR22 - Harmful if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
S36 - Wear suitable protective clothing.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany3
RTECSQN6340000
FLUKA BRAND F CODES3
TSCAYes
HS Code29389090

(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Reference

Reference
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(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside - Introduction

Pharmacological effects: Naringin has anti-inflammatory, anti-viral, anti-cancer, anti-mutation, anti-allergic, anti-ulcer, analgesic, and blood pressure lowering activities. It can lower blood cholesterol, reduce the formation of thrombosis, and improve local microcirculation and Nutrition supply can be used for production and prevention of cardiovascular and cerebrovascular diseases.
Last Update：2022-10-16 17:11:34
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
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Jiangsu Pules Biotechnology Co.,Ltd.
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CAS: 10236-47-2
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
Spot supply
Product Name: Naringenin Impurity 14 Visit Supplier Webpage Request for quotation
CAS: 10236-47-2
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052 Click to send a QQ message
Wechat: 15671228036
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Naringin Request for quotation
CAS: 10236-47-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
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Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Naringin Visit Supplier Webpage Request for quotation
CAS: 10236-47-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
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(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
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