Naringenin

Pharmacological effects Application

Product Name: Naringenin
CAS No.: 480-41-1
Chemical Name: Naringenin
Synonyms: NARIGENIN;5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)CHROMAN-4-ONE;naringenine;(s)-naringenin;(2S)-Naringenin;ringenin;5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one;NSC 11855;NSC 34875;salipurol
CBNumber: CB5325311
Molecular Formula: C15H12O5
Formula Weight: 272.25
MOL File: 480-41-1.mol

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Naringenin Property

Melting point:: 247-250 °C(lit.)
Boiling point:: 335.31°C (rough estimate)
Density: 1.2066 (rough estimate)
refractive index: 1.6000 (estimate)
FEMA: 4797 | (+/-)-NARINGENIN
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
form: Powder
pka: 7.52±0.40(Predicted)
color: Beige-brown
InChI: InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1
InChIKey: FTVWIRXFELQLPI-ZDUSSCGKSA-N
SMILES: [C@H]1(C2=CC=C(O)C=C2)OC2=CC(O)=CC(O)=C2C(=O)C1
LogP: 2.520
CAS DataBase Reference: 480-41-1(CAS DataBase Reference)
EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- (480-41-1)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-22
Safety Statements: 26-36-37/39
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29329990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Usbiological

Product number: 300666
Product name: Naringenin
Packaging: 20mg
Price: $263
Updated: 2021/12/16

Usbiological

Product number: N0208
Product name: Naringenin
Packaging: 10g
Price: $403
Updated: 2021/12/16

TRC

Product number: N378955
Product name: (S)-Naringenin
Packaging: 50mg
Price: $700
Updated: 2021/12/16

Biorbyt Ltd

Product number: orb105705
Product name: Naringenin
Purity: >98%,Standard References Grade
Packaging: 20mg
Price: $569.5
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 52478
Product name: (S)-Naringenin
Packaging: 10g
Price: $650
Updated: 2021/12/16

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Naringenin Chemical Properties,Usage,Production

Pharmacological effects

Naringenin is the aglycone of naringin, it belongs to dihydro-flavonoids, at room temperature it is a white needle crystal(methanol), soluble in alcohol, ether and benzene, almost insoluble in water. In HCl-Mg powder reaction,it is cherry red ,in sodium borohydride reaction it is red purple, in molish reaction,it is negative. In the nature, it is mainly from the Rosaceae cherry (Prunus yedoensis Mate.) bud,and sumac plants (Amacardi-um occidentale L.) fruits’ core-shell.
Nucleus structure is similar among flavonoids, most of the components do not have ideal fat-soluble and water-soluble abilities, the bioavailability is low. By modifying its structure, the introduction of strongly fat-soluble or water-soluble groups can increase its fat-soluble or water-soluble abilities, thus improving the bioavailability. The structure modification includes alkylation, acylation, sulfonation,glycosidation of hydroxyl groups and the formation of the metal complex.
The effects of naringenin including: anti-bacterial, anti-inflammatory, antioxidant, cough expectorant,decreasing blood fat, anti-cancer and anti-tumor, antispasmodic, scavenging free radicals, prevention and treatment of liver disease, inhibition of platelet aggregation, anti-atherosclerosis and others , which can be widely used in medicine, food and other fields.
1. Antibacterial: it has a strong antibacterial effect on Staphylococcus aureus, Escherichia coli, Shigella dysenteriae, and Salmonella typhi. Naringenin also has effect on fungi , 1000ppm is sprayed onto the rice, blast fungus infection can be reduced 40-90%,and it is not toxic to livestock and humans.
2. Anti-inflammatory: intraperitoneal injection of 20mg/kg per day for rats can inhibit the inflammatory process which caused by wool ball implantation.
3. Anticancer: it displays action in L1210 leukemia and sarcomas in rats.
4. Antispasmodic and gallbladder: among the flavonoids,it has stronger effects. Naringenin has a strong effect on increasing bile secretion in experimental animals.

Application

It has anti-bacterial, anti-inflammatory, anti-cancer, antispasmodic and choleretic effects.

Chemical Properties

beige-brown powder

Uses

The aglucon of Naringin. Inhibitory mechanism of Naringenin against carcinogenic acrylamide formation and nonenzymic browning in Maillard model reactions

Uses

antiulcer, antioxidant, immunomodulator, cholesterol lowering

Uses

(S)-Naringenin, an active flavanone, maintains antioxidative, anti-inflammatory and antitumorigenic activities. Used in the treatment of praquat (PQ)-induced oxidative stress.

Definition

ChEBI: (S)-naringenin is the (S)-enantiomer of naringenin. It has a role as an expectorant and a plant metabolite. It is a naringenin and a (2S)-flavan-4-one. It is a conjugate acid of a (S)-naringenin(1-). It is an enantiomer of a (R)-naringenin.

Purification Methods

Crystallise it from EtOH or aqueous EtOH. It has UV: at 290nm (EtOH). The S(-)-enantiomer (natural form) has m 255-256o (from EtOH) and [] D -28.0o (c 2, EtOH), [] D -35.2o (c 1, pyridine).

Naringenin Preparation Products And Raw materials

Raw materials

Preparation Products

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Naringenin Suppliers

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View Lastest Price from Naringenin manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Naringenin Powder Grapefruit Extract 480-41-1
Price: US $120.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-05-15

Chongqing Zhihe Biopharmaceutical Co., Ltd.

Product: Naringenin 480-41-1
Price: US $0.00-0.00/kg
Min. Order: 0.10000000149011612kg
Purity: 99%
Supply Ability: 2000kg
Release date: 2023-12-18

Chongqing Zhihe Biopharmaceutical Co., Ltd.

Product: Naringenin 480-41-1
Price: US $0.00-0.00/kg
Min. Order: 0.10000000149011612kg
Purity: ≥98%
Supply Ability: 20tons
Release date: 2024-01-04

480-41-1, NaringeninRelated Search:

FLAVONE Isoflavone Naringin dihydrochalcone Chrysin Dihydromyrcenol 7-HYDROXYFLAVONE Naringin Prunin NARINGENIN Naringenin 7-O-β-D-Glucuronide (Mixture of Diastereomers) Naringin D4 NARINGENIN CHALCONE,NARINGENIN CHALCONE ISOFLAVONES 6,8-DIMETHYL-4',5,7-TRIHYDROXYFLAVANONE 5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVANONE NARINGENIN-7-RUTINOSIDE,NARINGENIN-7-O-RUTINOSIDE,NARINGENIN-7-RUTINOSIDE,NARINGENIN-7-O-RUTINOSIDE ERIOCITRIN ERIODICTYOL

naringenine

naringetol

4’,5,7-trihydroxy-flavanon

S-Dihydrogenistein

NSC 34875

NSC 11855

(S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-ben

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)-

5,7-dihydroxy-2-(4-hydroxyphenyl)-4-chromanone

5',7-trihydroxyflavanone

flavanone naringenin

Flavanone, 4',5,7-trihydroxy-

NARINGENIN-CMPD

pelargidanon

(2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H- 1-benzopyran-4-one,99%e.e.

NARINGENIN hplc

NARINGENIN (4'',5,7-TRIHYDROXYFLAVANONE)

NARINGENIN WITH HPLC

5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

salipurol

salipurpol

5,7,4'-TRIHYDROXYFLAVANONE

5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)CHROMAN-4-ONE

(+/-)-4',5,7-TRIHYDROXYFLAVANONE

4',5,7-TRIHYDROXYFLAVANONE

(+/-)-2,3-DIHYDRO-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE

TIMTEC-BB SBB006461

(+/-)-NARINGENIN

NARINGENIN

4',5,7-Trihydroxyflavanone, Naringetol, Salipurpol,

(S)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone

NARIGENIN

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one

Naringenin，Naringen，4',5,7-Trihydroxyflavanone

(2S)-Naringenin

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-

(2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

(2S)-2α-(4-Hydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one

4',5,7-TrihydroxyflavanoneNaringenin

(s)-naringenin

3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-(s)-4h-1-benzopyran-4-on

Derivative of

(2R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one

4'',5,7-Trihydroxyflavanone,naringetol

(S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)chroMan-4-one

Nano Liposomal naringetol

ringenin

7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one

Nano Liposomal Naringenin

(s)-Naringenin 480-41-1

Naringenin USP/EP/BP

Naringenin /naringetol

Natural Citrus extract Naringenin

Naringenin (6CI)

4',5,7- Trihydroxy Flavanone (or ) Naringenin

Naringenin Powder Grapefruit Extract

4',5,7-Trihydroxyflavanone