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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
Molecular Weight:
272.25
MDL Number:
MFCD00870553
MOL File:
480-41-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:57:00
Product description Number Pack Size Price
Naringenin N1370 10mM(in1mLDMSO) $50
Naringenin N1370 100mg $53
Naringenin 300666 20mg $263
Naringenin N0208 10g $403
(S)-Naringenin N378955 50mg $700
More product size

Naringenin Properties

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
Cosmetics Ingredients Functions SKIN CONDITIONING
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)
EWG's Food Scores 1
FDA UNII HN5425SBF2
EPA Substance Registry System 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- (480-41-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-22
Safety Statements  26-36-37/39
WGK Germany  3
HazardClass  IRRITANT
HS Code  29329990

Naringenin price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ApexBio Technology N1370 Naringenin 480-41-1 10mM(in1mLDMSO) $50 2026-05-06 Buy
ApexBio Technology N1370 Naringenin 480-41-1 100mg $53 2026-05-06 Buy
Usbiological 300666 Naringenin 480-41-1 20mg $263 2021-12-16 Buy
Usbiological N0208 Naringenin 480-41-1 10g $403 2021-12-16 Buy
TRC N378955 (S)-Naringenin 480-41-1 50mg $700 2021-12-16 Buy
Product number Packaging Price Buy
N1370 10mM(in1mLDMSO) $50 Buy
N1370 100mg $53 Buy
300666 20mg $263 Buy
N0208 10g $403 Buy
N378955 50mg $700 Buy

Naringenin Chemical Properties,Uses,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.

Synthesis

Naringin

10236-47-2

Naringenin

480-41-1

The general procedure for synthesizing naringin from naringin is as follows: 1. 52g of naringin was mixed with 5% (w/v) hydrochloric acid solution at a solid-liquid ratio of 1:100 (g/mL) and hydrolyzed at 100°C for 1 hour. After completion of the reaction it was rapidly cooled to room temperature and left to settle for 12 hours to allow the solids to precipitate. The solids were collected by filtration and washed with purified water to neutrality to obtain 24.5 g of wet crude naringenin with 25% water content. 2. The crude naringenin obtained in step (1) was added to a 30% (w/v) acetic acid solution with a solid-liquid ratio of 1:7 (g/mL) and stirred for 30 minutes at room temperature. Subsequently, the same concentration of acetic acid solution was added and treated for 15 minutes, filtered and the solids were washed with water to neutrality. 3. The treated solid was dissolved in 95% (v/v) ethanol at a solid-liquid ratio of 1:10 (g/mL) and purified by passing through a neutral alumina column. 100 mL of 95% (v/v) ethanol eluate was collected and the solutions after column chromatography were combined. 4. Activated carbon equal to 10% by volume of the solution was added to the combined solution, stirred for 30 minutes at room temperature and filtered. Repeat this activated carbon treatment step once. 5. Concentrate the filtrate to 1/3 of the original volume, add an equal volume of distilled water, cool to room temperature and place in a refrigerator at 5°C for 24 hours to precipitate white mother-of-pearl-like crystals. The crystals were collected by filtration, and naringenin wet product was obtained. 6. Naringenin wet good to 1:6 (g/mL) solid-liquid ratio of heating dissolved in 95% ethanol, add an equal volume of distilled water for a recrystallization. The precipitated white needle-like crystals were collected by filtration and dried to obtain 14 g of naringenin. Under this condition, the purity of naringenin was 99.92% and the yield was 26.9%.

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).

References

[1] Patent: CN103467428, 2016, B. Location in patent: Paragraph 0017-0020
[2] Phytochemistry, 2005, vol. 66, # 14, p. 1698 - 1706
[3] Journal of Agricultural and Food Chemistry, 2013, vol. 61, # 4, p. 931 - 938
[4] Patent: CN103772337, 2017, B. Location in patent: Paragraph 0030-0033

Naringenin Preparation Products And Raw materials

Global( 559)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Chuanghai Biotechnology Co,.LTD
+86-86-13131129325 +8613131129325 sales1@chuanghaibio.com China 5235 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649 sarah@tnjone.com China 1143 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 477 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
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Shaanxi Xianhe Biotech Co., Ltd
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Henan Tianfu Chemical Co.,Ltd.
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Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479 sales@fine-chemtech.com CHINA 885 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29817 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691 yklbiotech@163.com CHINA 296 58

View Lastest Price from Naringenin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Naringenin pictures 2026-05-09 Naringenin
480-41-1
0.99 RongNa Biotechnology Co.,Ltd
Naringenin pictures 2026-05-09 Naringenin
480-41-1
US $0.00-0.00 / kg 1kg 95%,98% 100kg WUHAN FORTUNA CHEMICAL CO., LTD
Naringenin pictures 2026-05-08 Naringenin
480-41-1
US $0.00 / kg 1kg 0.99 1000kg Shaanxi Xianhe Biotech Co., Ltd
  • Naringenin pictures
  • Naringenin
    480-41-1
  • 0.99
  • RongNa Biotechnology Co.,Ltd
  • Naringenin pictures
  • Naringenin
    480-41-1
  • US $0.00-0.00 / kg
  • 95%,98%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Naringenin pictures
  • Naringenin
    480-41-1
  • US $0.00 / kg
  • 0.99
  • Shaanxi Xianhe Biotech Co., Ltd

Naringenin Spectrum

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 (+/-)-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 (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one