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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
Last updated:2024-04-21 09:47:59

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)
pka 7.52±0.40(Predicted)
form Powder
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)
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(37)

Manufacturer Product number Product description CAS number Packaging Price Updated 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
Biorbyt Ltd orb105705 Naringenin >98%,Standard References Grade 480-41-1 20mg $569.5 2021-12-16 Buy
Medical Isotopes, Inc. 52478 (S)-Naringenin 480-41-1 10g $650 2021-12-16 Buy
Product number Packaging Price Buy
300666 20mg $263 Buy
N0208 10g $403 Buy
N378955 50mg $700 Buy
orb105705 20mg $569.5 Buy
52478 10g $650 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.

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

Global( 452)Suppliers
Supplier Tel Email Country ProdList Advantage
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 338 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+86-13474506593 +86-13474506593 sarah@tnjone.com China 874 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 282 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
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 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691 yklbiotech@163.com CHINA 296 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58

View Lastest Price from Naringenin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Naringenin pictures 2024-04-24 Naringenin
480-41-1
US $0.00-0.00 / kg 0.10000000149011612kg 99% 2000kg Chongqing Zhihe Biopharmaceutical Co., Ltd.
Naringenin pictures 2024-04-24 Naringenin
480-41-1
US $0.00-0.00 / kg 0.10000000149011612kg ≥98% 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
Naringenin pictures 2024-04-22 Naringenin
480-41-1
US $0.00 / kg 1kg 98% 1000 kg BINBO BIOLOGICAL CO.,LTD
  • Naringenin pictures
  • Naringenin
    480-41-1
  • US $0.00-0.00 / kg
  • 99%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • Naringenin pictures
  • Naringenin
    480-41-1
  • US $0.00-0.00 / kg
  • ≥98%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • Naringenin pictures
  • Naringenin
    480-41-1
  • US $0.00 / kg
  • 98%
  • BINBO BIOLOGICAL CO.,LTD

Naringenin Spectrum

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 salipurol salipurpol 5,7,4'-TRIHYDROXYFLAVANONE (+/-)-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 (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one Naringenin,Naringen,4',5,7-Trihydroxyflavanone 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 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 (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one Nano Liposomal naringetol 7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one Nano Liposomal Naringenin (s)-Naringenin 480-41-1 Naringenin USP/EP/BP Naringenin /naringetol naringenine 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one 5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)CHROMAN-4-ONE NARIGENIN (2S)-Naringenin (s)-naringenin ringenin Natural Citrus extract Naringenin Naringenin (6CI) 4',5,7- Trihydroxy Flavanone (or ) Naringenin 480-41-1 480-41-4