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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 300666
- Product name
- Naringenin
- Packaging
- 20mg
- Price
- $263
- Updated
- 2021/12/16
- Product number
- N0208
- Product name
- Naringenin
- Packaging
- 10g
- Price
- $403
- Updated
- 2021/12/16
- Product number
- N378955
- Product name
- (S)-Naringenin
- Packaging
- 50mg
- Price
- $700
- Updated
- 2021/12/16
- Product number
- orb105705
- Product name
- Naringenin
- Purity
- >98%,Standard References Grade
- Packaging
- 20mg
- Price
- $569.5
- Updated
- 2021/12/16
- Product number
- 52478
- Product name
- (S)-Naringenin
- Packaging
- 10g
- Price
- $650
- Updated
- 2021/12/16
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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View Lastest Price from Naringenin manufacturers
- 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
- 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
- Product
- Naringenin 480-41-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000 kg
- Release date
- 2024-04-20