| Identification | More | [Name]
NARINGENIN | [CAS]
67604-48-2 | [Synonyms]
(+/-)-2,3-DIHYDRO-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
(+/-)-4',5,7-TRIHYDROXYFLAVANONE
4',5,7-TRIHYDROXYFLAVANONE
5,7,4'-TRIHYDROXYFLAVANONE
5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)CHROMAN-4-ONE
(+/-)-NARINGENIN
NARINGENIN
TIMTEC-BB SBB006461
4',5,7-Trihydroxyflavanone,97%
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-
(±)-Naringenin, 4μ,5,7-Trihydroxyflavanone, (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4μ,5,7-Trihydroxyflavanone, (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
2-(4-Hydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one
4',5,7-Trihydroxy-2,3-dihydroflavone
BE-14348A | [EINECS(EC#)]
266-769-1 | [Molecular Formula]
C15H12O5 | [MDL Number]
MFCD00006844 | [Molecular Weight]
272.25 | [MOL File]
67604-48-2.mol |
| Questions And Answer | Back Directory | [Preparation]
Naringenin is derived from malonyl-CoA and 4-coumaryl-CoA. The latter is derived from phenylalanine. The resulting butenone is reacted with chalcone synthase to yield chalcone. Chalcone then undergoes ring closure to generate naringenin. |
| Chemical Properties | Back Directory | [Melting point ]
247-250 °C (lit.) | [Boiling point ]
577.5±50.0 °C(Predicted) | [density ]
1.485 | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
7.52±0.40(Predicted) | [color ]
Pale Yellow to Pale Brown | [biological source]
Citrus paradisi Macf. | [Water Solubility ]
Soluble in ethanol (50 mg/ml), DMSO, methanol, and ammonium hydroxide (50 mg/ml). Insoluble in water (almost) | [Merck ]
14,6424 | [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 | [InChIKey]
FTVWIRXFELQLPI-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=C(O)C=C2)OC2=CC(O)=CC(O)=C2C(=O)C1 | [CAS DataBase Reference]
67604-48-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
3077 | [WGK Germany ]
3
| [RTECS ]
DJ2981530 | [HS Code ]
29329990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow to Pale Brown Solid | [Uses]
A PI 3-kinase inhibitor. | [Uses]
The aglucon of Naringin. Inhibitory mechanism of Naringenin against carcinogenic acrylamide formation and nonenzymic browning in Maillard model reactions | [Definition]
ChEBI: Naringenin is a trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 6 and 4'. It is a trihydroxyflavanone and a member of 4'-hydroxyflavanones. | [General Description]
Naringenin is a bioactive flavonoid found in citrus and grapefruit. | [in vivo]
(±)-Naringenin (50 mg/kg, orally, once a day for ten days) significantly reduces the severity of DSS-induced colitis in mice and downregulats pro-inflammatory mediators (iNOS, ICAM-1, MCP-1, Cox2, TNF-α, and IL-6 mRNA) in the colonic mucosa[2]. | Animal Model: | C57BL/6[2] | | Dosage: | 50 mg/kg | | Administration: | Oral; daily; 10 days | | Result: | Reduced the severity of DSS-induced colitis in mice, downregulated pro-inflammatory mediators (iNOS, ICAM-1, MCP-1, Cox2, TNF-α, and IL-6 mRNA) in the colonic mucosa, inhibited the increase in TLR4 mRNA and protein levels, and reduced the phosphorylated NF-κB p65 protein level. |
| [IC 50]
NF-κB; Caspase 9 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|