OkaninCAS# 484-76-4 |
Quality Control & MSDS
Chemical structure
3D structure
Number of papers citing our products
| Cas No. | 484-76-4 | SDF | Download SDF |
| PubChem ID | 5281294 | Appearance | Powder |
| Formula | C15H12O6 | M.Wt | 288.3 |
| Type of Compound | Chalcones | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (E)-3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one | ||
| SMILES | C1=CC(=C(C=C1C=CC(=O)C2=C(C(=C(C=C2)O)O)O)O)O | ||
| Standard InChIKey | GSBNFGRTUCCBTK-DAFODLJHSA-N | ||
| Standard InChI | InChI=1S/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H/b4-1+ | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Okanin shows significant activities on both linoleic acid peroxidation inhibition and DPPH radical scavenging effect. 2. Okanin shows significant protective effects against tacrine-induced cytotoxicity in human liver-derived Hep G2 cells with the EC50 value of 29.8±1.1 uM. 3. Okanin can inhibit nitric oxide production and inducible nitric oxide synthase expression via nuclear factor-erythroid 2-related factor 2-dependent heme oxygenase-1 expression in lipopolysaccharide-activated macrophages. 4. Okanin attenuates LPS-induced microglial activation through inhibition of the TLR4/NF-κB signaling pathways, suggests that okanin may have potential as a nutritional preventive strategy for neurodegenerative disorders. |
| Targets | HO-1 | NO | Nrf2 | NF-kB | p65 | TLR | IkB | IKK |
Okanin Dilution Calculator
Okanin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.4686 mL | 17.343 mL | 34.6861 mL | 69.3722 mL | 86.7152 mL |
| 5 mM | 0.6937 mL | 3.4686 mL | 6.9372 mL | 13.8744 mL | 17.343 mL |
| 10 mM | 0.3469 mL | 1.7343 mL | 3.4686 mL | 6.9372 mL | 8.6715 mL |
| 50 mM | 0.0694 mL | 0.3469 mL | 0.6937 mL | 1.3874 mL | 1.7343 mL |
| 100 mM | 0.0347 mL | 0.1734 mL | 0.3469 mL | 0.6937 mL | 0.8672 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Okanin, a chalcone found in the genus Bidens, and 3-penten-2-one inhibit inducible nitric oxide synthase expression via heme oxygenase-1 induction in RAW264.7 macrophages activated with lipopolysaccharide.[Pubmed:22247601]
J Clin Biochem Nutr. 2012 Jan;50(1):53-8.
Excess production of nitric oxide by activated macrophages via inducible nitric oxide synthase leads to the development of various inflammatory diseases. Heme oxygenase-1 expression via activation of nuclear factor-erythroid 2-related factor 2 inhibits nitric oxide production and inducible nitric oxide synthase expression in activated macrophages. Okanin is one of the most abundant chalcones found in the genus Bidens (Asteraceae) that is used as various folk medications in Korea and China for treating inflammation. Here, we found that Okanin (possessing the alpha-beta unsaturated carbonyl group) induced heme oxygenase-1 expression via nuclear factor-erythroid 2-related factor 2 activation in RAW264.7 macrophages. 3-Penten-2-one, of which structure, as in Okanin, possesses the alpha-beta unsaturated carbonyl group, also induced nuclear factor-erythroid 2-related factor 2-dependent heme oxygenase-1 expression, while both 2-pentanone (lacking a double bond) and 2-pentene (lacking a carbonyl group) were virtually inactive. In lipopolysaccharide-activated RAW264.7 macrophages, both Okanin and 3-penten-2-one inhibited nitric oxide production and inducible nitric oxide synthase expression via heme oxygenase-1 expression. Collectively, our findings suggest that by virtue of its alpha-beta unsaturated carbonyl functional group, Okanin can inhibit nitric oxide production and inducible nitric oxide synthase expression via nuclear factor-erythroid 2-related factor 2-dependent heme oxygenase-1 expression in lipopolysaccharide-activated macrophages.
Okanin, effective constituent of the flower tea Coreopsis tinctoria, attenuates LPS-induced microglial activation through inhibition of the TLR4/NF-kappaB signaling pathways.[Pubmed:28367982]
Sci Rep. 2017 Apr 3;7:45705.
The EtOAc extract of Coreopsis tinctoria Nutt. significantly inhibited LPS-induced nitric oxide (NO) production, as judged by the Griess reaction, and attenuated the LPS-induced elevation in iNOS, COX-2, IL-1beta, IL-6 and TNF-alpha mRNA levels, as determined by quantitative real-time PCR, when incubated with BV-2 microglial cells. Immunohistochemical results showed that the EtOAc extract significantly decreased the number of Iba-1-positive cells in the hippocampal region of LPS-treated mouse brains. The major effective constituent of the EtOAc extract, Okanin, was further investigated. Okanin significantly suppressed LPS-induced iNOS expression and also inhibited IL-6 and TNF-alpha production and mRNA expression in LPS-stimulated BV-2 cells. Western blot analysis indicated that Okanin suppressed LPS-induced activation of the NF-kappaB signaling pathway by inhibiting the phosphorylation of IkappaBalpha and decreasing the level of nuclear NF-kappaB p65 after LPS treatment. Immunofluorescence staining results showed that Okanin inhibited the translocation of the NF-kappaB p65 subunit from the cytosol to the nucleus. Moreover, Okanin significantly inhibited LPS-induced TLR4 expression in BV-2 cells. In summary, Okanin attenuates LPS-induced activation of microglia. This effect may be associated with its capacity to inhibit the TLR4/NF-kappaB signaling pathways. These results suggest that Okanin may have potential as a nutritional preventive strategy for neurodegenerative disorders.
