Okanin | CAS:484-76-4 | Manufacturer ChemFaces

Okanin

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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

In vitro:

Korean Journal of Pharmacognosy, 2009 , 40 (4) :345-50.

Antioxidative and hepatoprotective effect of compounds from the flowers of bidens Bipinnata L.[Reference: WebLink]

METHODS AND RESULTS:
Activity-guided fractionation of the EtOH extract of flowers of Bidens bipinnata L. have been furnished five flavonoids, sulfuretin(1), butein(2), 7,8,3′,4′-tetrahydroxyflavanone(3), maritimetin(4) and Okanin(5). All of the compounds showed significant activities on both linoleic acid peroxidation inhibition and DPPH radical scavenging effect. The evaluation for protective effect of isolated compounds against tacrine-induced cytotoxicity in human liver-derived Hep G2 cells was conducted. Compounds 1, 3, 4 and 5 showed significant protective effects with the EC50 values of 36.1±0.9, 23.3±0.7, 41.0±1.0 and 29.8±1.1 μM, respectively.
CONCLUSIONS:
Silybin, one of the well-known hepatoprotective agents, used as a positive control, and also showed protective effect with an EC50 value of 84.3±0.7 μM.

J Clin Biochem Nutr. 2012 Jan; 50(1): 53–58.

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]

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.
METHODS AND RESULTS:
Here, we found that Okanin (possessing the α-β 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 α-β 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.
CONCLUSIONS:
Collectively, our findings suggest that by virtue of its α-β 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 Description

Source:	The herbs of Bidens pilosa
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Kinase Assay:

Sci Rep. 2017 Apr 3;7:45705.

Okanin, effective constituent of the flower tea Coreopsis tinctoria, attenuates LPS-induced microglial activation through inhibition of the TLR4/NF-κB signaling pathways.[Pubmed: 28367982 ]

METHODS AND RESULTS:
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-1β, IL-6 and TNF-α 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-α production and mRNA expression in LPS-stimulated BV-2 cells. Western blot analysis indicated that Okanin suppressed LPS-induced activation of the NF-κB signaling pathway by inhibiting the phosphorylation of IκBα and decreasing the level of nuclear NF-κB p65 after LPS treatment. Immunofluorescence staining results showed that Okanin inhibited the translocation of the NF-κB p65 subunit from the cytosol to the nucleus. Moreover, Okanin significantly inhibited LPS-induced TLR4 expression in BV-2 cells.
CONCLUSIONS:
In summary, Okanin attenuates LPS-induced activation of microglia. This effect may be associated with its capacity to inhibit the TLR4/NF-κB signaling pathways. These results suggest that Okanin may have potential as a nutritional preventive strategy for neurodegenerative disorders.

Product Name	Okanin
Price:	$318 / 20mg
CAS No.:	484-76-4
Catalog No.:	CFN90849
Molecular Formula:	C₁₅H₁₂O₆
Molecular Weight:	288.3 g/mol
Purity:	>=98%
Type of Compound:	Chalcones
Physical Desc.:	Powder
Source:	The herbs of Bidens pilosa
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-inflammatory Compound Library Antioxidants Compound Library Neuroprotection Compound Library Hepatoprotective Compound Library Chalcones Compound Library TLR Inhibitor Library p65 Inhibitor Library Nrf2 Inhibitor Library NO Inhibitor Library NF-kB Inhibitor Library IKK Inhibitor Library IkB Inhibitor Library HO-1 Inhibitor Library

	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

CFN92766	Loureirin A	119425-89-7	286.3	C₁₇H₁₈O₄
CFN99576	Licochalcone B	58749-23-8	286.28	C₁₆H₁₄O₅
CFN91674	Tetrahydroxymethoxychalcone	197227-39-7	302.28	C₁₆H₁₄O₆
CFN92676	Loureirin D	119425-91-1	288.3	C₁₆H₁₆O₅
CFN91700	4,4'-Dihydroxy-2,6-dimethoxydihydrochalcone	151752-08-8	302.3	C₁₇H₁₈O₅
CFN98173	Loureirin B	119425-90-0	316.35	C₁₈H₂₀O₅
CFN70401	2',4'-Dihydroxydihydrochalcone	53596-71-7	242.3	C₁₅H₁₄O₃
CFN70089	2-Benzal-4-hydroxyacetophenone	2657-25-2	224.2	C₁₅H₁₂O₂
CFN95493	2',4'-Dihydroxychalcone	1776-30-3	240.3	C₁₅H₁₂O₃
CFN70481	3,4-Dimethoxychalcone	5416-71-7	268.3	C₁₇H₁₆O₃