Genkwanin

Modify Date: 2025-08-20 12:05:01

Genkwanin Structure
Genkwanin structure
Common Name Genkwanin
CAS Number 437-64-9 Molecular Weight 284.263
Density 1.4±0.1 g/cm3 Boiling Point 546.5±50.0 °C at 760 mmHg
Molecular Formula C16H12O5 Melting Point 290-292°C
MSDS Chinese USA Flash Point 209.7±23.6 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Genkwanin


Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

 Names

Name Genkwanin
Synonym More Synonyms

 Genkwanin Biological Activity

Description Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.
Related Catalog
In Vitro Cell viability analysis shows that Genkwanin does not affect the cell viability up to a concentration of 50 μM. Genkwanin inhibits the LPS-induced production of NO in a concentration-dependent manner. iNOS only expresses in the present of external stimulus. Genkwanin could not significantly affect the activity of iNOS. The effect of Genkwanin on the production of proinflammatory cytokines is examined. Genkwanin suppresses the productions of TNF-a, IL-1b and IL-6 in LPS stimulated RAW264.7 macrophages in a concentration-dependent manner. Genkwanin significantly suppresses the AP-1 signaling pathway but has little effect on the NF-kB signaling pathway. It is indicated that Genkwanin suppresses the phosphorylation of p38 and JNK in a concentration-dependent manner, but little affects ERK1/2 phosphorylation. Originally identified as an immediate early gene, MKP-1 is then found to be a dual specificity phosphatase acting as a negative regulator of ERK1/2, JNK and p38 MAPK activities, with predominant effects on the latter two. Pretreatment with Genkwanin markedly up-regulates the expression of MKP-1 without affecting MKP-1 mRNA[1].
References

[1]. Gao Y et al. Genkwanin inhibits proinflammatory mediators mainly through the regulation of miR-101/MKP-1/MAPK pathway in LPS-activated macrophages. PLoS One. 2014 May 6;9(5):e96741.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 546.5±50.0 °C at 760 mmHg
Melting Point 290-292°C
Molecular Formula C16H12O5
Molecular Weight 284.263
Flash Point 209.7±23.6 °C
Exact Mass 284.068481
PSA 79.90000
LogP 2.36
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.669
InChIKey JPMYFOBNRRGFNO-UHFFFAOYSA-N
SMILES COc1cc(O)c2c(=O)cc(-c3ccc(O)cc3)oc2c1
Storage condition Hygroscopic, -20?C Freezer, Under Inert Atmosphere

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Hazard Codes Xn
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
HS Code 2914509090

 Synthetic Route

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 GenkwaninBioassay

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Name: Cytotoxicity against human A549 cells by SRB assay
Source: ChEMBL
Target: A549
External Id: CHEMBL4343917
Name: The chemical genetic matrix (CGM) dataset as reported in Wildenhain et al. (2015) Pre...
Source: 11924
Target: N/A
External Id: CGM data for Cell Systems paper Dec 2015
Name: Inhibition of p56 lck
Source: ChEMBL
Target: Tyrosine-protein kinase Lck
External Id: CHEMBL941407
Name: Inhibition of FabI at 100 uM
Source: ChEMBL
Target: Enoyl-acyl-carrier protein reductase
External Id: CHEMBL859175
Name: Cytotoxicity against mouse P388 cells
Source: ChEMBL
Target: P388
External Id: CHEMBL987592
Name: Inhibition of FabG at 100 uM
Source: ChEMBL
Target: 3-oxoacyl-acyl-carrier protein reductase
External Id: CHEMBL859176
Name: Cytotoxicity against human A2780 cells
Source: ChEMBL
Target: A2780
External Id: CHEMBL999977
Name: Inhibition of recombinant His-tagged human FLT3 (564 to 958 residues) expressed in ba...
Source: ChEMBL
Target: Receptor-type tyrosine-protein kinase FLT3
External Id: CHEMBL4814911
Name: Cytotoxicity against human KB cells
Source: ChEMBL
Target: KB
External Id: CHEMBL987594
Name: Inhibition of recombinant His-tagged human FLT3 (564 to 958 residues) expressed in ba...
Source: ChEMBL
Target: Receptor-type tyrosine-protein kinase FLT3
External Id: CHEMBL4814912
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 Synonyms

5,4'-Dihydroxy-7-methoxyflavone
5-hydroxy-4',7-dimethoxyflavone
MFCD00017452
7-Methoxyapigenin
Gengkwanin
4',5-DIHYDROXY-7-METHOXYFLAVONE
7-O-methyl-naringenin
4′,5-Dihydroxy-7-methoxyflavone
7-O-Methylapigenin
Apigenin 7-methyl ether
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
5,14-dihydroxy-7-methoxyflavonone
Genkwanin
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