6-Methoxyluteolin

Names

[ CAS No. ]:
520-11-6

[ Name ]:
6-Methoxyluteolin

[Synonym ]:
5,7,3',4'-Tetrahydroxy-6-methoxyflavone
Flavone, 3',4',5,7-tetrahydroxy-6-methoxy-
Nepetin
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
3',4',5,7-Tetrahydroxy-6-methoxyflavone
6-METHOXYLUTEOLIN
Eupafolin
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one

Biological Activity

[Description]:

Nepetin (6-Methoxyluteolin) is a natural flavonoid isolated from Eupatorium ballotaefolium HBK with potent anti-inflammatory activities. Nepetin inhibits IL-6, IL-8 and MCP-1 secretion with IC50 values of 4.43 μM, 3.42 μM and 4.17 μM, respectively in ARPE-19 cells[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

[In Vitro]

Pretreatment with Nepetin dose-dependently inhibited IL-6, IL-8 and MCP-1 secretion with IC50 values of 4.43, 3.42 and 4.17 μM, respectively[1]. Nepetin (2.5-10 μM; 25 hours; ARPE-19 cells) treatment suppresses IL-1β-induced cytokine (IL-6, IL-8 and MCP-1) expression at mRNA level in ARPE-19 cells[1]. Nepetin (2.5-10 μM; 1.5 hours; ARPE-19 cells) treatment dose-dependently inhibits phosphorylation of IKKα/β and IκBα, and nuclear translocation of p65. Nepetin decreases the level of phosphorylated ERK1/2, JNK and p38 MAPK in activated ARPE-19 cells[1]. RT-PCR[1] Cell Line: ARPE-19 cells Concentration: 2.5 μM, 5 μM, 10 μM Incubation Time: 25 hours Result: Suppressed the mRNA expression of IL-6, IL-8 and MCP-1 in ARPE-19 cells. Western Blot Analysis[1] Cell Line: ARPE-19 cells Concentration: 2.5 μM, 5 μM, 10 μM Incubation Time: 1.5 hours Result: Dose-dependently inhibited phosphorylation of IKKα/β and IκBα, and nuclear translocation of p65. Decreased the level of phosphorylated ERK1/2, JNK and p38 MAPK in activated ARPE-19 cells.

[References]

[1]. Chen X, et al. Nepetin inhibits IL-1β induced inflammation via NF-κB and MAPKs signaling pathways in ARPE-19 cells. Biomed Pharmacother. 2018 May;101:87-93.

[2]. Militão GC, et al. Cytotoxic activity of nepetin, a flavonoid from Eupatorium ballotaefolium HBK. Pharmazie. 2004 Dec;59(12):965-6.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
659.1±55.0 °C at 760 mmHg

[ Melting Point ]:
267ºC

[ Molecular Formula ]:
C₁₆H₁₂O₇

[ Molecular Weight ]:
316.262

[ Flash Point ]:
250.9±25.0 °C

[ Exact Mass ]:
316.058289

[ PSA ]:
120.36000

[ LogP ]:
1.89

[ Vapour Pressure ]:
0.0±2.1 mmHg at 25°C

[ Index of Refraction ]:
1.727

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2914509090

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%

Related Compounds

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