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3',4'-dimethoxyflavone

Names

[ CAS No. ]:
4143-62-8

[ Name ]:
3',4'-dimethoxyflavone

[Synonym ]:
MFCD00143009
2-(3,4-Dimethoxyphenyl)chromen-4-one
3',4'-DIMETHOXYFLAVONE

Biological Activity

[Description]:

3',4'-Dimethoxyflavone is a lipophilic flavone, can be isolated from the leaves of Primula veris. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurones against cell death induced by Parthanatos. 3',4'-Dimethoxyflavone is also an aryl hydrocarbon receptor antagonist in human breast cancer cells. 3',4'-Dimethoxyflavone can promote the proliferation of human hematopoietic stem cells. 3',4'-Dimethoxyflavone has various biological activities, including antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidaemic, and neuroprotective or neurotrophic effects[1][2][3][4].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Epigenetics >> PARP
Research Areas >> Cardiovascular Disease
Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor
Research Areas >> Inflammation/Immunology
Research Areas >> Neurological Disease
Signaling Pathways >> Cell Cycle/DNA Damage >> PARP

[Target]

PARP, Aryl hydrocarbon receptor[1]


[In Vitro]

3',4'-Dimethoxyflavone (10 and 20 μM) has protection against the reduction in SH-SY5Y viability induced by Methylnitronitrosoguanidine (MNNG) (HY-128612)[2]. 3',4'-Dimethoxyflavone (6.25-25 μM) decreases the levels of PAR induced by MNNG in HeLa cells[2]. 3',4'-Dimethoxyflavone (12.5, 25, 50 and 100 μM; 15-20 h) reduces cortical neuronal death induced by exposure to NMDA (HY-17551)[2]. 3',4'-Dimethoxyflavone (0.1-10 μM; 24 h) exhibits significant inhibition of 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD)-induced EROD activity in MCF-7 and T47D cells[3]. 3',4'-Dimethoxyflavone inhibits AhR-dependent CYP1A1 induction and AhR-mediated inhibition of estrogen-induced gene expression in T47D and MCF-7 breast cancer cells[3]. 3′,4′-Dimethoxyflavone (2.5 μM; 7 days) promotes the proliferation of human hematopoietic stem cells[4]. Cell Viability Assay[2] Cell Line: Primary cortical neurones (isolated from fetal CD1 mice, incubated with NMDA) Concentration: 12.5, 25, 50 and 100 μM Incubation Time: 15-20 h Result: Reduced concentration-dependently neuronal death induced by exposure to NMDA. Cell Proliferation Assay[4] Cell Line: CD34+ cells Concentration: 2.5 μM Incubation Time: 7 days Result: Induced a significantly higher amplification of the CD34+ population under normoxia.

[References]

[1]. Budzianowski J, et al. Lipophilic flavones of Primula veris L. from field cultivation and in vitro cultures. Phytochemistry. 2005 May;66(9):1033-9.

[2]. Fatokun AA, et al. Identification through high-throughput screening of 4'-methoxyflavone and 3',4'-dimethoxyflavone as novel neuroprotective inhibitors of parthanatos. Br J Pharmacol. 2013 Jul;169(6):1263-78.

[3]. Lee JE, et al. 3',4'-dimethoxyflavone as an aryl hydrocarbon receptor antagonist in human breast cancer cells. Toxicol Sci. 2000 Dec;58(2):235-42.

[4]. Kaur K, et al. 3',4'-Dimethoxyflavone and valproic acid promotes the proliferation of human hematopoietic stem cells. Stem Cell Res Ther. 2013 May 24;4(3):60.

Chemical & Physical Properties

[ Density]:
1.242g/cm3

[ Boiling Point ]:
428.5ºC at 760 mmHg

[ Melting Point ]:
154-155°C

[ Molecular Formula ]:
C17H14O4

[ Molecular Weight ]:
282.29100

[ Flash Point ]:
190.6ºC

[ Exact Mass ]:
282.08900

[ PSA ]:
48.67000

[ LogP ]:
3.47720

[ Index of Refraction ]:
1.598

[ Storage condition ]:
room temp

MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Hazard Codes ]:
T

[ Risk Phrases ]:
25

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
UN 2811 6.1 / PGIII

[ 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%

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