7,4'-Di-O-methylapigenin

Modify Date: 2025-08-23 12:48:40

7,4'-Di-O-methylapigenin Structure
7,4'-Di-O-methylapigenin structure
 Common Name 7,4'-Di-O-methylapigenin
CAS Number 5128-44-9 Molecular Weight 298.290
Density 1.3±0.1 g/cm3 Boiling Point 515.2±50.0 °C at 760 mmHg
Molecular Formula C17H14O5 Melting Point N/A
MSDS N/A Flash Point 193.3±23.6 °C

 Use of 7,4'-Di-O-methylapigenin


The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml).IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2]In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2]In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]

 Names

Name apigenin 7,4'-dimethyl ether
Synonym More Synonyms

 7,4'-Di-O-methylapigenin Biological Activity

Description The compound 7,4'-Di-O-methylapigenin may be partly responsible for the reported antifungal activity of C. zeyheri, and may serve as a potential source of lead compounds that can be developed as antifungal phytomedicines.And it also showed inhibition of the drug efflux pumps (with IC50 = 51.64 μg/ml).IC50:51.64 μg/ml(Candida albicans drug efflux pumps)[2]In vitro: The isolated 7,4'-Di-O-methylapigenin was further investigated for its inhibitory activity on ABC drug efflux pumps in C. albicans by monitoring an increase in ciprofloxacin, assessing the level of its accumulation, in response to reserpine. There was a higher accumulation of ciprofloxacin in Candida cells in the presence of 7,4'-Di-O-methylapigenin than with reserpine. The compound 7,4'-Di-O-methylapigenine demonstrated the activity in a dose-dependent manner with IC50 value of 51.64 μg/ml. These results support those obtained from synergism assays where by the underlying synergistic antifungal mechanisms could be due to blockage of ABC efflux pumps and increasing the susceptibility of Candida to miconazole.[2]In vivo: In searching for natural products as potential anti-inflammatory agents, 7,4'-Di-O-methylapigenin wasn't evaluated in vivo for its ability to inhibit acute inflammation.[1]
Related Catalog
References

[1]. Alvarez, M.E. et al.Phytochemical study and anti-inflammatory properties of Lampaya hieronymi Schum. ex Moldenke.Farmaco. Jun-Jul;55(6-7):502-5.doi:10.1016/S0014-827X(00)00067-7(2000).

[2]. Mangoyi, R., Midiwo, J. & Mukanganyama, S. Isolation and characterization of an antifungal compound 5-hydroxy-7,4'-dimethoxyflavone from Combretum zeyheri. BMC complementary and alternative medicine 15, 405, doi:10.1186/s12906-015-0934-7 (2015).

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 515.2±50.0 °C at 760 mmHg
Molecular Formula C17H14O5
Molecular Weight 298.290
Flash Point 193.3±23.6 °C
Exact Mass 298.084137
PSA 68.90000
LogP 3.40
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.622
InChIKey LZERJKGWTQYMBB-UHFFFAOYSA-N
SMILES COc1ccc(-c2cc(=O)c3c(O)cc(OC)cc3o2)cc1
Storage condition -20℃

 Safety Information

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%

 7,4'-Di-O-methylapigeninBioassay

View more

Name: Synergistic antifungal activity against Candida albicans after 24 hrs in presence of ...
Source: ChEMBL
Target: Candida albicans
External Id: CHEMBL4313292
Name: Induction of adipogenesis in mouse 3T3L1 cells assessed as increase in triglyceride l...
Source: ChEMBL
Target: 3T3-L1
External Id: CHEMBL1777107
Name: Induction of adipogenesis in mouse 3T3L1 cells assessed as increase in triglyceride l...
Source: ChEMBL
Target: 3T3-L1
External Id: CHEMBL1777106
Name: Inhibition of rat alpha-glucosidase assessed as p-nitrophenol release at 50 ug/ml
Source: ChEMBL
Target: N/A
External Id: CHEMBL1038573
Name: Kinase Assay from Article 10.1002/cbic.201000487: "Biological evaluation and structur...
Source: BindingDB
Target: N/A
External Id: BindingDB_5042_1
Name: Inhibition of Avian myeloblastosis virus reverse transcriptase
Source: ChEMBL
Target: Polyprotein II
External Id: CHEMBL3047467
Name: Inhibition of human Kv1.5 expressed in HEK293 cells at 100 uM by whole cell patch cla...
Source: ChEMBL
Target: Potassium voltage-gated channel subfamily A member 5
External Id: CHEMBL3880324
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: HIV Cellular Data
Source: NIAID
Target: N/A
External Id: HIV Cellular Data
Name: Displacement of [3H]PIA from Adenosine A1 receptor in rat brain membranes
Source: ChEMBL
Target: Adenosine receptor A1
External Id: CHEMBL639359
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 Synonyms

Genkwanin 4'-methyl ether
4',7-Dimethylapigenin
Apigenin dimethyl ether
7,4'-dimethylapigenin
5-Hydroxy-4',7-dimethoxyflavone
5-Hydroxy-4',7-dimethoxy-flavone
5-Hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
7,4'-di-O-methylapigenin
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
Apigenin 7,4'-dimethyl ether
Apigenin 4',7-dimethyl ether
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