4',7-DIMETHOXY-5-HYDROXYFLAVONE CAS 5128-44-9

Introduction:Basic information about 4',7-DIMETHOXY-5-HYDROXYFLAVONE CAS 5128-44-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

4',7-DIMETHOXY-5-HYDROXYFLAVONE Basic information

Product Name:4',7-DIMETHOXY-5-HYDROXYFLAVONE
Synonyms:4',7-Dimethoxy-5-Hydroxyflavone 5128-44-9;4’7-Dimethoxylapigenin;4',7-DIMETHOXY-5-HYDROXYFLAVONE;4',7-DIMETHOXYAPIGENIN;4',7-O-DIMETHYLAPIGENIN;ACACETIN 7-O-METHYL ETHER;5-Hydroxy-4',7-dimethoxyflavone;5-Hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS:5128-44-9
MF:C17H14O5
MW:298.29
EINECS:225-867-4
Product Categories:Tri-substituted Flavones
Mol File:5128-44-9.mol

4',7-DIMETHOXY-5-HYDROXYFLAVONE Chemical Properties

Melting point 139-140 °C
Boiling point 515.2±50.0 °C(Predicted)
density 1.321±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMSO : 5 mg/mL (16.76 mM; Need ultrasonic)
form powder
pka6.35±0.40(Predicted)
color Yellow
InChIInChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)15-9-14(19)17-13(18)7-12(21-2)8-16(17)22-15/h3-9,18H,1-2H3
InChIKeyLZERJKGWTQYMBB-UHFFFAOYSA-N
SMILESC1(C2=CC=C(OC)C=C2)OC2=CC(OC)=CC(O)=C2C(=O)C=1
LogP3.444 (est)

Safety Information

WGK Germany WGK 3
Storage Class11 - Combustible Solids

4',7-DIMETHOXY-5-HYDROXYFLAVONE Usage And Synthesis

Chemical PropertiesWhite crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents.
UsesThe 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]
DefinitionChEBI: A dimethoxyflavone that is the 7,4'-dimethyl ether derivative of apigenin.
IC 50Human Endogenous Metabolite
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). DOI:10.1016/s0014-827x(00)00067-7
[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). DOI:10.1186/s12906-015-0934-7

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