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Naringenin trimethyl ether

CAS# 38302-15-7

Naringenin trimethyl ether

Catalog No. BCN5437----Order now to get a substantial discount!

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Naringenin trimethyl ether: 5mg $374 In Stock
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Quality Control of Naringenin trimethyl ether

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Chemical structure

Naringenin trimethyl ether

3D structure

Chemical Properties of Naringenin trimethyl ether

Cas No. 38302-15-7 SDF Download SDF
PubChem ID 5003667 Appearance Powder
Formula C18H18O5 M.Wt 314.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES COC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC)OC
Standard InChIKey MQFSCAHSIUPLSB-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H18O5/c1-20-12-6-4-11(5-7-12)15-10-14(19)18-16(22-3)8-13(21-2)9-17(18)23-15/h4-9,15H,10H2,1-3H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Naringenin trimethyl ether

The herbs of Potentilla discolor Bunge

Biological Activity of Naringenin trimethyl ether

DescriptionNaringenin trimethyl ether shows significant molluscicidal activity with a median lethal concentration (LC(50)) of 3.9 μg/mL.
TargetsAntifection
In vitro

Molluscicidal activity of Aglaia duperreana and the constituents of its twigs and leaves.[Pubmed: 22595538]

Fitoterapia. 2012 Sep;83(6):1081-6.

The methanol (MeOH) extract of the twigs and leaves of Aglaia duperreana was investigated for its molluscicidal activity against Pomacea canaliculata.
METHODS AND RESULTS:
The extract was found to exhibit significant molluscicidal activity. The ethyl acetate soluble fraction of the extract showed the most potent molluscicidal activity among different solvent fractions. The bioactivity-guided chemical investigation of the ethyl acetate soluble fraction led to a new triterpenoid along with 15 known compounds. Their structures were elucidated by spectroscopic methods, including one- and two-dimensional nuclear magnetic resonance techniques as well as mass spectroscopic analysis. The molluscicidal activities of compounds 2-16 against P. canaliculata were also investigated.
CONCLUSIONS:
Naringenin trimethyl ether showed significant molluscicidal activity with a median lethal concentration (LC(50)) of 3.9 μg/mL, which was indicated higher potency than the positive control, tea saponin (LC(50)=4.5 μg/mL).

Protocol of Naringenin trimethyl ether

Structure Identification
Phytochemistry. 2000 Nov;55(5):439-46.

(Rel)-1beta,2alpha-di-(2,4-dihydroxy-6-methoxybenzoyl)-3beta, 4alpha-di-(4-methoxyphenyl)-cyclobutane and other flavonoids from the aerial parts of Goniothalamus gardneri and Goniothalamus thwaitesii.[Pubmed: 11140605]


METHODS AND RESULTS:
The aerial parts of Goniothalamus gardneri (Annonaceae) has yielded the known flavonoids 2'-hydroxy-4,4',6'-trimethoxychalcone (flavokawain A), 2',4'-dihydroxy-4,6'-dimethoxydihydrochalcone, 4,2',4'-trihydroxy-6'-methoxydihydrochalcone, 5,7,4'-trimethoxyflavanone (Naringenin trimethyl ether) and 7-hydroxy-5,4'-dimethoxyflavanone (tsugafolin) together with three novel compounds, the dimer characterised as (rel)-1beta,2alpha-di-(2,4-dihydroxy-6-methoxybenzoyl)-3beta,4alpha-di-(4-methoxyphenyl)-cyclobutane, 2',4'-dihydroxy-4,6'-dimethoxychalcone and 2'-hydroxy-4,4',6'-trimethoxydihydrochalcone. The last two have previously been synthesised but appear to be new natural products. A similar study of the aerial parts of G. thwaitesii led only to the isolation of the known flavonoids myricetin 4'-O-methyl ether-3-O-alpha-L-rhamnopyranoside (mearnsitrin) and myricetin-3-O-methyl ether (annulatin), together with the triterpenes friedelinol, friedelin and betulinic acid.
CONCLUSIONS:
All compounds were identified by spectroscopic analysis and, for known compounds, by comparison with published data.

Naringenin trimethyl ether Dilution Calculator

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Preparing Stock Solutions of Naringenin trimethyl ether

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1817 mL 15.9084 mL 31.8167 mL 63.6335 mL 79.5418 mL
5 mM 0.6363 mL 3.1817 mL 6.3633 mL 12.7267 mL 15.9084 mL
10 mM 0.3182 mL 1.5908 mL 3.1817 mL 6.3633 mL 7.9542 mL
50 mM 0.0636 mL 0.3182 mL 0.6363 mL 1.2727 mL 1.5908 mL
100 mM 0.0318 mL 0.1591 mL 0.3182 mL 0.6363 mL 0.7954 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Naringenin trimethyl ether

Molluscicidal activity of Aglaia duperreana and the constituents of its twigs and leaves.[Pubmed:22595538]

Fitoterapia. 2012 Sep;83(6):1081-6.

The methanol (MeOH) extract of the twigs and leaves of Aglaia duperreana was investigated for its molluscicidal activity against Pomacea canaliculata. The extract was found to exhibit significant molluscicidal activity. The ethyl acetate soluble fraction of the extract showed the most potent molluscicidal activity among different solvent fractions. The bioactivity-guided chemical investigation of the ethyl acetate soluble fraction led to a new triterpenoid along with 15 known compounds. Their structures were elucidated by spectroscopic methods, including one- and two-dimensional nuclear magnetic resonance techniques as well as mass spectroscopic analysis. The molluscicidal activities of compounds 2-16 against P. canaliculata were also investigated. Naringenin trimethyl ether showed significant molluscicidal activity with a median lethal concentration (LC(50)) of 3.9 mug/mL, which was indicated higher potency than the positive control, tea saponin (LC(50)=4.5 mug/mL).

Description

Naringenin trimethyl ether is a constituent of twigs and leaves of Aglaia duperreana. Naringenin trimethyl exhibits significant molluscicidal activity, with a LC50 of 3.9 μg/ mL for P. canaliculata.

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