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5,6-Desmethylenedioxy-5-methoxyaglalactone

CAS# 922169-96-8

5,6-Desmethylenedioxy-5-methoxyaglalactone

2D Structure

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5,6-Desmethylenedioxy-5-methoxyaglalactone: 5mg $1064 In Stock
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Quality Control of 5,6-Desmethylenedioxy-5-methoxyaglalactone

3D structure

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5,6-Desmethylenedioxy-5-methoxyaglalactone

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Chemical Properties of 5,6-Desmethylenedioxy-5-methoxyaglalactone

Cas No. 922169-96-8 SDF Download SDF
PubChem ID 44430503 Appearance Powder
Formula C17H16O5 M.Wt 300.30
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5,7-dimethoxy-3-(4-methoxyphenyl)-3H-2-benzofuran-1-one
SMILES COC1=CC=C(C=C1)C2C3=CC(=CC(=C3C(=O)O2)OC)OC
Standard InChIKey YNGUFTHOYVRQDO-UHFFFAOYSA-N
Standard InChI InChI=1S/C17H16O5/c1-19-11-6-4-10(5-7-11)16-13-8-12(20-2)9-14(21-3)15(13)17(18)22-16/h4-9,16H,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 5,6-Desmethylenedioxy-5-methoxyaglalactone

The leaves and twigs of Aglaia ponapensis.

Biological Activity of 5,6-Desmethylenedioxy-5-methoxyaglalactone

Description1. 5,6-Desmethylenedioxy-5-methoxyaglalactone is cytotoxic to small cell lung cancer (NCI-H187) cell line. 2. 5,6-Desmethylenedioxy-5-methoxyaglalactone has antimycobacterial activity against Mycobacterium tuberculosis H(37)Ra.
Targetsp65 | NF-kB | Antifection

5,6-Desmethylenedioxy-5-methoxyaglalactone Dilution Calculator

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5,6-Desmethylenedioxy-5-methoxyaglalactone Molarity Calculator

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Preparing Stock Solutions of 5,6-Desmethylenedioxy-5-methoxyaglalactone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.33 mL 16.65 mL 33.3 mL 66.6001 mL 83.2501 mL
5 mM 0.666 mL 3.33 mL 6.66 mL 13.32 mL 16.65 mL
10 mM 0.333 mL 1.665 mL 3.33 mL 6.66 mL 8.325 mL
50 mM 0.0666 mL 0.333 mL 0.666 mL 1.332 mL 1.665 mL
100 mM 0.0333 mL 0.1665 mL 0.333 mL 0.666 mL 0.8325 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 5,6-Desmethylenedioxy-5-methoxyaglalactone

Biologically active constituents of Aglaia erythrosperma.[Pubmed:22011221]

Nat Prod Res. 2011 Oct;25(17):1621-8.

From the fruits and leaves of Aglaia erythrosperma (Meliaceae), 10 chemical constituents were isolated and identified, i.e. the dammarane triterpenoids cabraleadiol (1), cabraleahydroxylactone (2), ethyl eichlerianoate (3), eichlerialactone (4), aglinin A (5), cabralealactone (6), the aglaialactone 5,6-desmethylenedioxy-5-methoxy-aglalactone (7), the flavagline 4'-demethoxy-3',4'-methylenedioxy-methyl rocaglate (8) and two coumarins: scoparone and scopoletin. Flavagline 8 exhibited antimalarial activity with an IC(50) value of 7.30 microg mL(-1) and was strongly cytotoxic against small cell lung cancer (NCI-H187), epidermoid carcinoma (KB) and breast cancer (BC) cell lines, with IC(50) values of 2.17, 2.10 and 0.11 microg mL(-1), respectively. Aglinin A (5) displayed moderate cytotoxicity against all the three cancer cell lines, whereas ethyl eichlerianoate (3), cabralealactone (6) and the aglaialactone 7 were exclusively cytotoxic to NCI-H187 cell line. Cabraleahydroxylactone (2) showed antiviral activity against herpes simplex virus type-1 with an IC(50) value of 3.20 microg mL(-1), in comparison with the standard acyclovir (IC(50) = 1.90 microg mL(-1)). When tested for antimycobacterial activity against Mycobacterium tuberculosis H(37)Ra, compounds 1-4 and 6-8 displayed minimum inhibitory concentration in the range of 25-50 microg mL(-1).

Ponapensin, a cyclopenta[bc]benzopyran with potent NF-kappaB inhibitory activity from Aglaia ponapensis.[Pubmed:17055270]

Bioorg Med Chem Lett. 2007 Jan 1;17(1):109-12.

Two new compounds, a cyclopenta[bc]benzopyran, ponapensin (1), and an aglaialactone, 5,6-desmethylenedioxy-5-methoxy-aglalactone (2), together with nine known compounds were isolated from the CHCl(3) soluble extract of the leaves and twigs of Aglaia ponapensis. Their structures were established by spectroscopic data interpretation. Ponapensin (1) exhibited significant NF-kappaB inhibitory activity in an Elisa assay, and was found to be more potent than the positive control rocaglamide. All of the compounds isolated were also tested in a panel of human cancer cell lines, with the known sterol E-volkendousin (3) and methyl rocaglate (aglafoline) found to be the only active substances.

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