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Methyl 6-hydroxyangolensate

CAS# 22255-07-8

Methyl 6-hydroxyangolensate

2D Structure

Catalog No. BCN5054----Order now to get a substantial discount!

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Methyl 6-hydroxyangolensate: 5mg $748 In Stock
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Quality Control of Methyl 6-hydroxyangolensate

3D structure

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Methyl 6-hydroxyangolensate

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Chemical Properties of Methyl 6-hydroxyangolensate

Cas No. 22255-07-8 SDF Download SDF
PubChem ID 40469567 Appearance Powder
Formula C27H34O8 M.Wt 486.6
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (2S)-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]-2-hydroxyacetate
SMILES CC1(C(C2(C3CCC4(C(OC(=O)CC4(C3=C)OC2CC1=O)C5=COC=C5)C)C)C(C(=O)OC)O)C
Standard InChIKey GOYZKWCPWBKPIG-KDSQYEHRSA-N
Standard InChI InChI=1S/C27H34O8/c1-14-16-7-9-25(4)22(15-8-10-33-13-15)34-19(29)12-27(14,25)35-18-11-17(28)24(2,3)21(26(16,18)5)20(30)23(31)32-6/h8,10,13,16,18,20-22,30H,1,7,9,11-12H2,2-6H3/t16-,18-,20-,21-,22-,25-,26-,27-/m0/s1
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 Methyl 6-hydroxyangolensate

The barks of Khaya grandifoliola C.D.C.

Biological Activity of Methyl 6-hydroxyangolensate

Description1. Methyl 6-hydroxyangolensate shows antifungal and antibacterial activities.
TargetsAntifection

Methyl 6-hydroxyangolensate Dilution Calculator

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Preparing Stock Solutions of Methyl 6-hydroxyangolensate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0551 mL 10.2754 mL 20.5508 mL 41.1015 mL 51.3769 mL
5 mM 0.411 mL 2.0551 mL 4.1102 mL 8.2203 mL 10.2754 mL
10 mM 0.2055 mL 1.0275 mL 2.0551 mL 4.1102 mL 5.1377 mL
50 mM 0.0411 mL 0.2055 mL 0.411 mL 0.822 mL 1.0275 mL
100 mM 0.0206 mL 0.1028 mL 0.2055 mL 0.411 mL 0.5138 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 Methyl 6-hydroxyangolensate

Antifungal activity of limonoids from Khaya ivorensis.[Pubmed:15619711]

Pest Manag Sci. 2005 Feb;61(2):186-90.

Chemical investigation of the diethyl ether extract of the stem bark of Khaya ivorensis A Chev (Meliaceae) afforded ten limonoids of angolensates, ring D-opened limonoids and mexicanolides. The structures of the limonoids isolated were determined by comparison of their (1)H and (13)C NMR data with those reported in the literature. These compounds were evaluated for their antifungal activity against the plant pathogenic fungus Botrytis cinerea Pers. Methyl 6-hydroxyangolensate and 3,7-dideacetylkhivorin were also tested for their antifungal and antibacterial activities on several fungal and bacterial species. Methyl angolensate and 1,3,7-trideacetylkhivorin displayed the highest antifungal activity against B. cinerea, with respectively 62.8 and 64.0% mycelial growth inhibition at 1000 mg litre(-1), and 73.3 and 68.6% mycelial growth inhibition at 1500 mg litre(-1). 3,7-Dideacetylkhivorin showed stronger antifungal and antibacterial activities than Methyl 6-hydroxyangolensate against all of the test fungi and bacteria except Penicillium expansum Link. This is the first report on the antifungal and antibacterial effects of these limonoids. Structure-antifungal activity relationships of the limonoids isolated are discussed.

Rings B,D-seco limonoid antifeedants from Swietenia mahogani.[Pubmed:24034555]

Phytochemistry. 2013 Dec;96:312-7.

Three phragmalin-type limonoids, swietephragmin H (1), swietephragmin I (2) and 11-hydroxyswietephragmin B (3), and a mexicanolide-type limonoid 2-hydroxy-6-deacetoxyswietenine (4), together with known compounds, 6-O-acetyl-2-hydroxyswietenin (5), 2-hydroxyswietenine (6), swietemahonin G (7), Methyl 6-hydroxyangolensate (8) and 7-deacetoxy-7-oxogedunin (9) were isolated from the leaves of Swietenia mahogani (Meliaceae). Their structures were established by extensive NMR experiments in conjunction with mass spectrometry. The antifeedant activity of the isolated compounds was evaluated.

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