Encecalin

CAS# 20628-09-5

Encecalin

2D Structure

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Quality Control of Encecalin

3D structure

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Encecalin

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Chemical Properties of Encecalin

Cas No. 20628-09-5 SDF Download SDF
PubChem ID 114703 Appearance Oil
Formula C14H16O3 M.Wt 232.3
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1-(7-methoxy-2,2-dimethylchromen-6-yl)ethanone
SMILES CC(=O)C1=C(C=C2C(=C1)C=CC(O2)(C)C)OC
Standard InChIKey WXVLCNREBFDEKS-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H16O3/c1-9(15)11-7-10-5-6-14(2,3)17-12(10)8-13(11)16-4/h5-8H,1-4H3
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 Encecalin

The herbs of Centaurea solstitialis L.

Biological Activity of Encecalin

Description1. Encecalin and demethylencecalin are major phytotoxic compounds isolated from Helianthella quinquenervis (Hook) A Gray (Asteraceae), they inhibit photosystem II (from water to 2,5-dibromo-3-methyl-6-isopropyl-1,4 p-benzo-quinone). 2. Encecalin and eupatoriochromene retard seed germination and reduce radicle and hypocotyl growth of weed and crop plant seedlings.
TargetsATPase

Encecalin Dilution Calculator

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Encecalin Molarity Calculator

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Preparing Stock Solutions of Encecalin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.3048 mL 21.5239 mL 43.0478 mL 86.0956 mL 107.6195 mL
5 mM 0.861 mL 4.3048 mL 8.6096 mL 17.2191 mL 21.5239 mL
10 mM 0.4305 mL 2.1524 mL 4.3048 mL 8.6096 mL 10.7619 mL
50 mM 0.0861 mL 0.4305 mL 0.861 mL 1.7219 mL 2.1524 mL
100 mM 0.043 mL 0.2152 mL 0.4305 mL 0.861 mL 1.0762 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 Encecalin

Eupatoriochromene and encecalin, plant growth regulators from yellow starthistle (Centaurea solstitialis L.).[Pubmed:24272297]

J Chem Ecol. 1989 Jul;15(7):2073-87.

Two chromenes, eupatoriochromene (1) and Encecalin (2), have been isolated from yellow starthistle (Centaurea solstitialis L.). Both chromenes retard seed germination and reduce radicle and hypocotyl growth of weed and crop plant seedlings. In addition,1 increases adventitious root formation of mung bean cuttings.

Fate of the chromene encecalin in the interaction ofEncelia farinosa and its specialized herbivoreTrirhabda geminata.[Pubmed:24227488]

J Chem Ecol. 1996 Mar;22(3):491-8.

Leaf beetles of the speciesTrirhabda geminata are specialized herbivores that are able to feed on the chemically well-protected foliage of the desert sunflowerEncelia farinosa, which contains the insecticidal chromene derivative Encecalin. Chemical analysis of the beetles and their fecal excretions indicated that Encecalin is present only in the alimentary canal and is not absorbed across the gut membrane, as previously shown for other herbivorous insects (e.g., the Egyptian armyworm,Spodoptera littoralis) that are susceptible to this chromene derivative. Further differences betweenT. geminata and nonadapted insects were observed with regard to the metabolism of Encecalin. Whereas the Encecalin-resistent leaf beetles metabolize Encecalin mainly to encecalol by reduction of the acetyl group, susceptible insects, such as larvae ofS. littoralis, metabolize Encecalin mainly by exoxidation of the 3,4 double bond, which creates a powerful alkylating agent and is responsible for the toxicity of Encecalin. Reductive rather than oxidative metabolism of Encecalin therefore seems important for the resistance ofT. geminata against the chemical defense of their host plantE. farinosa.

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