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Chiricanine A

CAS# 350593-30-5

Chiricanine A

Catalog No. BCN0641----Order now to get a substantial discount!

Product Name & Size Price Stock
Chiricanine A: 5mg $725 In Stock
Chiricanine A: 10mg Please Inquire In Stock
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Quality Control of Chiricanine A

Number of papers citing our products

Chemical structure

Chiricanine A

Chemical Properties of Chiricanine A

Cas No. 350593-30-5 SDF Download SDF
PubChem ID N/A Appearance Powder
Formula C19H20O2 M.Wt 280.4
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
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.

Chiricanine A Dilution Calculator

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Chiricanine A Molarity Calculator

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Preparing Stock Solutions of Chiricanine A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5663 mL 17.8317 mL 35.6633 mL 71.3267 mL 89.1583 mL
5 mM 0.7133 mL 3.5663 mL 7.1327 mL 14.2653 mL 17.8317 mL
10 mM 0.3566 mL 1.7832 mL 3.5663 mL 7.1327 mL 8.9158 mL
50 mM 0.0713 mL 0.3566 mL 0.7133 mL 1.4265 mL 1.7832 mL
100 mM 0.0357 mL 0.1783 mL 0.3566 mL 0.7133 mL 0.8916 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 Chiricanine A

Suppression of Aflatoxin Production in Aspergillus Species by Selected Peanut (Arachis hypogaea) Stilbenoids.[Pubmed:29207242]

J Agric Food Chem. 2018 Jan 10;66(1):118-126.

Aspergillus flavus is a soil fungus that commonly invades peanut seeds and often produces carcinogenic aflatoxins. Under favorable conditions, the fungus-challenged peanut plant produces and accumulates resveratrol and its prenylated derivatives in response to such an invasion. These prenylated stilbenoids are considered peanut antifungal phytoalexins. However, the mechanism of peanut-fungus interaction has not been sufficiently studied. We used pure peanut stilbenoids arachidin-1, arachidin-3, and Chiricanine A to study their effects on the viability of and metabolite production by several important toxigenic Aspergillus species. Significant reduction or virtually complete suppression of aflatoxin production was revealed in feeding experiments in A. flavus, Aspergillus parasiticus, and Aspergillus nomius. Changes in morphology, spore germination, and growth rate were observed in A. flavus exposed to the selected peanut stilbenoids. Elucidation of the mechanism of aflatoxin suppression by peanut stilbenoids could provide strategies for preventing plant invasion by the fungi that produce aflatoxins.

A Stilbenoid-Specific Prenyltransferase Utilizes Dimethylallyl Pyrophosphate from the Plastidic Terpenoid Pathway.[Pubmed:27356974]

Plant Physiol. 2016 Aug;171(4):2483-98.

Prenylated stilbenoids synthesized in some legumes exhibit plant pathogen defense properties and pharmacological activities with potential benefits to human health. Despite their importance, the biosynthetic pathways of these compounds remain to be elucidated. Peanut (Arachis hypogaea) hairy root cultures produce a diverse array of prenylated stilbenoids upon treatment with elicitors. Using metabolic inhibitors of the plastidic and cytosolic isoprenoid biosynthetic pathways, we demonstrated that the prenyl moiety on the prenylated stilbenoids derives from a plastidic pathway. We further characterized, to our knowledge for the first time, a membrane-bound stilbenoid-specific prenyltransferase activity from the microsomal fraction of peanut hairy roots. This microsomal fraction-derived resveratrol 4-dimethylallyl transferase utilizes 3,3-dimethylallyl pyrophosphate as a prenyl donor and prenylates resveratrol to form arachidin-2. It also prenylates pinosylvin to Chiricanine A and piceatannol to arachidin-5, a prenylated stilbenoid identified, to our knowledge, for the first time in this study. This prenyltransferase exhibits strict substrate specificity for stilbenoids and does not prenylate flavanone, flavone, or isoflavone backbones, even though it shares several common features with flavonoid-specific prenyltransferases.

Total synthesis of chiricanine A, arahypin-1, trans-arachidin-2, trans-arachidin-3, and arahypin-5 from peanut seeds.[Pubmed:21348467]

J Nat Prod. 2011 Apr 25;74(4):644-9.

The first and efficient syntheses of the naturally occurring prenylated stilbenes Chiricanine A (2), arahypin-1 (3), trans-arachidin-2 (4), trans-arachidin-3 (5), and arahypin-5 (6) are described. Syntheses of 2 and 3 were accomplished by either a convergent sequence or a one-step reaction starting from pinosylvin. Syntheses of 4, 5, and 6 were achieved from (E)-3,5-bis-methoxymethyl-4'-triisopropylsilyloxystilbene obtained by a Horner-Wadsworth-Emmons reaction between a benzaldehyde possessing bis-methoxymethyl ether groups and a benzyl phosphonate with a triisopropylsilyloxy group.

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