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16-Epivoacarpine

CAS# 114027-38-2

16-Epivoacarpine

2D Structure

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Quality Control of 16-Epivoacarpine

3D structure

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16-Epivoacarpine

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Chemical Properties of 16-Epivoacarpine

Cas No. 114027-38-2 SDF Download SDF
PubChem ID 13946382 Appearance Powder
Formula C21H24N2O4 M.Wt 368.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1R,12S,13R,14S,15E)-15-ethylidene-1-hydroxy-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate
SMILES CC=C1CN2C3CC4=C(C2(CC1C3(CO)C(=O)OC)O)NC5=CC=CC=C45
Standard InChIKey ZROBSNVANUBAJZ-LWKNIGJSSA-N
Standard InChI InChI=1S/C21H24N2O4/c1-3-12-10-23-17-8-14-13-6-4-5-7-16(13)22-18(14)21(23,26)9-15(12)20(17,11-24)19(25)27-2/h3-7,15,17,22,24,26H,8-11H2,1-2H3/b12-3-/t15-,17-,20+,21+/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 16-Epivoacarpine

The herbs of Gelsemium elegans

Biological Activity of 16-Epivoacarpine

Description16-Epivoacarpine is a natural product from Gelsemium elegans.

Protocol of 16-Epivoacarpine

Structure Identification
Studies in Natural Products Chemistry, 1995 , 15 (06) :465-518.

Recent advances in the chemistry of Gelsemium alkaloids.[Reference: WebLink]

This chapter reviews the recent intensive research that led to significant progress in the field of Gelsemium alkaloid chemistry. It presents alkaloids isolated from the Gelsemium species.
METHODS AND RESULTS:
The structure elucidation of the representative alkaloids using mainly spectroscopic methods is described. The chapter discusses the biogenetic speculation of the structurally unique Gelsemium alkaloids and the biomimetic transformation of the known indole alkaloids leading to the various skeletal types of Gelsemium alkaloids. A genuine indole nucleus is present only in the sarpagine group and sempervirine among the many skeletal classes of the Gelsemium alkaloids. The sarpagine group found in the Gelsemium species consists of six indole alkaloids, 19( Z )-akuammidine (koumicine), koumicine N -oxide, koumidine, 16-Epivoacarpine, 19(Z)-anhydrovobasine-diol, and N a -methoxy-19( Z )-anhydrovobasinediol.
CONCLUSIONS:
The structure elucidation of the indole alkaloid, the so-called akuammidine isolated from Gelsemium elegans is discussed in the chapter. The configuration of the ethylidene side chain was considered the 19( E ) form as generally found in the monoterpenoid indole alkaloids. The so-called akuammidine from G. elegans showed the same mass spectral fragment pattern as authentic akuammidine obtained from other plant sources.

16-Epivoacarpine Dilution Calculator

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Preparing Stock Solutions of 16-Epivoacarpine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7144 mL 13.5722 mL 27.1444 mL 54.2888 mL 67.861 mL
5 mM 0.5429 mL 2.7144 mL 5.4289 mL 10.8578 mL 13.5722 mL
10 mM 0.2714 mL 1.3572 mL 2.7144 mL 5.4289 mL 6.7861 mL
50 mM 0.0543 mL 0.2714 mL 0.5429 mL 1.0858 mL 1.3572 mL
100 mM 0.0271 mL 0.1357 mL 0.2714 mL 0.5429 mL 0.6786 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 16-Epivoacarpine

Recent advances in the chemistry of Gelsemium alkaloids.

Studies in Natural Products Chemistry, 1995 , 15 (06) :465-518.

This chapter reviews the recent intensive research that led to significant progress in the field of Gelsemium alkaloid chemistry. It presents alkaloids isolated from the Gelsemium species. The structure elucidation of the representative alkaloids using mainly spectroscopic methods is described. The chapter discusses the biogenetic speculation of the structurally unique Gelsemium alkaloids and the biomimetic transformation of the known indole alkaloids leading to the various skeletal types of Gelsemium alkaloids. A genuine indole nucleus is present only in the sarpagine group and sempervirine among the many skeletal classes of the Gelsemium alkaloids. The sarpagine group found in the Gelsemium species consists of six indole alkaloids, 19( Z )-akuammidine (koumicine), koumicine N -oxide, koumidine, 16-Epivoacarpine, 19(Z)-anhydrovobasine-diol, and N a -methoxy-19( Z )-anhydrovobasinediol. The structure elucidation of the indole alkaloid, the so-called akuammidine isolated from Gelsemium elegans is discussed in the chapter. The configuration of the ethylidene side chain was considered the 19( E ) form as generally found in the monoterpenoid indole alkaloids. The so-called akuammidine from G. elegans showed the same mass spectral fragment pattern as authentic akuammidine obtained from other plant sources.

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