Corynantheine

CAS# 18904-54-6

Corynantheine

Catalog No. BCN3746----Order now to get a substantial discount!

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Chemical structure

Corynantheine

3D structure

Chemical Properties of Corynantheine

Cas No. 18904-54-6 SDF Download SDF
PubChem ID 3037997 Appearance Powder
Formula C22H26N2O3 M.Wt 366.5
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (E)-2-[(2S,3R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
SMILES COC=C(C1CC2C3=C(CCN2CC1C=C)C4=CC=CC=C4N3)C(=O)OC
Standard InChIKey TZUGIFAYWNNSAO-XPOGPMDLSA-N
Standard InChI InChI=1S/C22H26N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h4-8,13-14,17,20,23H,1,9-12H2,2-3H3/b18-13+/t14-,17-,20-/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 Corynantheine

The bark of Corynanthe pachyceras

Biological Activity of Corynantheine

Description1. Corynantheine shows pronounced activity against Leishmania major promastigotes (IC50 at the micromolar level) but no significant in vitro antiplasmodial activity (against chloroquinesensitive Plasmodium falciparum).
TargetsAntifection

Corynantheine Dilution Calculator

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Corynantheine Molarity Calculator

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Preparing Stock Solutions of Corynantheine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7285 mL 13.6426 mL 27.2851 mL 54.5703 mL 68.2128 mL
5 mM 0.5457 mL 2.7285 mL 5.457 mL 10.9141 mL 13.6426 mL
10 mM 0.2729 mL 1.3643 mL 2.7285 mL 5.457 mL 6.8213 mL
50 mM 0.0546 mL 0.2729 mL 0.5457 mL 1.0914 mL 1.3643 mL
100 mM 0.0273 mL 0.1364 mL 0.2729 mL 0.5457 mL 0.6821 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 Corynantheine

Conformational analysis of indole alkaloids corynantheine and dihydrocorynantheine by dynamic 1H NMR spectroscopy and computational methods: steric effects of ethyl vs vinyl group.[Pubmed:11281758]

J Org Chem. 2001 Apr 6;66(7):2217-21.

1H NMR (400 MHz) spectra of the indole alkaloid dihydroCorynantheine recorded at room temperature show the presence of two conformers near coalescence. Low temperature 1H NMR allowed characterization of the conformational equilibrium, which involves rotation of the 3-methoxypropenoate side chain. Line-shape analysis yielded enthalpy of activation DeltaH(double dagger) = 71 +/- 6 kJ/mol, and entropy of activation DeltaS(double dagger) = 33 +/- 6 J/mol.K. The major and minor conformation contains the methyl ether group above and below the plane of the ring, respectively, as determined by low-temperature NOESY spectra, with free energy difference DeltaG degrees = 1.1 kJ/mol at -40 degrees C. In contrast to dihydroCorynantheine, the corresponding rotamers of Corynantheine are in the fast exchange limit at room temperature. The activation parameters determined for Corynantheine were DeltaH(double dagger) = 60 +/- 6 kJ/mol and DeltaS(double dagger) = 24 +/- 6 J/mol.K, with DeltaG degrees = 1.3 kJ/mol at -45 degrees C. The difference in the exchange rates of the rotamers of Corynantheine and dihydroCorynantheine (respectively, 350 s(-1) and 9 s(-1) at 0 degrees C) reflects the difference in the steric bulk of the vinyl and the ethyl group. The conformational equilibria involving the side chain rotation as well as inversion of the bridgehead nitrogen in Corynantheine and dihydroCorynantheine was studied by force-field (Amber and MMFF) and ab initio (density-functional theory at the B3LYP/6-31G level) computational methods, the results of which were in good agreement with the 1H NMR data. However, the calculations identified the rotamers as essentially isoenergetic, the experimental energy differences being to small to be reproduced exactly by the theory. Comparison of density-functional and force-field calculations with experimental results identified Amber as giving the most accurate results in the present case.

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