Rankinidine

CAS# 106466-66-4

Rankinidine

2D Structure

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3D structure

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Rankinidine

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Chemical Properties of Rankinidine

Cas No. 106466-66-4 SDF Download SDF
PubChem ID 6439112 Appearance Powder
Formula C20H24N2O3 M.Wt 340.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (7Z)-7-ethylidene-1'-methoxyspiro[11-oxa-5-azatricyclo[6.3.1.04,9]dodecane-2,3'-indole]-2'-one
SMILES CC=C1CNC2CC3(C4CC1C2CO4)C5=CC=CC=C5N(C3=O)OC
Standard InChIKey ZXRGGMATGWCUBP-KGVSQERTSA-N
Standard InChI InChI=1S/C20H24N2O3/c1-3-12-10-21-16-9-20(18-8-13(12)14(16)11-25-18)15-6-4-5-7-17(15)22(24-2)19(20)23/h3-7,13-14,16,18,21H,8-11H2,1-2H3/b12-3+
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.

Rankinidine Dilution Calculator

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Rankinidine Molarity Calculator

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Preparing Stock Solutions of Rankinidine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9377 mL 14.6886 mL 29.3772 mL 58.7544 mL 73.443 mL
5 mM 0.5875 mL 2.9377 mL 5.8754 mL 11.7509 mL 14.6886 mL
10 mM 0.2938 mL 1.4689 mL 2.9377 mL 5.8754 mL 7.3443 mL
50 mM 0.0588 mL 0.2938 mL 0.5875 mL 1.1751 mL 1.4689 mL
100 mM 0.0294 mL 0.1469 mL 0.2938 mL 0.5875 mL 0.7344 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 Rankinidine

A high-resolution mass spectrometric approach to a qualitative and quantitative comparative metabolism of the humantenine-type alkaloid rankinidine.[Pubmed:35344234]

Rapid Commun Mass Spectrom. 2022 Jun 30;36(12):e9302.

RATIONALE: Rankinidine belongs to the humantenine-type alkaloids isolated from Gelsemium. Currently, the mechanism behind the toxicity differences of Rankinidine has not been explained. In this study, our purpose was to elucidate the major in vitro metabolic pathways of Rankinidine and to compare the formation of metabolites of Rankinidine in human (HLMs), rat (RLMs), goat (GLMs) and pig (PLMs) liver microsomes. METHODS: This is the first study to compare the in vitro metabolism of Rankinidine with high-performance liquid chromatography/quadrupole time-of-flight mass spectrometry (LC/QTOF). The MS/MS data and LC/MS peak area acquired in positive ion mode were used to analyze metabolite structures and compare metabolism. RESULTS: We identified 11 metabolites (M1-M11) in total and found five main metabolic pathways, consisting of demethylation (M1), reduction (M2), oxidation at different positions (M3-M5), oxidation and reduction (M6-M10) and demethylation and oxidation (M11). The metabolism of Rankinidine has qualitative and quantitative species-specific differences in vitro. In PLMs and GLMs, the main metabolic pathway of Rankinidine was oxidation. Notably, among the four species, the oxidation ability of Rankinidine was highest in pigs and goats, and the demethylation and reduction abilities of Rankinidine were highest in humans and rats. CONCLUSIONS: The interspecific metabolic differences of Rankinidine in HLMs, PLMs, GLMs and RLMs were compared and studied for the first time using LC/QTOF. These findings will certainly support future studies of Rankinidine metabolism in vivo and will contribute to elucidating the cause of species-specific differences behind Gelsemium toxicity.

Rankinidine, a new indole alkaloid from Gelsemium rankinii.[Pubmed:3819733]

J Nat Prod. 1986 Sep-Oct;49(5):806-8.

A new oxindole alkaloid, Rankinidine (1), has been isolated from the MeOH extract of the stem of Gelsemium rankinii. Its structure was elucidated by comparison with an analog, humantenirine (3), which also occurred in this plant.

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