Koumidine

CAS# 1358-75-4

Koumidine

2D Structure

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3D structure

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Koumidine

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Chemical Properties of Koumidine

Cas No. 1358-75-4 SDF Download SDF
PubChem ID 168477164.0 Appearance Powder
Formula C19H22N2O M.Wt 294.39
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1S,14S,15Z)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraen-13-yl]methanol
SMILES CC=C1CN2C3CC1C(C2CC4=C3NC5=CC=CC=C45)CO
Standard InChIKey VXTDUGOBAOLMED-ADFMKZOWSA-N
Standard InChI InChI=1S/C19H22N2O/c1-2-11-9-21-17-8-14-12-5-3-4-6-16(12)20-19(14)18(21)7-13(11)15(17)10-22/h2-6,13,15,17-18,20,22H,7-10H2,1H3/b11-2+/t13-,15?,17?,18+/m1/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.

Koumidine Dilution Calculator

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Koumidine Molarity Calculator

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Preparing Stock Solutions of Koumidine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3969 mL 16.9843 mL 33.9685 mL 67.9371 mL 84.9214 mL
5 mM 0.6794 mL 3.3969 mL 6.7937 mL 13.5874 mL 16.9843 mL
10 mM 0.3397 mL 1.6984 mL 3.3969 mL 6.7937 mL 8.4921 mL
50 mM 0.0679 mL 0.3397 mL 0.6794 mL 1.3587 mL 1.6984 mL
100 mM 0.034 mL 0.1698 mL 0.3397 mL 0.6794 mL 0.8492 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 Koumidine

Gelsemium analgesia and the spinal glycine receptor/allopregnanolone pathway.[Pubmed:25447163]

Fitoterapia. 2015 Jan;100:35-43.

Gelsemium, a small genus of flowering plant from the family Loganiaceae, comprises five species including the popular Gelsemium sempervirens Ait. and Gelsemium elegans Benth., which are indigenous to North America and China/East Asia, respectively. Approximately 120 alkaloids have been isolated and identified from Gelsemium, with the predominant indole alkaloids including gelsemine, koumine, gelsemicine, gelsenicine, gelsedine, sempervirine, Koumidine, koumicine and humantenine. Gelsemine is the principal active alkaloid in G. sempervirens Ait., and koumine and gelsemine are the most and second-most dominant alkaloids in G. elegans Benth. Gelsemium extract and its active alkaloids serve a variety of biological functions, including neurobiological, immunosuppressive and antitumor effects, and have traditionally been used to treat pain, neuralgia, anxiety, insomnia, asthma, respiratory ailments and cancers. This review focuses on animal-based studies of Gelsemium as a pain treatment and its mechanism of action. In contrast to morphine, when administered intrathecally and systemically, koumine, gelsemine and gelsenicine have marked antinociception in inflammatory, neuropathic and bone cancer pains without inducing antinociceptive tolerance. Gelsemium and its active alkaloids may produce antinociception by activating the spinal alpha3 glycine/allopregnanolone pathway. The results of this review support the clinical use of Gelsemium and suggest that its active alkaloids may be developed to treat intractable and other types of pain, preferably after chemical modification. However, Gelsemium is a known toxic plant, and its toxicity limits its appropriate dosage and clinical use. To avoid or decrease the side/toxic effects of Gelsemium, an individual monomer of highly potent alkaloids must be selected, or alkaloids that exhibit greater alpha3 glycine receptor selectivity may be discovered or modified.

Cytotoxic steroids of Gelsemium sempervirens.[Pubmed:3655795]

J Nat Prod. 1987 Mar-Apr;50(2):195-8.

A new pregnane derivative, 12 beta-hydroxy-5 alpha-pregn-16-ene-3,20-dione, along with the known derivative 12 beta-hydroxy-pregna-4,16-diene-3,20-dione have been isolated from a MeOH extract of the stem of Gelsemium sempervirens and found to be the principal cytotoxic entities. The 13C-nmr spectra of both compounds were assigned by comparison with other pregnane analogs thereby allowing confirmation of the stereochemistry at C-5 in compound. Heteronuclear 2D correlation and selective INEPT experiments indicated the need to revise a number of 13C-nmr assignments of pregn-4,16-dien-3,20-dione. Nine indole alkaloids, gelsemine, gelsevirine, 21-oxogelsemine, gelsedine, 14 beta-hydroxygelsedine, gelsenicine, humantenidine, humantenirine, and Koumidine were found to be inactive in the KB and P-388 cytotoxicity test systems.

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