Ajmalicine

CAS# 483-04-5

Ajmalicine

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Chemical structure

Ajmalicine

3D structure

Chemical Properties of Ajmalicine

Cas No. 483-04-5 SDF Download SDF
PubChem ID 441975 Appearance Yellowish powder
Formula C21H24N2O3 M.Wt 352.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Circolene; Raubasine; Tetrahydroserpentine; Vincaine; Vinceine
Solubility Soluble in chloroform; sparingly soluble in methanol; insoluble in water
SMILES CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45
Standard InChIKey GRTOGORTSDXSFK-XJTZBENFSA-N
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 Ajmalicine

1 Lycorma sp. 2 Mitragyna sp. 3 Pausinystalia sp. 4 Rauvolfia sp. 5 Uncaria sp. 6 Vinca sp.

Biological Activity of Ajmalicine

Description1. Ajmalicine, also known as δ-yohimbine or raubasine, is an antihypertensive drug used in the treatment of high blood pressure.
TargetsP450 (e.g. CYP17)

Ajmalicine Dilution Calculator

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Ajmalicine Molarity Calculator

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Preparing Stock Solutions of Ajmalicine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8377 mL 14.1884 mL 28.3768 mL 56.7537 mL 70.9421 mL
5 mM 0.5675 mL 2.8377 mL 5.6754 mL 11.3507 mL 14.1884 mL
10 mM 0.2838 mL 1.4188 mL 2.8377 mL 5.6754 mL 7.0942 mL
50 mM 0.0568 mL 0.2838 mL 0.5675 mL 1.1351 mL 1.4188 mL
100 mM 0.0284 mL 0.1419 mL 0.2838 mL 0.5675 mL 0.7094 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 Ajmalicine

Effects of beta-cyclodextrin and methyl jasmonate on the production of vindoline, catharanthine, and ajmalicine in Catharanthus roseus cambial meristematic cell cultures.[Pubmed:25981997]

Appl Microbiol Biotechnol. 2015 Sep;99(17):7035-45.

Long-term stable cell growth and production of vindoline, catharanthine, and Ajmalicine of cambial meristematic cells (CMCs) from Catharanthus roseus were observed after 2 years of culture. C. roseus CMCs were treated with beta-cyclodextrin (beta-CD) and methyl jasmonate (MeJA) individually or in combination and were cultured both in conventional Erlenmeyer flasks (100, 250, and 500 mL) and in a 5-L stirred hybrid airlift bioreactor. CMCs of C. roseus cultured in the bioreactor showed higher yields of vindoline, catharanthine, and Ajmalicine than those cultured in flasks. CMCs of C. roseus cultured in the bioreactor and treated with 10 mM beta-CD and 150 muM MeJA gave the highest yields of vindoline (7.45 mg/L), catharanthine (1.76 mg/L), and Ajmalicine (58.98 mg/L), concentrations that were 799, 654, and 426 % higher, respectively, than yields of CMCs cultured in 100-mL flasks without elicitors. Quantitative reverse transcription (RT)-PCR showed that beta-CD and MeJA upregulated transcription levels of genes related to the biosynthesis of terpenoid indole alkaloids (TIAs). This is the first study to report that beta-CD induced the generation of NO, which plays an important role in mediating the production of TIAs in C. roseus CMCs. These results suggest that beta-CD and MeJA can enhance the production of TIAs in CMCs of C. roseus, and thus, CMCs of C. roseus have significant potential to be an industrial platform for production of bioactive alkaloids.

Description

Ajmalicine (Raubasine) is found in herbs of Catharanthus roseus, is an antihypertensive drug used in the treatment of high blood pressure, decreases peripheral resistance and blood pressure. Ajmalicine (Raubasine) is an adrenolytic drug which preferentially blocks alpha 1-adrenoceptor than alpha 2-adrenoceptor. Ajmalicine (Raubasine) is an reversible non-competitive nicotine receptor antagonist with an IC50 of 72.3 μM. Ajmalicine (Raubasine) acts preferentially at postsynaptic sites, competitively antagonizes the effect of noradrenaline on postsynaptic alpha-adrenoceptor with a pA2 value of 6.57, blocks the inhibitory effect of clonidine with an pA2 value of 6.2.

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