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alpha-Isolupanine

CAS# 486-87-3

alpha-Isolupanine

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Chemical structure

alpha-Isolupanine

3D structure

Chemical Properties of alpha-Isolupanine

Cas No. 486-87-3 SDF Download SDF
PubChem ID 15939852 Appearance Powder
Formula C15H24N2O M.Wt 248.36
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES C1CCN2CC3CC(C2C1)CN4C3CCCC4=O
Standard InChIKey JYIJIIVLEOETIQ-IGQOVBAYSA-N
Standard InChI InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13+,14+/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 alpha-Isolupanine

The herbs of Sophora chrysophylla

Biological Activity of alpha-Isolupanine

In vitro

Detecting potential teratogenic alkaloids from blue cohosh rhizomes using an in vitro rat embryo culture.[Pubmed: 10543898]

J Nat Prod. 1999 Oct;62(10):1385-9.


METHODS AND RESULTS:
The novel alkaloid thalictroidine (1), as well as the known alkaloids taspine (2), magnoflorine (3), anagyrine (4), baptifoline (5), 5,6-dehydro-alpha-Isolupanine (6), alpha-Isolupanine (7), lupanine (8), N-methylcytisine (9), and sparteine (10), were identified from an extract of Caulophyllum thalictroides rhizomes. N-Methylcytisine exhibited teratogenic activity in the rat embryo culture (REC), an in vitro method to detect potential teratogens. The structure of 1 was elucidated using various spectroscopic methods, primarily by NMR techniques.
CONCLUSIONS:
Thalictroidine, anagyrine, and alpha-Isolupanine were not teratogenic in the REC at tested concentrations. Taspine (2) showed high embryotoxicity, but no teratogenic activity, in the REC.

alpha-Isolupanine Dilution Calculator

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Preparing Stock Solutions of alpha-Isolupanine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.0264 mL 20.1321 mL 40.2641 mL 80.5283 mL 100.6603 mL
5 mM 0.8053 mL 4.0264 mL 8.0528 mL 16.1057 mL 20.1321 mL
10 mM 0.4026 mL 2.0132 mL 4.0264 mL 8.0528 mL 10.066 mL
50 mM 0.0805 mL 0.4026 mL 0.8053 mL 1.6106 mL 2.0132 mL
100 mM 0.0403 mL 0.2013 mL 0.4026 mL 0.8053 mL 1.0066 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 alpha-Isolupanine

[Chemical Constituents of Alkaloids from the Bark of Sophora japonica].[Pubmed:30209906]

Zhong Yao Cai. 2016 Sep;39(9):2027-9.

Objective: To study the chemical constituents in the bark of Sophora japonica. Methods: The chemical constituents were separated and purified by silica gel,Sephadex LH-20 column chromatography,and HPLC. Their structures were identified by various spectroscopic analyses. Results: Eleven compounds were obtained from the bark of Sophora japonica. Their structures were identified as( +)-oxymatrine( 1),isosophoridine( 2),lupanine( 3),( +)-matrine( 4),( +)-sophoramine( 5),(-)-14beta-hydroxymatrine( 6),(-)-7,11-dehydromatrine( 7),alopecurin A( 8),( +)-sophoranol( 9),alpha-Isolupanine( 10) and( +)-allomatrine( 11). Conclusion: Compounds 2,3,5 and 7 ~ 11 are isolated from this plant for the first time.

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