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(S)-Canadine (Synonyms: (–)-Canadine, (S)-Tetrahydroberberine)

Katalog-Nr.GC48719

(S)-Canadine ist ein Alkaloid und Zwischenprodukt in der Biosynthese von Berberin mit insektizider Wirkung.

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(S)-Canadine Chemische Struktur

Cas No.: 5096-57-1

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

(S)-Canadine is an alkaloid and intermediate in the biosynthesis of berberine that has been found in H. canadensis and has insecticidal activity.1,2,3,4 (S)-Canadine induces mortality in D. melanogaster larvae (LC50 = 0.91 µmol/ml of diet) and adults (LD50 = 2.5 µg/insect).4

1.Malhotra, S., Taneja, S.C., and Dhar, K.L.Minor alkaloid from Coscinium fenestratumPhytochem.28(7)1998-1999(1989) 2.Galanie, S., and Smolke, C.D.Optimization of yeast-based production of medicinal protoberberine alkaloidsMicrob. Cell Fact.14144(2015) 3.Leyte-Lugo, M., Britton, E.R., Foil, D.H., et al.Secondary metabolites from the leaves of the medicinal plant goldenseal (Hydrastis canadensis)Phytochem. Lett.2054-60(2017) 4.Miyazawa, M., Yoshio, K., Ishikawa, Y., et al.Insecticidal alkaloid against Drosophila melanogaster from tubers of Corydalis bulbosaNat. Prod. Lett.8(4)299-302(1996)

Chemical Properties

Cas No. 5096-57-1 SDF
Überlieferungen (–)-Canadine, (S)-Tetrahydroberberine
Canonical SMILES COC1=C2CN3[C@](CC2=CC=C1OC)([H])C4=CC(OCO5)=C5C=C4CC3
Formula C20H21NO4 M.Wt 339.4
Löslichkeit Chloroform: slightly soluble,Methanol: very slightly, heated Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.9464 mL 14.7319 mL 29.4638 mL
5 mM 0.5893 mL 2.9464 mL 5.8928 mL
10 mM 0.2946 mL 1.4732 mL 2.9464 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 37 reference(s) in Google Scholar.)

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