Caudatin

CAS# 38395-02-7

Caudatin

2D Structure

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3D structure

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Caudatin

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Chemical Properties of Caudatin

Cas No. 38395-02-7 SDF Download SDF
PubChem ID 72948694 Appearance White powder
Formula C28H42O7 M.Wt 490.6
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in methan
Chemical Name [(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate
SMILES CC(C)C(=CC(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(CC4)(C(=O)C)O)C)O)O)O)C)C
Standard InChIKey VWLXIXALPNYWFH-UBHIOMQOSA-N
Standard InChI InChI=1S/C28H42O7/c1-16(2)17(3)13-23(31)35-22-15-21-24(5)9-8-20(30)14-19(24)7-10-27(21,33)28(34)12-11-26(32,18(4)29)25(22,28)6/h7,13,16,20-22,30,32-34H,8-12,14-15H2,1-6H3/b17-13+/t20-,21+,22+,24-,25+,26-,27-,28+/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 Caudatin

The roots of Cynanchum otophyllum

Biological Activity of Caudatin

Description1. Caudatin exerts antiproliferative effects on human hepatocellular carcinoma SMMC7721 cells. 2. Caudatin has anticancer activity, due partly to its inhibition of cell proliferation and induction of apoptosis in cancer cells through caspase activation. 3. Caudatin exhibits significantly inhibitory activity against HBV DNA replication with IC50 values in the range of 2.82-7.48 μM. 4. Caudatin inhibits carcinomic human alveolar basal epithelial cell growth and angiogenesis by targeting GSK3β/β-catenin pathway and suppressing VEGF production.
TargetsVEGFR | GSK-3 | HBV

Caudatin Dilution Calculator

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Preparing Stock Solutions of Caudatin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0383 mL 10.1916 mL 20.3832 mL 40.7664 mL 50.958 mL
5 mM 0.4077 mL 2.0383 mL 4.0766 mL 8.1533 mL 10.1916 mL
10 mM 0.2038 mL 1.0192 mL 2.0383 mL 4.0766 mL 5.0958 mL
50 mM 0.0408 mL 0.2038 mL 0.4077 mL 0.8153 mL 1.0192 mL
100 mM 0.0204 mL 0.1019 mL 0.2038 mL 0.4077 mL 0.5096 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 Caudatin

Caudatin inhibits carcinomic human alveolar basal epithelial cell growth and angiogenesis through modulating GSK3beta/beta-catenin pathway.[Pubmed:22678744]

J Cell Biochem. 2012 Nov;113(11):3403-10.

In this study, we investigate the anti-cancer activity of Caudatin in carcinomic human alveolar basal epithelial cell line A549 and anti-angiogenic activity in human umbilical vein endothelial cells (HUVECs). We show that Caudatin impairs the cell viability and induces G(0) /G(1) phase arrest in A549 cells with a dose dependent manner. A549 cells, not HUVECs, dealing with Caudatin exhibited typical characteristics of apoptosis, which were accompanied by activation of caspase-3, caspase-9 and Poly(ADP-Ribose) Polymerase (PARP). In addition, Caudatin treatment resulted in a decrease of beta-catenin and increase of phosphorylation of beta-catenin, and inhibited phosphorylation levels of GSK3beta (Ser 9) in A549 cells. Conditional medium of A549 cells-induced or growth factors-induced tube formation of HUVECs was markedly inhibited by Caudatin treatment, which was associated with the inhibiting VEGF secretion from A549 cells by Caudatin. Our findings suggest that Caudatin inhibits carcinomic human alveolar basal epithelial cell growth and angiogenesis by targeting GSK3beta/beta-catenin pathway and suppressing VEGF production.

Design, synthesis and biological evaluation of caudatin analogs as potent hepatitis B virus inhibitors.[Pubmed:25181984]

Med Chem. 2015;11(2):165-79.

Thirty-nine Caudatin analogs were designed and synthesized. Their anti-hepatitis B virus (HBV) activities were evaluated in vitro. Among them, twenty-three compounds showed much better anti-HBV activity than Caudatin, and eleven compounds significantly inhibited the HBV DNA replication with IC50 values < 10 muM. Interestingly, three compounds (22, 28, 29) exhibited excellent activity against the secretion of HBsAg (IC50 = 63.02 muM, 52.81 muM, 56.08 muM), HBeAg (IC50 = 204.80 muM, 173.51 muM, 70.39 muM), along with HBV DNA replication (IC50 = 24.55 muM, 5.69 muM, 8.23 muM) with lower cytotoxicity. The structure-activity relationships (SARs) of these Caudatin analogs were also discussed.

Caudatin inhibits human hepatoma cell growth and metastasis through modulation of the Wnt/beta-catenin pathway.[Pubmed:24064800]

Oncol Rep. 2013 Dec;30(6):2923-8.

In the present study, we investigated the antitumor activity of Caudatin in the human hepatoma cell line SMMC7721 by analysis of cell viability, cell cycle distribution, apoptosis and metastasis. The results showed that Caudatin impaired the cell viability and inhibited the growth of SMMC-7721 cells in a time- and dose-dependent manner and resulted in cell cycle arrest in the G2 phase. In addition, SMMC-7721 cells, treated with Caudatin exhibited typical characteristics of apoptosis. Furthermore, Caudatin treatment resulted in a decrease in beta-catenin and GSK3beta in SMMC-7721 cells, with a concomitant reduction in metastatic capability and expression of Wnt signaling pathway targeted genes including cox-2, mmp-2 and mmp-9. Our findings revealed that Caudatin inhibits human hepatoma cell growth and metastasis by targeting the GSK3beta/beta-catenin pathway and suppressing VEGF production.

Description

Caudatin is a steroidal cmpound found in Cynanchum auriculatum, causes cell cycle arrest and induces apoptosis, with anti-cancer and antiangiogenic properties.

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