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Scutebarbatine A

CAS# 176520-13-1

Scutebarbatine A

2D Structure

Catalog No. BCN1128----Order now to get a substantial discount!

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Scutebarbatine A

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Chemical Properties of Scutebarbatine A

Cas No. 176520-13-1 SDF Download SDF
PubChem ID 45110781 Appearance Powder
Formula C32H34N2O7 M.Wt 558.6
Type of Compound Diterpenoids Storage Desiccate at -20°C
Synonyms 73069-28-5
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2-(pyridine-3-carbonyloxy)-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate
SMILES CC1=CCCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5)C
Standard InChIKey CFCKNUOZCOKYOO-JUJIBZTHSA-N
Standard InChI InChI=1S/C32H34N2O7/c1-20-8-5-11-24-30(2,13-12-21-16-25(35)39-19-21)32(4,38)27(41-29(37)23-10-7-15-34-18-23)26(31(20,24)3)40-28(36)22-9-6-14-33-17-22/h6-10,12-18,24,26-27,38H,5,11,19H2,1-4H3/b13-12+/t24-,26+,27+,30-,31+,32+/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.

Source of Scutebarbatine A

The herbs of Scutellaria barbata D. Don

Biological Activity of Scutebarbatine A

Description1. Scutebarbatine A shows significant antitumor effects on A549 cells in vivo and in vitro via mitochondria-mediated apoptosis by up-regulating expressions of caspase-3 and 9, and down-regulating Bcl-2. 2. Scutebarbatine A and barbatine A show a significant ability to protect cells against H2O2 with ED50 values of 5.0 and 16.8 uM, respectively.
TargetsCaspase | Bcl-2/Bax

Scutebarbatine A Dilution Calculator

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Scutebarbatine A Molarity Calculator

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Preparing Stock Solutions of Scutebarbatine A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7902 mL 8.9509 mL 17.9019 mL 35.8038 mL 44.7547 mL
5 mM 0.358 mL 1.7902 mL 3.5804 mL 7.1608 mL 8.9509 mL
10 mM 0.179 mL 0.8951 mL 1.7902 mL 3.5804 mL 4.4755 mL
50 mM 0.0358 mL 0.179 mL 0.358 mL 0.7161 mL 0.8951 mL
100 mM 0.0179 mL 0.0895 mL 0.179 mL 0.358 mL 0.4475 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 Scutebarbatine A

In vitro and in vivo antitumor activity of scutebarbatine A on human lung carcinoma A549 cell lines.[Pubmed:24968330]

Molecules. 2014 Jun 25;19(7):8740-51.

During our systematic study on the anticancer activities of Scutellaria barbata, Scutebarbatine A (SBT-A), one of the major alkaloids in S. barbata, was found to have antitumor effects on A549 cells. Thus, we designed the present study to investigate in detail the antitumor effects of SBT-A. The cytotoxic effect of SBT-A on A549 in vitro were determined by an MTT assay and evaluated by IC50 values. Furthermore, results of Hoechst 33258 and Annexin V/PI staining assays demonstrated that SBT-A had significant antitumor effects on A549 cells via apoptosis, in a concentration-dependent manner. What's more, the mechanism was explored by western blotting, and our study revealed that SBT-A can up-regulate the expressions of cytochrome c, caspase-3 and 9, and down-regulate the levels of Bcl-2 in A549 cells. Finally, the antitumor effects of SBT-A were evaluated in vivo by using transplanted tumor nude mice, and the results confirmed that SBT-A has a notable antitumor effect on A549 cancer via mitochondria-mediated apoptosis. Collectively, our results demonstrated that SBT-A showed significant antitumor effects on A549 cells in vivo and in vitro via mitochondria-mediated apoptosis by up-regulating expressions of caspase-3 and 9, and down-regulating Bcl-2.

Constituents from Scutellaria barbata Inhibiting Nitric Oxide Production in LPS-Stimulated Microglial Cells.[Pubmed:28805952]

Chem Biodivers. 2017 Nov;14(11).

The arial parts of Scutellaria barbata D. Don (Lamiaceae) efficiently inhibited NO production in BV2 microglial cells, and the active constituents were further isolated based on activity-guided isolation using silica-gel column chromatography, RP-C18 MPLC and prep-HPLC. As the results, 2 flavonoids including 6-methoxynaringenin (1) and 6-O-methylscutellarein (5), and 6 neo-clerodane diterpenes such as scutebarbatine W (2), scutebatas B (3), scutebarbatine B (4), Scutebarbatine A (6), 6-O-nicotinolylscutebarbatine G (7), and scutebarbatine X (8) were isolated. The structures of these compounds were elucidated based on NMR and MS data, and the comparison of literature values. All the compounds except compound 7 inhibited NO production efficiently with IC50 values of lower than 50 mum. Particularly, compounds 1 and 8 were the most efficient with IC50 values of 25.8 and 27.4 mum, respectively. This is the first report suggesting the potential of S. barbata on the reduction of neuroinflammation.

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