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5-Hydroxy-4-methoxycanthin-6-one

CAS# 18110-86-6

5-Hydroxy-4-methoxycanthin-6-one

Catalog No. BCN1142----Order now to get a substantial discount!

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5-Hydroxy-4-methoxycanthin-6-one: 5mg $127 In Stock
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Quality Control of 5-Hydroxy-4-methoxycanthin-6-one

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Chemical structure

5-Hydroxy-4-methoxycanthin-6-one

3D structure

Chemical Properties of 5-Hydroxy-4-methoxycanthin-6-one

Cas No. 18110-86-6 SDF Download SDF
PubChem ID 622289 Appearance Yellow powder
Formula C15H10N2O3 M.Wt 266.3
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility DMSO : 8.33 mg/mL (31.29 mM; Need ultrasonic)
SMILES COC1=C2C3=C(C=CN2)C4=CC=CC=C4N3C(=O)C1=O
Standard InChIKey MKOHWARXSAUSPK-UHFFFAOYSA-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 5-Hydroxy-4-methoxycanthin-6-one

The barks of Picrasma quassioides (D.Don) Benn

Biological Activity of 5-Hydroxy-4-methoxycanthin-6-one

Description1. 5-Hydroxy-4-methoxycanthin-6-one exhibits significant cytotoxic activity against CNE2 cell line. 2. 4-Methoxy-5- hydroxycanthin-6-one has anti-inflammatory effect, it can significantly inhibit the production of NO and the release of TNF-α induced by LPS in macrophage RAW 264.7. 3. After oral administration, 4-methoxy-5- hydroxycanthin-6-one (3, 9, and 27 mg/kg) can reduce the development of carrageenan-induced paw edema and complete Freund's adjuvant (CFA)-induced chronic arthritis in rats. 4. 4-Methoxy-5-hydroxycanthin-6-one has protective effect on dextran sulfate sodium -induced rat colitis.
TargetsNO | TNF-α | NOS

5-Hydroxy-4-methoxycanthin-6-one Dilution Calculator

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5-Hydroxy-4-methoxycanthin-6-one Molarity Calculator

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Preparing Stock Solutions of 5-Hydroxy-4-methoxycanthin-6-one

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7552 mL 18.7758 mL 37.5516 mL 75.1033 mL 93.8791 mL
5 mM 0.751 mL 3.7552 mL 7.5103 mL 15.0207 mL 18.7758 mL
10 mM 0.3755 mL 1.8776 mL 3.7552 mL 7.5103 mL 9.3879 mL
50 mM 0.0751 mL 0.3755 mL 0.751 mL 1.5021 mL 1.8776 mL
100 mM 0.0376 mL 0.1878 mL 0.3755 mL 0.751 mL 0.9388 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 5-Hydroxy-4-methoxycanthin-6-one

Protective effect of 4-methoxy-5-hydroxycanthin-6-one, a natural alkaloid, on dextran sulfate sodium-induced rat colitis.[Pubmed:19085815]

Planta Med. 2009 Feb;75(2):142-5.

In the present study, we evaluated the effect of 4-methoxy-5-hydroxycanthin-6-one (CAN), a natural alkaloid isolated from Picrasma quassioides (D.Don) Benn., on ulcerative colitis induced by dextran sulfate sodium (DSS) in rats in comparison with the positive control drug, sulfasalazine (SASP). Given orally for several days, CAN significantly reduced the severity of colitis and mitigated changes in colon length, colon mucosa myeloperoxidase (MPO) activity, and the level of tumor necrosis factor-alpha (TNF-alpha) in serum. The effect of CAN was similar to that of SASP. These results suggest that CAN treatment might be an effective therapeutic intervention against ulcerative colitis induced by DSS.

Canthin-6-one alkaloids from Picrasma quassioides and their cytotoxic activity.[Pubmed:19031238]

J Asian Nat Prod Res. 2008 Nov-Dec;10(11-12):1009-12.

A new alkaloid, 4,5-dimethoxy-10-hydroxycanthin-6-one (1), was isolated from the stem of Picrasma quassioides Bennet (Simaroubaceae) together with four known canthin-6-one alkaloids, 8-hydroxycanthin-6-one (2), 4,5-dimethoxycanthin-6-one (3), 5-Hydroxy-4-methoxycanthin-6-one (4), and 3-methylcanthin-5,6-dione (5). Their structures were elucidated on the basis of spectroscopic data. The cytotoxic activity of the canthin-6-one alkaloids was evaluated using human nasopharyngeal carcinoma (CNE2) and human liver cancer (Bel-7402) cell lines. Among these isolates, compounds 1-4 exhibited significant cytotoxic activity against CNE2 cell line.

In vitro and in vivo anti-inflammatory effects of 4-methoxy-5- hydroxycanthin-6-one, a natural alkaloid from Picrasma quassioides.[Pubmed:23271002]

Phytomedicine. 2013 Feb 15;20(3-4):319-23.

In the present study, we evaluated the anti-inflammatory effect of 4-methoxy-5- hydroxycanthin-6-one (CAN), a natural alkaloid isolated from Picrasma quassioides. CAN significantly inhibited the production of NO and the release of TNF-alpha induced by LPS in macrophage RAW 264.7. Western blot showed that CAN can downregulate the expression of iNOS protein. After oral administration, CAN (3, 9, and 27 mg/kg) reduced the development of carrageenan-induced paw edema and complete Freund's adjuvant (CFA)-induced chronic arthritis in rats. The observed results indicated that pre-treatment with CAN might be an effective therapeutic intervention against inflammatory diseases including chronic arthritis.

Description

Nigakinone is one of the most abundant alkaloids responsible for the major pharmacological activities of Kumu.

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