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11-Hydroxycanthin-6-one

CAS# 75969-83-4

11-Hydroxycanthin-6-one

Catalog No. BCN3104----Order now to get a substantial discount!

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Quality Control of 11-Hydroxycanthin-6-one

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Chemical structure

11-Hydroxycanthin-6-one

3D structure

Chemical Properties of 11-Hydroxycanthin-6-one

Cas No. 75969-83-4 SDF Download SDF
PubChem ID 337601 Appearance Yellow powder
Formula C14H8N2O2 M.Wt 236.2
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES C1=CC(=O)C2=C3C=CNC4=C3N(C2=C1)C(=O)C=C4
Standard InChIKey IZNXKZBIIFOWPU-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 11-Hydroxycanthin-6-one

The barks of Picrasma quassioides (D.Don) Benn

Biological Activity of 11-Hydroxycanthin-6-one

Description11-Hydroxy-canthin-6-one has antineoplastic activity.

Protocol of 11-Hydroxycanthin-6-one

Structure Identification
Tetrahedron, 1988, 44(11):3349-54.

Antineoplastic agents 157. Quassia kerstingII1[Reference: WebLink]

The oxacanthin alkaloid components of Quassia kerstingü L. have been found to be 2-hydroxy- and 11-Hydroxycanthin-6-one (1a and 1b).
METHODS AND RESULTS:
Structure 1a was confirmed by results of methylation (1a → 1c + 2a) and NOE studies. A selective INEPT NMR technique was employed to support unequivocally the 11-Hydroxycanthin-6-one (1b) assignment.

11-Hydroxycanthin-6-one Dilution Calculator

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11-Hydroxycanthin-6-one Molarity Calculator

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Preparing Stock Solutions of 11-Hydroxycanthin-6-one

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.2337 mL 21.1685 mL 42.337 mL 84.674 mL 105.8425 mL
5 mM 0.8467 mL 4.2337 mL 8.4674 mL 16.9348 mL 21.1685 mL
10 mM 0.4234 mL 2.1169 mL 4.2337 mL 8.4674 mL 10.5843 mL
50 mM 0.0847 mL 0.4234 mL 0.8467 mL 1.6935 mL 2.1169 mL
100 mM 0.0423 mL 0.2117 mL 0.4234 mL 0.8467 mL 1.0584 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 11-Hydroxycanthin-6-one

[A new indole alkaloid from the stems of Brucea mollis].[Pubmed:24761613]

Yao Xue Xue Bao. 2014 Feb;49(2):225-9.

Eight compounds were isolated from the stems of Brucea mollis by various chromatographic techniques such as column chromatography on silica gel and Sephadex LH-20, and preparative HPLC, and their structures were elucidated as bruceolline O (1), 1-(1-beta-glucopyranosyl)-1H-indole-3-carbaldehyde (2), canthin-6-one (3), 11-Hydroxycanthin-6-one (4), 9-methoxycanthin-6-one (5), 4-methoxycanthin-6-one (6), infractin (7), and beta-carboline-1-propionic acid (8). The cytotoxic activities of compounds 1-8 against HCT-8 and A549 human cell lines were determined, but none of them exhibited significant activity (IC 50 > 10 micromol x L(-1)). Among them, compound 1 is a new indole alkaloid, and compounds 2 and 5-7 were isolated from this plant for the first time.

[Study on chemical constituents of Picrasma quassioides].[Pubmed:21761728]

Zhongguo Zhong Yao Za Zhi. 2011 Apr;36(7):886-90.

To study the chemical constituents of Picrasma quassioides. The chemical constituents were isolated and purified by chromatographic methods over Sephadex LH-20 and silica gel column, and structurally elucidated by spectral analysis, including UV, IR, MS, 1H-NMR, 13C-NMR. Fourteen compounds were obtained and identified as trifolirhizin(1), maackiain(2), 3', 7-dihydroxy-4'-methoxylisoflavone(3), umbelliferone(4), emodin(5), nigakilactone F(6), picrasin B(7),picraqualide B (8),4-methoxy-5-hydroxycanthin-6-one(9), 4,5-dimethoxycanthin-6-one (10),5-methoxycanthin-6-one(11), 11-Hydroxycanthin-6-one(12) , 1-methoxycarbonyl-beta-carboline(13), 1-hydroxymethyl-beta-carboline(14). Compounds 1-5 are reported from the first time for the genus Pricrasma.

Canthin-6-one alkaloids from Brucea mollis var. tonkinensis.[Pubmed:7765437]

Phytochemistry. 1994 Aug;36(6):1543-6.

Three new alkaloids were isolated from the root-wood of Brucea mollis var. tonkinensis collected in China. Their structures were determined to be 11-O-beta-D-glucopyranosyl-(1-->6)-beta- D-glucopyranosylcanthin-6-one, 5-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosylcanthin-6-o ne and 11-Hydroxycanthin-6-one-N-oxide, by chemical and spectral methods. In addition, two known alkaloids, canthin-6-one and canthin-6-one-N-oxide, were isolated.

Production of canthin-6-one alkaloids by cell suspension cultures of Brucea javanica (L.) Merr.[Pubmed:24226822]

Plant Cell Rep. 1990 Sep;9(5):261-3.

Cell suspension cultures of Brucea javanica (L.) Merr. were used to determine culture growth characteristics and production of canthin-6-one alkaloids. The major alkaloids produced were canthin-6-one, 11-Hydroxycanthin-6-one, 5-methoxycanthin-6-one and 11-methoxycanthin-6-one. Alkaloids were synthesised throughout the 36 day growth cycle of the cells with maximum amounts within the cells occurring between days 20 to 28; approximately 10% of the alkaloids were in the medium at day 24 rising to 45% at day 32.

Antitumor agents, 79. Cytotoxic antileukemic alkaloids from Brucea antidysenterica.[Pubmed:3760882]

J Nat Prod. 1986 May-Jun;49(3):428-34.

Two cytotoxic antileukemic alkaloids, the new 1,11-dimethoxycanthin-6-one (3) and the known 11-Hydroxycanthin-6-one (1), as well as the known canthin-6-one (2) were isolated from the stem of Brucea antidysenterica. The structures of 1-3 were determined from their spectral data and X-ray analysis of the o-bromobenzoate of 1.

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