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5-hydroxy-canthin-6-one

CAS# 64118-73-6

5-hydroxy-canthin-6-one

Catalog No. BCN7910----Order now to get a substantial discount!

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Quality Control of 5-hydroxy-canthin-6-one

Number of papers citing our products

Chemical structure

5-hydroxy-canthin-6-one

3D structure

Chemical Properties of 5-hydroxy-canthin-6-one

Cas No. 64118-73-6 SDF Download SDF
PubChem ID 616803 Appearance Powder
Formula C14H8N2O2 M.Wt 236.23
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES C1=CC=C2C(=C1)C3=C4N2C(=O)C(=O)C=C4NC=C3
Standard InChIKey HMEKWKDTZSMLPA-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H8N2O2/c17-12-7-10-13-9(5-6-15-10)8-3-1-2-4-11(8)16(13)14(12)18/h1-7,15H
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-canthin-6-one

The herbs of Picrasma javanica

Protocol of 5-hydroxy-canthin-6-one

Structure Identification
Journal of Natural Products, 1986, 49(6):1010-1014.

Occurrence of Indole Alkaloids in Ailanthus altissima Cell Cultures.[Reference: WebLink]


METHODS AND RESULTS:
Production of alkaloids with both canthin-6-one and β-carboline structure by Ailanthus altissima cell cultures is reported. Besides canthin-6-one (1), 1-methoxycanthin-6-one (2), canthin-6-one-3-oxide (7), 1-methoxycanthin-6-one-3-oxide (8), 1-hydroxycanthin-6-one (3),5-Hydroxy-canthin-6-one (6), β-carboline-1-propionic-acid (11), and 4-methoxy-β-carboline-1-carboxylic acid methylester (10), three new alkaloids are described. These are 2-hydroxycanthin-6-one (4), 4-hydroxycanthin-6-one (5), and 4,5-dihydrocanthin-6-one (9).

5-hydroxy-canthin-6-one Dilution Calculator

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5-hydroxy-canthin-6-one Molarity Calculator

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Preparing Stock Solutions of 5-hydroxy-canthin-6-one

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.2332 mL 21.1658 mL 42.3316 mL 84.6633 mL 105.8291 mL
5 mM 0.8466 mL 4.2332 mL 8.4663 mL 16.9327 mL 21.1658 mL
10 mM 0.4233 mL 2.1166 mL 4.2332 mL 8.4663 mL 10.5829 mL
50 mM 0.0847 mL 0.4233 mL 0.8466 mL 1.6933 mL 2.1166 mL
100 mM 0.0423 mL 0.2117 mL 0.4233 mL 0.8466 mL 1.0583 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-canthin-6-one

In vivo toxic effects of 4-methoxy-5-hydroxy-canthin-6-one in zebrafish embryos via copper dyshomeostasis and oxidative stress.[Pubmed:29208543]

Comp Biochem Physiol C Toxicol Pharmacol. 2018 Jan;204:79-87.

Dysfunction of copper homeostasis can lead to a host of disorders, which might be toxic sometimes. 4-Methoxy-5-hydroxy-canthin-6-one (CAN) is one of the major constituents from Picrasma quassioides and responsible for its therapeutic effects. In this work, we evaluated the toxic effect of CAN (7.5muM) on zebrafish embryos. CAN treatment decreased survival, delayed hatching time and induced malformations (loss of pigmentation, pericardial edema, as well as hematologic and neurologic abnormalities). Besides, exogenous copper supplementation rescued the pigmentation and cardiovascular defects in CAN-treated embryos. Further spectroscopic studies revealed a copper-chelating activity of CAN. Then its regulation on the expressions of copper homeostasis related genes also be analyzed. In addition, CAN lowered the total activity of SOD, elevated the ROS production and altered the oxidative related genes transcriptions, which led to oxidative stress. In conclusion, we demonstrated that CAN (7.5muM) might exert its toxic effects in zebrafish embryos by causing copper dyshomeostasis and oxidative stress. It will give insight into the risk assessment and prevention of CAN-mediated toxicity.

[Simultaneous determination of 4 alkaloids and a flavonoid in Picrasmae Ramulus et Folium by RP-HPLC].[Pubmed:25095379]

Zhongguo Zhong Yao Za Zhi. 2014 May;39(9):1656-9.

A RP-HPLC method was developed to evaluate the quality of Picrasmae Ramulus et Folium by simultaneous determination of five constituents including 1-hydroxymethyl-beta-carboline (1), 1-methoxicabony-beta-carboline (2), 4-methoxy-5-hydroxy-canthin-6-one (3), 4, 5-dimethoxy-canthin-6-one (4) and maackiain (5) in Picrasmae Ramulus et Folium. The samples were separated on a Kromasil RP-C18 (4.6 mm x 250 mm, 5 microm) column eluted with acetonitrile and 0.1% phosphoric acid as mobile phases in gradient mode. The detection wavelength was set at 254 nm. The calibration curves and linearity of the above five standards were determined as (1) Y = 6 525.6X + 37.25 (0.009-1.780 microg, r = 0.996 8), (2) Y = 3 662.3X + 41.55 (0.005-0.920 microg, r = 0.999 5), (3) Y = 3763.1X + 146.87 (0.015-3.060 microg, r = 0.999 0), (4) Y = 2 174.1X + 21.52 (0.003-0.620 microg, r = 0.999 5), and (5) Y = 276.25X + 7.65 (0.010-1.960 microg, r = 0.998 9), respectively. The method is simple and repeatable, and can be used for the quality assessment of Picrasmae Ramulus et Folium.

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