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7-Methylcoumarin

CAS# 2445-83-2

7-Methylcoumarin

2D Structure

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7-Methylcoumarin: 5mg $6 In Stock
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Quality Control of 7-Methylcoumarin

3D structure

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7-Methylcoumarin

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Chemical Properties of 7-Methylcoumarin

Cas No. 2445-83-2 SDF Download SDF
PubChem ID 17131 Appearance Powder
Formula C10H8O2 M.Wt 160.17
Type of Compound Coumarins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 7-methylchromen-2-one
SMILES CC1=CC2=C(C=C1)C=CC(=O)O2
Standard InChIKey DLHXRDUXNVEIEY-UHFFFAOYSA-N
Standard InChI InChI=1S/C10H8O2/c1-7-2-3-8-4-5-10(11)12-9(8)6-7/h2-6H,1H3
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 7-Methylcoumarin

The barks of Fraxinus chinensis

Biological Activity of 7-Methylcoumarin

Description7-Methylcoumarin is an inhibitor for CYP2A6. It has strong hepatoprotective activity, which could be attributed to its potent antioxidant effects.
In vivo

Ameliorative effects of 7-methylcoumarin and 7-methoxycoumarin against CCl4-induced hepatotoxicity in rats.[Pubmed: 23126493 ]

Drug Chem Toxicol. 2013 Jan;36(1):42-7.

The available conventional remedies for the treatment of drug-induced liver diseases are highly inadequate and possess serious adverse effects; therefore, the development of new, effective drugs is considered necessary. This article explores the hepatoprotective and antioxidant potential of 7-Methylcoumarin (MC) and 7-methoxycoumarin (MOC) in CCl(4)-induced hepatotoxicity in rats.
METHODS AND RESULTS:
MC and MOC individually, at doses of 50 and 100 mg/kg body weight, were administered orally once-daily for 7 days. The hepatoprotective activity was assessed using various biochemical parameters, such as alanine aminotransferase (ALT), aspartate aminotransferase (AST), serum bilirubin (TB), total protein (TP), and albumin (TA). Serum antioxidant enzyme [e.g., superoxide dismutase (SOD) and catalase (CAT)] levels were determined. Also, thiobarbituric-acid-related substances (TBARS) levels, along with histopathological studies of liver tissue, were scrutinized. Pretreatment with MC and MOC significantly decreased ALT, AST, and TB in the serum of CCl(4)-induced liver damaged rats in a dose-dependent manner. TA and TP levels in the serum were also restored significantly in all presupplemented MC and MOC groups. In addition, oxidative stress induced by CCl(4) was prevented significantly; thereby, increasing SOD and CAT levels and decreasing TBARS levels in liver homogenates. Histopathological studies revealed the ameliorative natures of both the compounds.
CONCLUSIONS:
This study demonstrates the strong hepatoprotective activity of MC and MOC, which could be attributed to their potent antioxidant effects.

Protocol of 7-Methylcoumarin

Kinase Assay

Inhibitory effects and oxidation of 6-methylcoumarin, 7-methylcoumarin and 7-formylcoumarin via human CYP2A6 and its mouse and pig orthologous enzymes.[Pubmed: 26068522 ]

Xenobiotica. 2016;46(1):14-24.

1. Information about the metabolism of compounds is essential in drug discovery and development, risk assessment of chemicals and further development of predictive methods.
METHODS AND RESULTS:
2. In vitro and in silico methods were applied to evaluate the metabolic and inhibitory properties of 6-methylcoumarin, 7-Methylcoumarin and 7-formylcoumarin with human CYP2A6, mouse CYP2A5 and pig CYP2A19. 3. 6-Methylcoumarin was oxidized to fluorescent 7-hydroxy-6-methylcoumarin by CYP2A6 (Km: 0.64-0.91 µM; Vmax: 0.81-0.89 min(-1)) and by CYP2A5 and CYP2A19. The reaction was almost completely inhibited at 10 µM 7-Methylcoumarin in liver microsomes of human and mouse, but in pig only 40% inhibition was obtained with the anti-CYP2A5 antibody or with methoxsalen and pilocarpine. 7-Methylcoumarin was a mechanism-based inhibitor for CYP2A6, but not for the mouse and pig enzymes. 7-Formylcoumarin was a mechanism-based inhibitor for CYP2As of all species. 4. Docking and molecular dynamics simulations of 6-methylcoumarin and 7-Methylcoumarin in the active sites of CYP2A6 and CYP2A5 demonstrated a favorable orientation of the 7-position of 6-methylcoumarin towards the heme moiety. Several orientations of 7-Methylcoumarin were possible in CYP2A6 and CYP2A5.
CONCLUSIONS:
5. These results indicate that the active site of CYP2A6 has unique interaction properties for ligands and differs in this respect from CYP2A5 and CYP2A19.

7-Methylcoumarin Dilution Calculator

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7-Methylcoumarin Molarity Calculator

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Preparing Stock Solutions of 7-Methylcoumarin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.2434 mL 31.2168 mL 62.4337 mL 124.8673 mL 156.0842 mL
5 mM 1.2487 mL 6.2434 mL 12.4867 mL 24.9735 mL 31.2168 mL
10 mM 0.6243 mL 3.1217 mL 6.2434 mL 12.4867 mL 15.6084 mL
50 mM 0.1249 mL 0.6243 mL 1.2487 mL 2.4973 mL 3.1217 mL
100 mM 0.0624 mL 0.3122 mL 0.6243 mL 1.2487 mL 1.5608 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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