Isomeranzin

CAS# 1088-17-1

Isomeranzin

Catalog No. BCN5882----Order now to get a substantial discount!

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Quality Control of Isomeranzin

Number of papers citing our products

Chemical structure

Isomeranzin

3D structure

Chemical Properties of Isomeranzin

Cas No. 1088-17-1 SDF Download SDF
PubChem ID 473252 Appearance Powder
Formula C15H16O4 M.Wt 260.3
Type of Compound Coumarins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 7-methoxy-8-(3-methyl-2-oxobutyl)chromen-2-one
SMILES CC(C)C(=O)CC1=C(C=CC2=C1OC(=O)C=C2)OC
Standard InChIKey OMOYQLRHKFGVGN-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H16O4/c1-9(2)12(16)8-11-13(18-3)6-4-10-5-7-14(17)19-15(10)11/h4-7,9H,8H2,1-3H3
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 Isomeranzin

The peels of Citrus maxima

Biological Activity of Isomeranzin

DescriptionIsomeranzin has anti-inflammatory activity, it suppresses inflammation by inhibiting M1 macrophage polarization through the p65, NF-κB and ERK pathway.
TargetsNF-kB | ERK
In vivo

Isomeranzin suppresses inflammation by inhibiting M1 macrophage polarization through the NF-κB and ERK pathway.[Pubmed: 27285671 ]

Int Immunopharmacol. 2016 Sep;38:175-85.

Macrophage polarization plays an important role in inflammation. Regulation of the polarization has been reported to be effective therapeutics for various kinds of inflammatory diseases. The aims of the present study were to investigate the anti-inflammatory property of Isomeranzin isolating from Murraya exotica as well as potential molecular mechanisms.
METHODS AND RESULTS:
Results showed that Isomeranzin specifically reduced the M1 macrophage-associated pro-inflammatory cytokines through down-regulation of NF-κB and ERK signals. Immunoprecipitation and RNA silencing indicated suppression of Isomeranzin in NF-κB activation was relying on the decreasing of TRAF6 ubiquitination. In vivo studies showed Isomeranzin evidently inhibited LPS-induced sepsis for rising survival rate, improving tissue damage and lessening inflammatory cytokines. In accordance with in vitro studies, Isomeranzin significantly blocked expression of p-p65 and p-ERK in lung and liver tissues. Moreover, Isomeranzin ameliorated DSS and TNBS-induced colitis due to its anti-inflammatory effects.
CONCLUSIONS:
Taken together, Isomeranzin suppressed inflammatory diseases by controlling M1 macrophage polarization through the NF-κB and ERK pathway.

Isomeranzin Dilution Calculator

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Isomeranzin Molarity Calculator

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Preparing Stock Solutions of Isomeranzin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8417 mL 19.2086 mL 38.4172 mL 76.8344 mL 96.043 mL
5 mM 0.7683 mL 3.8417 mL 7.6834 mL 15.3669 mL 19.2086 mL
10 mM 0.3842 mL 1.9209 mL 3.8417 mL 7.6834 mL 9.6043 mL
50 mM 0.0768 mL 0.3842 mL 0.7683 mL 1.5367 mL 1.9209 mL
100 mM 0.0384 mL 0.1921 mL 0.3842 mL 0.7683 mL 0.9604 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 Isomeranzin

Antimycobacterial activity of chemically defined natural substances from the Caribbean flora in Guadeloupe.[Pubmed:9626931]

FEMS Immunol Med Microbiol. 1998 Apr;20(4):267-73.

Eight chemically defined, naturally occurring compounds were extracted from the tropical flora of the Caribbean island of Guadeloupe: pilocarpine, an alkaloid from Pilocarpus racemosus; heraclenol and Isomeranzin, coumarins from Triphasia trifolia; lochnerin, an indole alkaloid from Rauwolfia biauriculata; ibogaine and voacangine, indole alkaloids from Tabernaemontana citrifolia; texalin, an oxazole from Amyris elemifera; and canellal, a sesquiterpene dialdehyde from Canella winterana. An essential oil fraction from Canella winterana was also tested. The antimycobacterial activity of these substances was tested against Mycobacterium tuberculosis, M. avium and M. kansasii using the Middlebrook 7H11 agar medium, the Bactec 460-TB radiometric methodology, and determination of bacterial viable counts. Three compounds, namely ibogaine, voacangine and texalin, showed antimycobacterial activity. Investigations on the structure-modification and structure-activity relationships of these compounds may help determine new targets for future drug development.

Description

Isomerazin is a coumarin isolated from Poncirus trifoliate Raf., and shows cholinesterase inhibition.

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