Mirificin

CAS# 103654-50-8

Mirificin

Catalog No. BCN2783----Order now to get a substantial discount!

Product Name & Size Price Stock
Mirificin: 5mg $58 In Stock
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Quality Control of Mirificin

Number of papers citing our products

Chemical structure

Mirificin

3D structure

Chemical Properties of Mirificin

Cas No. 103654-50-8 SDF Download SDF
PubChem ID 21676217 Appearance Powder
Formula C26H28O13 M.Wt 548.49
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms 4',7-Dihydroxyisoflavone 8-C-(6''-apiosylglucoside); Puerarin apioside
Solubility Soluble in DMSO and methan
Chemical Name 8-[(2S,3R,4R,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]-7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
SMILES C1C(C(C(O1)OCC2C(C(C(C(O2)C3=C(C=CC4=C3OC=C(C4=O)C5=CC=C(C=C5)O)O)O)O)O)O)(CO)O
Standard InChIKey ZBXWGKPUSLRPHX-QOIVFALESA-N
Standard InChI InChI=1S/C26H28O13/c27-9-26(35)10-38-25(24(26)34)37-8-16-19(31)20(32)21(33)23(39-16)17-15(29)6-5-13-18(30)14(7-36-22(13)17)11-1-3-12(28)4-2-11/h1-7,16,19-21,23-25,27-29,31-35H,8-10H2/t16-,19-,20+,21-,23+,24+,25-,26-/m1/s1
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 Mirificin

The roots of Pueraria lobata

Biological Activity of Mirificin

In vitro

Study of the Biotransformation of Tongmai Formula by Human Intestinal Flora and Its Intestinal Permeability across the Caco-2 Cell Monolayer.[Pubmed: 26501241]

Molecules. 2015 Oct 15;20(10):18704-16.

Tongmai formula (TMF) is a well-known Chinese medicinal preparation that contains isoflavones as its major bioactive constituents. As traditional Chinese medicines (TCMs) are usually used by oral administration, their fate inside the intestinal lumen, including their biotransformation by human intestinal flora (HIF) and intestinal absorption deserves study.
METHODS AND RESULTS:
In this work TMF extract was incubated with human intestinal bacteria under anaerobic conditions and the changes in the twelve main constituents of TMF were then investigated. Their intestinal permeabilities, i.e., the transport capability across the intestinal brush border were investigated with a human colon carcinoma cell line (Caco-2) cell monolayer model to predict the absorption mechanism. Meanwhile, rapid HPLC-DAD methods were established for the assay. According to the biotransformation curves of the twelve constituents and the permeability coefficients, the intestinal absorption capacity of the typical compounds was elevated from the levels of 10(-7) cm/s to 10(-5) cm/s from those of the original compounds in TMF. Among them the main isoflavone glycosides puerarin (4), Mirificin (6) and daidzin (7) were transformed into the same aglycone, daidzein (10).
CONCLUSIONS:
Therefore it was predicted that the aglycone compounds might be the real active ingredients in TMF. The models used can represent a novel path for the TCM studies.

Protocol of Mirificin

Structure Identification
《Journal of Instrumental Analysis》 2013-04

Simultaneous Determination of Puerarin,3-Methoxy Puerarin,Mirificin and Daidzin in the Bioactive Fraction of Naodesheng Prescription by RP-HPLC/UV Method[Reference: WebLink]


METHODS AND RESULTS:
A reversed-phase high performance liquid chromatography coupled with UV detection(RP-HPLC/UV) was developed and validated for the simultaneous determination of four isoflavonoids,including puerarin(PU),3-methoxy puerarin(MP),Mirificin(MI) and daidzin(DA),in the bioactive fraction of Naodesheng prescription,i.e.a widely used herbal medicine(HM) in China mainly for treatment of cerebral arteriosclerosis,ischemic stroke,sequelae of cerebral hemorrhage and etc.The separation of four compounds was accomplished on a Hyspersil ODS-2 column(250 mm×4.6 mm,5 μm i.d.) by using methanol-water(25 ∶ 75) as mobile phase with isocratic elution at a flow rate of 0.9 mL/min.The UV detection wavelength was set at 250 nm,and the column temperature was 25 ℃.The high resolution and reproducible peaks were achieved for four compounds in 20 min.All the calibration curves showed good linearities(r≥0.999 7) over the test concentration range.The relative standard deviations(RSDs) of the method were less than 2.2% for precision,stability and reproducibility assays,and the spiked recoveries were in the range of 96%-102%.
CONCLUSIONS:
The total contents of the four isoflavonoids were determined to be in the range of 37.3%-37.8%in the bioactive fraction of Naodesheng prescription.

Mirificin Dilution Calculator

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Preparing Stock Solutions of Mirificin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.8232 mL 9.1159 mL 18.2319 mL 36.4637 mL 45.5797 mL
5 mM 0.3646 mL 1.8232 mL 3.6464 mL 7.2927 mL 9.1159 mL
10 mM 0.1823 mL 0.9116 mL 1.8232 mL 3.6464 mL 4.558 mL
50 mM 0.0365 mL 0.1823 mL 0.3646 mL 0.7293 mL 0.9116 mL
100 mM 0.0182 mL 0.0912 mL 0.1823 mL 0.3646 mL 0.4558 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 Mirificin

Study of the Biotransformation of Tongmai Formula by Human Intestinal Flora and Its Intestinal Permeability across the Caco-2 Cell Monolayer.[Pubmed:26501241]

Molecules. 2015 Oct 15;20(10):18704-16.

Tongmai formula (TMF) is a well-known Chinese medicinal preparation that contains isoflavones as its major bioactive constituents. As traditional Chinese medicines (TCMs) are usually used by oral administration, their fate inside the intestinal lumen, including their biotransformation by human intestinal flora (HIF) and intestinal absorption deserves study. In this work TMF extract was incubated with human intestinal bacteria under anaerobic conditions and the changes in the twelve main constituents of TMF were then investigated. Their intestinal permeabilities, i.e., the transport capability across the intestinal brush border were investigated with a human colon carcinoma cell line (Caco-2) cell monolayer model to predict the absorption mechanism. Meanwhile, rapid HPLC-DAD methods were established for the assay. According to the biotransformation curves of the twelve constituents and the permeability coefficients, the intestinal absorption capacity of the typical compounds was elevated from the levels of 10(-7) cm/s to 10(-5) cm/s from those of the original compounds in TMF. Among them the main isoflavone glycosides puerarin (4), Mirificin (6) and daidzin (7) were transformed into the same aglycone, daidzein (10). Therefore it was predicted that the aglycone compounds might be the real active ingredients in TMF. The models used can represent a novel path for the TCM studies.

Description

Mirificin (Puerarin apioside) is a isoflavone in Puerariae Lobatae Radix. Mirificin inhibits tyrosinase (TYR) with an IC50 of 12.66 μM.

Keywords:

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