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5-Methyl-7-methoxyisoflavone

CAS# 82517-12-2

5-Methyl-7-methoxyisoflavone

Catalog No. BCN8465----Order now to get a substantial discount!

Product Name & Size Price Stock
5-Methyl-7-methoxyisoflavone: 5mg Please Inquire In Stock
5-Methyl-7-methoxyisoflavone: 10mg Please Inquire In Stock
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5-Methyl-7-methoxyisoflavone: 50mg Please Inquire Please Inquire
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Quality Control of 5-Methyl-7-methoxyisoflavone

Number of papers citing our products

Chemical structure

5-Methyl-7-methoxyisoflavone

3D structure

Chemical Properties of 5-Methyl-7-methoxyisoflavone

Cas No. 82517-12-2 SDF Download SDF
PubChem ID 2734290 Appearance White crystalline powder
Formula C17H14O3 M.Wt 266.29
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 7-methoxy-5-methyl-3-phenylchromen-4-one
SMILES CC1=CC(=CC2=C1C(=O)C(=CO2)C3=CC=CC=C3)OC
Standard InChIKey WGOUYULOZZRTFS-UHFFFAOYSA-N
Standard InChI InChI=1S/C17H14O3/c1-11-8-13(19-2)9-15-16(11)17(18)14(10-20-15)12-6-4-3-5-7-12/h3-10H,1-2H3
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-Methyl-7-methoxyisoflavone

The fruits of Citrus aurantium L.

Biological Activity of 5-Methyl-7-methoxyisoflavone

Description5-Methyl-7-methoxyisoflavone is used by bodybuilders for its ergogenic properties.
In vitro

A staged screening of registered drugs highlights remyelinating drug candidates for clinical trials.[Pubmed: 28387380 ]

Sci Rep. 2017 Apr 7;7:45780.

There is no treatment for the myelin loss in multiple sclerosis, ultimately resulting in the axonal degeneration that leads to the progressive phase of the disease.
METHODS AND RESULTS:
We established a multi-tiered platform for the sequential screening of drugs that could be repurposed as remyelinating agents. We screened a library of 2,000 compounds (mainly Food and Drug Administration (FDA)-approved compounds and natural products) for cellular metabolic activity on mouse oligodendrocyte precursors (OPC), identifying 42 molecules with significant stimulating effects. We then characterized the effects of these compounds on OPC proliferation and differentiation in mouse glial cultures, and on myelination and remyelination in organotypic cultures. Three molecules, edaravone, 5-Methyl-7-methoxyisoflavone and lovastatin, gave positive results in all screening tiers. We validated the results by retesting independent stocks of the compounds, analyzing their purity, and performing dose-response curves. To identify the chemical features that may be modified to enhance the compounds' activity, we tested chemical analogs and identified, for edaravone, the functional groups that may be essential for its activity.
CONCLUSIONS:
Among the selected remyelinating candidates, edaravone appears to be of strong interest, also considering that this drug has been approved as a neuroprotective agent for acute ischemic stroke and amyotrophic lateral sclerosis in Japan.

Protocol of 5-Methyl-7-methoxyisoflavone

Structure Identification
J Pharm Biomed Anal. 2014 Aug 5;96:127-34.

UPLC-ESI-Q-TOF-MS(E) identification of urinary metabolites of the emerging sport nutrition supplement methoxyisoflavone in human subjects.[Pubmed: 24742771 ]

Methoxyisoflavone (5-Methyl-7-methoxyisoflavone) is a synthetic isoflavone used by bodybuilders for its ergogenic properties. A recent study demonstrated that methoxyisoflavone metabolites can induce false-positive results in urinary immunoassay screening tests for cannabinoids, and only one metabolite has been identified. To improve the knowledge on the metabolic pathways of methoxyisoflavone, ultra-performance liquid chromatography quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF) was applied.
METHODS AND RESULTS:
Urine samples were obtained from methoxyisoflavone regular users. After enzymatic hydrolysis and liquid-liquid extraction, the samples were analyzed by UPLC-Q-TOF fitted with an electrospray ionization source (ESI) operating under positive ion mode. Mass data were acquired with the MS(E) method. Five metabolites were identified. Those were divided into two metabolic pathways, depending on whether the B ring hydroxylation was preceded or not by the O-demethylation of the methoxy group. The MS(E) mass spectra of methoxyisoflavone and its metabolites are specific of isoflavones structures and revealed 1,3 retro Diels-Alder fragmentation and double CO loss. Losses of small neutral molecules CO and H2O, and radical CH3, typical of flavonoids, were also observed.
CONCLUSIONS:
This study illustrates the capacity of the sensitive UPLC-Q-TOF analytical system, combined with the MS(E) method of collection of fragmentation data, to rapidly elucidate the unknown xenobiotics metabolism.

5-Methyl-7-methoxyisoflavone Dilution Calculator

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5-Methyl-7-methoxyisoflavone Molarity Calculator

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Preparing Stock Solutions of 5-Methyl-7-methoxyisoflavone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7553 mL 18.7765 mL 37.553 mL 75.1061 mL 93.8826 mL
5 mM 0.7511 mL 3.7553 mL 7.5106 mL 15.0212 mL 18.7765 mL
10 mM 0.3755 mL 1.8777 mL 3.7553 mL 7.5106 mL 9.3883 mL
50 mM 0.0751 mL 0.3755 mL 0.7511 mL 1.5021 mL 1.8777 mL
100 mM 0.0376 mL 0.1878 mL 0.3755 mL 0.7511 mL 0.9388 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-Methyl-7-methoxyisoflavone

UPLC-ESI-Q-TOF-MS(E) identification of urinary metabolites of the emerging sport nutrition supplement methoxyisoflavone in human subjects.[Pubmed:24742771]

J Pharm Biomed Anal. 2014 Aug 5;96:127-34.

Methoxyisoflavone (5-Methyl-7-methoxyisoflavone) is a synthetic isoflavone used by bodybuilders for its ergogenic properties. A recent study demonstrated that methoxyisoflavone metabolites can induce false-positive results in urinary immunoassay screening tests for cannabinoids, and only one metabolite has been identified. To improve the knowledge on the metabolic pathways of methoxyisoflavone, ultra-performance liquid chromatography quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF) was applied. Urine samples were obtained from methoxyisoflavone regular users. After enzymatic hydrolysis and liquid-liquid extraction, the samples were analyzed by UPLC-Q-TOF fitted with an electrospray ionization source (ESI) operating under positive ion mode. Mass data were acquired with the MS(E) method. Five metabolites were identified. Those were divided into two metabolic pathways, depending on whether the B ring hydroxylation was preceded or not by the O-demethylation of the methoxy group. The MS(E) mass spectra of methoxyisoflavone and its metabolites are specific of isoflavones structures and revealed 1,3 retro Diels-Alder fragmentation and double CO loss. Losses of small neutral molecules CO and H2O, and radical CH3, typical of flavonoids, were also observed. This study illustrates the capacity of the sensitive UPLC-Q-TOF analytical system, combined with the MS(E) method of collection of fragmentation data, to rapidly elucidate the unknown xenobiotics metabolism.

A staged screening of registered drugs highlights remyelinating drug candidates for clinical trials.[Pubmed:28387380]

Sci Rep. 2017 Apr 7;7:45780.

There is no treatment for the myelin loss in multiple sclerosis, ultimately resulting in the axonal degeneration that leads to the progressive phase of the disease. We established a multi-tiered platform for the sequential screening of drugs that could be repurposed as remyelinating agents. We screened a library of 2,000 compounds (mainly Food and Drug Administration (FDA)-approved compounds and natural products) for cellular metabolic activity on mouse oligodendrocyte precursors (OPC), identifying 42 molecules with significant stimulating effects. We then characterized the effects of these compounds on OPC proliferation and differentiation in mouse glial cultures, and on myelination and remyelination in organotypic cultures. Three molecules, edaravone, 5-Methyl-7-methoxyisoflavone and lovastatin, gave positive results in all screening tiers. We validated the results by retesting independent stocks of the compounds, analyzing their purity, and performing dose-response curves. To identify the chemical features that may be modified to enhance the compounds' activity, we tested chemical analogs and identified, for edaravone, the functional groups that may be essential for its activity. Among the selected remyelinating candidates, edaravone appears to be of strong interest, also considering that this drug has been approved as a neuroprotective agent for acute ischemic stroke and amyotrophic lateral sclerosis in Japan.

Description

5-Methyl-7-methoxyisoflavone is a sensational, non-steroidal anabolic isoflavone. 5-Methyl-7-methoxyisoflavone shows potency increasing muscle mass and endurance.

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