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3,6-Dimethoxyapigenin

CAS# 22697-65-0

3,6-Dimethoxyapigenin

Catalog No. BCN4830----Order now to get a substantial discount!

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3,6-Dimethoxyapigenin: 5mg $638 In Stock
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Quality Control of 3,6-Dimethoxyapigenin

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Chemical structure

3,6-Dimethoxyapigenin

3D structure

Chemical Properties of 3,6-Dimethoxyapigenin

Cas No. 22697-65-0 SDF Download SDF
PubChem ID 5352032 Appearance Yellow powder
Formula C17H14O7 M.Wt 330.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,6-dimethoxychromen-4-one
SMILES COC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC=C(C=C3)O)OC)O
Standard InChIKey DDNPCXHBFYJXBJ-UHFFFAOYSA-N
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 3,6-Dimethoxyapigenin

The herbs of Dodonaea viscosa

Biological Activity of 3,6-Dimethoxyapigenin

DescriptionStandard reference

Protocol of 3,6-Dimethoxyapigenin

Kinase Assay

High-resolution PTP1B inhibition profiling combined with high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy: Proof-of-concept and antidiabetic constituents in crude extra[Pubmed: 26882973 ]

Fitoterapia. 2016 Apr;110:52-8.

Type 2 diabetes (T2D) constituted 90% of the global 387 million diabetes cases in 2014. The enzyme protein-tyrosine phosphatase 1B (PTP1B) has been recognized as a therapeutic target for treatment of T2D and its adverse complications.
METHODS AND RESULTS:
With the aim of accelerating the investigation of complex natural sources, such as crude plant extracts, for potential PTP1B inhibitors, we have developed a bio-analytical platform combining high-resolution PTP1B inhibition profiling and high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy, i.e., HR-bioassay/HPLC-HRMS-SPE-NMR. Human recombinant PTP1B enzyme was used for the microplate-based PTP1B inhibition assay, which was optimized for pH and substrate concentration to be compatible with rate measurements within the 10 min incubation time. Subsequently, analytical-scale HPLC-based microfractionation followed by colorimetric microplate-based PTP1B bioassaying enabled construction of a high-resolution inhibition profile corresponding to the HPLC profile. The high-resolution PTP1B inhibition profiling was validated using an artificial mixture of known PTP1B inhibitors and non-inhibiting compounds as negative controls. Finally, a proof-of-concept study with a real sample was performed using crude ethyl acetate extract of the phytochemically hitherto unexplored plant Eremophila lucida.
CONCLUSIONS:
This led to the identification of the first viscidane type diterpene, i.e., 5-hydroxyviscida-3,14-dien-20-oic acid (9) as PTP1B inhibitor with an IC50 value of 42.0 ± 5.9 μM. In addition, a series of flavonoids, i.e., luteolin (1), dinatin (3a), tricin (3b), 3,6-Dimethoxyapigenin (4), jaceidin (5), and cirsimaritin (6) as well as a cembrene diterpene, (3Z, 7E, 11Z)-15-hydroxycembra-3,7,11-trien-19-oic acid (8), were also identified for the first time from E. lucida.

Structure Identification
Phytochemistry.1985;24(9):2133.

Methylated flavonols from Wyethia bolanderi and Balsamorhiza macrophylla.[Reference: WebLink]


METHODS AND RESULTS:
A leaf wash of Wyethia bolanderi afforded eight known methylated flavonols: santin, ermanin, jaceidin, 3,6-Dimethoxyapigenin, kaempferide, isokaempferide, axillarin and quercetin 3-methyl ether. A leaf wash of Balsamorhiza macrophylla afforded six known methylated flavonols: centaureidin, quercetin 3,4′-dimethyl ether, axillarin, spinacetin, tamarexetin and quercetin 3-methyl ether. The chemotaxonomy of the two genera is discussed briefly.

3,6-Dimethoxyapigenin Dilution Calculator

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Preparing Stock Solutions of 3,6-Dimethoxyapigenin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0276 mL 15.1378 mL 30.2755 mL 60.551 mL 75.6888 mL
5 mM 0.6055 mL 3.0276 mL 6.0551 mL 12.1102 mL 15.1378 mL
10 mM 0.3028 mL 1.5138 mL 3.0276 mL 6.0551 mL 7.5689 mL
50 mM 0.0606 mL 0.3028 mL 0.6055 mL 1.211 mL 1.5138 mL
100 mM 0.0303 mL 0.1514 mL 0.3028 mL 0.6055 mL 0.7569 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 3,6-Dimethoxyapigenin

High-resolution PTP1B inhibition profiling combined with high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy: Proof-of-concept and antidiabetic constituents in crude extract of Eremophila lucida.[Pubmed:26882973]

Fitoterapia. 2016 Apr;110:52-8.

Type 2 diabetes (T2D) constituted 90% of the global 387 million diabetes cases in 2014. The enzyme protein-tyrosine phosphatase 1B (PTP1B) has been recognized as a therapeutic target for treatment of T2D and its adverse complications. With the aim of accelerating the investigation of complex natural sources, such as crude plant extracts, for potential PTP1B inhibitors, we have developed a bio-analytical platform combining high-resolution PTP1B inhibition profiling and high-performance liquid chromatography-high-resolution mass spectrometry-solid-phase extraction-nuclear magnetic resonance spectroscopy, i.e., HR-bioassay/HPLC-HRMS-SPE-NMR. Human recombinant PTP1B enzyme was used for the microplate-based PTP1B inhibition assay, which was optimized for pH and substrate concentration to be compatible with rate measurements within the 10 min incubation time. Subsequently, analytical-scale HPLC-based microfractionation followed by colorimetric microplate-based PTP1B bioassaying enabled construction of a high-resolution inhibition profile corresponding to the HPLC profile. The high-resolution PTP1B inhibition profiling was validated using an artificial mixture of known PTP1B inhibitors and non-inhibiting compounds as negative controls. Finally, a proof-of-concept study with a real sample was performed using crude ethyl acetate extract of the phytochemically hitherto unexplored plant Eremophila lucida. This led to the identification of the first viscidane type diterpene, i.e., 5-hydroxyviscida-3,14-dien-20-oic acid (9) as PTP1B inhibitor with an IC50 value of 42.0 +/- 5.9 muM. In addition, a series of flavonoids, i.e., luteolin (1), dinatin (3a), tricin (3b), 3,6-Dimethoxyapigenin (4), jaceidin (5), and cirsimaritin (6) as well as a cembrene diterpene, (3Z, 7E, 11Z)-15-hydroxycembra-3,7,11-trien-19-oic acid (8), were also identified for the first time from E. lucida.

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