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7,3'-Di-O-methylorobol

CAS# 104668-88-4

7,3'-Di-O-methylorobol

Catalog No. BCN6831----Order now to get a substantial discount!

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Quality Control of 7,3'-Di-O-methylorobol

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Chemical structure

7,3'-Di-O-methylorobol

3D structure

Chemical Properties of 7,3'-Di-O-methylorobol

Cas No. 104668-88-4 SDF Download SDF
PubChem ID 13845970 Appearance Powder
Formula C17H14O6 M.Wt 314.30
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one
SMILES COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC(=C(C=C3)O)OC)O
Standard InChIKey NMQZMHHAWZDJOJ-UHFFFAOYSA-N
Standard InChI InChI=1S/C17H14O6/c1-21-10-6-13(19)16-15(7-10)23-8-11(17(16)20)9-3-4-12(18)14(5-9)22-2/h3-8,18-19H,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 7,3'-Di-O-methylorobol

Thee pericarps of Sophora japonica L.

Biological Activity of 7,3'-Di-O-methylorobol

Description7,3'-Di-O-methylorobol is a natural product from Sophora japonica L.
In vitro

Flavonoids and other compounds from Ouratea ferruginea (Ochnaceae) as anticancer and chemopreventive agents.[Pubmed: 22759912 ]

Molecules. 2012 Jul 3;17(7):7989-8000.


METHODS AND RESULTS:
The chemical study of the extracts from leaves and stems of Ouratea ferruginea allowed the identification of a new isoflavone, 5-hydroxy-7,3'4'5'-tetramethoxyisoflavone, and twenty two known compounds, including friedelin, 3β-friedelinol, lupeone, a mixture of sitosterol, stigmasterol and campesterol, sitosteryl- and stigmasteryl-3-O-b-D-glucopyranosides, 5,4'-dihydroxy-7,5',3'-trimethoxyisoflavone, 5,4'-dihydroxy-7,3'-di-methoxyisoflavone (7,3'-Di-O-methylorobol), 5,7,4'-trihydroxy-3',5'-dimethoxyisoflavone (piscigenin), 2R,3R-epicatechin, syringic acid, 2,6-dimethoxybenzoquinone, 2,6-dimethoxyhydroquinone, syringic and ferulic aldehyde, a mixture of vanillic acid, 1-hydroxy-2-methoxy-4-(1E-3-hydroxy-1-propenyl)-benzene and 3,5-dimethoxy-4-hydroxy-dihydrocinamaldehyde, besides amenthoflavone and 7-O-methylamenthoflavone (sequoiaflavone) which are considered as chemotaxonomic markers of Ouratea. The structures were identified by IR, (1)H- and (13)C-NMR and GC-MS, HPLC-MS, besides comparison with literature data. The inhibitory effects of 5,4'-dihydroxy-7,5',3'-trimethoxyisoflavone, 7,3'-Di-O-methylorobol, piscigenin and 7-O-methylamenthoflavone on cytochrome P450-dependent 7-ethoxycoumarin O-deethylase (ECOD) and glutathione S-transferase (GST) were evaluated in vitro.
CONCLUSIONS:
The 5,4'-dihydroxy-7,5',3'-trimethoxy-isoflavone was the best inhibitor, inhibiting almost 75% of GST activity. Sequoiaflavone was the most potent inhibitor, inhibiting ECOD assay in 75%. These activities allow us to consider both these flavonoids as potential anticancer and chemopreventive agents.

Protocol of 7,3'-Di-O-methylorobol

Structure Identification
J Asian Nat Prod Res. 2002 Mar;4(1):1-5.

A new coumaronochromone from Sophora japonica.[Pubmed: 11991186 ]


METHODS AND RESULTS:
A new coumaronochromone derivative, sophorophenolone (1), along with 13 known compounds, l-maackiain (2), medicagol (3), 7-O-methylpseudobaptigenin (4), pseudobaptigenin (5), 7,3'-Di-O-methylorobol (6), genistein (7), prunetin (8), daidzein (9), formononetin (10), Di-O-methyldaidzein (11), quercetin (12), kaempferol (13) and isorhamnetin (14) were isolated from pericarps of Sophorajaponica L.
CONCLUSIONS:
The structure of compound 1 was established by UV, IR, MS, and one-dimensional and two-dimensional NMR spectroscopy, including DEPT, NOESY, 1H-1H COSY, HMQC, and HMBC experiments.

7,3'-Di-O-methylorobol Dilution Calculator

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7,3'-Di-O-methylorobol Molarity Calculator

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Preparing Stock Solutions of 7,3'-Di-O-methylorobol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1817 mL 15.9084 mL 31.8167 mL 63.6335 mL 79.5418 mL
5 mM 0.6363 mL 3.1817 mL 6.3633 mL 12.7267 mL 15.9084 mL
10 mM 0.3182 mL 1.5908 mL 3.1817 mL 6.3633 mL 7.9542 mL
50 mM 0.0636 mL 0.3182 mL 0.6363 mL 1.2727 mL 1.5908 mL
100 mM 0.0318 mL 0.1591 mL 0.3182 mL 0.6363 mL 0.7954 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 7,3'-Di-O-methylorobol

Flavonoids and other compounds from Ouratea ferruginea (Ochnaceae) as anticancer and chemopreventive agents.[Pubmed:22759912]

Molecules. 2012 Jul 3;17(7):7989-8000.

The chemical study of the extracts from leaves and stems of Ouratea ferruginea allowed the identification of a new isoflavone, 5-hydroxy-7,3'4'5'-tetramethoxyisoflavone, and twenty two known compounds, including friedelin, 3beta-friedelinol, lupeone, a mixture of sitosterol, stigmasterol and campesterol, sitosteryl- and stigmasteryl-3-O-b-D-glucopyranosides, 5,4'-dihydroxy-7,5',3'-trimethoxyisoflavone, 5,4'-dihydroxy-7,3'-di-methoxyisoflavone (7,3'-di-O-methylorobol), 5,7,4'-trihydroxy-3',5'-dimethoxyisoflavone (piscigenin), 2R,3R-epicatechin, syringic acid, 2,6-dimethoxybenzoquinone, 2,6-dimethoxyhydroquinone, syringic and ferulic aldehyde, a mixture of vanillic acid, 1-hydroxy-2-methoxy-4-(1E-3-hydroxy-1-propenyl)-benzene and 3,5-dimethoxy-4-hydroxy-dihydrocinamaldehyde, besides amenthoflavone and 7-O-methylamenthoflavone (sequoiaflavone) which are considered as chemotaxonomic markers of Ouratea. The structures were identified by IR, (1)H- and (13)C-NMR and GC-MS, HPLC-MS, besides comparison with literature data. The inhibitory effects of 5,4'-dihydroxy-7,5',3'-trimethoxyisoflavone, 7,3'-di-O-methylorobol, piscigenin and 7-O-methylamenthoflavone on cytochrome P450-dependent 7-ethoxycoumarin O-deethylase (ECOD) and glutathione S-transferase (GST) were evaluated in vitro. The 5,4'-dihydroxy-7,5',3'-trimethoxy-isoflavone was the best inhibitor, inhibiting almost 75% of GST activity. Sequoiaflavone was the most potent inhibitor, inhibiting ECOD assay in 75%. These activities allow us to consider both these flavonoids as potential anticancer and chemopreventive agents.

A new coumaronochromone from Sophora japonica.[Pubmed:11991186]

J Asian Nat Prod Res. 2002 Mar;4(1):1-5.

A new coumaronochromone derivative, sophorophenolone (1), along with 13 known compounds, l-maackiain (2), medicagol (3), 7-O-methylpseudobaptigenin (4), pseudobaptigenin (5), 7,3'-di-O-methylorobol (6), genistein (7), prunetin (8), daidzein (9), formononetin (10), Di-O-methyldaidzein (11), quercetin (12), kaempferol (13) and isorhamnetin (14) were isolated from pericarps of Sophorajaponica L. The structure of compound 1 was established by UV, IR, MS, and one-dimensional and two-dimensional NMR spectroscopy, including DEPT, NOESY, 1H-1H COSY, HMQC, and HMBC experiments.

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