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Dimethylwulignan A1

CAS# 117404-43-0

Dimethylwulignan A1

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Chemical structure

Dimethylwulignan A1

3D structure

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Chemical Properties of Dimethylwulignan A1

Cas No. 117404-43-0 SDF Download SDF
PubChem ID 13228884 Appearance Cryst.
Formula C22H26O5 M.Wt 370.4
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S,3S,4R)-4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2,3-dimethyl-3,4-dihydro-2H-naphthalen-1-one
SMILES CC1C(C(=O)C2=CC(=C(C=C2C1C3=CC(=C(C=C3)OC)OC)OC)OC)C
Standard InChIKey UCHGPGXURWMCBZ-RRMDADRESA-N
Standard InChI InChI=1S/C22H26O5/c1-12-13(2)22(23)16-11-20(27-6)19(26-5)10-15(16)21(12)14-7-8-17(24-3)18(9-14)25-4/h7-13,21H,1-6H3/t12-,13+,21-/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 Dimethylwulignan A1

The stems of Schisandra henryi

Biological Activity of Dimethylwulignan A1

DescriptionDimethylwulignan A1 is a natural product from Schisandra henryi.
In vitro

Studies on the Constituents of Schisandra Henryi Ⅴ. The Structures of Wulignan A1, A2, Epiwulignan A1 and Epischisandrone)[Reference: WebLink]

Acta Chimica Sinica, 1988, 46(5): 483-8.


METHODS AND RESULTS:
Four new lignan compounds named wulignan A1 (4), A2(5), epiwulignan A1 (6) and epischisandrone(7), and three known lignan compounds, enshicine(1), epienshicine(2) and schisandrone(3), were isolated from the fruits of Schisandra henryi Clarke collected in the district of Yibin, Sichuan Province. In anticancer screening all the four new compounds exhibit the activity against leukemia P-388 in vitro. Wulignan A_1(4), m. p. 195—197℃, [α]_D~(140-38.9°(CHCl_3), wulignan A_2(5), m. p. 235-237℃, [α]_D~(14)-61.2°(CH_3OH), epiwulignan A_1(6), m. p. 185-187℃, [α]_D~(14)+13.1°(CHCl_3), and epischisandrone (7), m. p. 182-183.5℃, [α]_D~(14)+5.5°(CHCl_3), display the features of tetralone lignan in their UV, IR, ~1H NMR (Table 1) and MS spectra.
CONCLUSIONS:
Besides the spectral analysis and NOE measurements, the structure assignments including absolute configurations mainly rely on the chemical transformation of 5, 6 and 7 into known compound, (+)-dimethylguaiacine(6b), and of 4 into known compound, (-)-dimethylisoguaiacine(4b). In addition, the following new compounds, (+)-isootobaphenol (2a), (+)-demethyleneisootobaphenol (2b), Dimethylwulignan A1 (4a) and dimethylepiwulignan A1 (6a) were prepared during the course of the structural elucidation.

Dimethylwulignan A1 Dilution Calculator

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Preparing Stock Solutions of Dimethylwulignan A1

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6998 mL 13.4989 mL 26.9978 mL 53.9957 mL 67.4946 mL
5 mM 0.54 mL 2.6998 mL 5.3996 mL 10.7991 mL 13.4989 mL
10 mM 0.27 mL 1.3499 mL 2.6998 mL 5.3996 mL 6.7495 mL
50 mM 0.054 mL 0.27 mL 0.54 mL 1.0799 mL 1.3499 mL
100 mM 0.027 mL 0.135 mL 0.27 mL 0.54 mL 0.6749 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 Dimethylwulignan A1

Studies on the Constituents of Schisandra Henryi Ⅴ. The Structures of Wulignan A1, A2, Epiwulignan A1 and Epischisandrone)

Acta Chimica Sinica, 1988, 46(5): 483-8.

Four new lignan compounds named wulignan A1 (4), A2(5), epiwulignan A1 (6) and epischisandrone(7), and three known lignan compounds, enshicine(1), epienshicine(2) and schisandrone(3), were isolated from the fruits of Schisandra henryi Clarke collected in the district of Yibin, Sichuan Province. In anticancer screening all the four new compounds exhibit the activity against leukemia P-388 in vitro. Wulignan A_1(4), m. p. 195—197℃, [α]_D~(140-38.9°(CHCl_3), wulignan A_2(5), m. p. 235-237℃, [α]_D~(14)-61.2°(CH_3OH), epiwulignan A_1(6), m. p. 185-187℃, [α]_D~(14)+13.1°(CHCl_3), and epischisandrone (7), m. p. 182-183.5℃, [α]_D~(14)+5.5°(CHCl_3), display the features of tetralone lignan in their UV, IR, ~1H NMR (Table 1) and MS spectra. Besides the spectral analysis and NOE measurements, the structure assignments including absolute configurations mainly rely on the chemical transformation of 5, 6 and 7 into known compound, (+)-dimethylguaiacine(6b), and of 4 into known compound, (-)-dimethylisoguaiacine(4b). In addition, the following new compounds, (+)-isootobaphenol (2a), (+)-demethyleneisootobaphenol (2b), Dimethylwulignan A1 (4a) and dimethylepiwulignan A1 (6a) were prepared during the course of the structural elucidation.

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