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Pinoresinol dimethyl ether

CAS# 29106-36-3

Pinoresinol dimethyl ether

Catalog No. BCN6767----Order now to get a substantial discount!

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Quality Control of Pinoresinol dimethyl ether

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Chemical structure

Pinoresinol dimethyl ether

3D structure

Chemical Properties of Pinoresinol dimethyl ether

Cas No. 29106-36-3 SDF Download SDF
PubChem ID 73117 Appearance White powder
Formula C22H26O6 M.Wt 386.4
Type of Compound Lignans Storage Desiccate at -20°C
Synonyms (+)-Eudesmin
Solubility Soluble in chloroform and methanol; slightly soluble in water
Chemical Name (3S,3aR,6S,6aR)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
SMILES COC1=C(C=C(C=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC)OC)OC
Standard InChIKey PEUUVVGQIVMSAW-RZTYQLBFSA-N
Standard InChI InChI=1S/C22H26O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-28-22(16(15)12-27-21)14-6-8-18(24-2)20(10-14)26-4/h5-10,15-16,21-22H,11-12H2,1-4H3/t15-,16-,21+,22+/m0/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 Pinoresinol dimethyl ether

1 Liriodendron sp. 2 Magnolia sp. 3 Virola sp. 4 Zanthoxylum sp.

Biological Activity of Pinoresinol dimethyl ether

DescriptionPinoresinol dimethyl ether, which could be isolated from the wood of the basal tree Humbertieae, show a variety of activities as the inhibitor of cyclic AMP phosphodiesterase.
TargetscAMP

Protocol of Pinoresinol dimethyl ether

Structure Identification
J Nat Prod. 1999 Aug;62(8):1119-22.

Tryptamine derived amides and acetogenins from the seeds of Rollinia mucosa.[Pubmed: 10479316 ]


METHODS AND RESULTS:
Bioactivity-directed fractionation of a CHCl(3)-MeOH (1:1) extract prepared from the seeds of Rollinia mucosa led to the isolation of a mixture of eight novel tryptamine amides. Extensive HPLC allowed the isolation of the major component of the mixture, which was characterized as N-lignoceroyltryptamine (6) using a combination of spectroscopic and chemical methods. The minor amides were identified by GC-MS analysis as N-palmitoyltryptamine (1), N-stearoyltryptamine (2), N-arachidoyltryptamine (3), N-behenoyltryptamine (4), N-tricosanoyltryptamine (5), N-pentacosanoyltryptamine (7), and N-cerotoyltryptamine (8). Two lignans (Pinoresinol dimethyl ether and magnolin) and six acetogenins [membranacin (9), desacetyluvaricin (10), rolliniastatin 1, bullatacin, squamocin, and motrilin] were also isolated.
CONCLUSIONS:
The cytotoxicity of membranacin (9) and desacetyluvaricin (10) against six human solid tumor cell lines was determined. The absolute configuration of the former is reported.

Pinoresinol dimethyl ether Dilution Calculator

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Pinoresinol dimethyl ether Molarity Calculator

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Preparing Stock Solutions of Pinoresinol dimethyl ether

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.588 mL 12.94 mL 25.8799 mL 51.7598 mL 64.6998 mL
5 mM 0.5176 mL 2.588 mL 5.176 mL 10.352 mL 12.94 mL
10 mM 0.2588 mL 1.294 mL 2.588 mL 5.176 mL 6.47 mL
50 mM 0.0518 mL 0.2588 mL 0.5176 mL 1.0352 mL 1.294 mL
100 mM 0.0259 mL 0.1294 mL 0.2588 mL 0.5176 mL 0.647 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 Pinoresinol dimethyl ether

Tryptamine derived amides and acetogenins from the seeds of Rollinia mucosa.[Pubmed:10479316]

J Nat Prod. 1999 Aug;62(8):1119-22.

Bioactivity-directed fractionation of a CHCl(3)-MeOH (1:1) extract prepared from the seeds of Rollinia mucosa led to the isolation of a mixture of eight novel tryptamine amides. Extensive HPLC allowed the isolation of the major component of the mixture, which was characterized as N-lignoceroyltryptamine (6) using a combination of spectroscopic and chemical methods. The minor amides were identified by GC-MS analysis as N-palmitoyltryptamine (1), N-stearoyltryptamine (2), N-arachidoyltryptamine (3), N-behenoyltryptamine (4), N-tricosanoyltryptamine (5), N-pentacosanoyltryptamine (7), and N-cerotoyltryptamine (8). Two lignans (Pinoresinol dimethyl ether and magnolin) and six acetogenins [membranacin (9), desacetyluvaricin (10), rolliniastatin 1, bullatacin, squamocin, and motrilin] were also isolated. The cytotoxicity of membranacin (9) and desacetyluvaricin (10) against six human solid tumor cell lines was determined. The absolute configuration of the former is reported.

Description

Pinoresinol dimethyl ether ((+)-Eudesmin) is a non-phenolic furofuran lignan isolated from the stem bark of Magnolia kobus with neuritogenic activity. Pinoresinol dimethyl ether ((+)-Eudesmin) can induce neuritis outgrowth from PC12 cells by stimulating up-stream MAPK, PKC and PKA pathways.

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