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5,5'-Dimethoxysecoisolariciresinol

CAS# 1002106-91-3

5,5'-Dimethoxysecoisolariciresinol

Catalog No. BCN7941----Order now to get a substantial discount!

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5,5'-Dimethoxysecoisolariciresinol: 5mg Please Inquire In Stock
5,5'-Dimethoxysecoisolariciresinol: 10mg Please Inquire In Stock
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Quality Control of 5,5'-Dimethoxysecoisolariciresinol

Number of papers citing our products

Chemical structure

5,5'-Dimethoxysecoisolariciresinol

3D structure

Chemical Properties of 5,5'-Dimethoxysecoisolariciresinol

Cas No. 1002106-91-3 SDF Download SDF
PubChem ID 10002343 Appearance Powder
Formula C22H30O8 M.Wt 422.47
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3R)-2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]butane-1,4-diol
SMILES COC1=CC(=CC(=C1O)OC)CC(CO)C(CC2=CC(=C(C(=C2)OC)O)OC)CO
Standard InChIKey XTRARZPRFYUCGZ-HOTGVXAUSA-N
Standard InChI InChI=1S/C22H30O8/c1-27-17-7-13(8-18(28-2)21(17)25)5-15(11-23)16(12-24)6-14-9-19(29-3)22(26)20(10-14)30-4/h7-10,15-16,23-26H,5-6,11-12H2,1-4H3/t15-,16-/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 5,5'-Dimethoxysecoisolariciresinol

The Heartwood of Podocarpus spicata

Biological Activity of 5,5'-Dimethoxysecoisolariciresinol

Description5,5'-Dimethoxysecoisolariciresinol is a natural product from Podocarpus spicata.
In vitro

New secoisolariciresinol derivatives from Lindera obtusiloba stems and their neuroprotective activities.[Pubmed: 19708005 ]

Planta Med. 2010 Feb;76(3):294-7.


METHODS AND RESULTS:
A methanolic extract of Lindera obtusiloba (Lauraceae) stems significantly attenuated glutamate-induced oxidative stress in HT22 hippocampal cells. Two new secoisolariciresinol derivatives, characterized as 9,9'- O-di-(E)-feruloyl-meso-5,5'-Dimethoxysecoisolariciresinol (1) and 9,9'-O-di-(E)-sinapinoyl-meso-5,5'-Dimethoxysecoisolariciresinol (2), were isolated, along with the known compound 9,9'-O-di-(E)-feruloyl-meso-secoisolariciresinol (3), from the methanolic extract of L. obtusiloba stems.
CONCLUSIONS:
Compounds 1, 2, and 3 showed neuroprotective effects on glutamate-induced toxicity in HT22 cells.

Protocol of 5,5'-Dimethoxysecoisolariciresinol

Structure Identification
Zhong Yao Cai. 2015 May;38(5):972-4.

Chemical Constitutes from Root of Artocarpus styracifolius.[Pubmed: 26767289]

To study the chemical constituents from root of Artocarpus styracifolius.
METHODS AND RESULTS:
Tne constituents were isolated from the root of Artocarpus styracifolius by column chromatography over silica gel, RP-18 silica gel, MCI GEL CHP-20P, macroporous resin HP-20, Sephadex LH-20, Toyopearl HW-40C and by preparative HPLC. Their structures were elucidated by analysis of physical and chemical properties and spectral data. RESULTS: Nine compounds were isolated and their structures were identified as p-hydroxy benzoic acid (1), syringic acid (2), 2,4-dihydroxy benzaldehyde (3), (+)-lyoniresinol (4), 5,5'-Dimethoxysecoisolariciresinol (5), (+)- syringaresinol (6), scopoletin (7), xylarolide (8) and trans-oxyresveratrol (9).
CONCLUSIONS:
Compounds 2, 5, 6 and 8 are isolated from Moraceae for the first time. Compounds 1, 4 and 7 are firstly characterized in the genus Artocarpus, compounds 3 and 9 are characterized in Artocarpus styracifolius for the first time.

5,5'-Dimethoxysecoisolariciresinol Dilution Calculator

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5,5'-Dimethoxysecoisolariciresinol Molarity Calculator

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Preparing Stock Solutions of 5,5'-Dimethoxysecoisolariciresinol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.367 mL 11.8352 mL 23.6703 mL 47.3406 mL 59.1758 mL
5 mM 0.4734 mL 2.367 mL 4.7341 mL 9.4681 mL 11.8352 mL
10 mM 0.2367 mL 1.1835 mL 2.367 mL 4.7341 mL 5.9176 mL
50 mM 0.0473 mL 0.2367 mL 0.4734 mL 0.9468 mL 1.1835 mL
100 mM 0.0237 mL 0.1184 mL 0.2367 mL 0.4734 mL 0.5918 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 5,5'-Dimethoxysecoisolariciresinol

New secoisolariciresinol derivatives from Lindera obtusiloba stems and their neuroprotective activities.[Pubmed:19708005]

Planta Med. 2010 Feb;76(3):294-7.

A methanolic extract of Lindera obtusiloba (Lauraceae) stems significantly attenuated glutamate-induced oxidative stress in HT22 hippocampal cells. Two new secoisolariciresinol derivatives, characterized as 9,9'- O-di-(E)-feruloyl-meso-5,5'-dimethoxysecoisolariciresinol (1) and 9,9'-O-di-(E)-sinapinoyl-meso-5,5'-dimethoxysecoisolariciresinol (2), were isolated, along with the known compound 9,9'-O-di-(E)-feruloyl-meso-secoisolariciresinol (3), from the methanolic extract of L. obtusiloba stems. Compounds 1, 2, and 3 showed neuroprotective effects on glutamate-induced toxicity in HT22 cells.

[Chemical Constitutes from Root of Artocarpus styracifolius].[Pubmed:26767289]

Zhong Yao Cai. 2015 May;38(5):972-4.

OBJECTIVE: To study the chemical constituents from root of Artocarpus styracifolius. METHODS: Tne constituents were isolated from the root of Artocarpus styracifolius by column chromatography over silica gel, RP-18 silica gel, MCI GEL CHP-20P, macroporous resin HP-20, Sephadex LH-20, Toyopearl HW-40C and by preparative HPLC. Their structures were elucidated by analysis of physical and chemical properties and spectral data. RESULTS: Nine compounds were isolated and their structures were identified as p-hydroxy benzoic acid (1), syringic acid (2), 2,4-dihydroxy benzaldehyde (3), (+)-lyoniresinol (4), 5,5'-dimethoxysecoisolariciresinol (5), (+)- syringaresinol (6), scopoletin (7), xylarolide (8) and trans-oxyresveratrol (9). CONCLUSION: Compounds 2, 5, 6 and 8 are isolated from Moraceae for the first time. Compounds 1, 4 and 7 are firstly characterized in the genus Artocarpus, compounds 3 and 9 are characterized in Artocarpus styracifolius for the first time.

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