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(-)-Dihydroguaiaretic acid

CAS# 124649-78-1

(-)-Dihydroguaiaretic acid

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(-)-Dihydroguaiaretic acid: 5mg Please Inquire In Stock
(-)-Dihydroguaiaretic acid: 10mg Please Inquire In Stock
(-)-Dihydroguaiaretic acid: 20mg Please Inquire Please Inquire
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Chemical structure

(-)-Dihydroguaiaretic acid

3D structure

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Chemical Properties of (-)-Dihydroguaiaretic acid

Cas No. 124649-78-1 SDF Download SDF
PubChem ID 11602375 Appearance Powder
Formula C20H26O4 M.Wt 330.42
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-[(2R,3R)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol
SMILES CC(CC1=CC(=C(C=C1)O)OC)C(C)CC2=CC(=C(C=C2)O)OC
Standard InChIKey ADFOLUXMYYCTRR-ZIAGYGMSSA-N
Standard InChI InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14-/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 (-)-Dihydroguaiaretic acid

The herbs of Saururus chinensis

(-)-Dihydroguaiaretic acid Dilution Calculator

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(-)-Dihydroguaiaretic acid Molarity Calculator

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Preparing Stock Solutions of (-)-Dihydroguaiaretic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0265 mL 15.1323 mL 30.2645 mL 60.529 mL 75.6613 mL
5 mM 0.6053 mL 3.0265 mL 6.0529 mL 12.1058 mL 15.1323 mL
10 mM 0.3026 mL 1.5132 mL 3.0265 mL 6.0529 mL 7.5661 mL
50 mM 0.0605 mL 0.3026 mL 0.6053 mL 1.2106 mL 1.5132 mL
100 mM 0.0303 mL 0.1513 mL 0.3026 mL 0.6053 mL 0.7566 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 (-)-Dihydroguaiaretic acid

Potential Antiosteoporotic Natural Product Lead Compounds That Inhibit 17beta-Hydroxysteroid Dehydrogenase Type 2.[Pubmed:28319389]

J Nat Prod. 2017 Apr 28;80(4):965-974.

17beta-Hydroxysteroid dehydrogenase type 2 (17beta-HSD2) converts the active steroid hormones estradiol, testosterone, and 5alpha-dihydrotestosterone into their weakly active forms estrone, Delta(4)-androstene-3,17-dione, and 5alpha-androstane-3,17-dione, respectively, thereby regulating cell- and tissue-specific steroid action. As reduced levels of active steroids are associated with compromised bone health and onset of osteoporosis, 17beta-HSD2 is considered a target for antiosteoporotic treatment. In this study, a pharmacophore model based on 17beta-HSD2 inhibitors was applied to a virtual screening of various databases containing natural products in order to discover new lead structures from nature. In total, 36 hit molecules were selected for biological evaluation. Of these compounds, 12 inhibited 17beta-HSD2 with nanomolar to low micromolar IC50 values. The most potent compounds, nordihydroguaiaretic acid (1), IC50 0.38 +/- 0.04 muM, (-)-Dihydroguaiaretic acid (4), IC50 0.94 +/- 0.02 muM, isoliquiritigenin (6), IC50 0.36 +/- 0.08 muM, and ethyl vanillate (12), IC50 1.28 +/- 0.26 muM, showed 8-fold or higher selectivity over 17beta-HSD1. As some of the identified compounds belong to the same structural class, structure-activity relationships were derived for these molecules. Thus, this study describes new 17beta-HSD2 inhibitors from nature and provides insights into the binding pocket of 17beta-HSD2, offering a promising starting point for further research in this area.

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