Dihydroguaiaretic acidCAS# 66322-34-7 |
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- (-)-Dihydroguaiaretic acid
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Chemical structure
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| Cas No. | 66322-34-7 | SDF | Download SDF |
| PubChem ID | 476856 | Appearance | Powder |
| Formula | C20H26O4 | M.Wt | 330.4 |
| Type of Compound | Lignans | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 4-[(2S,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-OKILXGFUSA-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+ | ||
| 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. |
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| 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. |
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| 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. | ||
1 Kadsura sp. 2 Larrea sp. 3 Machilus sp. 4 Myristica sp. 5 Saururus sp. 6 Schisandra sp. 7 Styrax sp.
| Description | 1. Dihydroguaiaretic acid has antioxidative activity, can significantly protect primary cultured neuronal cells against glutamate-induced oxidative stress. 2. Meso-dihydroguaiaretic acid inhibits the cyclooxygenase-2 (COX-2)-dependent phase of prostaglandin D2 (PGD2) generation in bone marrow-derived mast cells (BMMC) (IC50 9.8 μM). 3. Dihydroguaiaretic acid shows an inhibitory effect against the complex formation of the fos-jun dimer and the DNA consensus sequence with an IC50 value of 0.21 micromol, suppresses leukemia, lung cancer and colon cancer in an in vitro bioassay. |
| Targets | DNA/RNA Synthesis | COX |
Dihydroguaiaretic acid Dilution Calculator
Dihydroguaiaretic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.0266 mL | 15.1332 mL | 30.2663 mL | 60.5327 mL | 75.6659 mL |
| 5 mM | 0.6053 mL | 3.0266 mL | 6.0533 mL | 12.1065 mL | 15.1332 mL |
| 10 mM | 0.3027 mL | 1.5133 mL | 3.0266 mL | 6.0533 mL | 7.5666 mL |
| 50 mM | 0.0605 mL | 0.3027 mL | 0.6053 mL | 1.2107 mL | 1.5133 mL |
| 100 mM | 0.0303 mL | 0.1513 mL | 0.3027 mL | 0.6053 mL | 0.7567 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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Acute larvicidal activity against mosquitoes and oxygen consumption inhibitory activity of dihydroguaiaretic acid derivatives.[Pubmed:25669766]
J Agric Food Chem. 2015 Mar 11;63(9):2442-8.
(-)-Dihydroguaiaretic acid (DGA) and its derivatives having 3-hydroxyphenyl (3-OH-DGA) and variously substituted phenyl groups instead of 3-hydroxy-4-methoxyphenyl groups were synthesized to measure their larvicidal activity against the mosquito Culex pipiens Linnaeus, 1758 (Diptera: Culicidae). Compared with DGA and 3-OH-DGA (LC50 (M), 3.52 x 10(-5) and 4.57 x 10(-5), respectively), (8R,8'R)-lignan-3-ol (3) and its 3-Me (10), 2-OH (12), 3-OH (13), and 2-OMe (15) derivatives showed low potency (ca. 6-8 x 10(-5) M). The 4-Me derivative (11) showed the lowest potency (12.1 x 10(-5) M), and the 2-F derivative (4) showed the highest (2.01 x 10(-5) M). All of the synthesized compounds induced an acute toxic symptom against mosquito larvae, with potency varying with the type and position of the substituents. The 4-F derivative (6), which killed larvae almost completely within 45 min, suppressed the O2 consumption of the mitochondrial fraction, demonstrating that this compound inhibited mitochondrial O2 consumption contributing to a respiratory inhibitory activity.
Dihydroguaiaretic acid, is isolated from the fruits of Schisandra chinensis with an anti-cancer activty.
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