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threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

CAS# 650600-33-2

threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

2D Structure

Catalog No. BCN0786----Order now to get a substantial discount!

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threo-Guaiacylglycerol-beta-coniferyl aldehyde ether: 5mg $357 In Stock
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threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

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Chemical Properties of threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

Cas No. 650600-33-2 SDF Download SDF
PubChem ID N/A Appearance Powder
Formula C20H22O7 M.Wt 374.4
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
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 threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

The herbs of Leucaena leucocephala

threo-Guaiacylglycerol-beta-coniferyl aldehyde ether Dilution Calculator

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threo-Guaiacylglycerol-beta-coniferyl aldehyde ether Molarity Calculator

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Preparing Stock Solutions of threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6709 mL 13.3547 mL 26.7094 mL 53.4188 mL 66.7735 mL
5 mM 0.5342 mL 2.6709 mL 5.3419 mL 10.6838 mL 13.3547 mL
10 mM 0.2671 mL 1.3355 mL 2.6709 mL 5.3419 mL 6.6774 mL
50 mM 0.0534 mL 0.2671 mL 0.5342 mL 1.0684 mL 1.3355 mL
100 mM 0.0267 mL 0.1335 mL 0.2671 mL 0.5342 mL 0.6677 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 threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

Stereoisomeric guaiacylglycerol-beta-coniferyl aldehyde ether induces distinctive apoptosis by downregulation of MEK/ERK pathway in hepatocellular carcinoma cells.[Pubmed:30196208]

Bioorg Chem. 2018 Dec;81:382-388.

Two 8-O-4'-type neolignan epimers erythro-guaiacylglycerol-beta-coniferyl aldehyde ether (1) and threo-Guaiacylglycerol-beta-coniferyl aldehyde ether (2) were isolated from the stems of Picrasma quassioides. Further chiral separation gave two pairs of enantiomers 1a/1b and 2a/2b. The cytotoxicity assay against hepatocellular carcinoma Hep3B and HepG2 cells was evaluated by MTT assay. The results showed that 1b (IC50=45.56muM) and 2b (IC50=39.02muM) had more cytotoxic effect than its enantiomers 1a (IC50=82.66muM) and 2a (IC50=67.97muM) in Hep3B cells, respectively. Moreover, 1b and 2b could induce more apoptotic cells as well as higher reactive oxygen species (ROS) generation than 1a and 2a at 50muM. In addition, a further study on the phosphoinositide 3-kinase (PI3K)/AKT and mitogen-activated protein kinase kinase (MEK)/extracellular signal-regulated kinase (ERK) signaling pathways was investigated. The results revealed that all compounds had no significant effect on PI3K/AKT pathway, however, 1b and 2b attenuated the relative levels of p-MEK and p-ERK when compared with 1a and 2a. Taken together, the absolute configurations of guaiacylglycerol-beta-coniferyl aldehyde ether had an impact on the inhibitory effect on Hep3B cells. The inactivation of MEK/ERK signaling pathway might contribute to apoptosis induction and ROS generation in 1b- and 2b-treated cells.

Lignans from the fruits of Cornus kousa Burg. and their cytotoxic effects on human cancer cell lines.[Pubmed:17489353]

Arch Pharm Res. 2007 Apr;30(4):402-7.

The fruits of Cornus kousa Burg. were extracted with 80% aqueous MeOH, and the concentrated extract partitioned with EtOAc, n-BuOH and H2O. Six lignans were isolated from the EtOAc fraction through repeated silica gel, ODS and Sephadex LH-20 column chromatographies. From the physico-chemical data, including NMR, MS and IR, the chemical structures of the compounds were determined to be (+)-pinoresinol (1), (-)-balanophonin (2), (+)-laricresinol (3), erythro-guaiacylglycerol-beta-coniferyl aldehyde ether (4), threo-Guaiacylglycerol-beta-coniferyl aldehyde ether (5) and dihydrodehydrodiconiferyl alcohol (6), which were isolated for the first time from this plant. Most of these compounds showed cytotoxicity against human colon carcinoma (HCT-116) and human hepatocellular carcinoma (HepG2) cell lines in vitro, with IC50 values ranging from 19.1 to 71.3 microg/mL.

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