Taraxerone

CAS# 514-07-8

Taraxerone

Catalog No. BCN5636----Order now to get a substantial discount!

Product Name & Size Price Stock
Taraxerone: 5mg $75 In Stock
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Quality Control of Taraxerone

Number of papers citing our products

Chemical structure

Taraxerone

3D structure

Chemical Properties of Taraxerone

Cas No. 514-07-8 SDF Download SDF
PubChem ID 392170 Appearance Powder
Formula C30H48O M.Wt 424.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (4aR,6aR,6aS,8aR,12aS,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
SMILES CC1(CCC2(CC=C3C4(CCC5C(C(=O)CCC5(C4CCC3(C2C1)C)C)(C)C)C)C)C
Standard InChIKey DBCAVZSSFGIHQZ-KGSLAXPJSA-N
Standard InChI InChI=1S/C30H48O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-23H,10-19H2,1-8H3/t20-,22+,23-,27-,28-,29-,30+/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 Taraxerone

The herb of Taraxacum mongolicum Hand. Mazz.

Biological Activity of Taraxerone

Description1. Taraxerone has allelopathic and antifungal effects. 2. Taraxerone prevents catalase, superoxide dismutase, and reduces glutathione concentrations from the decrease induced by ethanol administration with the concentration dependent manner.
TargetsAntifection

Taraxerone Dilution Calculator

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Taraxerone Molarity Calculator

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Preparing Stock Solutions of Taraxerone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3546 mL 11.773 mL 23.546 mL 47.0921 mL 58.8651 mL
5 mM 0.4709 mL 2.3546 mL 4.7092 mL 9.4184 mL 11.773 mL
10 mM 0.2355 mL 1.1773 mL 2.3546 mL 4.7092 mL 5.8865 mL
50 mM 0.0471 mL 0.2355 mL 0.4709 mL 0.9418 mL 1.1773 mL
100 mM 0.0235 mL 0.1177 mL 0.2355 mL 0.4709 mL 0.5887 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 Taraxerone

Taraxerone enhances alcohol oxidation via increases of alcohol dehyderogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities and gene expressions.[Pubmed:22554647]

Food Chem Toxicol. 2012 Jul;50(7):2508-14.

The present study, Taraxerone (d-friedoolean-14-en-3-one) was isolated from Sedum sarmentosum with purity 96.383%, and its enhancing effects on alcohol dehydrogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities were determined: EC(50) values were 512.42 +/- 3.12 and 500.16 +/- 3.23 muM for ADH and ALDH, respectively. In order to obtain more information on Taraxerone related with the alcohol metabolism, 40% ethanol (5 mL/kg body weight) with 0.5-1mM of Taraxerone were administered to mice. The plasma alcohol and acetaldehyde concentrations of Taraxerone-treated groups were significantly lowered than those of the control group (p<0.01): approximately 20-67% and 7-57% lowered for plasma alcohol and acetaldehyde, respectively. Compare to the control group, the ADH and ALDH expressions in the liver tissues were abruptly increased in the Taraxerone-treated groups after ethanol exposure. In addition, Taraxerone prevented catalase, superoxide dismutase, and reduced glutathione concentrations from the decrease induced by ethanol administration with the concentration dependent manner.

Application of the taraxerane-oleanane rearrangement to the synthesis of seco-oleanane triterpenoids from taraxerone.[Pubmed:25219952]

Nat Prod Res. 2015;29(1):64-9.

Synthetic oleananes and seco-oleananes form a group of promising anti-inflammatory and cancer chemopreventive agents with an excellent safety profile. These compounds are usually prepared by semi-synthesis from natural oleanane triterpenoids. Since a taraxer-14-ene was reported to be rearranged into an olean-12-ene under mild reaction conditions, a rapid synthesis of seco-oleananes from Taraxerone, which is a readily available starting material, was explored by us. Treatment of Taraxerone with m-chloroperoxybenzoic acid gave 14,15-epoxy lactones, which underwent the taraxerane-oleanane rearrangement leading to new seco-oleanane triterpenoids.

Description

Taraxerone is isolated from Sedum sarmentosum. Taraxerone enhances effects on alcohol dehydrogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities with EC50 values of 512.42 and 500.16 μM, respectively.

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