Turkesterone

CAS# 41451-87-0

Turkesterone

2D Structure

Catalog No. BCN2363----Order now to get a substantial discount!

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3D structure

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Turkesterone

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Chemical Properties of Turkesterone

Cas No. 41451-87-0 SDF Download SDF
PubChem ID 162467 Appearance White powder
Formula C27H44O8 M.Wt 496.64
Type of Compound Steroids Storage Desiccate at -20°C
Solubility soluble in chloroform, methanol and DMSO; insoluble in water
Chemical Name (2S,3R,5R,9R,10R,11R,13R,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES CC12CC(C3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O)O
Standard InChIKey WSBAGDDNVWTLOM-RFIWWIQOSA-N
Standard InChI InChI=1S/C27H44O8/c1-23(2,33)8-7-21(32)26(5,34)20-6-9-27(35)15-11-16(28)14-10-17(29)18(30)12-24(14,3)22(15)19(31)13-25(20,27)4/h11,14,17-22,29-35H,6-10,12-13H2,1-5H3/t14-,17+,18-,19+,20-,21+,22+,24-,25+,26+,27?/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 Turkesterone

1 Rhaponticum sp. 2 Vitex sp.

Biological Activity of Turkesterone

Description1. Turkesterone is a phytoecdysteroid possessing an 11alpha-hydroxyl group, also is an analogue of the insect steroid hormone 20-hydroxyecdysone. 2. Turkesterone has immunomodulating and antistress activity, can increase the adaptation capacity of mice under immobilization-induced stress conditions.
TargetsImmunology & Inflammation related | Calcium Channel

Turkesterone Dilution Calculator

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Preparing Stock Solutions of Turkesterone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0135 mL 10.0677 mL 20.1353 mL 40.2706 mL 50.3383 mL
5 mM 0.4027 mL 2.0135 mL 4.0271 mL 8.0541 mL 10.0677 mL
10 mM 0.2014 mL 1.0068 mL 2.0135 mL 4.0271 mL 5.0338 mL
50 mM 0.0403 mL 0.2014 mL 0.4027 mL 0.8054 mL 1.0068 mL
100 mM 0.0201 mL 0.1007 mL 0.2014 mL 0.4027 mL 0.5034 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 Turkesterone

[Effect of turkesterone and nerobol on the activity of the protein synthesizing system of mouse liver].[Pubmed:685188]

Vopr Med Khim. 1978 Jul-Aug;24(4):456-60.

Protein biosynthesis was stimulated in liver tissue in vivo and in vitro after administration into mice of either phytoecdizone of Turkesterone (0.5 mg/100 g) or of anabolic steroid compound nerobole (1 mg/100 g). Stimulation of protein biosynthesis was due to an increase in functional activity of polyribosomes and to elevation in the synthesis of protein molecules. Actinomycin D, which inhibited the stimulation of protein biosynthesis in liver tissue of mice treated with nerobole, did not affect the phenomenon in mice treated with Turkesterone.

Synthesis and biological activities of turkesterone 11alpha-acyl derivatives.[Pubmed:15841223]

J Insect Sci. 2003;3:6. Epub 2003 Feb 24.

Turkesterone is a phytoecdysteroid possessing an 11alpha-hydroxyl group. It is an analogue of the insect steroid hormone 20-hydroxyecdysone. Previous ecdysteroid QSAR and molecular modelling studies predicted that the cavity of the ligand binding domain of the ecdysteroid receptor would possess space in the vicinity of C-11/C-12 of the ecdysteroid. We report the regioselective synthesis of a series of Turkesterone 11alpha-acyl derivatives in order to explore this possibility. The structures of the analogues have been unambiguously determined by spectroscopic means (NMR and low-resolution mass spectrometry). Purity was verified by HPLC. Biological activities have been determined in Drosophila melanogaster B(II) cell-based bioassay for ecdysteroid agonists and in an in vitro radioligand-displacement assay using bacterially-expressed D. melanogaster EcR/USP receptor proteins. The 11alpha-acyl derivatives do retain a significant amount of biological activity relative to the parent ecdysteroid. Further, although activity initially drops with the extension of the acyl chain length (C2 to C4), it then increases (C6 to C10), before decreasing again (C14 and C20). The implications of these findings for the interaction of ecdysteroids with the ecdysteroid receptor and potential applications in the generation of affinity-labelled and fluorescently-tagged ecdysteroids are discussed.

[Comparative study of the effect of ecdysterone, turkesterone and nerobol on the function of rat liver mitochondria in experimental diabetes].[Pubmed:3776112]

Vopr Med Khim. 1986 Sep-Oct;32(5):24-8.

Oxidative phosphorylation and Ca2+-transport functions of liver mitochondria were normalized in rats with alloxane diabetes after peroral administration of phytoecdisteroids - ecdisterone and Turkesterone (5 mg/kg) or nerobol (10 mg/kg) within 15 days. These drugs normalized the activity of NADH dehydrogenase and succinate dehydrogenase in respiratory chain of mitochondria, increased distinctly stability of the enzymes to the effect of such factors as heating, effect of phospholipase A2 or trypsin.

Description

Turkesterone, isolated from Ajuga turkestanica, is a potent ecdysteroid. Turkesterone acts as an ecdysteroid receptor (EcR) agonist in some insect systems.

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