EthisteroneProgestogen hormone CAS# 434-03-7 |
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Quality Control & MSDS
3D structure
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| Cas No. | 434-03-7 | SDF | Download SDF |
| PubChem ID | 5284557 | Appearance | Powder |
| Formula | C21H28O2 | M.Wt | 312.45 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble to 0.05 mg/mL (0.16 mM) in DMSO | ||
| Chemical Name | (8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one | ||
| SMILES | CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4(C#C)O)C | ||
| Standard InChIKey | CHNXZKVNWQUJIB-CEGNMAFCSA-N | ||
| Standard InChI | InChI=1S/C21H28O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,13,16-18,23H,5-12H2,2-3H3/t16-,17+,18+,19+,20+,21+/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. |
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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. | ||
Ethisterone Dilution Calculator
Ethisterone Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.2005 mL | 16.0026 mL | 32.0051 mL | 64.0102 mL | 80.0128 mL |
| 5 mM | 0.6401 mL | 3.2005 mL | 6.401 mL | 12.802 mL | 16.0026 mL |
| 10 mM | 0.3201 mL | 1.6003 mL | 3.2005 mL | 6.401 mL | 8.0013 mL |
| 50 mM | 0.064 mL | 0.3201 mL | 0.6401 mL | 1.2802 mL | 1.6003 mL |
| 100 mM | 0.032 mL | 0.16 mL | 0.3201 mL | 0.6401 mL | 0.8001 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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Ethisterone is a progestogen hormone being considered to treat prostate cancer.Ethisterone is the first orally active progestin, ethisterone (pregneninolone, 17α-ethynyltestosterone or 19-norandrostane), the 17α-ethynyl analog of testosterone, was synthes
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Click chemistry inspired highly facile synthesis of triazolyl ethisterone glycoconjugates.[Pubmed:24316164]
Steroids. 2014 Feb;80:71-9.
Numerous deoxy-azido sugars 3 were prepared by the reaction of tosyl/bromo sugars with NaN3 in dry DMF under heating condition. The 1,3-dipolar cycloaddition of deoxy-azido sugars 3 with Ethisterone 4 to afford regioselective triazole-linked Ethisterone glycoconjugates 5 was investigated in the presence of CuI and DIPEA in dichloromethane or CuSO4.5H2O and sodium ascorbate in aqueous medium. All the developed compounds were characterized by spectroscopic analysis (IR, (1)H &(13)C NMR, and MS spectra). Structure of triazolyl Ethisterone glycoconjugate 5a has been further confirmed by its Single Crystal X-ray analysis.
Synthesis and preliminary evaluation of a (18) F-labeled ethisterone derivative [(18) F]EAEF for progesterone receptor targeting.[Pubmed:27696769]
Chem Biol Drug Des. 2017 Apr;89(4):559-565.
To develop a novel progesterone receptor-targeting probe for positron emission tomography imaging, an Ethisterone derivative [(18) F]EAEF was designed and prepared in high decay-corrected radiochemical yield (30-35%) with good radiochemical purity (>98%). [(18) F]EAEF is a lipophilic tracer (logP = 0.53 +/- 0.06) with very good stability in saline and serum. In the biodistribution study, high radioactivity accumulation of [(18) F]EAEF were found in uterus (5.73 +/- 1.83% ID/g) and ovary (4.05 +/- 0.73% ID/g) at 2 hr postinjection (p.i.), which have high progesterone receptor expression after treated with estradiol, while the muscle background has very low uptake (0.50 +/- 0.17% ID/g). For positron emission tomography imaging, [(18) F]EAEF showed high uptake in progesterone receptor-positive MCF-7 tumor (3.15 +/- 0.07% ID/g at 2 hr p.i.) with good tumor to muscle ratio (2.90), and obvious lower tumor uptakes were observed in MCF-7 with EAEF blocking (1.84 +/- 0.05% ID/g at 2 hr p.i.) or in progesterone receptor-negative MDA-MB-231 tumor (1.80 +/- 0.03% ID/g at 2 hr p.i.). Based on the good stability and specificity of [(18) F]EAEF, it may be a good candidate for imaging progesterone receptor and worth further investigation.
Efficient synthesis of ethisterone glycoconjugate via bis-triazole linkage.[Pubmed:25369262]
Carbohydr Res. 2014 Nov 18;399:2-7.
Synthesis of sugar based triazolyl azido-alcohols was accomplished via one pot click reaction of glycosyl alkynes with epichlorohydrin in aqueous medium. All the developed triazolyl azido-alcohols were further utilized for the synthesis of bis-triazolyl Ethisterone glycoconjugates using CuAAC reaction. The developed triazole-linked Ethisterone glycoconjugates would be crucial in androgen receptor pharmacology and chemical biology.
Luminescent Ag6Au6 heterometallic ethisterone cluster and probe for estrogen receptor alpha.[Pubmed:25580911]
Chemistry. 2015 Mar 9;21(11):4205-8.
A heterometallic cluster [Ag6Au6(Ethisterone)12] of an unprecedented topology was synthesized and characterized. A sensitive and specific probe for estrogen receptor alpha (ERalpha) has been developed for the first time based on the enhancement of the Ag6Au6 luminescence.
