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Etiocholanolone (Synonyms: 5β-Androsterone, 3α-Etiocholanolone, NSC 50908)

Catalog No.GC61788

An androgenically inactive metabolite of testosterone and androstenedione

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Etiocholanolone Chemical Structure

Cas No.: 53-42-9

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10mM (in 1mL DMSO)
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5mg
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10mg
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25mg
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50mg
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100mg
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Sample solution is provided at 25 µL, 10mM.

Description of Etiocholanolone

Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity[1]. Etiocholanolone is a less potent neurosteroid positive allosteric modulator (PAM) of the GABAA receptor than its enantiomer form[2].

Etiocholanolone (10 μM) coapplication with GABA leads to an increase in the relative frequency of long openings (fraction of OT3, site A2 effect), but it is ineffective at increasing the duration of long openings (site B effect) or at decreasing the relative frequency of the activation-related closed time component (site A1 effect)[2].

Etiocholanolone (intraperitoneal injection; 0-109.1 mg/kg; single dose) exhibits ED50 values of 57.6 and 109.1 mg/kg in the 6-Hz and PTZ tests, respectively. Protective activity in the 6-Hz test of 5β,3α-A persists for 2 h and is shorter than ent-5β,3α-A treatment (3 hours) in mice[1].

[1]. Ping Li,et al. Natural and Enantiomeric Etiocholanolone Interact With Distinct Sites on the Rat alpha1beta2gamma2L GABAA Receptor. Mol Pharmacol. 2007 Jun;71(6):1582-90. [2]. Dorota Zolkowska, et al. Anticonvulsant Potencies of the Enantiomers of the Neurosteroids Androsterone and Etiocholanolone Exceed Those of the Natural Forms. Psychopharmacology (Berl). 2014 Sep;231(17):3325-32.

Chemical Properties of Etiocholanolone

Cas No. 53-42-9 SDF
Synonyms 5β-Androsterone, 3α-Etiocholanolone, NSC 50908
Canonical SMILES C[C@@]1(CC2)[C@](CC3)([H])[C@](CC[C@]1([H])C[C@@H]2O)([H])[C@@](CCC4=O)([H])[C@]34C
Formula C19H30O2 M.Wt 290.44
Solubility DMSO: 100 mg/mL (344.31 mM) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Etiocholanolone

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1 mg 5 mg 10 mg
1 mM 3.4431 mL 17.2153 mL 34.4305 mL
5 mM 0.6886 mL 3.4431 mL 6.8861 mL
10 mM 0.3443 mL 1.7215 mL 3.4431 mL
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

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