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Epiallopregnanolone (Synonyms: 5α-Pregnan-20-one,3β,21-dihydroxy-5α-Pregnan-20-one,3β,5α-Tetrahydrodeoxycorticosterone,3β,5α-Tetrahydroprogesterone)

Catalog No.GC11054

inactive as a GABAA receptor modulator and used as a control substance to examine GABA neurotransmission.

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Epiallopregnanolone Chemical Structure

Cas No.: 567-01-1

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Sample solution is provided at 25 µL, 10mM.

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Quality Control & SDS

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Background

Epiallopregnanolone, a endogenous 3 β-isomer of allopregnanolone, is a metabolite of progesterone. Epiallopregnanolone is a competitive antagonist at the neurosteroid site on the GABAA receptor [1]. GABAA receptors are GABA -gated chloride channels involved in mediating neuronal inhibition in the brain [2].

In vitro: Epiallopregnanolone showed no effects on the GABA-mediated chloride flux through several types of recombinant GABA receptors. Epiallopregnanolone inhibited the allopregnanolone-stimulated GABA-mediated chloride flux through GABAA receptors. Epiallopregnanolone antagonized the inhibitory effects of allopregnanolone and ethanol on the population spike in the CA1 region of the hippocampal brain slices [1]. Epiallopregnanolone selectively blocked the allopregnanolone inhibition of the population spike in the rat hippocampal CA1[3].

In vivo: In rats trained to discriminate either 0.8g/kg or 1.2 g/kg ethanol, 100 mg/kg epiallopregnanolone treatment decreased the maximum effect by 40% and 54% ethanol lever, respectively. Epiallopregnanolone significantly decreased response rates when compared with control condition [1].

References:
[1] Ginsburg B C, Lamb R J.  Alphaxalone and epiallopregnanolone in rats trained to discriminate ethanol[J]. Alcoholism: Clinical and Experimental Research, 2005, 29(9): 1621-1629.
[2] Macdonald R L, Olsen R W.  GABAA receptor channels[J]. Annual review of neuroscience, 1994, 17(1): 569-602.
[3] Wang M, Bckstrm T, Landgren S.  Epiallopregnanolone selectively blocks the allopregnanolone inhibition of the population spike in the rat hippocampal CA1[J]. Acta physiologica Scandinavica, 1999, 167(2): A5-A5.

Chemical Properties

Cas No. 567-01-1 SDF
Synonyms 5α-Pregnan-20-one,3β,21-dihydroxy-5α-Pregnan-20-one,3β,5α-Tetrahydrodeoxycorticosterone,3β,5α-Tetrahydroprogesterone
Chemical Name 3,21-dihydroxy-, (3ß,5α)-pregnan-20-one
Canonical SMILES C[C@@]12[C@](CC[C@@H]2C(CO)=O)([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC1
Formula C21H34O3 M.Wt 334.5
Solubility ≤25mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide 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

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1 mg 5 mg 10 mg
1 mM 2.9895 mL 14.9477 mL 29.8954 mL
5 mM 0.5979 mL 2.9895 mL 5.9791 mL
10 mM 0.299 mL 1.4948 mL 2.9895 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 5 reference(s) in Google Scholar.)

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