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Epiallopregnanolone

Catalog No.
C4172
inactive as a GABAA receptor modulator and used as a control substance to examine GABA neurotransmission.
Grouped product items
SizePriceStock Qty
5mg
$74.00
Ship with 5-10 days
10mg
$132.00
Ship with 5-10 days
25mg
$289.00
Ship with 5-10 days

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Email: [email protected]

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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

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt334.5
Cas No.567-01-1
FormulaC21H34O3
Synonyms5α-Pregnan-20-one,3β,21-dihydroxy-5α-Pregnan-20-one,3β,5α-Tetrahydrodeoxycorticosterone,3β,5α-Tetrahydroprogesterone
Solubility≤25mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide
Chemical Name3,21-dihydroxy-, (3ß,5α)-pregnan-20-one
SDFDownload SDF
Canonical SMILESC[[email protected]@]12[[email protected]](CC[[email protected]@H]2C(CO)=O)([H])[[email protected]]3([H])CC[[email protected]@]4([H])C[[email protected]@H](O)CC[[email protected]]4(C)[[email protected]@]3([H])CC1
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor 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.

Quality Control

Quality Control & MSDS

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Chemical structure

Epiallopregnanolone