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567-01-1

567-01-1 Structure

567-01-1 Structure
IdentificationBack Directory
[Name]

3-BETA,5-ALPHA-TETRAHYDRODEOSOXYCORTICOSTERONE
[CAS]

567-01-1
[Synonyms]

5-A-pregnane-3-B-21-diol-20-one
3β,5α-Tetrahydrodeoxycorticosterone
"3β,5a-Tetrahydrodeoxycorticosterone"
5-ALPHA-PREGNAN-3-BETA, 21-DIOL-20-ONE
3-beta,5-alfa-Tetrahydrodeoxycorticosterone
3-BETA,5-ALPHA-TETRAHYDRODEOSOXYCORTICOSTERONE
1-[(1S,3aS,3bR,5aS,7S,9aS,9bS,11aS)-7-hydroxy-9 a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]p henanthren-1-yl]-2-hydroxyethan-1-one
[Molecular Formula]

C21H34O3
[MDL Number]

MFCD00069492
[MOL File]

567-01-1.mol
[Molecular Weight]

334.49
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

≤25mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide
[form ]

crystalline solid
Hazard InformationBack Directory
[Description]

3β,5α-THDOC is a neurosteroid. It inhibits seizures induced by pilocarpine, but not pentylenetetrazol (PTZ; ), in mice (ED50s = 45.9 and >100 mg/kg, respectively). 3β,5α-THDOC has been found in the urine of women during the third trimester of pregnancy.
[Uses]

3β,5α-Tetrahydrodeoxycorticosterone is a novel derivative of the steroid Dehydroepiandrosterone (DHEA), a known uncompetitive inhibitor of Glucose 6-Phosphate Dehydrogenase (G6PD). Studies have shown that 3β,5α-Tetrahydrodeoxycorticosterone may have potential function in the modulation of calcium and GABAA-gated chloride channel currents found in rat and guinea-pig neurons.
[Uses]

3β,5α-Tetrahydrodeoxycorticosterone is a novel derivative of the steroid Dehydroepiandrosterone (DHEA), a known uncompetitive inhibitor of Glucose 6-Phosphate Dehydrogenase (G6PD). Studies have shown that 3β,5α-Tetrahydrodeoxycorticosterone may have potential function in the modulation of calcium and GABAA-gated chloride channel currents found in rat and guinea-pig neurons.
[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.
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