P8129
5β-Pregnan-3α-ol-20-one
synthetic (organic), ≥98% (TLC), γ-aminobutyric acid A receptors modulator, powder
Synonym(s):
3α-Hydroxy-5β-pregnan-20-one, 3α-Hydroxy-5β-tetrahydroprogesterone, Pregnanolone
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About This Item
Empirical Formula (Hill Notation):
C21H34O2
CAS Number:
Molecular Weight:
318.49
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥98% (TLC)
Product Name
5β-Pregnan-3α-ol-20-one,
biological source
synthetic (organic)
Quality Level
assay
≥98% (TLC)
form
powder
solubility
chloroform: 50 mg/mL, clear, colorless
shipped in
ambient
storage temp.
room temp
SMILES string
[H]C12CCC3C4CCC(C(C)=O)C4(C)CCC3C1(C)CC[C@H](O)C2
InChI
1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3
InChI key
AURFZBICLPNKBZ-UHFFFAOYSA-N
Gene Information
rat ... Gabra2(29706)
Biochem/physiol Actions
5β-Pregnan-3α-ol-20-one or pregnanolone is a neurosteroid that acts as a positive allosteric modulator (PAMs) of γ-aminobutyric acid A receptors (GABAARs). It mediates anti-convulsive, anxiolytic and sedative effects. Pregnanolone inhibits γ-aminobutyric acid C receptor (GABAC) receptor-based response and favors GABAA receptor-mediated currents.
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P Li et al.
British journal of pharmacology, 171(23), 5446-5457 (2014-08-15)
Neurosteroids potentiate responses of the GABAA receptor to the endogenous agonist GABA. Here, we examined the ability of neurosteroids to potentiate responses to the allosteric activators etomidate, pentobarbital and propofol. Electrophysiological assays were conducted on rat α1β2γ2L GABAA receptors expressed
Selwyn S Jayakar et al.
The Journal of biological chemistry, 295(33), 11495-11512 (2020-06-17)
Allopregnanolone (3α5α-P), pregnanolone, and their synthetic derivatives are potent positive allosteric modulators (PAMs) of GABAA receptors (GABAARs) with in vivo anesthetic, anxiolytic, and anti-convulsant effects. Mutational analysis, photoaffinity labeling, and structural studies have provided evidence for intersubunit and intrasubunit steroid-binding
Eva Innala et al.
Acta obstetricia et gynecologica Scandinavica, 91(12), 1445-1452 (2012-08-29)
To measure serum concentrations of progesterone, estradiol and 5α- and 5β-reduced progesterone metabolites in the follicular and luteal phases of the menstrual cycle in women with latent acute intermittent porphyria and manifest acute intermittent porphyria in comparison with healthy control
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P8129-25MG | 04061832851303 |