3alpha,21-dihydroxy-5beta-pregnan-20-one

Names

[ CAS No. ]:
567-03-3

[ Name ]:
3alpha,21-dihydroxy-5beta-pregnan-20-one

[Synonym ]:
tetrahydrodeoxycorticosterone

Biological Activity

[Description]:

Tetrahydrodeoxycorticosterone, an neurosteroid, is a potent positive allosteric modulator (PAM) of GABAA receptor. Tetrahydrodeoxycorticosterone has potent neuroinhibitory properties[1][2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[In Vitro]

The endogenous neurosteroid Tetrahydrodeoxycorticosterone (THDOC) at physiological concentrations selectively enhances tonic currents mediated by αβδ receptors[1]. In hippocampus, 10 nM Tetrahydrodeoxycorticosterone reduces neuronal excitability by augmenting tonic αβδ receptor currents. In thalamocortical neurons, although 100 nM Tetrahydrodeoxycorticosterone enhances tonic currents, 10 nM Tetrahydrodeoxycorticosterone does not[1].

[In Vivo]

Concentrations of Tetrahydrodeoxycorticosterone (THDOC) in brain tissue from mice with hepatic encephalopathy (HE) resulting from toxic liver injury are sufficient to induce sedation in animals of the same species[2].

[References]

[1]. Hua-Jun Feng, et al. Comparison of αβδ and αβγ GABA A receptors: Allosteric modulation and identification of subunit arrangement by site-selective general anesthetics. Pharmacol Res. 2018 Jul;133:289-300.

[2]. Roger F Butterworth. Neurosteroids in hepatic encephalopathy: Novel insights and new therapeutic opportunities. J Steroid Biochem Mol Biol. 2016 Jun;160:94-7.

Chemical & Physical Properties

[ Density]:
1.115g/cm3

[ Boiling Point ]:
470.3ºC at 760mmHg

[ Molecular Formula ]:
C₂₁H₃₄O₃

[ Molecular Weight ]:
334.49300

[ Flash Point ]:
252.3ºC

[ Exact Mass ]:
334.25100

[ PSA ]:
57.53000

[ LogP ]:
3.56760

[ Index of Refraction ]:
1.54

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds

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