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

Modify Date: 2024-01-13 21:32:41

3alpha,21-dihydroxy-5beta-pregnan-20-one Structure
3alpha,21-dihydroxy-5beta-pregnan-20-one structure
Common Name 3alpha,21-dihydroxy-5beta-pregnan-20-one
CAS Number 567-03-3 Molecular Weight 334.49300
Density 1.115g/cm3 Boiling Point 470.3ºC at 760mmHg
Molecular Formula C21H34O3 Melting Point N/A
MSDS N/A Flash Point 252.3ºC

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


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

 Names

Name Tetrahydro 11-Deoxycorticosterone
Synonym More Synonyms

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

 Synonyms

tetrahydrodeoxycorticosterone