5α-pregnan-3α-ol-20-one

Ligand id: 4108

Name: 5α-pregnan-3α-ol-20-one

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 318.26
XLogP 6.1
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Metabolite or derivative
Approved drug? Yes (FDA (2019))
IUPAC Name
1-[(3R,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
International Nonproprietary Names
INN number INN
10446 brexanolone
Synonyms
3α,5α-tetrahydroprogesterone | 3α,5α-THP | allopregnanolone | SAGE-547 | SAGE547 | Zulresso®
Comments
This steroidal compound behaves as a neuroactive agent with anti-depressant activity in mood disorders [2-3]. Pharmacologically it is a positive allosteric modulator of GABAA receptors.
Database Links
CAS Registry No. 516-54-1 (source: Scifinder)
ChEBI CHEBI:50169
ChEMBL Ligand CHEMBL207538
GtoPdb PubChem SID 178100930
PubChem CID 92786
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Wikipedia Allopregnanolone

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Tocris
Allopregnanolone
Cat. No. 3653