pregnenolone   Click here for help

GtoPdb Ligand ID: 2376

Approved drug PDB Ligand
pregnenolone is an approved drug
Comment: Pregnenolone is an endogenous steroid hormone and is the precursor of the progestogens, mineralocorticoids, glucocorticoids, androgens, estrogens and neuroactive steroids.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 37.3
Molecular weight 316.24
XLogP 4.83
No. Lipinski's rules broken 0
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Isomeric SMILES O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2C(=O)C)C)C1)C
InChI InChI=1S/C21H32O2/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/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1
No information available.
Summary of Clinical Use Click here for help
In the brain pregnenolone acts as a neurosteroid [3-4] with synaptic function, neuroprotective and myelinization enhancing properties. Based on this activity pregnenolone and its sulphate ester (PubChem CID 105074) have been investigated as potential nootropics [5], and pregnenolone was also considered as an anti-schizophrenic [3].
The only clinical approval for pregnenolone appears to be a combination formulation with androstenedione available in Japan.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Pregnenolone sulfate has been reported to act as an activator of the TRPM1 and TRPM3 channels [1].