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
1. Harteneck C. (2013)
Pregnenolone sulfate: from steroid metabolite to TRP channel ligand.
Molecules, 18 (10): 12012-28. [PMID:24084011]
2. Maksay G, Laube B, Betz H. (2001)
Subunit-specific modulation of glycine receptors by neurosteroids.
Neuropharmacology, 41 (3): 369-76. [PMID:11522328]
3. Marx CE, Bradford DW, Hamer RM, Naylor JC, Allen TB, Lieberman JA, Strauss JL, Kilts JD. (2011)
Pregnenolone as a novel therapeutic candidate in schizophrenia: emerging preclinical and clinical evidence.
Neuroscience, 191: 78-90. [PMID:21756978]
4. Reddy DS. (2010)
Neurosteroids: endogenous role in the human brain and therapeutic potentials.
Prog Brain Res, 186: 113-37. [PMID:21094889]
5. Vallée M, Mayo W, Le Moal M. (2001)
Role of pregnenolone, dehydroepiandrosterone and their sulfate esters on learning and memory in cognitive aging.
Brain Res Brain Res Rev, 37 (1-3): 301-12. [PMID:11744095]