LIPID MAPS

Pregnenolone is a natural steroid hormone that serves as a precursor for a wide range of steroids, including mineralocorticoids, glucocorticoids, androgens, and estrogens.¹ Pregnenolone sulfate modulates NMDA receptor responses to exogenously applied glutamate and stimulates transient receptor potential melastatin 3 (TRPM3).^2,3,4

This information has been provided by Cayman Chemical

References

1. Thiel, G., Müller, I., and Rössler, O.G. Signal transduction via TRPM3 channels in pancreatic β-cells. J. Mol. Endocrinol. 50(3), R75-R83 (2013).

2. Smith, C.C., Gibbs, T.T., and Farb, D.H. Pregnenolone sulfate as a modulator of synaptic plasticity. Psychopharmacology (Berl) 231(17), 3537-3556 (2014).

3. Sedláček, M., Kořínek, M., Petrovič, M., et al. Neurosteroid modulation of ionotropic glutamate receptors and excitatory synaptic transmission. Physiol. Res. 57(Suppl 3), S49-S57 (2008).

4. Akhtar, M.K., Kelly, S.L., and Kaderbhai, M.A. Cytochrome b5 modulation of 17α hydroxylase and 17-20 lyase (CYP17) activities in steroidogenesis. J. Endocrinol. 187(2), 267-274 (2005).

Reactions

Filter by species:

Click on an edge to display the reaction(s).

String Representations

InChiKey (Click to copy)

ORNBQBCIOKFOEO-QGVNFLHTSA-N

InChi (Click to copy)

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

SMILES (Click to copy)

[C@]12(CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](C(=O)C)CC[C@@]21[H])[H]