Ligand id: 2377

Name: progesterone

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: progesterone

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 34.14
Molecular weight 314.22
XLogP 4.83
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

1. Edwards JP, Zhi L, Pooley CL, Tegley CM, West SJ, Wang MW, Gottardis MM, Pathirana C, Schrader WT, Jones TK. (1998)
Preparation, resolution, and biological evaluation of 5-aryl-1, 2-dihydro-5H-chromeno[3,4-f]quinolines: potent, orally active, nonsteroidal progesterone receptor agonists.
J. Med. Chem., 41 (15): 2779-85. [PMID:9667968]
2. Lishko PV, Botchkina IL, Kirichok Y. (2011)
Progesterone activates the principal Ca2+ channel of human sperm.
Nature, 471 (7338): 387-91. [PMID:21412339]
3. Majeed Y, Amer MS, Agarwal AK, McKeown L, Porter KE, O'Regan DJ, Naylor J, Fishwick CW, Muraki K, Beech DJ. (2011)
Stereo-selective inhibition of transient receptor potential TRPC5 cation channels by neuroactive steroids.
Br. J. Pharmacol., 162 (7): 1509-20. [PMID:21108630]
4. Maksay G, Laube B, Betz H. (2001)
Subunit-specific modulation of glycine receptors by neurosteroids.
Neuropharmacology, 41 (3): 369-76. [PMID:11522328]
5. Rupprecht R, Reul JM, van Steensel B, Spengler D, Söder M, Berning B, Holsboer F, Damm K. (1993)
Pharmacological and functional characterization of human mineralocorticoid and glucocorticoid receptor ligands.
Eur. J. Pharmacol., 247 (2): 145-54. [PMID:8282004]
6. Strünker T, Goodwin N, Brenker C, Kashikar ND, Weyand I, Seifert R, Kaupp UB. (2011)
The CatSper channel mediates progesterone-induced Ca2+ influx in human sperm.
Nature, 471 (7338): 382-6. [PMID:21412338]
7. Zhi L, Tegley CM, Kallel EA, Marschke KB, Mais DE, Gottardis MM, Jones TK. (1998)
5-Aryl-1,2-dihydrochromeno[3,4-f]quinolines: a novel class of nonsteroidal human progesterone receptor agonists.
J. Med. Chem., 41 (3): 291-302. [PMID:9464360]