progesterone   Click here for help

GtoPdb Ligand ID: 2377

Synonyms: Prometrium® | Utrogestan®
Approved drug PDB Ligand
progesterone is an approved drug (FDA (1959))
Comment: Progesterone is an endogenous steroid and progestogen sex hormone. It is the major progestogen and is required for the production of other endogenous steroids, including the sex hormones and corticosteroids.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: progesterone

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
Isomeric SMILES O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
InChI InChI=1S/C21H30O2/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/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1
No information available.
Summary of Clinical Use Click here for help
Used in help treat infertilty in women with progesterone deficiency, and in the treatment of secondary amenorrhea. Also used in the reduction of endometrial hyperplasia incidence and risk of endometrial carcinoma in postmenopausal women receiving estrogen replacement therapy, and the treatment of abnormal uterine bleeding due to hormonal imbalance.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Agonist of progesterone and estrogen receptors. When bound to the progesterone receptor in the female reproductive tract, mammary gland, hypothalamus and pituitary, progesterone slows the release of GnRH and reduce the release of LH. Additionally, the action of progesterone on the endometrium is to promote secretion rather than proliferation of the endometrial wall.
External links Click here for help