Progesterone (abbreviated as P4 ), also known as pregn-4-ene-3,20-dione , is an endogenous steroid and progestogen sex hormone involved in the menstrual cycle, pregnancy, and embryogenesis of humans and other species. It belongs to a group of steroid hormones called the progestogens, and is the major progestogen in the body. Progesterone is also a crucial metabolic intermediate in the production of other endogenous steroids, including the sex hormones and the corticosteroids, and plays an important role in brain function as a neurosteroid.
Page edited with Instant HTML Code Editor. Please subscribe for a membership to remove promotional messages like this.
Starting at
Pregn-4-ene-3,20-dione |
Trade names | Utrogestan, Prometrium, Endometrin, Crinone |
---|---|
AHFS/Drugs.com | monograph |
MedlinePlus | a604017 |
Pregnancy category |
|
Routes of administration | Oral, transdermal, vaginal, rectal, intramuscular or subcutaneous injection, implant |
Bioavailability | 10–15% (oral)[1] |
---|---|
Protein binding | 96%–99% |
Metabolism | Hepatic (CYP2C19, CYP3A4, CYP2C9)[2][3] |
Biological half-life | 16–18 hours (oral)[4] |
Excretion | Renal |
CAS Number | 57-83-0 |
---|---|
ATC code | G03DA04 |
PubChem | CID: 5994 |
IUPHAR/BPS | 2377 |
DrugBank | DB00396 |
ChemSpider | 5773 |
UNII | 4G7DS2Q64Y |
KEGG | C00410 |
ChEBI | CHEBI:17026 |
ChEMBL | CHEMBL103 |
Synonyms | 4-pregnene-3,20-dione |
Formula | C21H30O2 |
---|---|
Molecular mass | 314.46 g/mol |
SMILES[show] |
|
InChI[show] |
Melting point | 126 °C (259 °F) |
---|---|
Specific rotation | [α]D |