| Systematic (IUPAC) name | |
|---|---|
| (3R,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 53-41-8 |
| ATC code | None |
| PubChem | CID 5879 |
| ChemSpider | 5668 |
| UNII | C24W7J5D5R |
| ChEBI | CHEBI:16032 |
| ChEMBL | CHEMBL87285 |
| Chemical data | |
| Formula | C19H30O2 |
| Mol. mass | 290.440 g/mol |
| SMILES | eMolecules & PubChem |
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Androsterone (ADT) is a steroid hormone with weak androgenic activity. It is made in the liver from the metabolism of testosterone. Its beta-isomer is Epiandrosterone.
Contents |
It was first isolated in 1931, by Adolf Friedrich Johann Butenandt and Kurt Tscherning. They distilled over 17000 litres of male urine, from which they got 50 milligrams of crystalline androsterone, which was sufficient to find that the chemical formula was very similar to estrone.
Androsterone has been shown to naturally occur in pine pollen and is well known in many animal species.[1]
Celery is claimed to contain androsterone; however, this is inaccurate. Celery actually contains androstenone, which has a different structure to androsterone and is otherwise unrelated.[2]
Androsterone is often advertised as influencing human behavior, but there is little data to substantiate its use as a pheromone.
Androsterone and its 3β isomer, epiandrosterone, are naturally produced by an enzyme 5α-reductase from the adrenal hormone dehydroepiandrosterone (DHEA). Androsterone can also be converted from the natural steroids 5α-androstanediol via 17β-hydroxysteroid dehydrogenase or from 5α-androstanedione via 3α-hydroxysteroid dehydrogenase.
Synonyms include 3α-hydroxy-17-androstanone; 3α-Hydroxy-5-α-androstan-17-one; 3α-hydroxyetioallocholan-17-one; 3α-hydroxy-17-androstanone; 3α-hydroxyetioallocholan-17-one; 3α-hydroxy-17-androstanone; 3α-hydroxy-5α-androstan-17-one; 3α-hydroxyetioallocholan-17-one