Tibolone
Chemical compound / From Wikipedia, the free encyclopedia
Dear Wikiwand AI, let's keep it short by simply answering these key questions:
Can you list the top facts and stats about Tibolone?
Summarize this article for a 10 year old
Tibolone, sold under the brand name Livial among others, is a medication which is used in menopausal hormone therapy and in the treatment of postmenopausal osteoporosis and endometriosis.[1][9][10][11] The medication is available alone and is not formulated or used in combination with other medications.[12] It is taken by mouth.[1]
Clinical data | |
---|---|
Trade names | Livial, Tibella, Tibofem, others |
Other names | TIB; ORG-OD-14; 7α-Methylnoretynodrel; 7α-Methyl-17α-ethynyl-19-nor-δ5(10)-testosterone; 17α-Ethynyl-7α-methylestr-5(10)-en-17β-ol-3-one; 7α-Methyl-19-nor-17α-pregn-5(10)-en-20-yn-17-ol-3-one |
AHFS/Drugs.com | Professional Drug Facts |
Pregnancy category |
|
Routes of administration | By mouth[1] |
Drug class | Progestogen; Progestin; Estrogen; Androgen; Anabolic steroid |
ATC code | |
Legal status | |
Legal status | |
Pharmacokinetic data | |
Bioavailability | 92%[5] |
Protein binding | 96.3% (to albumin; low affinity for SHBGTooltip sex hormone-binding globulin)[5] |
Metabolism | Liver, intestines (hydroxyl-ation, isomerization, conjugation)[1][6] |
Metabolites | • Δ4-Tibolone[7] • 3α-Hydroxytibolone[7] • 3β-Hydroxytibolone[7] • Sulfate conjugates[8] |
Elimination half-life | 45 hours[6] |
Excretion | Kidney: 40%[5] Feces: 60%[5] |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
DrugBank |
|
ChemSpider |
|
UNII | |
KEGG |
|
ChEBI | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.024.609 |
Chemical and physical data | |
Formula | C21H28O2 |
Molar mass | 312.453 g·mol−1 |
3D model (JSmol) | |
| |
| |
(verify) |
Side effects of tibolone include acne and increased hair growth among others.[6] Tibolone is a synthetic steroid with weak estrogenic, progestogenic, and androgenic activity, and hence is an agonist of the estrogen, progesterone, and androgen receptors.[13][1][6][7] It is a prodrug of several metabolites.[1][13][14] The estrogenic effects of tibolone may show tissue selectivity in their distribution.[13][15][14][16]
Tibolone was developed in the 1960s and was introduced for medical use in 1988.[17][18] It is marketed widely throughout the world.[12][19] The medication is not available in the United States.[12][19]