Structure via PubChem · Public domain (PubChem)
estropipate
Sign in to saveAlso known as piperazine estrone sulfate, Ogen
Estropipate, also known as piperazine estrone sulfate and sold under the brand names Harmogen, Improvera, Ogen, Ortho-Est, and Sulestrex among others, is an estrogen medication which is used mainly in menopausal hormone therapy in the treatment of menopausal symptoms. It is a salt of estrone sulfate and piperazine, and is transformed into estrone and estradiol in the body. It is taken by mouth.
Chemical data
- Formula
- C22H32N2O5S
- Molecular weight
- 436.6 g/mol
- IUPAC name
- [(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate;piperazine
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)OS(=O)(=O)O.C1CNCCN1
- InChIKey
- HZEQBCVBILBTEP-ZFINNJDLSA-N
- Polar surface area
- 113 Ų
- H-bond donors
- 3
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1977
- Admin. routes
- oral, topical
- Indications
- osteoporosis, primary ovarian insufficiency, Atrophy, hypogonadism
via ChEMBL · EBI
Research
75 papers- Better with poorly performing fibrin(ogen).Blood · 2024
- When fibrin(ogen) is too loud, silence it!Blood · 2022
- Dissecting the Contribution of OATP1B1 to Hepatic Uptake of Statins Using the OATP1B1 Selective Inhibitor Estropipate.Molecular pharmaceutics · 2019
- Pharmaco-behavioral profiling identifies suppressors of autism gene-associated phenotypes in zebrafish.Proceedings of the National Academy of Sciences of the United States of America · 2026
- Evaluation of the Selectivity of Several Organic Anion Transporting Polypeptide 1B Biomarkers Using Relative Activity Factor Method.Drug metabolism and disposition: the biological fate of chemicals · 2023
via PubMed
Wikidata facts
- Mass
- 436.203
Show 5 more facts
- legal status (medicine)
- boxed warning
- chemical formula
- C₂₂H₃₂N₂O₅S
- canonical SMILES
- CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)OS(=O)(=O)O.C1CNCCN1
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)OS(=O)(=O)O.C1CNCCN1
- subject has role
- carcinogen
via Wikidata · CC0
~2 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Available forms
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- History
- Society and culture
- Generic names
- Brand names
- Availability
- References
Estropipate, also known as piperazine estrone sulfate and sold under the brand names Harmogen, Improvera, Ogen, Ortho-Est, and Sulestrex among others, is an estrogen medication which is used mainly in menopausal hormone therapy in the treatment of menopausal symptoms. It is a salt of estrone sulfate and piperazine, and is transformed into estrone and estradiol in the body. It is taken by mouth.
==Medical uses== Estropipate is used to: Alleviate symptoms of menopause as menopausal hormone therapy Treat some types of infertility Treat some conditions leading to underdevelopment of female sexual characteristics Treat vaginal atrophy Treat some types of breast cancer (particularly in men and postmenopausal women) Treat prostate cancer Prevent osteoporosis
Excerpted from Wikipedia’s “estropipate” article, available under the CC BY-SA 4.0 licence.
Available in 9 languages
via Wikidata sitelinks · CC0