فلوکسی‌مسترون

Also known as Testosterone, 9-fluoro-11beta-hydroxy-17-methyl-, 9alpha-Fluoro-11beta-hydroxy-17-methyltestosterone, 9-Fluoro-11beta,17beta-dihydroxy-17-methylandrost-4-en-3-one, 17alpha-Methyl-9alpha-fluoro-11beta-hydroxytesterone, 11beta,17beta-Dihydroxy-9alpha-fluoro-17alpha-methyl-4-androster-3-one, 17α-Methyl-9α-fluoro-11β-hydroxytesterone, Fluoxymesterone, Fluoxymesteronum

Fluoxymesterone, sold under the brand names Halotestin and Ultandren among others, is an androgen and anabolic steroid (AAS) medication which is used in the treatment of low testosterone levels in men, delayed puberty in boys, breast cancer in women, and anemia. It is taken by mouth.

Chemical data

Formula: C20H29FO3
Molecular weight: 336.4 g/mol
IUPAC name: (8S,9R,10S,11S,13S,14S,17S)-9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3CC[C@]4(C)O)C)O)F
InChIKey: YLRFCQOZQXIBAB-RBZZARIASA-N
XLogP: 2.4
Polar surface area: 57.5 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1956
Admin. routes: oral
Indications: breast cancer, neoplasm, orchitis, hypogonadism

via ChEMBL · EBI

Research

489 papers

FLUOXYMESTERONE.Journal of the American Medical Association · 1957
Fluoxymesterone-induced gynaecomastia in a patient with childhood aplastic anaemia.BMJ case reports · 2015
Fluoxymesterone; a new oral androgen.British medical journal · 1959
Fluoxymesterone ("halotestin"): a new androgen.The Medical journal of Australia · 1959
Fluoxymesterone and the development of sexual behavior in the golden hamster.Developmental psychobiology · 1981

via PubMed

Wikidata facts

Mass: 336.21
Has use: medication

Show 8 more facts

chemical formula: C₂₀H₂₉FO₃
medical condition treated: hypogonadism
isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3CC[C@]4(C)O)C)O)F
canonical SMILES: CC12CCC(=O)C=C1CCC3C2(C(CC4(C3CCC4(C)O)C)O)F
World Health Organisation international non-proprietary name: fluoxymesterone
Commons category: Fluoxymesterone
defined daily dose: 5
physically interacts with: androgen receptor

Sources (6)

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Gallery (2)

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