CHEBI:5120 - fluoxymesterone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name fluoxymesterone
ChEBI ID CHEBI:5120
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB9258118, ZINC000003875484
Download Molfile XML SDF
Wikipedia License
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. Side effects of fluoxymesterone include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. It can also cause liver damage and cardiovascular side effects like high blood pressure. The drug is a synthetic androgen and anabolic steroid and hence is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). It has strong androgenic effects and moderate anabolic effects, which make it useful for producing masculinization. Fluoxymesterone was first described in 1956 and was introduced for medical use in 1957. In addition to its medical use, fluoxymesterone is used to improve physique and performance. The drug is a controlled substance in many countries and so non-medical use is generally illicit.
Read full article at Wikipedia
Formula C20H29FO3
Net Charge 0
Average Mass 336.44086
Monoisotopic Mass 336.21007
InChI InChI=1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1
InChIKey YLRFCQOZQXIBAB-RBZZARIASA-N
SMILES [H][C@]1(O)C[C@@]2(C)[C@@]([H])(CC[C@]2(C)O)[C@]2([H])CCC3=CC(=O)CC[C@]3(C)[C@@]12F
Roles Classification
Biological Role(s): anabolic agent
A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power.
(via anabolic androgenic steroid )
androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
(via anabolic androgenic steroid )
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via steroid hormone )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fluoxymesterone (CHEBI:5120) has role anabolic agent (CHEBI:36413)
fluoxymesterone (CHEBI:5120) has role antineoplastic agent (CHEBI:35610)
fluoxymesterone (CHEBI:5120) is a 11β-hydroxy steroid (CHEBI:35346)
fluoxymesterone (CHEBI:5120) is a 17β-hydroxy steroid (CHEBI:35343)
fluoxymesterone (CHEBI:5120) is a 3-oxo-Δ4 steroid (CHEBI:47909)
fluoxymesterone (CHEBI:5120) is a anabolic androgenic steroid (CHEBI:50786)
fluoxymesterone (CHEBI:5120) is a fluorinated steroid (CHEBI:50830)
IUPAC Name
9-fluoro-11β,17β-dihydroxy-17α-methylandrost-4-en-3-one
INNs Sources
fluoximesterona ChEBI
fluoxymestérone ChEBI
fluoxymesterone ChemIDplus
fluoxymesteronum ChEBI
Synonyms Sources
11β,17β-Dihydroxy-9α-fluoro-17α-methyl-4-androster-3-one ChemIDplus
17α-Methyl-9α-fluoro-11β-hydroxytesterone ChemIDplus
9-Fluoro-11β,17β-dihydroxy-17-methylandrost-4-en-3-one ChemIDplus
9α-Fluoro-11β-hydroxy-17-methyltestosterone ChemIDplus
Testosterone, 9-fluoro-11beta-hydroxy-17-methyl- ChemIDplus
Manual Xrefs Databases
1210 DrugCentral
D00327 KEGG DRUG
DB01185 DrugBank
Fluoxymesterone Wikipedia
LMST02020025 LIPID MAPS
US2813881 Patent
View more database links
Registry Numbers Types Sources
2008796 Beilstein Registry Number Beilstein
76-43-7 CAS Registry Number ChemIDplus
Last Modified
22 February 2017