fluoxymesterone   

GtoPdb Ligand ID: 2861

Synonyms: Halotestin®
fluoxymesterone is an approved drug (FDA (1956))
Compound class: Synthetic organic
Comment: Fluoxymesterone is an anabolic steroid which is around 5 times as potent as endogenous methyltestosterone.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 57.53
Molecular weight 336.21
XLogP 2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1CCC2(C(=C1)CCC1C2(F)C(O)CC2(C1CCC2(C)O)C)C
Isomeric SMILES O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1CC[C@]2(C)O)C)C
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
InChI Key YLRFCQOZQXIBAB-RBZZARIASA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1956))
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
International Nonproprietary Names
INN number INN
624 fluoxymesterone
Synonyms
Halotestin®
Database Links
BindingDB Ligand 18189
CAS Registry No. 76-43-7 (source: Scifinder)
ChEBI CHEBI:5120
ChEMBL Ligand CHEMBL1445
DrugBank Ligand DB01185
DrugCentral Ligand 1210
GtoPdb PubChem SID 135650271
PubChem CID 6446
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Wikipedia Fluoxymesterone