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۴-هیدروکسی‌تستوسترون

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EntityQ4637157· pop 7· linked from 521 articles

۴-هیدروکسی‌تستوسترون

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Also known as 4ohtestosterone, 7alpha-Hydroxytestosterone, 4,17beta-Dihydroxy-4-androstene-3-one, 4-Hydroxytestosterone, 4-Androstene-7alpha-17beta-diol-3-one

4-Hydroxytestosterone (4-OHT), also known as 4,17β-dihydroxyandrost-4-en-3-one, is a synthetic anabolic-androgenic steroid (AAS) and a derivative of testosterone that was never marketed. It was first patented by G.D. Searle & Company in 1955 and is testosterone with a hydroxy group at the four position. 4-OHT has moderate anabolic, mild androgenic, and anti-aromatase properties and is similar to the steroid clostebol (4-chlorotestosterone).

Chemical data

Formula
C19H28O3
Molecular weight
304.4 g/mol
IUPAC name
(8R,9S,10R,13S,14S,17S)-4,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@]34C)O
InChIKey
BQOIJSIMMIDHMO-FBPKJDBXSA-N
XLogP
3.2
Polar surface area
57.5 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
steroid
Mass
304.204
Show 4 more facts
Commons category
4-Hydroxytestosterone
chemical formula
C₁₉H₂₈O₃
canonical SMILES
CC12CCC3C(C1CCC2O)CCC4=C(C(=O)CCC34C)O
isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@]34C)O
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